Ripton Vacation Home Rentals from CA $368: Search Top Private Vacation Homes for Rent

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

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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!

Middlebury

carol m.

CA $611 total

includes taxes & fees

Oct 18 - Oct 19

A rustic cabin surrounded by autumn foliage.

2. Beautiful home located in the Mad River Valley

Warren

Allie T.

3. Beautiful home located in the Mad River Valley

Warren

Sloan S.

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

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

Middlebury

Page E.

CA $1,085 total

includes taxes & fees

Nov 1 - Nov 2

A wooden staircase leading to a dock by a lake surrounded by trees.

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

Leicester

Eric A.

CA $1,027 total

includes taxes & fees

Oct 19 - Oct 20

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.

6. Top of the Hill Modern Retreat

East Warren

Michael Q.

CA $1,047 total

includes taxes & fees

Oct 25 - Oct 26

A two-story house with a covered porch, outdoor seating, and a lawn.

7. Classic Vermont Farmhouse near Sugarbush Resort

Warren

Peggy V.

A room with a large window overlooking a deck with two chairs and a table.

8. Luxurious Vermont home minutes from Sugarbush Resort

Warren

Noah S.

A wooden interior with large windows, a dining table, chairs, and a sofa.

9. Beautiful timber frame just minutes to Middlebury!

New Haven

"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...

Suzanne L.

CA $1,287 total

includes taxes & fees

Oct 21 - Oct 22

A cozy living room with a stone fireplace, wooden walls, a leather sofa, and a dining area.

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

Hancock

Katie H.

CA $1,590 total

includes taxes & fees

Oct 19 - Oct 20

A wooden cabin interior with a staircase leading to a balcony, large windows, and a view of a snowy forest.

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

Warren

James K.

A house with a stone staircase leading to a wooden deck, surrounded by lush greenery.

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

East Warren

Daniel B.

A spacious living area with a fireplace, a curved staircase, and large windows offering views of the outdoors.

13. The Vines - 6000 sq. ft. Luxury Estate with Hot Tub & Mountain Views

East Warren

Brian S.

CA $2,101 total

includes taxes & fees

Oct 22 - Oct 23

A yellow building with a green roof and large windows overlooking a snowy landscape with trees and mountains.

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

Waitsfield

William W.

CA $1,427 total

includes taxes & fees

Oct 22 - Oct 23

A rural property with a wooden shed, a small cabin, and a well-maintained lawn.

15. Studio in the country w/Hot Tub

Monkton

CA $368 total

includes taxes & fees

Oct 18 - Oct 19

An outdoor seating area with wicker chairs and a small table, surrounded by lush greenery and trees.

16. Entire Enchanting, Light-Filled 1830 Farmhouse

Waitsfield

Patti M.

CA $1,022 total

includes taxes & fees

Oct 20 - Oct 21

A modern living room with a fireplace, a sofa, a coffee table, and a white door.

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

Crown Point

Phillip K.

CA $559 total

includes taxes & fees

Oct 26 - Oct 27

A wooden deck with a hot tub and seating, overlooking a scenic landscape.

18. Sky Zen - Ridge Line Retreat

East Warren

Spyridon M.

CA $1,473 total

includes taxes & fees

Nov 8 - Nov 9

A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

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

Chittenden

"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!"

Carl P.

CA $772 total

includes taxes & fees

Oct 20 - Oct 21

A living room with a wooden console table, a potted plant, and two clocks. A staircase and a fireplace with a TV are in the background.

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

Stockbridge

Kevin M.

CA $833 total

includes taxes & fees

Oct 18 - Oct 19

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Top Ripton Hotel Reviews

Lareau Farm Inn

10/10 Excellent

"Loved the overall vibe and service during our stay. The rooms are cozy and there are several public living spaces to hang out, meet guests, etc Breakfast was fantastic - made to order from a small menu of choices in a sunny, roomy dining area with plenty of tables. We unfortunately didn’t get to try American Flatbread, the happening elevated pizza restaurant attached to the inn as they were very busy that night and we were sort of brushed off upon arrival and left immediately. The only issue we had was the bathroom. It’s an old house so the antique sink is in the corner of the room (which is fine and the kind of thing you expect when staying in old inns) but the actual bathroom had a couple issues. One is the shower curtain was strung on an old rusty cafe curtain rod hanging on wooden closet dowel holders so not secure and when opening and closing (it fell off after a shower) and just looks rather distasteful. Also the toilet cleaning brush holder was very old and dirty looking and very visible in the tiny space. Not pleasant to look at and made me wonder how clean the bathroom really was. Bed was very comfortable, decor was spot in for an antique inn and service was fine. If we are ever in the area we would consider staying there again."

The Mountain Top Inn & Resort

10/10 Excellent

"Wow! We are still wondering how we lucked out finding this place. The staff was so nice and helpful. The room was warm and welcoming. The food in the dining room was delicious. We enjoyed the comforting coffee in the lobby. But we will be talking about the view of the lake and lovely peak fall foliage for years to come! This was a great place for us to call base for a few days and would love to come back again!"

Brandon Inn

10/10 Excellent

"The Brandon Inn was lovely- clean, comfortable and the staff were all amazingly helpful, cheerful and fun. To note, I have severe fragrance allergies but there were no scents or perfumes added to the linens or the rooms- I was so grateful! The only "issue" was the severe lack of water pressure and tepid temperature "hot' water in my 3rd floor suite. It was disappointing. They referred me to 22Park Eatery (next door) for dinner since their dining room was closed due to a private wedding (I didn't know that in advance) - and it was an excellent referral! So grateful. I'd stay here again without hesitation."

Find out more about Ripton

Ripton Vacation Homes information

Number of reviews	272
Accommodation	314 Vacation Homes
Lowest Price	CA $368
Highest Price	CA $2,101

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Ripton vacation homes

1. Purple Door Cottage in the heart of Middlebury!

2. Beautiful home located in the Mad River Valley

3. Beautiful home located in the Mad River Valley

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