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Our top choices for Ripton vacation homes

1. Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Ripton
9.8 out of 10, Exceptional, (7 reviews)
"The property was very generously provisioned, pet friendly, clean and comfortable."
United States
Lani C.
The price is ¥36,292
¥43,842 total
includes taxes & fees
Nov 28 - Nov 29
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

2. Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home in a great location. Very comfortable and we had a great stay"
United States
carol m.
The price is ¥21,593
¥53,956 total
includes taxes & fees
Nov 9 - Nov 10
Purple Door Cottage in the heart of Middlebury!

3. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (51 reviews)
"It was perfect for my trip to central VT."
United States
Lyra F.
The price is ¥8,542
¥39,209 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful home located in the Mad River Valley

4. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (28 reviews)
"We had a great time! "
United States
Allie T.
The price is ¥8,542
¥38,144 total
includes taxes & fees
Nov 11 - Nov 12
Beautiful home located in the Mad River Valley

5. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.0 out of 10, Wonderful, (12 reviews)
"We had a great stay - Quiet, clean, cozy, and a great location, we'll definitely stay here again for future trips!"
United States
Sloan S.
The price is ¥8,542
¥37,967 total
includes taxes & fees
Nov 18 - Nov 19
Beautiful home located in the Mad River Valley

6. Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Leicester
8.0 out of 10, Very good, (2 reviews)
"Everything was spectacular! Fern Lake is peaceful and breathtaking. Lake house was wonderful, and amazing. It was spacious, yet homie."
United States
Eric A.
The price is ¥53,853
¥117,343 total
includes taxes & fees
Nov 10 - Nov 11
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

7. Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
Hancock
10.0 out of 10, Exceptional, (1 review)
"The maple castle was awesome! Definitely the most unique house I have ever stayed in. You can sit in the hot tub and watch the river or you can walk down a tiny hill to tie up a tube and float in it. The owners were extremely helpful and responsive. Would definitely recommend. "
United States
Katie H.
The price is ¥94,930
¥163,653 total
includes taxes & fees
Dec 3 - Dec 4
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

8. Tiny House Woodland Retreat • Private Hot Tub • Sugarbush

Tiny House Woodland Retreat • Private Hot Tub • Sugarbush
East Warren
The price is ¥46,355
¥73,219 total
includes taxes & fees
Nov 15 - Nov 16
Tiny House Woodland Retreat • Private Hot Tub • Sugarbush

9. Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort
Warren
9.4 out of 10, Exceptional, (62 reviews)
"Great location for skiing at Sugarbush. Nice big living room for the whole group to gather. "
United States
Peggy V.
The price is ¥17,956
¥75,136 total
includes taxes & fees
Nov 22 - Nov 23
Classic Vermont Farmhouse near Sugarbush Resort

10. Beautiful timber frame just minutes to Middlebury!

Beautiful timber frame just minutes to Middlebury!
New Haven
10.0 out of 10, Exceptional, (1 review)
"We were 8 people coming to VT to watch our girls play lacrosse at Middlebury. The house is as pictured and perfect for large groups. We really had a great time, it was spacious and perfect for hanging out with a large group. We wished the weather was better so we could use the fire pit. The owner of the property was very easy to deal with and very accommodating. We would all definitely stay here again and recommend a stay at this house. Some of us even said it would be perfect for a small...
United States
Suzanne L.
The price is ¥60,806
¥127,426 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful timber frame just minutes to Middlebury!

11. Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (45 reviews)
"Perfect location for ski vacation. House was clean, close to resort. Quick drive to restaurants, looking forward to staying again! "
United States
Noah S.
Luxurious Vermont home minutes from Sugarbush Resort

12. Large multi-family ski home located on the slopes of Sugarbush Resort

Large multi-family ski home located on the slopes of Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (31 reviews)
"The skiing was fantastic. Thanks for a great stay."
United States
James K.
Large multi-family ski home located on the slopes of Sugarbush Resort

13. Ridge House - Modern Log Home Nestled on top of a Private Mountain

Ridge House - Modern Log Home Nestled on top of a Private Mountain
Waitsfield
10.0 out of 10, Exceptional, (18 reviews)
"Great!!!"
United States
Steve B.
Ridge House - Modern Log Home Nestled on top of a Private Mountain

14. Studio in the country w/Hot Tub

Studio in the country w/Hot Tub
Monkton
The price is ¥24,490
¥40,032 total
includes taxes & fees
Nov 9 - Nov 10
Studio in the country w/Hot Tub

15. Entire Enchanting, Light-Filled 1830 Farmhouse

Entire Enchanting, Light-Filled 1830 Farmhouse
Waitsfield
9.8 out of 10, Exceptional, (10 reviews)
"We came up to Vermont for a wedding and the "farm house" was just what we needed. Thank you! Much appreciated the easy check in and allowing us to arrive a bit earlier to get ready for the wedding bash. P. Murray"
United States
Patti M.
The price is ¥57,110
¥112,274 total
includes taxes & fees
Nov 14 - Nov 15
Entire Enchanting, Light-Filled 1830 Farmhouse

16. Sky Zen - Ridge Line Retreat

Sky Zen - Ridge Line Retreat
East Warren
10.0 out of 10, Exceptional, (1 review)
"We've stayed multiple times in this property and it's always been great. Beautiful house, landscape, and of course the views. The house is always very clean and well maintained. We look forward to our next stay here."
United States
Spyridon M.
Sky Zen - Ridge Line Retreat

17. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is ¥21,092
¥87,581 total
includes taxes & fees
Nov 9 - Nov 10
Ski Home/Arcade Mountain Views Near Killington/Woodstock

18. Little City Big Heart

Little City Big Heart
Vergennes
10.0 out of 10, Exceptional, (45 reviews)
"Beautiful home,very family friendly. The host is very welcoming and easy to get in contact with. Would recommend this property to family and friends."
United States
Craig S.
The price is ¥42,798
¥72,538 total
includes taxes & fees
Nov 16 - Nov 17
Little City Big Heart

19. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is ¥22,498
¥89,334 total
includes taxes & fees
Nov 10 - Nov 11
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

20. Beautiful Lake House with whole house renovation & fresh modern appeal!

Beautiful Lake House with whole house renovation & fresh modern appeal!
Crown Point
9.6 out of 10, Exceptional, (14 reviews)
"Nice location and views. Very peaceful quaint neighborhood, close to historical areas if that perks your interests ."
United States
Melissa B.
The price is ¥42,647
¥60,189 total
includes taxes & fees
Nov 9 - Nov 10
Beautiful Lake House with whole house renovation & fresh modern appeal!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Ripton

Hike the Robert Frost Interpretive Trail where the poet's verses appear alongside the woodland paths he loved. Warm up with homemade treats at the Ripton Country Store before exploring nearby Breadloaf Wilderness in the Green Mountain National Forest.

A rocky cliff with lichen, a clear turquoise pool, and dense forest.

Top reviews in Ripton