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Pet Friendly Holiday Rentals in San Juan Islands

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    Travellers to San Juan Islands are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    34 Matching Rentals in San Juan IslandsView all 131 rentals
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Beautiful spacious home with fantastic view. Summer weeks still available.1 / 20
    (18)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Central Heating
    • Balcony
    • Patio
    • Waterfront
    • Ocean Views
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious waterfront house is situated on a private beach just 1.5miles from the town of Friday Harbor but featuring privacy for your dream island getaway. The beach is perfect for leisurely walks, sea glass hunts, fort building, launching a kayak or even swimming if you don't mind cold water....
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    98250, Friday Harbor, San Juan Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The Orcas Ohana - Family Friendly Vacation Home1 / 20
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Patio
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    • Grill
    • Mountain Views
    • Cable/satellite TV
    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2016
    We had a great time! The location was perfect! The views were beautiful! And it was centrally located to the things we enjoy most about Orcas. It was very clean and...
    Reviewed 6 July 2016
    Awesome family and friends vacation. We rented neighbor unit (193 greer lane with Same realtor) and had best family friend vacation ever! Great units. Lots extra. Very clean...
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    About this property
    * Craftsman home, built in 2007, perches on a hillside bordering Eastsound, Orcas Island, WA * Every room has gorgeous southern views over the ocean * Centrally located in the heart of Orcas Island: close to Moran State Park, kayak & bicycle rentals, art galleries, restaurants, beaches,...
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    97245, Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Beautiful Family-Friendly, Ocean View in Eastsound1 / 22
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Grill
    • Balcony
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2016
    My three daughters and I stayed in this lovely home for a weekend to celebrate my youngest daughter's 50th birthday. It was a perfect place for our weekend on Orcas Island. The...
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    About this property
    Welcome to Cool Breeze! This beautiful 3 bedroom 2 bath home overlooks Eastsound bay. The house is built in the craftsman style with great attention to detail. With two stories and 1600 square feet, there is plenty of room for families to share and enjoy the space. Walk through the front door and...
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    98245, Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sun Rise Cliff House1 / 9
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 12 September 2016
    Matt's home was an awesome escape for us. It has old world rustic charm and was perfect for us- peaceful, quiet, secluded, and had stunning 180 degree water views on main floor...
    Reviewed 23 May 2015
    We loved this house, the stunning view from the great room, master and downstairs bedroom, and the peace and quiet. It's in a private setting, and although there are neighbors...
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    About this property
    Welcome to this Sweet Sanctuary overlooking water, islands, eagles, and a ferry or two. 'The Sunrise Cliff House is absolutely wonderful. There has been much thought put into making the sure home is fully stocked with anything you may need during your stay.' - Recent Guest While outside is...
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    98261, Lopez Island, San Juan Islands
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ROMANTIC WATERFRONT VACATION RENTAL GUEST COTTAGE ON ORCAS ISLAND. HOT TUB, TOO! When you're looking for a romantic getaway with that special someone, Orcas Island's Paris Cottage may be just what you envision. This waterfront vacation rental home will delight your senses with its interior warmth...
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    98279, Olga, Orcas Island
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Etta's Place Suites - Etta's Suite1 / 23
    (2)Excellent
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Outdoor Dining Area
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2015
    This is actually a review from August 2012, but the date of stay box won't got back that far. However, I enjoyed our stay so much that I feel compelled to write a review three...
    Reviewed 18 July 2013
    My husband, 6-year old son and I spent three nights in Etta's Suite, the upstairs studio apartment that has a full kitchen and bath. It was the perfect place for us. It's...
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    About this property
    Please Note: Etta's Suite studio is available for longer stays on a month-to-month basis for fall 2017 and winter 2018 at $1050 per month with a $350 security/cleaning deposit. Please send a request for more information to owner. Etta's Suite, upstairs, is a studio suite with: • Outside...
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    98250, Friday Harbor, San Juan Island
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    New NW Contemporary with Hot Tub, Pool Table close to Rosario & Moran St. Park1 / 27
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Hot Tub
    • Patio
    • Grill
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 December 2017
    My husband and I and our four kids came out for a very impromptu post-Thanksgiving weekend to this beautiful, brand-new home on Orcas Island. We had stayed at one of the Doyle's...
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    About this property
    Orcas Island Getaway at Rosario is a great choice for a larger family or group, with 3 bedrooms each with a king-sized bed. Located in the Rosario Resort Community just minutes to Moran State Park, the home is settled on a .64 acre parcel with filtered water views of the Salish Sea. A contemporary...
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    98245, Olga, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Cedars by the Sea - a Classic Beach Cabin with Private Beach. Dog Friendly Too1 / 25
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Beautiful, well maintained home with stunning views. We loved feeling our pace of life slow to the point where the highlight of the day was watching the ferry come and go.
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    About this property
    DOG FRIENDLY WATERFRONT VACATION RENTAL HOME ON LOPEZ ISLAND, BUOY AVAILABLE. Looking for the quintessential Island setting? You will find it in Cedars by the Sea. This lovely waterfront home offers a private beach, fenced grassy lawn, beautiful gardens, spectacular water views, and the...
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    98261, Lopez Island, San Juan Islands
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Orcas Island Getaway1 / 20
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Balcony
    • Wi-Fi
    • Patio
    • Washer
    • DVD Player
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    My husband and I had the time of our life.. lots of chill time and fun activities as well... the home was perfect...clean, well stocked, comfortable. beautifully decorated.. all...
    Reviewed 22 October 2017
    Todd and Lori have it figured out! Attention to detail in every area of this vacation rental. We loved the location, nestled in the trees, but yet accessible to all that one...
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    About this property
    Orcas Island Getaway is the perfect escape for your next trip to the San Juan Islands. Located on a 3/4 acre parcel surrounded by towering native evergreen trees, this 2 Bedroom, 2 Bath home manufactured in 2001 was completely remodeled in 2014/2015. The open design and high ceilings take advantage...
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    98245, Eastsound, Orcas Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Seawatch at Rosario Resort - Views, Marina and Resort Activities!1 / 20
    (10)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DOG FRIENDLY VACATION RENTAL HOME ON ORCAS ISLAND AT ROSARIO. The Seawatch vacation rental on Orcas Island offers magnificent water views and the attraction of a superb location at Rosario Resort. Their marina is just a short stroll from the home, so it's possible to leave the car behind and fly...
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    98245, Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    A Sailor's Rest - Water Front Beach House with Buoy & Hot Tub! Dog Friendly!1 / 26
    (7)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Waterfront
    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEACHFRONT VACATION RENTAL HOME ON ORCAS ISLAND. MOORING BUOY & DOG FRIENDLY Your family can wade in the island waters, launch kayaks from the beach, play board games by the fire, and make memories that last a lifetime in “A Sailor’s Rest.” A boat mooring buoy may be open for guest use but you...
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    98279, Olga, Orcas Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW LISTING! Turning onto the quiet Thistle Lane you will see your vacation home perched up on the hillside. A bright blue metal roof and spacious deck give a glimpse at the home's high quality build and spacious layout. The covered entry way has a bench for taking shoes on and off as you come and...
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    98245, Eastsound, Orcas Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Grill
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW LISTING! Seagull Nest is a luxurious Beach Style Home located just 2 miles from downtown Eastsound and best yet, a close distance to Crescent Beach, Cascade Lake, and Moran State Park. Seagull Nest contains a fun, yet intimate atmosphere that blends seamlessly with its natural surroundings,...
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    98245, Eastsound, Orcas Island
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
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    ANOTHER NEW HOME FOR 2017! Orca Overlook sits perched on a hillside overlooking some of the most Orca traveled waters in Haro Strait and the Salish Sea. A brand new large deck, surrounded by trees, gives one the feeling of being in a tree house. After you watch the sunset over Vancouver Island in...
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    98250, Friday Harbor, San Juan Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Orcas Island- Water View- Dog Friendly- Rosario1 / 32
    (36)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Porch
    • Cable/satellite TV
    • Wi-Fi
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    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2017
    Large comfortable home with perfect setting. Deep in wooded area, looking out at the water. You can smell the pines. We loved everything about this place. So relaxing to come...
    Reviewed 7 March 2017
    Perfect weekend retreat with a lovely view of the Sound. This condo is conveniently located just a mile from Camp Moran, down a quiet road. It's beautiful and supplied with...
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    About this property
    ORCAS ISLAND Sunset Magazine 2017: Ranked 1st among Top 10 Dream Towns in the West Ranked 1st among Top Dog Friendly Vacations in the West Ranked 4th among Top 30 Island Escapes Moran State Park Ranked among Top 20 Hikes in the West #3 of Best of North American Islands- Travel & Leisure 2016...
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    98245, Eastsound, Orcas Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Waterfront
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    Pet friendly
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    Smoking allowed
    About this property
    PRIVATE, UPSCALE WATERFRONT VACATION RENTAL HOME ON LOPEZ ISLAND This spacious Craftsman Bungalow has an adventurous past. In 1913, it was a fine residence on a nice street in Victoria, BC. Then one day, this staid Victorian left the noise and bustle of the city behind. She embarked on a sea...
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    98261, Orcas, Orcas Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
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    Pet friendly
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    Smoking allowed
    About this property
    The cabin is 12X18,...... small but complete with shower, kitchen with fridge, stove, toaster, microwave, and coffee maker. Propane BBQ on the deck. WiFi and DirectTV Great location ...perfect for bicyclists...park your car on the mainland for quick on and off the island ( no waiting in line) and...
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    98250, Friday Harbor, San Juan Island
    Cabin Holiday Rental - 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Sauna
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    Pet friendly
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    Smoking allowed
    About this property
    BEAUTIFUL & UPSCALE WATERFRONT HOME WITH FANTASTIC VIEWS & A GOURMET KITCHEN Picture phenomenal sunrises, five acres of lushly wooded hillsides and moss-covered slopes, a seasonal stream, the call of sea birds, and 300 feet of rocky shoreline. This is the beauty of nature that surrounds this...
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    98245, Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Please Note: Newt's Suite is currently fully booked from October 2017 through February 2018. Newt's Suite, main floor, is a hotel room with: • queen bed • refrigerator/freezer • microwave • coffeemaker • private bath • This suite is suitable for a couple, quiet children under 8 are...
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    98250, Friday Harbor, San Juan Island
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    WONDERFUL WATERFRONT GUEST HOME AT DEER HARBOR ON ORCAS ISLAND. HOT TUB & PET FRIENDLY! With spectacular views of Deer Harbor and the Olympic Mountains to the south, this Orcas Island cottage is just steps from the water and offers easy access for beach combing. The gentle surrounding waters are...
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    98243, Deer Harbor, Orcas Island
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Comfortable oceanfront home w/ stunning ocean views - dogs ok!1 / 14
    (2)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed 19 November 2014
    Nice older home - newly remodeled - hardwood floors wood stove, electric heat. Not as clean as it could be but not too bad for the cost. ours was $99/night in November. Will...
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    About this property
    This stunning, recently updated rental offers privacy, the conveniences of home, and a unique location on the southern part of Lopez Island. Accessible via Washington State Ferry, private boat, or plane, this pet-friendly rental promises a memorable vacation for up to six lucky guests. Part of...
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    98261, Lopez Island, San Juan Islands
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    HISTORIC VACATION RENTAL HOME ON ORCAS ISLAND AT ROSARIO RESORT This charming vacation rental home is adjacent to Rosario Resort. As the bow-tie pond and docks at Cascade Harbor Marina are just across the road from Newhall House you might consider arriving by seaplane or on your own boat! This...
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    98245, Eastsound, Orcas Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Waterfront
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    Pet friendly
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    Smoking allowed
    About this property
    BEACHFRONT VACATION RENTAL HOME ON LOPEZ ISLAND - DOG FRIENDLY, TOO! Bring friends, family, and the dog, you are going to have a fantastic vacation in this Lopez Island waterfront home! To start, there is a long pebbled beach with a great view of Mount Baker directly across the lawn in front of...
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    98261, Lopez Island, San Juan Islands
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Karemar Cove - Private & Rustic Waterfront Cottage on Acreage. Bring kids & dog!1 / 18
    (6)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    CASUAL & PRIVATE WATERFRONT VACATION RENTAL HOME ON ORCAS ISLAND. DOG FRIENDLY! Welcome to Grandma's House on beautiful Orcas Island! It's a warm and cozy home filled with family pictures, collectibles, books, and furnishings from an era past, and OH - what a setting! If you anticipate luxury...
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    98280, Orcas, Orcas Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    BEST FAMILY VACATION HOME ON ORCAS ISLAND Looking for Orcas Island beachfront, spectacular views, 4+ bedrooms, 3+ baths, and a location within walking distance of town? Not many vacation homes meet this criteria, but North Shore Reef offers all these attributes and more. This spacious and...
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    98245, Eastsound, Orcas Island
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    AN ADORABLE WATERFRONT BUNGALOW WITH BEACH & INCREDIBLE SUNSETS The term quintessential is often over-applied to the descriptions of romantic lodging in the San Juan Islands, but when it comes to Tranquility Base, it is simply appropriate. When you imagine a solitary retreat, time away with a...
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    98261, Lopez Island, San Juan Islands
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Balcony
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    Pet friendly
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    About this property
    Featuring large windows that face the water, this home gives guests a true island experience. Enjoy the wide open views of passing ferry boats, islands and mountains from the comfort of the home or deck. The home is surrounded by open fields often filled with animals or crops from local island...
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    98261, Lopez Island, San Juan Islands
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Klahowya - Newly Updated Waterfront Cabin with Incredibly Views!1 / 30
    (36)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
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    Pet friendly
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    Smoking allowed
    Reviewed 5 September 2011
    We enjoyed our "girls and dogs" stay at this tasteful, comfortable, extremely well-equipped cottage -- there were even dog bowls available! It is quiet, despite being...
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    UPSCALE WATERFRONT VACATION RENTAL CABIN ON LOPEZ ISLAND Welcome to this charming, newly updated, waterfront cabin! This delightful Lopez Island home snuggles into a hillside covered with old-growth conifer trees and sculptural Madrona’s. Klahowya features mesmerizing blue water vistas across...
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    Location Information
    98261, Lopez Island, San Juan Islands
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Eagle Stone - a Dramatic Custom Waterfront Home with View, Gourmet Kitchen!1 / 27
    (14)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Internet Access
    • Waterfront
    • Sauna
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DRAMATIC VIEW WATERFRONT VACATION RENTAL ON SAN JUAN ISLAND Eagle Stone is a spectacular vacation rental home on the San Juan Island waterfront. Everything about this Northwest contemporary home is dramatic, from the architectural use of wood and stone to big views over deep water San Juan Channel...
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    Location Information
    98250, Friday Harbor, San Juan Island
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Parking
    • Washer
    • Patio
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful, spacious Lopez Island vacation rental has a nice yard, sometimes visited by deer, and easy access out the front yard right onto the beach! It's dog-friendly, and has gorgeous views of the Sound. This charming rental home is right next to a boat launch, you can easily come by boat,...
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    Location Information
    98261, Lopez Island, San Juan Islands
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Balcony
    • Washer
    • DVD Player
    • Grill
    • Patio
    • Hot Tub
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the unparalleled beauty and charming allure of the San Juan Islands from this 2-bedroom plus loft 2.5-bathroom Lopez Island vacation rental house. This unbelievable property boasts over 3,000 square feet of living space, sleeping accommodations for 12, a private outdoor space and...
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    Location Information
    98261, Lopez Island, San Juan Islands
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 12
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