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Holiday Homes in Ripton

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Our top choices for Ripton holiday 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, (6 reviews)
"The property was very generously provisioned, pet friendly, clean and comfortable."
United States
Lani C.
The price is NZ$419
includes taxes & fees
10 Sept - 11 Sept
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

2. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.6 out of 10, Exceptional, (47 reviews)
"Nice location off of Route 100 there was a little road noise but the house is situated a bit back. The seating was super comfy and the kitchen was nicely stocked for cooking. It was awesome to be able to bring our pup! "
United States
Melissa P.
Beautiful home located in the Mad River Valley

3. Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
10.0 out of 10, Exceptional, (2 reviews)
"Lovely home in a great location. Very comfortable and we had a great stay"
United States
carol m.
The price is NZ$813
includes taxes & fees
10 Sept - 11 Sept
Purple Door Cottage in the heart of Middlebury!

4. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (27 reviews)
"We had a great time! "
United States
Allie T.
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.
Beautiful home located in the Mad River Valley

6. Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (43 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

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

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Leicester
10.0 out of 10, Exceptional, (1 review)
"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 NZ$1,215
includes taxes & fees
9 Sept - 10 Sept
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

8. Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably

Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Middlebury
10.0 out of 10, Exceptional, (82 reviews)
"A perfect spot for our Middlebury reunion gathering - with great living/gathering space indoors and outdoors. The home is comfortable, clean, convenient, with really nice cozy touches. Thank you!"
United States
Page E.
The price is NZ$1,262
includes taxes & fees
4 Oct - 5 Oct
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably

9. Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort
Warren
9.4 out of 10, Exceptional, (56 reviews)
"Great location for skiing at Sugarbush. Nice big living room for the whole group to gather. "
United States
Peggy V.
Classic Vermont Farmhouse near Sugarbush Resort

10. Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
East Warren
9.6 out of 10, Exceptional, (17 reviews)
"Great location, plenty of space, everything in house worked as described. Thank you!!"
United States
Daniel B.
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

11. 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, (17 reviews)
"A gorgeous house, well designed, incredibly comfortable & perfectly appointed. Responsive staff at the mgmt company too. We will be back!"
United States
lauren m.
Ridge House - Modern Log Home Nestled on top of a Private Mountain

12. Large Vermont ski home on private scenic lot centrally located in the Mad River Valley

Large Vermont ski home on private scenic lot centrally located in the Mad River Valley
Waitsfield
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful ski house close to the mountain and a great house layout for young children / families!"
United States
Heather Bello T.
Large Vermont ski home on private scenic lot centrally located in the Mad River Valley

13. 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 NZ$1,772
includes taxes & fees
10 Sept - 11 Sept
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

14. Little City Big Heart

Little City Big Heart
Vergennes
10.0 out of 10, Exceptional, (45 reviews)
"Great house we enjoyed it"
United States
Patsy H.
The price is NZ$518
includes taxes & fees
9 Sept - 10 Sept
Little City Big Heart

15. Studio in the country w/Hot Tub

Studio in the country w/Hot Tub
Monkton
The price is NZ$435
includes taxes & fees
20 Sept - 21 Sept
Studio in the country w/Hot Tub

16. 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 NZ$956
includes taxes & fees
9 Sept - 10 Sept
Ski Home/Arcade Mountain Views Near Killington/Woodstock

17. 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 NZ$1,035
includes taxes & fees
9 Sept - 10 Sept
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

18. 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 NZ$1,590
includes taxes & fees
22 Sept - 23 Sept
Beautiful timber frame just minutes to Middlebury!

19. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
Chittenden
9.4 out of 10, Exceptional, (6 reviews)
"Loved this stay - the farmhouse is authentic and oozes charm! Everything about this stay was easy - 20min drive to the slopes, 15 min to downtown Rutland, and an extremely well-equipped house to easily accommodate the six of us. Superb communication from the host both prior to and during our stay (promptly answered several questions for us). If you want a vintage farmhouse feel as opposed to a modern condo-style stay, this is the place for you!"
United States
Carl P.
The price is NZ$926
includes taxes & fees
9 Sept - 10 Sept
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

20. Beautiful Family Home Central to Mad River Valley

Beautiful Family Home Central to Mad River Valley
Waitsfield
10.0 out of 10, Exceptional, (14 reviews)
"Fantastic house and property in a beautiful area. We had a great stay and everything was wonderful."
United States
Greg L.
Beautiful Family Home Central to Mad River Valley
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.
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Top Ripton Hotel Reviews

Find out more about Ripton

Ripton Holiday Homes information

Number of reviews
391
Accommodation
307 Holiday Homes
Lowest Price
NZ$419
Highest Price
NZ$1,772