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Holiday Homes in Rhinebeck

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    All 32 Rentals in Rhinebeck
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    Restful Rhinebeck cottage1 / 35
    (1)Excellent
    Rhinebeck
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Spacious Rhinebeck Village House w/ Lavish Decor!1 / 30
    (1)Excellent
    Rhinebeck
    7 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Rhinebeck Retreat1 / 5
    (1)Very good
    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Charming Rhinebeck carriage barn, Hudson valley1 / 26
    (2)Average
    Rhinebeck
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Balcony
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Parking
    • Terrace
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2017
    I was in town to attend my daughter's graduation from Bard College. This place was perfect, as it is on the same side of the Hudson, minutes away from the college without going...
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    About this property
    Charming, comfortable guest cottage. It's a converted carriage barn next to a 1700s fairytale stone farmhouse, both on the National Historic Register. Half a mile from Rhinebeck village, one of the prettiest towns in the Hudson Valley, with many restaurants and farmers markets. Time from New...
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    12572, Rhinebeck, New York
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Casa Campagna1 / 14
    (1)Excellent
    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2016
    I could have stayed at Casa Campagna forever. It was actually nice that there were other homes nearby but, once up the Casa Campagna driveway, surrounded by beautiful greenery...
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    About this property
    Year-round country getaway privately situated on over 2 acres of woodland and open fields with a meandering stream and mature cottage garden. Perfect spot for the outdoor enthusiast, culture-seeker or those looking to get away from it all and just relax. The great room with vaulted ceiling,...
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    12572, Rhinebeck, New York
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Fiddlers Farmhouse1 / 43
    (1)Excellent
    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Mountain Views
    • Porch
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2015
    We spent a week at Fiddler's Farmhouse with another couple and enjoyed the privacy and peaceful location of this early 1800s updated farmhouse. With 2 bedrooms and 1 bath...
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    About this property
    Delightful 1850 farmhouse situated in a Currier and Ives setting with a red barn complex adjacent to a babbling brook. Just a mere mile from the renown Omega Institute and nine miles from the village of Rhinebeck, NY. A peaceful retreat and a great rural homebase in which to explore The Hudson...
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    12572, Rhinebeck, New York
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rhinebeck
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
    • Patio
    • Private Garden
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is close to Rhinebeck, Hyde Park, Ski resorts, Metro North and Amtrak. You’ll love my place because of the location - less than 2 hours to the city. This is a property with complete privacy. You can relax in front of the fireplace, large dining room, fully equipped chef's kitchen, large...
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    12580, Rhinebeck, New York
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Secure Parking
    • Cable/satellite TV
    • DVD Player
    • Private Garden
    • Grill
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    12572, Rhinebeck, New York
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Patio
    • Terrace
    • Central Heating
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated inside and out, country house sits on a hilltop with 2.5 acres, overlooking a 6 acres swimming lake. It is a 3-minute walk, on a private road, to your dock where you can swim to your hearts content, fish, paddle, etc. Lake is shared with four homes in a community. This community and...
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    12572, Rhinebeck, New York
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    The following rentals are within 10 kilometres of Rhinebeck.
    The Gallery Inn-A loft style accommodation near the waterfront in Kingston NY1 / 14
    (12)Excellent
    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    It was a pleasure to stay at The Gallery Inn in Kingston, N.Y. It's got a great location....it'sonly one block to the restaurants and the waterfront in the Rondout. There are...
    Reviewed 4 July 2017
    We needed a place in Kingston to celebrate the wedding of very good friends. We found the The Gallery Inn on Trip Advisor and we were immediately in love. Our time at The Inn...
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    About this property
    The Gallery Inn is spacious loft style accommodation filled with contemporary art that honors it's twenty year history as an art gallery. It's very sunny and airy with windows on three sides letting in plenty of morning and afternoon light. Located just a few blocks from the historic Kingston...
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    Location Information
    12401, Kingston, New York
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Hudson Valley Hideaway1 / 22
    (1)Excellent
    Red Hook
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Patio
    • Parking
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious modern home tucked away off a quiet country road is an ideal getaway for families or larger groups. Perched on a hill, with views of the Catskills, you'll find yourself surrounded by nature on 8 private acres away from it all. Everything you need is here inside and out– top of the...
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    12571, Red Hook, New York
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    The Library Retreat Bedroom  in The Church Des Artistes1 / 14
    (2)Excellent
    Kingston
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Air Conditioning
    • Parking
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 February 2014
    The B&B is in this amazing church space that has been restored by its owners, Peter and Julie. They are an artist and a musician and were a real pleasure to get to know...
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    About this property
    The 'Library Room' is the ground floor bedroom of a unique B&B curated by a composer and artist couple who live in a large renovated church hall in the Rondout section of Kingston. Tucked into the back of a courtyard just up the street from restaurants, marinas, art galleries, boating,kayaking,...
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    12401, Kingston, New York
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    Red Hook
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Balcony
    • Internet Access
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    $345 Jan&Feb, NYC most elegant and safest Residential neighborhood CARROLL GARDENS 4 BR. 2.5 Bath Sleeps 10+ Just over the Brooklyn Bridge Damage Deposit Of $1000.- will Be paid in Cash upon Arrival!! Important!! We Have in This Condominium 3 Cozy Units Very similar but each one has its own...
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    11231, Red Hook, New York
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Outdoor Dining Area
    • Private Garden
    • Shared Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Des Artistes Bedroom @ The Church Des Aristes Guest House is a unique retreat from your everyday life to a comfy private bedroom in a unique 1800's church transformed into a home and studios by a composer and artist couple. Freshly ironed linens and serene artwork adorn The Des Artistes Master...
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    12401, Kingston, New York
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Carriage House on private English Tudor Estate1 / 25
    (2)Excellent
    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Patio
    • Internet Access
    • Balcony
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2015
    We really enjoyed our stay at this appartment at the first floor of a completely redecorated house in the backyard of a very friendly owner. Since we are Dutch, we visited...
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    About this property
    Our English Tudor Carriage House has a tastefully renovated loft apartment on the second floor. Located on a small private estate on the edge of town if offers peace and tranquility with all of the amenities of a fine hotel.The plush queen sized bed sleeps two comfortably and there is also an...
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    12401, Kingston, New York
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Antique Stone House1 / 22
    (11)Excellent
    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Terrace
    • Air Conditioning
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2015
    If you need a place to stay in the area and can spend the money, this place is gorgeous, the host is excellent, and breakfast is really great. It was a really relaxing evening...
    Reviewed 25 September 2014
    My husband and I stayed here for a wedding weekend over in Rhinebeck, which was about half an hour away from Kingston. The house is adorable. You feel like you're staying in a...
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    About this property
    In the heart Kingston, New York. Here is a Hudson Valley treasure. Come enjoy a lovely stone house filled with antiques and fine things. Charming bedrooms and dining room. Sun porch. Elegant living room. Sightseeing, shopping, sporting attractions within beautiful 30-minute drives. You will...
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    12401, Kingston, New York
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Balcony
    • Mountain Views
    • DVD Player
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    UPON ENTERING THE STABLES YOU ARE IMMEDIATELY TAKEN BY THE BEAUTY OF THE SPACE. WHERE ONCE ENGLISH QUARTER HORSES WERE HOUSED YOU WILL FIND A LUXURIOUS ONE BEDROOM APARTMENT COMPLETE WITH COOKS KITCHEN, BEDROOM WITH QUEEN SIZE BED, A SPACIOUS LIVING ROOM WITH ORIGINAL PLANK FLOORS AND LIBRARY...
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    12401, Kingston, New York
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Comfy Room in Private Home, Ideal Location, Sauna!1 / 6
    (4)Excellent
    Kingston
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Wi-Fi
    • Sauna
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 November 2017
    Our room was clean and homey. The place is central yet quiet.Sheri and Carl are wonderful hosts. If you visit Kingston, stay here!
    Reviewed 29 September 2017
    Marvelous hospitality, historic venue, tranquil setting, simply perfect. Advice when booking: be sure to list day of departure as your last day. I erred and came up short by...
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    About this property
    Your large private room is located in a 100-year-old Victorian. You also have access to our kitchen/dining area, our enclosed back porch, our un-enclosed front porch, and our small back yard (with hammock). Your room is equipped with a small refrigerator, microwave, electric tea kettle and coffee...
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    12401, Kingston, New York
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Kingston
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Private Garden
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1 room, well-maintained, Rosendale cozy cottage surrounded by woods with deck and use of outdoor hot tub at the main house. Double bed, kitchennette with stove/oven, flat screen TV, WiFi internet access, ceiling fan, tiled bathroom with tiled shower. All linens/towels/basic shower essentials...
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    12401, Kingston, New York
    Cabin Holiday Rental - 1 Bathroom, Sleeps 2
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    Red Hook
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There are two bedrooms on the lower level of my home. They share one private full bathroom. and have their own kitchen and living/diningroom. Private entrance. Fully furnished and equipped. Available by the night (two night minimum), week, month. Quiet property on 3 acres of land. Would work...
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    12571, Red Hook, New York
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Red Hook
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We bought and completely renovated this house a few years ago so that we could enjoy weekends in the country. We hope you enjoy it as much as we do! We’ve done it up with designer furniture and great details. The hot tub provides for great outdoor enjoyment year round, as does a very private camp...
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    12571, Red Hook, New York
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Kingston
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious, chic and comfortable 3BR apartment in heart of historic Kingston. Steps from Uptown's fabulous eateries, taverns and specialty stores. Perfect for small groups of friends and family visiting Kingston, Hudson Valley and the Catskills. Just one block from the Senate Garage- Kingston's...
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    12401, Kingston, New York
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Red Hook
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    $195 Jan&Feb, NYC most elegant and safest Residential neighborhood CARROLL GARDENS 3 BR. 2 Bath Sp 10 just over the Brooklyn Bridge Damage Deposit Of $1000.- will Be paid in Cash upon Arrival!! Important!! We Have in This Condominium 3 Cozy Units Very similar but each one has its own Beauty…...
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    11231, Red Hook, New York
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Red Hook
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully designed glass and wood modern cabin offers elegant modern details and the warmth that only an upstate retreat could. With a soaking egg tub, fires at every turn and a year round hot pool you will fall in love with the place and the towns nearby. - minutes from the best towns:...
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    12571, Red Hook, New York
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    DeMew House1 / 12
    (3)Excellent
    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Waterfront
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    The DewMew house is hosted by two very friendly loving people,who didn’t scrimp on comforts or hospitality. Every thing in the little cottage as I call it is 5 star plus.From...
    Reviewed 10 June 2018
    YOU GUYS! I booked the Demew house for the night before and night of my wedding and I can’t begin to tell you how amazing my/our stay was! The owners are incredibly sweet...
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    About this property
    DeMew House is an exclusive, newly renovated 1850s brick home, one block from the historic Kingston waterfront. Enjoy total privacy in an elegantly designed contemporary/transitional two-story home with an open floor plan that is inviting, warm and intimate. The home has a spacious king bedroom...
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    Location Information
    12401, Kingston, New York
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Church Des Artistes1 / 23
    (2)Excellent
    Kingston
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Grill
    • Outdoor Dining Area
    • Private Garden
    • Washer
    • Wi-Fi
    • Shared Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our lovely 1800's converted church/ home is perfect for an extraordinary getaway. Gather in our country kitchen with 8 burner cast iron stove and counter space for chefs galore to concoct dream meals, relax in the great hall on comfy couches or gather at the Steinway grand piano. We have 5...
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    12401, Kingston, New York
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 14
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    The Chapel Room @ Church Des Artistes Guesthouse1 / 8
    (1)Excellent
    Kingston
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Pet friendly
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    Reviewed 15 August 2017
    This is a gorgeous converted church, with incredibly nice and cool hosts and a beautiful courtyard. It's a pleasure just to hang out in this space but it was especially great as...
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    About this property
    Step back in time in our 1800's Romanesque style church owned and operated by visual artist Julie Hedrick and her composer husband, Peter Wetzler From beautiful artwork to ironed linens, high ceilings and comfy beds you will feel transported into another time. The Chapel Room features a twin...
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    Location Information
    12401, Kingston, New York
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend a relaxing day, weekend or longer at The Antique Stone House. Take advantage of our great luck in having this 1800 stone home for your stay. With cozy, antique filled rooms, The Antiques Stone House offers a great location in beautiful Kingston, New York, located 90 miles north of...
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    Location Information
    12401, Kingston, New York
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend a relaxing day, weekend or longer at The Antique Stone House. Take advantage of our great luck in having this wonderful stone home for your stay. With cozy, antique filled rooms, The Antiques Stone House offers a great location in beautiful Kingston, New York, located 90 miles north of...
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    Location Information
    12401, Kingston, New York
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Kingston
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two Kings House is a great home for families or couples. Located just steps from historic uptown Kingston, the Two Kings victorian offers tasteful accommodations and walking access to the Stockade district of New York’s first capital. Stock up on farm sundries at the weekend farmers market, sip on...
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    Location Information
    12401, Kingston, New York
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Red Hook
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We bought and completely renovated this guest house in 2012. We fell in love with the location and hope you enjoy it as much as we do! The property is amazing! To reach the house, you drive one mile through the woods via the former Hucklebush Rail Line that operated between the 1870's and...
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    Location Information
    12571, Red Hook, New York
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Secure Parking
    • Patio
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just a short walk to the Historic Rondout waterfront. All new, bright and upscale. We are eco friendly offering induction cook tops and energy saving dimmable LED lighting. The living room has a comfortable pull out queen sofa bed, separate bedroom, bathroom, eat in kitchen equipped with...
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    Location Information
    12401, Kingston, New York
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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