We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals near Orcas Island Sailing

1945 Obstruction Pass Rd, Olga, Orcas Island, Washington 98279-9608
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    R 3 580 Average
    |||
    |||
    R 0R 13 000+
    Suitability
    More filters
    Don't let other travellers get your favourite Olga area holiday rental. You're so close to securing your perfect getaway. Book today.
    24 Matching Rentals in the Olga AreaView all 25 rentals
    Olga
    2.0 kilometres from Orcas Island Sailing
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    New NW Contemporary with Hot Tub, Pool Table close to Rosario & Moran St. Park1 / 27
    (2)Excellent
    Olga
    6.2 kilometres from Orcas Island Sailing
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    A Sailor's Rest - Water Front Beach House with Buoy & Hot Tub! Dog Friendly!1 / 26
    (7)Very good
    Olga
    0.0 kilometres from Orcas Island Sailing
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Olga
    0.5 kilometres from Orcas Island Sailing
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Internet Access
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    STUNNING WATERFRONT HOME WITH PRIVATE BEACH AND COVE! This home is unparalleled among vacation rentals. Nestled in a cove off of Obstruction Pass, one soon forgets there is a world outside this paradise. Located at the end of a small, Private community, you are certain to experience the serenity...
    View all property information
    Location Information
    Olga, Orcas Island
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    Olga
    1.0 kilometres from Orcas Island Sailing
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    EXCEPTIONAL ORCAS ISLAND VACATION RENTAL WITH PRIVATE BEACH! Envision your dream Orcas Island vacation home and you’re likely imagining Deer Point Paradise! Homes of this caliber are rarely offered for vacation rental. Located in one of the most desirable enclaves on Orcas Island, you will find...
    View all property information
    Location Information
    Olga, Orcas Island
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
    Make Enquiry
    Olga
    4.8 kilometres from Orcas Island Sailing
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ORCAS ISLAND VACATION RENTAL HOME - ASIAN MINIMALISM NEAR DOE BAY When your tastes run to the contemporary, you’ll find this sophisticated Doe Bay cabin a jewel of design integrity (To learn about the architect's concept, go to www.archdaily/157449 - Nami an is the featured property!) Nami An has...
    View all property information
    Location Information
    Olga, Orcas Island
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Olga
    6.6 kilometres from Orcas Island Sailing
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Balcony
    • Grill
    • Waterfront
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find your paradise at this lovely house on Orcas Island, featuring an exceptional bayfront location and nearby beach access. Floor-to-ceiling windows looking out on the bay offer a breathtaking view, while a wrap-around deck and large yard are perfect for enjoying sunny days. You'll have a wood...
    View all property information
    Location Information
    Olga, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    The following rentals are within 15 kilometres of Olga.
    Klahowya - Newly Updated Waterfront Cabin with Incredibly Views!1 / 30
    (36)Very good
    Lopez Island, WA
    6.5 kilometres from Orcas Island Sailing
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Internet Access
    • Cable/satellite TV
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    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...
    See all reviews
    About this property
    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...
    View all property information
    Location Information
    Lopez Island, San Juan Islands
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Eastsound
    5.7 kilometres from Orcas Island Sailing
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WONDERFUL SUNSETS AND MORNING LIGHT WITH AMAZING VIEWS OVER CASCADE BAY AND ROSARIO RESORT When visitors arrive at Rosario Resort and Marina, they gaze up toward the exclusive homes set upon the eastern hillside with an envious eye. That is because these ridge line residences focus toward one of...
    View all property information
    Location Information
    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Karemar Cove - Private & Rustic Waterfront Cottage on Acreage. Bring kids & dog!1 / 18
    (6)Very good
    Orcas
    3.6 kilometres from Orcas Island Sailing
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
    View all property information
    Location Information
    Orcas, Orcas Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Save time - get the best Olga rentals sent straight to your email!
    Get the List
    Beautiful spacious home with fantastic view. Summer weeks still available.1 / 20
    (18)Excellent
    Eastsound
    6.3 kilometres from Orcas Island Sailing
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • Patio
    • Balcony
    • DVD Player
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2017
    We loved the house: amazing views, very well located, and equipped! We really enjoyed our stay and already recommended the house to friends and colleagues.
    Reviewed 30 January 2017
    As a family of 4 with adult children this was the perfect location and "base camp" for us to visit Orcas Island and Moran State Park. The house worked for all of us to...
    See all reviews
    About this property
    PLEASE NOTE: Flipkey rate quote does NOT include current discounts. Low Season: 10% discount for stays 5 nights or longer and cleaning INCLUDED (senior groups/active military discounts) Sleeps 6. Lower prices for couples, small groups. Cleaning included for 5 night minimum low season and one week...
    View all property information
    Location Information
    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Cedars by the Sea - a Classic Beach Cabin with Private Beach. Dog Friendly Too1 / 25
    (1)Excellent
    Lopez Island, WA
    7.2 kilometres from Orcas Island Sailing
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 2018
    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.
    See all reviews
    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...
    View all property information
    Location Information
    Lopez Island, San Juan Islands
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Lopez Island, WA
    7.5 kilometres from Orcas Island Sailing
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Washer
    • DVD Player
    • Waterfront
    • Ocean Views
    • Patio
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachfront sanctuary sleeps 9; 180° views of water & islands; private beach This one-of-a-kind private beachfront property has been in the family for many years. Our family's history on Lopez dates back to 1905. The newly-renovated beachfront sanctuary is now a spectacular 5-star R and R Vacation...
    View all property information
    Location Information
    Lopez Island, San Juan Islands
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Enquiry
    Eastsound
    6.2 kilometres from Orcas Island Sailing
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Sauna
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    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...
    View all property information
    Location Information
    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Eastsound
    7.8 kilometres from Orcas Island Sailing
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW TO OUR PROGRAM. Welcome to Island Discovery on Orcas Island. After driving up a beautiful winding road you will come to a house perched on the side of the Mount Constitution. When you lay eyes on the distant island and water views that are filtered by tall trees you will know you have arrived...
    View all property information
    Location Information
    Eastsound, Orcas Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Make Enquiry
    Seawatch at Rosario Resort - Views, Marina and Resort Activities!1 / 20
    (10)Very good
    Eastsound
    6.1 kilometres from Orcas Island Sailing
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Internet Access
    • Cable/satellite TV
    Suitability
    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...
    View all property information
    Location Information
    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Lopez Island, WA
    7.2 kilometres from Orcas Island Sailing
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • Waterfront
    • Parking
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    200' Private Beach, 3 acre woodland setting. A semi secluded property in the heart of the San Juan Islands. 29' Alpenlite tiny home trailer with tip out and totally covered custom metal roof. An out of the weather space attached to the crisp lodging for two or two and a child. Easy and...
    View all property information
    Location Information
    Lopez Island, San Juan Islands
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Enquiry
    Eastsound
    6.0 kilometres from Orcas Island Sailing
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Parking
    • Grill
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LUXURY VACATION RENTAL CONDO AT ROSARIO RESORT ON ORCAS ISLAND NEW LISTING! The Residence at Rosario is a top floor, two-master bedroom luxury condominium (built in 2009), perched dramatically on a hillside above Cascade Bay and the historic Moran Mansion. The design of The Residence evokes the...
    View all property information
    Location Information
    Eastsound, Orcas Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Eastsound
    6.2 kilometres from Orcas Island Sailing
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    GOURMET KITCHEN, FAB MASTER BATH, ALL NEW FURNISHINGS, ONE BLOCK FROM ROSARIO This vacation home is infused with a crisp, fresh atmosphere and thoughtful details that reveal pride of ownership. Just furnished with a contemporary flair, Rosario within Reach offers discriminating guests upscale...
    View all property information
    Location Information
    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Eastsound
    6.4 kilometres from Orcas Island Sailing
    2 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Grill
    • Patio
    • Internet Access
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Upgrade your Washington getaway when you stay at this custom built 2-bedroom, 3-bathroom vacation rental home in Eastsound. Offering over 2,200 square feet of gorgeous living space, this modern, yet rustic home can accommodate 9 guests. Perfect for families, friends, or couples traveling together,...
    View all property information
    Location Information
    Eastsound, Orcas Island
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 9
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Eastsound
    6.1 kilometres from Orcas Island Sailing
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
    View all property information
    Location Information
    Eastsound, Orcas Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Eastsound
    6.9 kilometres from Orcas Island Sailing
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW LISTING. Just in time for the 2017 summer season, Peaceful Cove is a breathtaking water-front home near Rosario Resort. Tucked away in its own cove this unique custom-built home is ideal for your relaxing stay on Orcas Island. Built into the hillside, you will enter on this home's second floor...
    View all property information
    Location Information
    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Eastsound
    5.5 kilometres from Orcas Island Sailing
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW LISTING! This secluded home enjoys sweeping views looking south over East Sound. The home is found by driving down the beautiful wooded Lois Lane before it opens up to the home site. A large wrap around deck is an ideal place to enjoy the warm summer sun. When you enter the home, the spacious...
    View all property information
    Location Information
    Eastsound, Orcas Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Orcas
    7.4 kilometres from Orcas Island Sailing
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Internet Access
    • Hot Tub
    • Parking
    • Patio
    • Grill
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Show your family and friends an unforgettable vacation with this lovely Lopez Island home. Nice and peaceful - but still near some of the isle's best attractions - you're sure to enjoy yourself during your stay! This home for eight is just minutes from the ferry landing on the heavily forested...
    View all property information
    Location Information
    Orcas, Orcas Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    List your property
    Owner log in