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Our top choices for Leicester vacation homes

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 ¥23,840
¥56,855 total
includes taxes & fees
Nov 9 - Nov 10
Purple Door Cottage in the heart of Middlebury!

2. 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 ¥36,157
¥43,679 total
includes taxes & fees
Nov 28 - Nov 29
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

3. 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 ¥53,653
¥108,578 total
includes taxes & fees
Nov 5 - Nov 6
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

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 ¥13,263
¥26,791 total
includes taxes & fees
Nov 8 - Nov 9
Cozy Rutland Retreat

5. 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 ¥24,733
¥78,046 total
includes taxes & fees
Nov 12 - Nov 13
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

6. Kingsley Homestead - 2 Bedroom retreat

Kingsley Homestead - 2 Bedroom retreat
Rutland
The price is ¥23,169
¥25,468 total
includes taxes & fees
Nov 5 - Nov 6
Kingsley Homestead - 2 Bedroom retreat

7. 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 ¥22,414
¥85,641 total
includes taxes & fees
Nov 8 - Nov 9
Ski Home/Arcade Mountain Views Near Killington/Woodstock

8. 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 ¥21,014
¥87,255 total
includes taxes & fees
Nov 5 - Nov 6
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

9. Serenity Now! - 20 mins from Middlebury College on Lake Champlain in Bridport VT

Serenity Now! - 20 mins from Middlebury College on Lake Champlain in Bridport VT
Bridport
The price is ¥63,156
¥116,889 total
includes taxes & fees
Nov 6 - Nov 7
Serenity Now! - 20 mins from Middlebury College on Lake Champlain in Bridport VT

10. 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.
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

11. 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 ¥99,329
¥168,720 total
includes taxes & fees
Nov 7 - Nov 8
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

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

Beautiful Lake House with whole house renovation & fresh modern appeal!
Crown Point
9.6 out of 10, Exceptional, (14 reviews)
"Nice location and views. Very peaceful quaint neighborhood, close to historical areas if that perks your interests ."
United States
Melissa B.
The price is ¥42,488
¥59,965 total
includes taxes & fees
Nov 5 - Nov 6
Beautiful Lake House with whole house renovation & fresh modern appeal!

13. 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 ¥86,204
¥158,361 total
includes taxes & fees
Dec 5 - Dec 6
Beautiful timber frame just minutes to Middlebury!

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

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

Tiny House Woodland Retreat • Private Hot Tub • Sugarbush
East Warren
The price is ¥40,499
¥66,404 total
includes taxes & fees
Nov 9 - Nov 10
Tiny House Woodland Retreat • Private Hot Tub • Sugarbush

16. 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.
4BR Killington Home Perfect for Families, Pet-Friendly

17. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
10.0 out of 10, Exceptional, (1 review)
The price is ¥59,209
¥110,346 total
includes taxes & fees
Nov 5 - Nov 6
Relaxing Rutland Retreat Near Skiing, Dining & Hiking

18. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.
Mendon
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful mountain home in a peaceful setting. Very thoughtfully designed and well maintained with everything you need to have a quiet getaway."
United States
Heidi S.
The price is ¥36,994
¥142,640 total
includes taxes & fees
Nov 8 - Nov 9
Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

19. 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 ¥42,315
¥125,027 total
includes taxes & fees
Nov 8 - Nov 9
The Tower House | Hot Tub | Firepit | Dog-Friendly

20. Lakewood Lodge: 4BR/2.5BA Killington Home | Private Hot Tub, Wood Fire, Kent Pond & EV Charging

Lakewood Lodge: 4BR/2.5BA Killington Home | Private Hot Tub, Wood Fire, Kent Pond & EV Charging
Killington
9.0 out of 10, Wonderful, (6 reviews)
"The accommodations exceeded the expectations in all ways.The booking, check in and communication with the hosts we're problem free and I would highly recommend this property and host to everyone seeking a beautiful and stress free get away."
United States
SHEEPDOG 1.
Lakewood Lodge: 4BR/2.5BA Killington Home | Private Hot Tub, Wood Fire, Kent Pond & EV Charging
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 Leicester Hotel Reviews

Find out more about Leicester

Leicester Vacation Homes information

Number of reviews
81
Accommodation
261 Vacation Homes
Lowest Price
¥25,468
Highest Price
¥168,720

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