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Our top choices for Leicester 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 ¥36,574
¥44,183 total
includes taxes & fees
Nov 28 - Nov 29
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

2. 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 ¥54,271
¥135,049 total
includes taxes & fees
Nov 16 - Nov 17
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

3. 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 ¥28,028
¥61,636 total
includes taxes & fees
Nov 16 - Nov 17
Purple Door Cottage in the heart of Middlebury!

4. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (18 reviews)
"WE ENJOYED OUR STAY"
United States
Susan E.
The price is ¥12,777
¥26,282 total
includes taxes & fees
Nov 18 - Nov 19
Cozy Rutland Retreat

5. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.2 out of 10, Wonderful, (13 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 ¥8,618
¥37,768 total
includes taxes & fees
Nov 18 - Nov 19
Beautiful home located in the Mad River Valley

6. 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 ¥11,960
¥43,839 total
includes taxes & fees
Dec 2 - Dec 3
Beautiful home located in the Mad River Valley

7. 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 ¥8,608
¥39,335 total
includes taxes & fees
Nov 18 - Nov 19
Beautiful home located in the Mad River Valley

8. 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 ¥25,019
¥99,988 total
includes taxes & fees
Nov 16 - Nov 17
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

9. 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 ¥17,004
¥83,855 total
includes taxes & fees
Nov 15 - Nov 16
Ski Home/Arcade Mountain Views Near Killington/Woodstock

10. 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 ¥17,004
¥83,855 total
includes taxes & fees
Nov 15 - Nov 16
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

11. Secluded Mountain Getaway with Hot tub and Views!

Secluded Mountain Getaway with Hot tub and Views!
Granville
8.8 out of 10, Excellent, (5 reviews)
"Cool house. The kids loved the bunk bed room."
United States
Sarah B.
The price is ¥26,176
¥125,016 total
includes taxes & fees
Nov 23 - Nov 24
Secluded Mountain Getaway with Hot tub and Views!

12. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
North Sherburne
10.0 out of 10, Exceptional, (1 review)
"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...
United States
Essa R.
The price is ¥31,597
¥112,193 total
includes taxes & fees
Nov 15 - Nov 16
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

13. Kingsley Homestead - 2 Bedroom retreat

Kingsley Homestead - 2 Bedroom retreat
Rutland
The price is ¥26,698
¥29,384 total
includes taxes & fees
Nov 19 - Nov 20
Kingsley Homestead - 2 Bedroom retreat

14. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
North Sherburne
10.0 out of 10, Exceptional, (2 reviews)
"On our 30th Anniversary trip to Vermont, New Hampshire and Maine we fell in love with Killington, Vermont. So much so we left the coast of Maine and last minute booked our remaining two nights back in Killington at the Poweder Run Lodge. The lodge was a wonderful experience! The location was beautiful, spacious, clean, had a fully stocked kitchen and spectacular views. The hosts were kind and easy to communicate with. We are older and need a continuous running fan and a little softer bed when we...
United States
Heidi P.
The price is ¥36,607
¥119,494 total
includes taxes & fees
Nov 15 - Nov 16
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

15. 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 ¥95,666
¥157,231 total
includes taxes & fees
Dec 3 - Dec 4
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

16. Waterfront 3BR/3BA — Summer Lake Escape, Fire Pit, Grill, Deck & Sunsets

Waterfront 3BR/3BA — Summer Lake Escape, Fire Pit, Grill, Deck & Sunsets
Bridport
10.0 out of 10, Exceptional, (3 reviews)
"the home was very clean, plenty of space, there were many amenities which may the stay very pleasant."
United States
Robert H.
The price is ¥57,454
¥120,694 total
includes taxes & fees
Dec 1 - Dec 2
Waterfront 3BR/3BA — Summer Lake Escape, Fire Pit, Grill, Deck & Sunsets

17. 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 ¥69,285
¥138,277 total
includes taxes & fees
Nov 15 - Nov 16
Beautiful timber frame just minutes to Middlebury!

18. 4BR Killington Home Perfect for Families, Pet-Friendly

4BR Killington Home Perfect for Families, Pet-Friendly
North Sherburne
10.0 out of 10, Exceptional, (24 reviews)
"Our group had a wonderful ski weekend at the house! It was well stocked with everything we needed and the fireplace was perfect to relax near after a day on the slopes. "
United States
Christina V.
The price is ¥39,112
¥129,880 total
includes taxes & fees
Nov 16 - Nov 17
4BR Killington Home Perfect for Families, Pet-Friendly

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

Tiny House Woodland Retreat • Private Hot Tub • Sugarbush
East Warren
The price is ¥47,913
¥74,770 total
includes taxes & fees
Nov 16 - Nov 17
Tiny House Woodland Retreat • Private Hot Tub • Sugarbush

20. The Tower House | Hot Tub | Firepit | Dog-Friendly

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
6.8 out of 10, (3 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is ¥39,813
¥129,140 total
includes taxes & fees
Nov 15 - Nov 16
The Tower House | Hot Tub | Firepit | Dog-Friendly
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.

Top reviews in Leicester

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