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Holiday Rentals in Brewster, NY

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    The following rentals are within 30 kilometres of Brewster, New York.

    1 / 24
    5 of 5 bubbles (3) Excellent
    Cold Spring
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    1 / 29
    Wingdale
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    1 / 21
    4.5 of 5 bubbles (2) Very good
    Stamford, CT
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 15
    Pound Ridge
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    A luxury cottage set privately on a 7 acre estate in sylvan Pound Ridge, New York. A perfect setting from which to explore Westchester's horse country, The Hudson Valley, New England's Connecticut villages and New York City. World renowned restaurants are within minutes and recreational activities... View all property information
    Location Information
    Pound Ridge, Westchester County 10576
    1 / 13
    5 of 5 bubbles (5) Excellent
    Cold Spring
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Grill
    • Washer
    • Mountain Views
    • Internet Access
    • DVD Player
    • Outdoor Dining Area
    • Parking
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    This cozy 3 bedroom lakeside deck house is perfect for a small family (pet friendly!) to spend a weekend, a week or a whole month. Nestled in the woods near Cold Spring, NY on the Hudson River, an hour and 20 minutes from Manhattan, the property includes a small lake perfect for cool summer swims... View all property information
    Location Information
    Cold Spring, New York 10516
    5 of 5 bubbles Reviewed 2 December 2013
    My parents visit me every year in New York City and this year we wanted to get out of the city. I did some research and came upon this place and took a leap of faith, renting it...
    5 of 5 bubbles Reviewed 12 August 2013
    The house very appealing and well equipped and the owner is very pleasant, informative and easy to work with. There is glass all around to view the spectacular wooded surroundings...
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    1 / 19
    New Milford, CT
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Parking
    • Private Garden
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    1840 completely renovated country house with lots of room, convenience and quietness. 4,000 sq. ft. furnished with many antiques. A most unique country kitchen, formal dining room, eat-in kitchen, library, living room, den, five bedrooms (some have "Sleep Number" mattresses), and 5 and a half... View all property information
    Location Information
    New Milford, Connecticut 06776
    1 / 24
    5 of 5 bubbles (4) Excellent
    New Milford, CT
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Washer
    • Patio
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    LITCHFIELD COUNTY, New Milford, CONNECTICUT Beautiful!! very private country setting; four bedrooms, large family room with cathedral ceilings and grand piano. All amenities: cable TV, CD, DVD,VCR, internet and air conditioning. Deck--including a screen house; gas grill. 20x40 inground pool with... View all property information
    Location Information
    New Milford, Connecticut 06776
    5 of 5 bubbles Reviewed 10 August 2014
    This is a spacious 4 bedroom property. it is high above the local road and is surrounded by trees. Neighbours are a good distance away, so the loudest sounds are from the local...
    5 of 5 bubbles Reviewed 21 July 2014
    A spectacular week in a secluded spot and yet minutes from quaint New Milford Village. Pool is GREAT
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    1 / 12
    5 of 5 bubbles (2) Excellent
    Carmel
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
    • Internet Access
    • Washer
    • Mountain Views
    • Hot Tub
    • Patio
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Peaceful. Restorative. Healing. Quiet, comfortable, and full of light and love, our stone cottage is the perfect place to escape NYC and renew your body, mind and soul. Nestled in the woods just 1 hour from Manhattan in the hidden gem of Kent Lakes, NY, the cottage is the perfect country... View all property information
    Location Information
    Carmel, New York 10512
    5 of 5 bubbles Reviewed 14 April 2016
    All was as advertised. Very nice and clean. The owner is really super nice and we had a great time visiting family. Plenty of room and everything is in this rental that you...
    5 of 5 bubbles Reviewed 28 December 2014
    The Stone Cottage is charming. The cottage is lovely, comfortable and well equipped. The owner was very attentive and accommodating. Everything was as advertised. The setting...
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    1 / 73
    5 of 5 bubbles (8) Excellent
    Pawling
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Parking
    • Porch
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Historic beauty built in 1900 in the heart of the village Town of Pawling only a 90 min metro north train ride from Manhattan and no need for a car you can walk to the house and to most things or take a local taxi if needed for places outside of the village. .. Short walk to Metro North train(2... View all property information
    Location Information
    Pawling, New York 12564
    5 of 5 bubbles Reviewed 8 December 2016
    This was part of a weekend trip to see some music and was a great home to rent and enjoy for a night in Pawling! Highly recommend!
    5 of 5 bubbles Reviewed 15 September 2016
    We didn't know much about Pawling before booking this stay, just that it was easy to get to from the city and the house looked nice. We were so pleased with every aspect of our...
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    1 / 42
    Weston, CT
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Internet Access
    • Balcony
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Master Bedroom with four additional bedrooms -- two are double height with lofts. The home features 18" soaring ceilings, an incredible wrap around deck overlooking lawns and gardens. Large Italian eat-in kitchen/family room. Office for 4. Home theater. Whole-house B&O system. Badminton, ping pong,... View all property information
    Location Information
    Weston, Connecticut 06883
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    1 / 16
    North Salem
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Grill
    • Balcony
    • Patio
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This gracious and well appointed Coach House has been beautifully renovated. The Light and Airy Two Floor cottage is situated on the property of an historic home, and offers a Pool, mature gardens, riding and hiking trails. It's near excellent fishing spots. Dine al fresco on your private patio!... View all property information
    Location Information
    North Salem, Westchester County 10560
    1 / 18
    4.5 of 5 bubbles (3) Very good
    Lake Peekskill
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Grill
    • Air Conditioning
    • Porch
    • Patio
    • Satellite TV
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Perfect relaxing and fun getaway from the city. This updated charming cape is minutes away from the Bear Mountain State Park, Blue Mountain Reservation, FRD State Park and Hollow Brook Golf Club-all offer fun action packed activities. Love shopping? The house is 20mins away from Woodbury Commons... View all property information
    Location Information
    Lake Peekskill, New York 10567
    4 of 5 bubbles Reviewed 1 week ago
    Marisol's home was just what we wanted, close to our family for Christmas and near stores. The home was clean with most everything you need to cook and have dinner. The only...
    4 of 5 bubbles Reviewed 4 September 2016
    I went to Relaxing Modern Retreat as a part of my short visit to NYC to meet up with my friend and his family and to relax for few days before my long trip back home . I chose the...
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    1 / 12
    Fort Montgomery
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Secure Parking
    • Satellite TV
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    Fort Montgomery, New York 10922
    1 / 37
    South Salem
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This wonderful 2500sqf, 3 bedroom 2.5 bathroom home located on 6 acres is decorated with modern and contemporary art creating a homey and comfortable environment which you will enjoy during your stay here. The privacy and quiet is paralleled only by the view of the woods which you can see from the... View all property information
    Location Information
    South Salem, Westchester County 10606
    1 / 20
    4.5 of 5 bubbles (9) Very good
    Holmes
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Grill
    • Satellite TV
    • Patio
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Fully furnished gorgeous home directly on beautiful Whaley Lake only 1-1½ hours from New York City. Two levels each with full kitchen and bath. Washer & dryer, wireless internet, plenty of parking. The units can be rented separately or together. Lower level with huge panoramic windows overlooking... View all property information
    Location Information
    Holmes, New York 12531
    5 of 5 bubbles Reviewed 16 September 2016
    Review received! Just one more thing to do… We have received your review for Property #141424 Once you confirm it, we can work on getting it live! Read the review below; if...
    4 of 5 bubbles Reviewed 6 July 2016
    Great little getaway for the weekend. Really enjoyed the lake, the barbecue, and the canoes. There isn't much else to do, so a long vacation may not be the best idea. I think an...
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    1 / 24
    Cold Spring
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Grill
    • Internet Access
    • Patio
    • Private Outdoor...
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Serene, beautiful, nestled in woods on private 10 acre property with pool. One 2 BR cottage and separate 1 BR loft apartment across driveway on top of barn. Two BR cottage has AC, hi speed internet and 55" TV, DVD, cable and fireplace. The separate loft apartment has its own kitchen, ceiling... View all property information
    Location Information
    Cold Spring, New York 10516
    1 / 26
    Newtown, CT
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A historic and charming three bedroom, two bath saltbox farmhouse on the grounds of the beautiful and private McLaughlin Vineyards. The house is conveniently located in Northern Fairfield County, about four miles from I-84 and only 90 minutes from mid-town Manhattan. With a large expansive front... View all property information
    Location Information
    Newtown, Connecticut 06482
    1 / 18
    Cold Spring
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Sauna
    • Wi-Fi
    • Washer
    • Grill
    • Mountain Views
    • Private Outdoor...
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    About an hour from New York City by car or train, our family's secluded and cozy old school country house is nestled against acres of unspoiled woodlands. Perfect for a getaway or West Point graduation. In this private spot you will find a beautiful 60-foot in-ground pool surrounded by a flagstone... View all property information
    Location Information
    Cold Spring, New York 10516
    1 / 23
    4 of 5 bubbles (1) Very good
    Beacon
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
    • Patio
    • Air Conditioning
    • Grill
    • Porch
    • DVD Player
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    PLEASE NOTE: I DO NOT RENT FOR FOR 1 NIGHT. THERE IS A 2 NIGHT MINIMUM. Continue reading further down in this box for 5***** Reviews. Here's a sample: "More like a boutique hotel." "This house is a dream come true." "Great owner, great location!" This home in beautiful Hudson Valley is a... View all property information
    Location Information
    Beacon, New York 12508
    1 / 12
    Chappaqua
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
    • Parking
    • Balcony
    • Air Conditioning
    • Internet Access
    • Shared Garden
    • Outdoor Dining Area
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The cottage at Stone Croft is a quick train ride to Manhattan, but looks out on woods and a stream. The cottage is like a two story suite with a full kitchen. There is a queen bed in the main bedroom and a queen sofa bed upstairs. A great place for families and kids. There is a dishwasher,... View all property information
    Location Information
    Chappaqua, Westchester County 10514
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    1 / 11
    Stamford, CT
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Central Heating
    • Housekeeping...
    • Balcony
    • Washer
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    In this high-ceiling sunny downtown loft, there is a family atmosphere and eclectic furniture and decor. It is close to local activities (parades, fun-raisers, fun runs...etc), great nightlife, public transport: the bus is across the street, the city center (only a 1/4 mile away), restaurants,... View all property information
    Location Information
    Stamford, Connecticut 06905
    1 / 14
    Ridgefield, CT
    8 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    • Patio
    • Grill
    • Wi-Fi
    • Satellite TV
    • Parking
    • Air Conditioning
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The legendary Sunset Hall has captivated the hearts of its keepers since built for ambassador James Stokes in 1912 at Ridgefield's highest point to afford 50 mile views of the NY skyline and panoramic vistas of Round Pond from the widow walk perch. This regal Georgian has delighted subsequent... View all property information
    Location Information
    Ridgefield, Connecticut 06877
    1 / 7
    Roxbury, CT
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Garden
    • Mountain Views
    • Air Conditioning
    • Grill
    • Secure Parking
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The best way to experience Roxbury Connecticut... A completely Private Apartment in Modern contemporary home located on Route 67 in Roxbury Connecticut. 2 Bedrooms, Full Kitchen, Full Bathroom, Living Room, Oversized Deck, Outdoor Grill, and 3+ Acres of Land with Outdoor Seating. Close to... View all property information
    Location Information
    Roxbury, Connecticut 06783
    1 / 14
    Sherman, CT
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Washer
    • Mountain Views
    • Grill
    • Housekeeping...
    • Waterfront
    • Central Heating
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Private secure community with million dollar homes. Perfect weekend retreat. 90 minutes from NYC. This two bedroom cottage has all the necessary amenities. Includes access to two private beaches on Candlewood Lake and Green Pond. Just renovated with new wood floors, new appliances, new... View all property information
    Location Information
    Sherman, Connecticut 06784
    1 / 7
    Beacon
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
    • Patio
    • Internet Access
    • Washer
    • Satellite TV
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    All the comforts of home smack dab in the middle of all the best that Beacon has to offer. This airy 1920s bungalow is 3 blocks from cafe's, antique shops, and great restaurants on Main St. There is a fireplace, large eat-in kitchen, 6 person dining table, brand new bathroom, great backyard and... View all property information
    Location Information
    Beacon, New York 12508
    1 / 1
    Beacon
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Private getaway at the base of Mt. Beacon. Easy access to hiking trails and walking distance to downtown Beacon. Views of the Hudson Valley from the front exposure, and mountains to the rear. Large airy bedroom with a beautiful tiled bath. The Space The maid's wing of our brick Dutch colonial... View all property information
    Location Information
    Beacon, New York 12508
    1 / 25
    Easton, CT
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Shared Garden
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Jan 02 : Tuesday, Thursday, Wednesday, Friday, Monday, Saturday and Sunday check-in required, Tuesday, Thursday, Wednesday, Friday, Monday, Saturday and Sunday check-out required.; Our large and luxurious home is open to you... View all property information
    Location Information
    Easton, Connecticut 06612
    1 / 8
    Garrison
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Satellite TV
    • Private Garden
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our 1400 sq. ft. Saltbox style home was built in the early 1980's. It sits on 2.25 acres. with each room having a view of the garden that surrounds the house. Our road is a neighborhood of friends, young and old. In an hour we can be at the top of a mountain looking down on the Hudson River and... View all property information
    Location Information
    Garrison, New York 10524
    1 / 26
    Easton, CT
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our large and luxurious home is open to you for your enjoyment and relaxation. With 4 en-suite bedrooms and 2 additional bedrooms, the house is able to comfortably accommodate large groups of people for short stays. The house is in immaculate condition and boasts luxury appointments and and... View all property information
    Location Information
    Easton, Connecticut 06612
    1 / 13
    Croton on Hudson
    8 Bedrooms, 7 Bathrooms, Sleeps 24 | Quick View
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    • Balcony
    • Housekeeping...
    • Patio
    • DVD Player
    • Washer
    • Terrace
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Secluded and Private estate on over 100 protected acres.this historically significant 1895 estate boasts a lot of extras. Tennis court, hiking trails, fishing, golf course 4 miles away, meticulously maintained, each room tastefully decorated, immaculate. Cook's gourmet kitchen includes Viking... View all property information
    Location Information
    Croton on Hudson, Westchester County 10520
    1 / 15
    Croton on Hudson
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Mountain Views
    • Grill
    • Balcony
    • Washer
    • Wi-Fi
    • Private Outdoor...
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The apartment is attached to the main house with a separate,private entrance. The apartment exits onto a patio next to the pool. It has a living room, bathroom and kitchen. Fully furnished. It is located on 3 acres of lawn and woodland. It is quiet. We are 48 minutes by train from mid... View all property information
    Location Information
    Croton on Hudson, Westchester County 10520
    1 / 26
    Cortlandt Manor
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Porch
    • Grill
    • Mountain Views
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This is an independent room with separate access. The room is fully furnished with a queen bed, breakfast table, couch, Cable TV and internet. The room also has a separate kitchen and a shared laundry. The guests are allowed to cook with an electric /induction stove.Two miles from Annesville creek... View all property information
    Location Information
    Cortlandt Manor, Westchester County 10567
    1 / 10
    Beacon
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Charming and cozy mini apartment with a private entrance, west end of Beacon. Steps from historic Main Street, shopping and Metro North train station. My place is good for couples, solo adventurers, and business travelers. Quiet residential neighborhood just off Main Street close to galleries,... View all property information
    Location Information
    Beacon, New York 12508
    1 / 16
    Stamford, CT
    Private Room, 1 Bathroom, Sleeps 1 | Quick View
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    • Terrace
    • DVD Player
    • Secure Parking
    • Air Conditioning
    • Washer
    • Housekeeping...
    • Wi-Fi
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This is a family atmosphere place appropriated for business, study or enjoys the city and surrender areas, conveniently located right at downtown Stamford CT. in a Christian couple's apartment. Restaurants, shopping centers, University of Connecticut, entertainments lest than 1 mile away. Metro... View all property information
    Location Information
    Stamford, Connecticut 06905