Vacation Rentals & Cabins in Vermont

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2,368 cabins

Roxbury "Judd's Bridge" 5-BR with Heated Pool, PoshPadsCT

Roxbury house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 54 minutes

Match: Climbing frame Games room Microwave Private outdoor pool (heated)

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Price per night from

$1,117

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East Hampton Luxury Home PERFECT FOR FAMILIES

East Hampton house

5 bedrooms / 3 bathrooms / sleeps 11

3 of 4 match: Games room, Climbing frame, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,637

SEAGULLS BY THE BAY

Hampton Bays house

7 bedrooms / 1 bathroom / sleeps 16

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$984

Amazing Hampton's Styled Getaway

Water Mill house

6 bedrooms / 5 bathrooms / sleeps 14

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$776

Elegance,Privacy, French Farm House

East Hampton farmhouse

3 bedrooms / 2 bathrooms / sleeps 8

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$745

Contemporary Hamptons

East Hampton house

4 bedrooms / 3 bathrooms / sleeps 8

3 of 4 match: Games room, Climbing frame, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$153

Majestic Southampton Waterfront Estate

Southampton villa

7 bedrooms / 5 bathrooms / sleeps 18

“Best alternative to Fire Island” My partner and I wanted to try something new, we originally always go to Fire Island and although we will always love that place, I can't express how expensive it is just to go for a weekend with friends not to mention that we can't help but feel stranded in a way (we don't drive) because once the ferry leaves, that's it! You will be staying whether you want to or not. I would have never thought that I would find a house of this size, with amenities such as linens, towels, beach chairs, hot tub, and pool included for such a reasonable price at the Hamptons none the less...I thought it had to be a mistake, I literally had to call to confirm the rates. The owner was very prompt in her responses whether it would be through phone and or email, and she definitely went out of her way to make sure we were properly accommodated as well as gave awesome recommendations to nearby shops and restaurants. I never had such a pleasant and smooth experience. It was a one, two, three transaction and was very pleased with the outcome, will be coming back next year for sure!

3 of 4 match: Games room, Climbing frame, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,387

5 bedroom Private Family Get Away

Westhampton Beach house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 42 minutes

3 of 4 match: Games room, Climbing frame, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$344

Best vacation home in Berkshires: Summers & Winters best for 1, 2 or 3 families

Great Barrington villa

6 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 3 hours 57 minutes

3 of 4 match: Games room, Climbing frame, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$785

Beautiful Family Summer Home Perfect Central Hamptons Location

Water Mill house

5 bedrooms / 5 bathrooms / sleeps 12

3 of 4 match: Private outdoor pool (heated), Climbing frame, Games room, Microwave

3 of 4 filters match

Price per night from

$1,341

Dockside Manor, minutes from Lake Geore

Fort Ann house

14 bedrooms / 4 bathrooms / sleeps 20

Responds fast! avg. 3 hours 27 minutes

3 of 4 match: Private outdoor pool (heated), Climbing frame, Games room, Microwave

3 of 4 filters match

Price per night from

$859

Ski and spa

Orford cottage

3 bedrooms / 1 bathroom / sleeps 12

3 of 4 match: Private outdoor pool (heated), Climbing frame, Games room, Microwave

3 of 4 filters match

Price per night from

$228

Perfect vacation home minutes to bay and ocean beaches

East Hampton house

4 bedrooms / 4 bathrooms / sleeps 8

3 of 4 match: Private outdoor pool (heated), Climbing frame, Games room, Microwave

3 of 4 filters match

Price per night from

$1,432

The perfect Southern Berkshire winter vacation esc

Sheffield house

4 bedrooms / 2 bathrooms / sleeps 10

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$573

Beautiful Hampton Bays Vacation Rental Home

Hampton Bays house

3 bedrooms / 4 bathrooms / sleeps 12

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$664

Wyndham Bentley Brook Resort

Hancock condo

2 bedrooms / 2 bathrooms / sleeps 8

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$148

Washington - "Senff 8-BR Estate" Heated Pool, Private Scenic Estate Neighborhood

Washington house

8 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 54 minutes

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$340

Beautiful Berkshire Country Estate

Old Chatham house

8 bedrooms / 5 bathrooms / sleeps 16

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,031

Luxury Hamptons Vacation Home w/NEW Pool, Tennis Court, Hot Tub

Quogue house

6 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 2 hours 24 minutes

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,031

Cozy & quiet near everything, 4 beds +heated pool

Brossard house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 0 minutes

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$87

Magnificent private Southampton Estate

Southampton house

4 bedrooms / 5 bathrooms / sleeps 14

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,317

Mystic Island Resort

Mystic house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 57 minutes

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$516

Sagaponack House + Studio... Centrally Located

Sagaponack house

5 bedrooms / 4 bathrooms / sleeps 10

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,963

Hamptons Holidays

Noyack house

9 bedrooms / 11 bathrooms / sleeps 32

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$1,145

Secluded Mini Estate in Hamptons

Hampton Bays house

9 bedrooms / 4 bathrooms / sleeps 18

“A Fabulous Indulgence” I literally just wanted some time off to spend with my kids and husband and a few close relatives and friends but didn't want to go so far away. It must have been through the grace of God that I came across this ginormous house and for the price the owner was asking for...practically a steal! I'm so happy in the decision I made in renting this home as opposed to just practically handing away my money to a hotel/resort, everything was conveniently close by, beaches, shops, theaters...there was even a guide book at the house that came in really handy. My kids loved the pool so much that it was difficult keeping them out. My husband enjoyed the outdoor BBQ and looked cute working the grill as well. This house has everything anyone could ever ask for and I mean everything! It was completely furnished, kitchen was fully stocked with appliances, cookware and utensils. Everyone enjoyed spending time together but the best part is that everyone got to go their separate ways at night in their own bed rooms with their own TV (def a must if you're a soap opera fanatic as I am). The only thing that I wasn't too crazy about was the check in (3 pm) and check out (11 am) time, it was a little too late and definitely too early for my taste (mostly because I really didn't want to leave). I def recommend not only this house, but the owner as well...very pleasant woman, it was like dealing with a family member...she was very welcoming and will most definitely rent from her again, am already counting down the days to my next vacation.

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$899

LUXURY HAMPTON ESTATE 4 prvate heated pool,TENNIS, basketball, beach vollleyball

Westhampton house

8 bedrooms / 6 bathrooms / sleeps 20

3 of 4 match: Climbing frame, Games room, Microwave, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$287

Tree Tops Cottages. Up to 4 cottages available.

South Hero cottage

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 27 minutes

2 of 4 match: Games room, Private outdoor pool (heated), Climbing frame, Microwave

2 of 4 filters match

Price per night from

$221

Island Beauty With A View

North Hero cottage

2 bedrooms / 1 bathroom / sleeps 4

2 of 4 match: Games room, Private outdoor pool (heated), Climbing frame, Microwave

2 of 4 filters match

Price per night from

$229

3 BDR Farmhouse on Tranquil 105 acre Organic Farm

Walpole house

3 bedrooms / 2 bathrooms / sleeps 8

2 of 4 match: Games room, Private outdoor pool (heated), Climbing frame, Microwave

2 of 4 filters match

Price per night from

$304

Beautiful New Chalet in Wilderness

Shawinigan chalet

7 bedrooms / 2 bathrooms / sleeps 22

2 of 4 match: Games room, Private outdoor pool (heated), Climbing frame, Microwave

2 of 4 filters match

Price per night from

$347

Skyview - Sunny Comfortable Stowe Vermont Condo

Stowe apartment

3 bedrooms / 2 bathrooms / sleeps 7

2 of 4 match: Games room, Private outdoor pool (heated), Climbing frame, Microwave

2 of 4 filters match

Price per night from

$270

Private Elegant Waterfront Home

Lower Waterford log cabin

4 bedrooms / 4 bathrooms / sleeps 14

2 of 4 match: Games room, Private outdoor pool (heated), Climbing frame, Microwave

2 of 4 filters match

Price per night from

$338

FREE INDOOR PARKING COZY SUITE CENTER OLD PORT

Montreal apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 31 minutes

2 of 4 match: Games room, Private outdoor pool (heated), Climbing frame, Microwave

2 of 4 filters match

Price per night from

$228

Washington "Shearer" 3-Bedroom Country Cottage - PoshPadsCT

Washington house

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 54 minutes

2 of 4 match: Games room, Private outdoor pool (heated), Climbing frame, Microwave

2 of 4 filters match

Price per night from

$831

2200sf Country House on 16 Acres-2 Miles to Jiminy

Hancock house

4 bedrooms / 2 bathrooms / sleeps 9

“Great house Jiminy Peak” We (family of 4) stayed a weekend in January 2010 with friends (family of 5). It is a great house, perfect location and the owner is really great to deal with. Highly recommended for everyone with kids. easy drive to the slopes. well maintained and very clean.

2 of 4 match: Games room, Private outdoor pool (heated), Climbing frame, Microwave

2 of 4 filters match

Price per night from

$258

Country house close to Montreal

Quebec house

4 bedrooms / 3 bathrooms / sleeps 10

“Great & Beautiful house in the perfect spot !” Joel's house is a mesmerising space and he is a wonderful host . Communication was excellent and the place was spot on . Great location in a bucolic scene with beautiful landscapes and great walks in all directions . We spent a wonderful week in his countryside church , the space is full of wonderful and enjoyable details . It's a big house and being a group of five we were able to enjoy the space individually . We're looking forward to visit soon and will recommend the house to anyone looking for a relaxed beautiful time . Merci Joel ! Anel

2 of 4 match: Games room, Private outdoor pool (heated), Climbing frame, Microwave

2 of 4 filters match

Price per night from

$395

So Vt Mtn Cabn where memories are made and guaranteed to come back.

Mount Tabor log cabin

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 5 minutes

2 of 4 match: Games room, Private outdoor pool (heated), Climbing frame, Microwave

2 of 4 filters match

Price per night from

$189

Beech Tree Cottage

Sag Harbor cottage

2 bedrooms / 1 bathroom / sleeps 4

“Loved this place” This is the perfect little getaway for those who wish to avoid the pretentiousness of East Hampton and Southampton and still enjoy everything that the Hamptons has to offer. Best things - very cute little cottage. Good enough space with off-street parking. The ability to walk into Sag Harbor village in a few mins is a massive plus. Stephen and Emma are so nice and great neighbors if there are any issues. Would definitely recommend this place to anyone.

2 of 4 match: Games room, Private outdoor pool (heated), Climbing frame, Microwave

2 of 4 filters match

Price per night from

$573

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