A sign in a forest with a poem titled "The Road Not Taken".

Ripton Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Ripton holiday rentals

Outdoor dining

1. Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
The price is HK$698
HK$1,800 total
includes taxes & fees
28 Aug - 29 Aug
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Exterior

2. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (42 reviews)
"Very nice place great owner"
United States
Joe
The price is HK$2,736
HK$2,982 total
includes taxes & fees
30 Aug - 31 Aug
Robert Frost Mountain Cabins
Exterior

3. 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 HK$1,740
HK$2,230 total
includes taxes & fees
28 Aug - 29 Aug
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Living area

4. Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Ripton
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful place. Lots to do around the cabin and in the area. The hosts are very helpful. The cabin has everything you could want for a great stay. "
United States
Susan
The price is HK$2,531
HK$3,411 total
includes taxes & fees
3 Sept - 4 Sept
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Exterior

5. Adorable cabin with screened porch and private fire pit

Adorable cabin with screened porch and private fire pit
Ripton
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful place to stay tucked away in the woods. The owners are extremely thoughtful and personable. Can’t wait to go back. "
United States
Sorin
The price is HK$2,193
HK$2,990 total
includes taxes & fees
9 Sept - 10 Sept
Adorable cabin with screened porch and private fire pit
Exterior

6. Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"
United States
Karen H.
The price is HK$2,193
HK$2,990 total
includes taxes & fees
9 Sept - 10 Sept
Cozy and pristine timberframe cabin
Interior

7. Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
9.4 out of 10, Exceptional, (12 reviews)
"Our group booked this place for a ski trip to sugarbush. A remote area, but the cabin was very cool and our host were the best. The warm cinnamon twists in the morning were a big hit and the hot tub was perfect after a day of skiing. Would definitely look into booking this in the summer/fall. "
United States
John H.
The price is HK$2,362
HK$3,183 total
includes taxes & fees
13 Sept - 14 Sept
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Exterior

8. Immaculate mountain cabin with awe inspiring sunrise and mountain views

Immaculate mountain cabin with awe inspiring sunrise and mountain views
Ripton
10.0 out of 10, Exceptional, (3 reviews)
"Our cabin was lovely—artfully built, well-stocked, perfectly clean, and very comfortable. We awoke to silence and a beautiful view of the mountains from our screened porch. We are already planning our return!"
United States
Sara S.
The price is HK$2,193
HK$2,990 total
includes taxes & fees
9 Sept - 10 Sept
Immaculate mountain cabin with awe inspiring sunrise and mountain views
Exterior

9. Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
10.0 out of 10, Exceptional, (12 reviews)
"Excellent facilities enjoyed staying there very much"
United States
Linda
The price is HK$2,531
HK$3,394 total
includes taxes & fees
8 Sept - 9 Sept
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Exterior

10. Inviting timber frame cabin in Vermont's Green Mountains

Inviting timber frame cabin in Vermont's Green Mountains
Ripton
10.0 out of 10, Exceptional, (7 reviews)
"Welcoming, charming, and very clean cabin with excellent communication with team and fun access to trails, hot tub and game room."
United States
Kelly I.
The price is HK$2,362
HK$3,201 total
includes taxes & fees
17 Sept - 18 Sept
Inviting timber frame cabin in Vermont's Green Mountains
Private kitchen

11. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (88 reviews)
"Definitely super SUPER clean all throughout! The ambiance is perfect, just a beautiful cottage with all the amenities you might need. Perfect place to stay."
United States
Julian V.
The price is HK$1,042
HK$1,642 total
includes taxes & fees
30 Aug - 31 Aug
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Exterior detail

12. Charming one bedroom just minutes to Middlebury!

Charming one bedroom just minutes to Middlebury!
New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Lovely unit, clean, well equipped, quiet location"
United States
Jane
The price is HK$769
HK$1,973 total
includes taxes & fees
31 Aug - 1 Sept
Charming one bedroom just minutes to Middlebury!
Exterior detail

13. Downtown Middlebury 3 BR Home - Walk Everywhere!

Downtown Middlebury 3 BR Home - Walk Everywhere!
Middlebury
9.6 out of 10, Exceptional, (34 reviews)
"Great location, very clean"
United States
Karyn M.
The price is HK$1,367
HK$3,196 total
includes taxes & fees
27 Sept - 28 Sept
Downtown Middlebury 3 BR Home - Walk Everywhere!
Property grounds

14. Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"The host was easy to communicate with, gracious and helpful. Amenities were generous and everything was in excellent condition. Really enjoyed the quiet treed setting and the hot tub."
United States
Elizabeth N.
The price is HK$1,771
HK$4,266 total
includes taxes & fees
1 Sept - 2 Sept
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Interior

15. Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC

Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
East Warren
The price is HK$1,372
HK$3,266 total
includes taxes & fees
31 Aug - 1 Sept
Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
Living area

16. Ski-in/ski-out condo with mountain view, seasonal pool

Ski-in/ski-out condo with mountain view, seasonal pool
Warren
The price is HK$584
HK$2,381 total
includes taxes & fees
8 Sept - 9 Sept
Ski-in/ski-out condo with mountain view, seasonal pool
Interior

17. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
The price is HK$1,196
HK$2,735 total
includes taxes & fees
2 Sept - 3 Sept
Gracious two bedroom just minutes to Middlebury!
Exterior

18. 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
Interior

19. Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Warren
9.4 out of 10, Exceptional, (23 reviews)
"Enjoyable stay"
United States
Eric W.
The price is HK$403
HK$2,029 total
includes taxes & fees
30 Aug - 31 Aug
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Golf

20. Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
10.0 out of 10, Exceptional, (1 review)
"Lovely home in a great location. Very comfortable and we had a great stay"
United States
carol m.
The price is HK$1,427
HK$3,287 total
includes taxes & fees
31 Aug - 1 Sept
Purple Door Cottage in the heart of Middlebury!
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 Mountain Top Inn & Resort

The Mountain Top Inn & Resort

10/10 Excellent
"Beautiful relaxed setting. Gorgeous views. Perfect combination of activities vs. simply relaxing. My only complaint was that the restaurant menu was somewhat limiting. It would have been nice to have more varied options and more vegetarian options for lunch vs. dinner"
Laura 3-night trip
Posted 13 hours ago
The Mountain Top Inn & Resort

Find out more about Ripton

Search for holiday rentals in Ripton on Expedia! You can easily find your home rentals, villas, holiday apartments in Ripton using one of the methods below:

  • View our selection of featured holiday rentals in Ripton
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  • Enter your travel dates to view the best deals on holiday rentals in Ripton while they last

Look no further and take a look at our great range of rental properties in Ripton!

Frequently asked questions

Are there holiday rentals in Ripton?

Yes, there are holiday rentals close to the most popular sights in Ripton, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Ripton has a good selection of restaurants. Make sure you have time to check out the bars and forests during your trip.

What are some of the best holiday rentals that Ripton has to offer?

Beautiful Lake House with whole house renovation & fresh modern appeal!: This holiday home rental outside of Ripton offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Ripton?

Choose from 5 Expedia holiday rentals in Ripton for a memorable holiday.

What’s there to see and do in Ripton?

Robert Frost Wayside Trail and Skylight Pond Trailhead are a couple of lovely local spots to get outside and enjoy nature. Robert Frost Farm National Historic Site and Rikert Nordic Center are other places to visit while you're in town.

What’s a holiday rental in Ripton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ripton. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.