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Vacation Home Rentals in Chester, New York

Vacation Home Rentals in Chester, New York

Chester Vacation Rentals - Hambletonian House Bed & Breakfast
Chester Vacation Rentals - Hambletonian House Bed & Breakfast
Bed and breakfast
0.5 miles to Chester
Chester, New York, 10918
An elegant Victorian home situated on a knoll surrounded by gardens and trees located in the historic village of Chester. The porches and secluded...
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Vacation Home Rentals in the Chester, New York Area

Blooming Grove Vacation Rentals - The Dominion House Bed & Breakfast
Blooming Grove Vacation Rentals - The Dominion House Bed & Breakfast
Bed and breakfast
5.3 miles to Chester
Blooming Grove, New York, 10914
The Dominion House is located approximately 50 miles north of New York City in the scenic Hudson Valley. Situated on 4.5 acres, at the end of a...
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Warwick Vacation Rentals - Ahsford Cottage B&B
Warwick Vacation Rentals - Ahsford Cottage B&B
Bed and breakfast
8 miles to Chester
Warwick, New York, 10990
You are only a short walk to spectacular antique shops, gourmet restaurants and cafés, coffee parlors, tea rooms, boutiques, and the New York City...
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Warwick Vacation Rentals - Peach Grove Inn
Bed and breakfast
8 miles to Chester
Warwick, New York, 10990
Discover the graceful 19th century lifestyle of Colonel William F. Wheeler, a prominent Orange County farmer, whose home was built in anticipation...
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Warwick Vacation Rentals - Wildflower Cottage
Bed and breakfast
8 miles to Chester
Warwick, New York, 10990
Wildflower Cottage Bed and Breakfast in Warwick, New York provides lodging that is charming and private. If you are looking to spend time in the...
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Salisbury Mills Vacation Rentals - Caldwell House Bed & Breakfast
Bed and breakfast with 4 bedroom(s)
9.5 miles to Chester
Salisbury Mills, New York, 12577
2010-voted best bed and breakfast IN the hudson valley for the third year in a row. Located one hour from the New Jersey side of the George...
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Greenwood Lake Vacation Rentals - Antons On The Lake Country Inn & Marina
Bed and breakfast with 6 bedroom(s)
9.6 miles to Chester
Greenwood Lake, New York, 10925
Welcome to our Waterfront Bed and Breakfast Country Hotel and Marina in the historic Hudson River Valley. Tour historic West Point. Come hike the...
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Mountainville Vacation Rentals - The Storm King Lodge
Bed and breakfast
10.6 miles to Chester
Mountainville, New York, 10953
Our home was a carriage house for a large farm and estate dating back to the early 1800's, and was converted to a guest house in the 1920's. The...
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Glenwood Vacation Rentals - Apple Valley Inn
Bed and breakfast
13.3 miles to Chester
Glenwood, New Jersey, 07418
The Apple Valley Inn is a colonial mansion built in 1831 in scenic Pochuck Valley, nj, the heart of the Skylands. The Inn's name is a salute to...
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Glenwood Vacation Rentals - Glenwood Mill Bed & Breakfast
Bed and breakfast
13.3 miles to Chester
Glenwood, New Jersey, 07418
The History of Glenwood Mill dates back to Stephen Bailey, son of Joseph Bailey, born January 11, 1760. On May 26, 1794 Stephen purchases...
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Newburgh Vacation Rentals - Colonel Hayden House
Bed and breakfast
15.6 miles to Chester
Newburgh, New York, 12550
Our beautiful Victorian home is nestled on seven acres of manicured lawns in the majestic Hudson Valley. Our Bed & Breakfast hosts (2) one bedroom...
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Vernon Vacation Rentals - Alpine Haus B&B Inn
Bed and breakfast
17 miles to Chester
Vernon, New Jersey, 07462
come and relax in the country at Alpine Haus, a VernonBed and Breakfast Inn. Located in Vernon, New Jersey, this beautiful town is sometimes...
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Pine Bush Vacation Rentals - Pine Bush House Bed & Breakfast
Bed and breakfast
17.2 miles to Chester
Pine Bush, New York, 12566
Welcome to Pine Bush House Bed & Breakfast, where old world charm meets modern comfort. Relax and unwind in our country Victorian home built in...
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Pine Bush Vacation Rentals - Pine Haven B&B
Bed and breakfast
17.2 miles to Chester
Pine Bush, New York, 12566
The idea for this b&b came to me as I myself perceived a need for a tranquil place where to rest from the turmoil of Manhattan life. I needed a...
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Modena Vacation Rentals - Brookfield Farm
Bed and breakfast
22.3 miles to Chester
Modena, New York, 12548
Welcome to our 20-acre country retreat where you can unwind in the serenity of nature while enjoying all the amenities Brookfield Farm has to...
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Cornwall Vacation Rentals - Cromwell Manor Inn Bed And Breakfast
Bed and breakfast with 13 bedroom(s)
13 miles to Chester
Cornwall, New York, 12518
Cromwell Manor Inn Bed and Breakfast, one of New York's Top 10 Inns and 'highly recommended' by usa Today, is an historic country estate on seven...
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Newburgh Vacation Rentals - Goldsmith Denniston House
Bed and breakfast with 4 bedroom(s)
15.6 miles to Chester
Newburgh, New York, 12550
Denniston House is an elegant Bed and Breakfast in the heart of the historic district of Newburgh, New York. The Federal-style house was built...
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Beacon Vacation Rentals - Beautiful Modern House For Rent In Beacon, Ny.
Vacation rental with 3 bedroom(s), 2 bathrooms(s)
19.4 miles to Chester
Beacon, New York, 12508
Beautiful Modern House available for Rent in Beacon, NY. The house is provided Fully Furnished w/ all Utilities Included. It has 3 Bedrooms -...

from 250 USD


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Rural Idyll Just 60 Miles Outside New York City
Barn with 4 bedroom(s), 3.5 bathrooms(s), sleeps 8
4.4 miles to Chester
Campbell Hall, 10916
If you want to get away from it all....and still be able to go to NYC for an evening out

from 2,000 USD

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Washingtonville Getaway
House with 7 bedroom(s), 4 bathrooms(s), sleeps 22
5.9 miles to Chester
Washingtonville, 10914
Type: Home Bedrooms: 7 Bathrooms: 4.5 Floors: 2 Total Property Area: 6 acres Garage: 3-car Pets: No Smoking: No Airport: Newburgh, NY / 30 minutes

from 2,500 USD

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Log Home Sits On Seven Mountain Acres On A Private Road - 75 Mins Drive From Nyc
Chalet with 2 bedroom(s), 1 bathrooms(s), sleeps 4
8.2 miles to Chester
Warwick, 10990
Our vacation home in Warwick, NY is the perfect weekend getaway for a couple or family. This charming, contemporary log home has mountain views,...

from 1,200 USD

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Mlk Weekend Only $1000! Book Today Only!
House with 5 bedroom(s), 3.5 bathrooms(s), sleeps 14
9.5 miles to Chester
Greenwood Lake, 10925
The Lynch Family invite you to their second home, Tara House, featuring lakefront access to Greenwood Lake, New York. Start your day with coffee...
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Waterfront 1875 Carriage House In A Quiet Village Only 45 Minutes From Manhattan
House with 2 bedroom(s), 1 bathrooms(s), sleeps 6
9.5 miles to Chester
Greenwood Lake
Our waterfront carriage house is only 45 minutes by car from Manhattan, on the New York, New Jersey border. We are nestled in a mountain valley...
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Luxury Villa - Lakes, Hiking, Wineries, Fireworks On The River, 90 Mins/Nyc
Villa with 3 bedroom(s), 2.5 bathrooms(s), sleeps 8
10 miles to Chester
Montgomery, 12549
Surrounded by a national preserve, this 3 bedroom/3 bathroom villa has all of the modern luxuries for a perfect vacation including luxury linens...

from 1,800 USD

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Spectacular Lake Front Home Sleeps 11, Close To Nyc & West Pt.
House with 5 bedroom(s), 4.5 bathrooms(s), sleeps 11
10.3 miles to Chester
New Windsor, 12577
Watching the sun raise or set on this Mediterranean style veranda will make you feel as if you were sitting in Southern France or Northern Italy....
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Hudson Valley Getaway...Beautiful Views & Awesome Fire Pit - Pool Is Open*
House with 5 bedroom(s), 3 bathrooms(s), sleeps 10
10.6 miles to Chester
Montgomery, 12549
*POOL IS ALREADY OPEN FOR THE SEASON* Relax at Rolling Pastures Vacation Rental and enjoy our rustic ranch style property and home on over 1.6...

from 2,100 USD

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Secluded Cabin 50 Min. From George Washington Bridge
Cabin with 3 bedroom(s), 1 bathrooms(s), sleeps 6
11.3 miles to Chester
Highland Mills, 12518
Completely secluded cabin in the woods on 5 acres of land surrounded by a nature preserve. Walk out the door to hiking trails, waterfall, swimming...

from 950 USD

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Lakefront House On Breathtaking Greenwood Lake, Ny
House with 3 bedroom(s), 2 bathrooms(s), sleeps 6
11.8 miles to Chester
Greenwood Lake, 10925
Great All Season Get Away! Lake Front House On Greenwood Lake! Summer swimming and boating with private dock and BBQ on the lakeside deck. Boat...

from 850 USD

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Beautiful, Sunny Lakefront Escape An Hour From Nyc
House with 3 bedroom(s), 2.5 bathrooms(s), sleeps 6
13.5 miles to Chester
Vernon, 7422
Sunny lakefront property an hour from Manhattan. This clean, comfortable house is a great place to enjoy family and friends, relax in the...

from 1,000 USD

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Lux 1 Br Unit - Mt View Balc - Ski,Golf,Mt Bike,Spa,Water Park
Hotel with 1 bedroom(s), 1 bathrooms(s), sleeps 4
13.6 miles to Chester
Vernon, 7462
Shhh! The secret is out, but not everyone knows as yet . New Jersey has a new all year round resort that caters to the sports person. Activities...

from 700 USD

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Special $99/Night Weekday Rate This Winter!!!
Condo with 1 bedroom(s), 1 bathrooms(s), sleeps 4
15.2 miles to Chester
vernon, 7462
Beautiful 1 bedroom condominium in the gated Black Creek Sanctuary at Mountain Creek Resort. You will leave your cares behind when you enter this...

from 99 USD

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Lakefront Vacation Home On 2 Mile Lake
Chalet with 3 bedroom(s), 1 bathrooms(s), sleeps 8
15.5 miles to Chester
Highland Lakes, 7422
Lakefront vacation house in New Jersey's mountain region. Skiing nearby.Child and PET Friendly. One hour from New York City. Our LAKE HOUSE has 2...
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Lux 2 Br Unit - Mt View - Ski In, Ski Out, Mt. Bike, Water Pk
Hotel with 2 bedroom(s), 2 bathrooms(s), sleeps 6
15.6 miles to Chester
Vernon, 7462
Shhh! The secret is out, but not everyone knows as yet. There is finally an all year round resort that caters to the sports person, providing ski...

from 1,400 USD

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Spring/Summer Specials! Appalachian Condo-Top Floor-End Unit-Fabulous Mt. Views!
Condo with 2 bedroom(s), 2 bathrooms(s), sleeps 6
15.6 miles to Chester
Vernon, 7462
PRIVATE OWNER SAVE $$$$! Spring & Summer Specials-Mid-Week-Reserve two consecutive nights and receive the third night at 50% off the daily rate...

from 1,150 USD

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The Appalachian - Luxurious 2Br Mountain Front Condo
Hotel with 2 bedroom(s), 1 bathrooms(s), sleeps 8
15.6 miles to Chester
Vernon, 7462
This is a 2 BR condo located at The upscale Appalachian located at 200 Route 94 in Vernon NJ. This luxurious condo has a full kitchen and has...

from 269 USD

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Usma Rental Exclusive To Parents Of West Point Cadets; 2 Miles From Thayer Gate
Lodge with 1 bedroom(s), 1 bathrooms(s), sleeps 6
15.8 miles to Chester
Highland Falls, 10928
We are offering the downstairs section of our home Exclusively to parents of USMA/USMAP Cadets. This listing is Not available to anyone who does...
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Adorable Cottage Next To West Point
Cottage with 2 bedroom(s), 1 bathrooms(s), sleeps 6
15.8 miles to Chester
Highland Falls
This charming cottage is located on the banks of a bubbling brook and at the start of an 1/2-mile hiking trail through beautiful forest land. Five...

from 150 USD

Daily


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Lakefront Mountain Home In Highland Lakes
House with 4 bedroom(s), 2 bathrooms(s), sleeps 11
16.1 miles to Chester
Highland Lakes, 7073
Lakefront mountain home in Highland Lakes, NJ-a 60 minute drive from New York City. Highland Lakes is a traditional summer get-away for family...

from 1,200 USD

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The Appalachian At Mountain Creek Vernon Nj - 1 Bedroom 1 Bath Luxury Condo
Condo with 1 bedroom(s), 1 bathrooms(s), sleeps 4
16.4 miles to Chester
Vernon, 7462
Welcome to The Appalachian, a 4 season ski/ in-ski/out luxury condo/hotel or 'Condo-tel' built at the base of the mountain! When you rent by...

from 599 USD

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The Appalachian At Mountain Creek Vernon Nj - 1Bdrm Luxury Condo
Condo with 1 bedroom(s), 1 bathrooms(s), sleeps 4
16.4 miles to Chester
Vernon, 7462
Welcome to The Appalachian, a 4 season ski-in/ski-out luxury hotel on the mountain. When you rent by owner, you enjoy the same Suites as the Hotel...

from 599 USD

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Appalachian - 2 Br Mt View - End Unit- Best Views- Ski On-Off
Condo with 2 bedroom(s), 2 bathrooms(s), sleeps 6
16.8 miles to Chester
Vernon, 7462
Mountain Creek is truly a hidden treasure. We own one of the few Mountain View end units closest to the action. We are on the second floor and...

from 2,000 USD

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Mountain Creek Home In Black Creek Sanctuary-**Special Fall Foliage Rates**
Townhome with 2 bedroom(s), 2 bathrooms(s), sleeps 6
16.8 miles to Chester
Vernon, 7462
Serene property very close to four season activities. Smell the fresh mountain air and view the mountains and a protected wetland sanctuary....

from 175 USD

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Slope Side - Ski On Ski Off, Scenic Location, 4 Season Resort
Condo with 3 bedroom(s), 2 bathrooms(s), sleeps 7
16.8 miles to Chester
Vernon, 7462
Private country setting with great mountain views. On the premises you have 1 indoor and 2 outdoor pools, a golf course, mineral spa, indoor...

from 1,450 USD

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The Appalachian -1 Br Luxury Condo At The Base Of The Ski Resort
Condo with 1 bedroom(s), 1 bathrooms(s), sleeps 4
16.8 miles to Chester
Vernon, 7462
**You can book this unit and any of my 4 units on your own by going to AppalachianHotelNJ com** Welcome to our 1 bedroom luxury 'Mountain...

from 169 USD

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The Appalachian At Mountain Creek Vernon Nj - 2 Bedroom 2 Bath Luxury Condo
Apartment with 2 bedroom(s), 2 bathrooms(s), sleeps 6
16.8 miles to Chester
Vernon, 7462
Welcome to The Appalachian, a 4 season ski/ in-ski/out luxury condo/hotel or 'Condo-tel' built at the base of the mountain! When you rent by...

from 999 USD

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Private, Comfortable Home In Heart Of Hudson Valley, 60 Min To Nyc
House with 3 bedroom(s), 2.5 bathrooms(s), sleeps 6
16.9 miles to Chester
Garrison, 10524
Contemporary colonial with cathedral ceilings, French doors, floor to ceiling windows provide beautiful light, surrounding decks, slate patio...

from 2,500 USD

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Spectacular Hudson River Views, 1 Hour From New York City
House with 4 bedroom(s), 3 bathrooms(s), sleeps 8
16.9 miles to Chester
Garrison, 10524
2200 square foot Italianate Villa - 3 bedroom, 2 bathroom on 2.5 acres with year round Hudson River Views. Detached 1 bedroom, 1 bathroom, guest...

from 2,000 USD

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Enjoy This Elegant Mountain Get-A-Way Throughout The Year
Condo with 3 bedroom(s), 2 bathrooms(s), sleeps 6
17.2 miles to Chester
Vernon, 7462
You will truly enjoy this elegantly kept 3 bedroom, 2 bath condo, located in the safe gated community of Vernon Village at the Minerals Resort and...

from 850 USD

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Cragsmoor Vacation Rentals - Sunset Porch
Vacation rental with 6 bedroom(s), 4 bathrooms(s)
17.2 miles to Chester
Cragsmoor, New York, 12566
Charming Turn of the Century Dutch Colonial located in the Historic Hamletof Cragsmoor, elevation 2000 feet. Just 1 mile from Sam's Point and Bear...

from 350 USD


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Golf & Ski-In-Out / Slope Side / Brand New Condo / Spa Passes!
Condo with 2 bedroom(s), 1 bathrooms(s), sleeps 5
17.3 miles to Chester
Vernon, 7462
You will enjoy our completely renovated carpeted and ceramic tiled end unit Great Gorge Village condo with halogen romantic dimmer lighting,...

from 950 USD

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