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Rhinebeck Vacation Rentals

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    Spacious Rhinebeck Village House w/ Lavish Decor!1 / 30
    (2)Excellent
    Rhinebeck
    7 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Fiddlers Farmhouse1 / 43
    (4)Excellent
    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Casa Campagna1 / 14
    (1)Excellent
    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Rhinebeck Quaint Country Cottage on quiet road1 / 14
    (1)Excellent
    Rhinebeck
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Rhinebeck, New York 12572
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    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
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    • Terrace
    • Central Heating
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    Pet friendly
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    Smoking allowed
    Reviewed May 30, 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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    Rhinebeck, New York 12572
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Rhinebeck
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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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    Rhinebeck, New York 12580
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Rhinebeck
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Rhinebeck, New York 12574
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Rhinebeck
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
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    Rhinebeck, New York 12572
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Rhinebeck
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Rhinebeck, New York 12572
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Rhinebeck
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Rhinebeck, New York 12572
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Mountain Views
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    Pet friendly
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    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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    Rhinebeck, New York 12572
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Gorgeous Town-and-Country Victorian, the New Landmark in Town1 / 24
    (29)Excellent
    Rhinebeck
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
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    • Skiing: Property Is In A Ski Resort
    • DVD Player
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    Smoking allowed
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    Rhinebeck, New York 12572
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Spectacular Kitchen, 6 Bedrooms, On 20 Acre Estate With Heated In-Ground Pool1 / 43
    (40)Very good
    Rhinebeck
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Rhinebeck, New York 12572
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
    Modern Compound in Rhinebeck with Main House, Guest House and Pool House1 / 30
    (1)Very good
    Rhinebeck
    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Skiing: Property Is In A Ski Resort
    • DVD Player
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    Rhinebeck, New York 12572
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 10
    The Enchanted Cottage: A Charming Artists Retreat, Walk To Rhinebeck Village!1 / 32
    (14)Excellent
    Rhinebeck
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Rhinebeck, New York 12572
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 4
    Beautiful Farmhouse W/ Heated Pool & Fireplace, Walking Distance to the Village1 / 15
    (7)Excellent
    Rhinebeck
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Rhinebeck, New York 12572
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 7
    Rhinebeck Private Country Home1 / 26
    (46)Excellent
    Rhinebeck
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
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    Rhinebeck, New York 12572
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    The Gables of Rhinebeck Inn (Sugarloaf Suite)1 / 33
    (3)Very good
    Rhinebeck
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Rhinebeck, New York 12572
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Large Secluded Ranch Home In Historic Rhinebeck.1 / 23
    (2)Excellent
    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Rhinebeck, New York 12572
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Rhinebeck- Cozy all year round! Perfect comfy private home in a beautiful sett1 / 9
    (2)Excellent
    Rhinebeck
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Rhinebeck, New York 12572
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Beautiful 1860s Renovated Farm House1 / 17
    (13)Excellent
    Rhinebeck
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Rhinebeck, New York 12572
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Cozy condo, recently upgraded, with convenient location to village center1 / 34
    (12)Excellent
    Rhinebeck
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
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    • Terrace
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    Rhinebeck, New York 12572
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Secluded Luxury at 'The Waterfall House' in Rhinebeck New York1 / 16
    (2)Excellent
    Rhinebeck
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Rhinebeck, New York 12572
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 12
    Cozy, Clean and Comfy 2 Bedroom On Quiet Country Road 2 Miles To Center Of Town1 / 24
    (40)Excellent
    Rhinebeck
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Rhinebeck, New York 12572
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Newly Renovated Private Home With Beautiful Land, Close To Town1 / 20
    (10)Very good
    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Rhinebeck, New York 12572
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    New on VRBO! Epic retreat  on 3 acres with pool and lake access.1 / 15
    (4)Excellent
    Rhinebeck
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    Rhinebeck, New York 12572
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    The Gables of Rhinebeck Inn (Blue Ridge Suite)1 / 29
    (1)Excellent
    Rhinebeck
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Rhinebeck, New York 12572
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    RHINEBECK MODERN HOME- Swimming pool - Pro Kitchen-1 mile village near Omega1 / 26
    (24)Excellent
    Rhinebeck
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Rhinebeck, New York 12572
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    The following rentals are within 5 miles 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
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    Pet friendly
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    Reviewed August 10, 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 July 4, 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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    Kingston, New York 12401
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Church Des Artistes1 / 23
    (2)Excellent
    Kingston
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
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    • Shared Yard
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    Pet friendly
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    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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    Kingston, New York 12401
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 14
    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    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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    Kingston, New York 12401
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Red Hook
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Private Outdoor Pool (Heated)
    • Private Yard
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    Pet friendly
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    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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    Red Hook, New York 12571
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Red Hook
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    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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    Red Hook, New York 11231
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    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
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    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 22, 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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    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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    Kingston, New York 12401
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Red Hook
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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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    Red Hook, New York 12571
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Red Hook
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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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    Red Hook, New York 12571
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
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    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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    Kingston, New York 12401
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    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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    Reviewed February 19, 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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    Kingston, New York 12401
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 3
    Red Hook
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    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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    Red Hook, New York 11231
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 14
    Red Hook
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    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
    Red Hook, New York 12571
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    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
    Kid friendly
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    Reviewed August 14, 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
    Kingston, New York 12401
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
    DeMew House in Historic Rondout1 / 14
    (5)Excellent
    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Parking
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 23, 2019
    We spent the Christmas Holidays at the DeMew House and made some wonderful memories with our family and friends. Maryann and Joe did so much to make us feel at home. They put...
    Reviewed December 15, 2018
    That's exactly what I've said to the owners and what I wrote on the guestbook.We found rest in this elegantly decorated and intimate house, surrounded by a beautiful garden and...
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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
    Kingston, New York 12401
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    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 Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 13, 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 September 29, 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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    Location Information
    Kingston, New York 12401
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Kingston
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Private Yard
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Abbey Room is located off of The Great Hall on the ground floor of Church Des Artistes with a Queen Canopy Bed and en suite bathroom. Freshly ironed linens and a quiet peace engulfs the room and our guests report the best sleeping experience on our comfy mattress. For families or friends...
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    Location Information
    Kingston, New York 12401
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 3
    Kingston
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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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
    Kingston, New York 12401
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Yard
    • 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 a short walk to the Historic Rondout waterfront. Superior location, upscale and comfortable. 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...
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    Location Information
    Kingston, New York 12401
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Kingston
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Private Yard
    • 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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    Location Information
    Kingston, New York 12401
    Cabin - 1 Bathroom, Sleeps 2
    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Beautiful space in a National Historic Register Home. The perfect place to get away without getting away from everything. Right in the heart of the Historic Stockade District. Across the street from the historic Senate House Park. Uptown Kingston is the home to coffee shops, including the trendy...
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    Location Information
    Kingston, New York 12401
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This romantic suite boasts a beautiful four poster bed, private sitting room with 11 ft ceilings, 10 ft. pocket doors, antique furniture, as well as a private bath with new subway tile shower and tub. The Wiltwyck is the perfect place to get away without getting away from everything. Right in the...
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    Location Information
    Kingston, New York 12401
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Kingston
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
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    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful space in a National Historic Register Home. The perfect place to get away without getting away from everything. Right in the heart of the Historic Stockade District. Across the street from the historic Senate House Park. Uptown Kingston is the home to coffee shops, including the trendy...
    View all property information
    Location Information
    Kingston, New York 12401
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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