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Ripton Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Ripton vacation homes

A large grassy field with a historic building in the background.

1. 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 CA $244
CA $574 total
includes taxes & fees
Nov 1 - Nov 2
Purple Door Cottage in the heart of Middlebury!
A rustic cabin surrounded by autumn foliage.

2. 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.
Beautiful home located in the Mad River Valley
A rustic cabin surrounded by autumn foliage.

3. 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
A modern kitchen with a central island, stainless steel appliances, and a large window.

4. 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, (85 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 CA $589
CA $1,107 total
includes taxes & fees
Nov 1 - Nov 2
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
A two-story house with a covered porch, outdoor seating, and a lawn.

5. Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort
Warren
9.4 out of 10, Exceptional, (61 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
A wooden staircase leading to a dock by a lake surrounded by trees.

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 CA $625
CA $1,193 total
includes taxes & fees
Nov 1 - Nov 2
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
A spacious living area with a wooden dining table, chairs, and a patterned rug. A spiral staircase leads to an upper level. Large windows offer views of the outdoors.

7. Top of the Hill Modern Retreat

Top of the Hill Modern Retreat
East Warren
10.0 out of 10, Exceptional, (11 reviews)
"Really nice place everything was top notch. "
United States
Michael Q.
The price is CA $199
CA $1,021 total
includes taxes & fees
Nov 1 - Nov 2
Top of the Hill Modern Retreat
A cozy living room with a stone fireplace, wooden walls, a leather sofa, and a dining area.

8. 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 CA $882
CA $1,556 total
includes taxes & fees
Oct 31 - Nov 1
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
A spacious dining area with a long table set for six, large windows offering a view of the outdoors, and a wooden ceiling structure.

9. 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 CA $501
CA $1,139 total
includes taxes & fees
Nov 3 - Nov 4
Beautiful timber frame just minutes to Middlebury!
A modern living room with a large window overlooking a forested mountain landscape.

10. Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views

Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
East Warren
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful comfortable place with the best view in the valley. All the amenities you need for great vacation. "
United States
Jeff C.
Sugarbush Vista - 4000sq. ft. Estate with Hot Tub & Mountain Views
A spacious kitchen with wooden beams, a central island, bar stools, and a dining table with chairs.

11. Secluded Mad River Valley Home with Hot Tub

Secluded Mad River Valley Home with Hot Tub
Waitsfield
10.0 out of 10, Exceptional, (2 reviews)
"Really perfect home for our weekend getaway. I appreciated the fact that all of the communal spaces were large and could host everyone without feeling squished."
United States
Justina G.
The price is CA $175
CA $1,115 total
includes taxes & fees
Nov 1 - Nov 2
Secluded Mad River Valley Home with Hot Tub
A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

12. 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 CA $220
CA $756 total
includes taxes & fees
Oct 31 - Nov 1
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
A rural property with a wooden shed, a small cabin, and a well-maintained lawn.

13. Studio in the country w/Hot Tub

Studio in the country w/Hot Tub
Monkton
The price is CA $208
CA $365 total
includes taxes & fees
Nov 1 - Nov 2
Studio in the country w/Hot Tub
An outdoor seating area with wicker chairs and a small table, surrounded by lush greenery and trees.

14. 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 CA $480
CA $1,004 total
includes taxes & fees
Oct 29 - Oct 30
Entire Enchanting, Light-Filled 1830 Farmhouse
A deck with chairs overlooking a mountainous landscape.

15. Gorgeous Mountain Home Near Mad River Glen

Gorgeous Mountain Home Near Mad River Glen
Fayston
10.0 out of 10, Exceptional, (18 reviews)
"Stuga was a great find for our extended family. The house was recently renovated and in addition to high-end finishes, everything had been updated, so the place felt clean, comfortable, and well-appointed."
United States
Nerissa B.
The price is CA $192
CA $1,129 total
includes taxes & fees
Nov 11 - Nov 12
Gorgeous Mountain Home Near Mad River Glen
A wooden deck with a hot tub and seating, overlooking a scenic landscape.

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.
The price is CA $765
CA $1,450 total
includes taxes & fees
Nov 8 - Nov 9
Sky Zen - Ridge Line Retreat
A yellow building with a green roof and large windows overlooking a snowy landscape with trees and mountains.

17. Vermont Post & Beam w/Hot Tub & Stunning Views

Vermont Post & Beam w/Hot Tub & Stunning Views
Waitsfield
9.6 out of 10, Exceptional, (28 reviews)
"Place was great!! "
United States
Brendan S.
The price is CA $214
CA $1,418 total
includes taxes & fees
Nov 3 - Nov 4
Vermont Post & Beam w/Hot Tub & Stunning Views
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

18. Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub

Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub
Duxbury
9.8 out of 10, Exceptional, (12 reviews)
"This home was just what we needed to rest our heads while on a long road trip with the family."
United States
Martin H.
The price is CA $149
CA $812 total
includes taxes & fees
Nov 11 - Nov 12
Brand new family home nestled in the woods close to Waterbury, Stowe, and Sugarbush with a hot tub
A building with a sign for 'SQUARES Café' offering breakfast, lunch, and dinner.

19. 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 CA $351
CA $647 total
includes taxes & fees
Nov 5 - Nov 6
Little City Big Heart
A hot tub on a wooden deck with a mountain view.

20. Breathtaking Views 7 Bedroom Estate w/Hot Tub

Breathtaking Views 7 Bedroom Estate w/Hot Tub
Waitsfield
10.0 out of 10, Exceptional, (17 reviews)
"Place was great"
United States
Christopher W.
The price is CA $214
CA $1,498 total
includes taxes & fees
Nov 4 - Nov 5
Breathtaking Views 7 Bedroom Estate w/Hot Tub
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

The Waitsfield Inn

The Waitsfield Inn

10/10 Excellent
"Room was comfortable and unique; I really did feel like I was staying in an old inn or house. A great change from the standard cookie-cutter chain hotel. Staff was super helpful. The lounge areas had many comfortable chairs suitable for relaxing and reading."
Norman 2-night trip
Posted 1 day ago
The Waitsfield Inn

Find out more about Ripton

Ripton Vacation Homes information

Number of reviews
353
Accommodation
298 Vacation Homes
Lowest Price
CA $365
Highest Price
CA $1,556

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