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Leicester Vacation Rentals

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Our top choices for Leicester vacation rentals

1. 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, (97 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
The price is ¥20,999
¥31,123 total
includes taxes & fees
Nov 22 - Nov 23
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

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 ¥53,540
¥108,350 total
includes taxes & fees
Nov 5 - Nov 6
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

3. 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 ¥40,669
¥52,681 total
includes taxes & fees
Nov 5 - Nov 6
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

4. 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 ¥36,081
¥43,587 total
includes taxes & fees
Nov 28 - Nov 29
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury

5. 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, (13 reviews)
"It is a beautiful location in a fully equipped cabin off the beaten path."
United States
Steven
The price is ¥40,669
¥52,505 total
includes taxes & fees
Nov 4 - Nov 5
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

6. 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 ¥21,513
¥53,399 total
includes taxes & fees
Nov 4 - Nov 5
Purple Door Cottage in the heart of Middlebury!

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

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
9.4 out of 10, Exceptional, (10 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
The price is ¥14,023
¥34,235 total
includes taxes & fees
Nov 11 - Nov 12
Glamping hut with WiFi in Ripton, biking, hiking, skiing

8. 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 ¥40,669
¥52,681 total
includes taxes & fees
Nov 5 - Nov 6
Cozy and pristine timberframe cabin

9. 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 ¥40,669
¥52,505 total
includes taxes & fees
Nov 16 - Nov 17
Inviting timber frame cabin in Vermont's Green Mountains

10. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
The price is ¥21,296
¥48,551 total
includes taxes & fees
Nov 4 - Nov 5
Gracious two bedroom just minutes to Middlebury!

11. 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)
"A wonderful property in a great location especially if you are leisurely driving the VT 100 scenic byway."
United States
Kevin J.
The price is ¥30,488
¥74,383 total
includes taxes & fees
Nov 4 - Nov 5
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

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 ¥24,682
¥81,766 total
includes taxes & fees
Nov 4 - Nov 5
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

13. Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (32 reviews)
"Another great stay."
United States
leonard
The price is ¥28,219
¥46,308 total
includes taxes & fees
Nov 4 - Nov 5
Unique family-friendly Vermont cabin!

14. 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 ¥13,077
¥26,577 total
includes taxes & fees
Nov 4 - Nov 5
Cozy Rutland Retreat

15. Tasteful two bedroom just minutes to Middlebury!

Tasteful two bedroom just minutes to Middlebury!
New Haven
The price is ¥19,922
¥46,836 total
includes taxes & fees
Nov 4 - Nov 5
Tasteful two bedroom just minutes to Middlebury!

16. Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Killington
9.8 out of 10, Exceptional, (14 reviews)
"We had such a great time staying here. It was clean, cozy and so convenient to walk right out the door to the slopes! "
United States
Susanne B.
The price is ¥18,986
¥55,928 total
includes taxes & fees
Nov 4 - Nov 5
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

17. 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 ¥42,399
¥59,839 total
includes taxes & fees
Nov 4 - Nov 5
Beautiful Lake House with whole house renovation & fresh modern appeal!

18. 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 ¥16,811
¥82,193 total
includes taxes & fees
Nov 4 - Nov 5
Ski Home/Arcade Mountain Views Near Killington/Woodstock

19. 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 ¥20,970
¥87,073 total
includes taxes & fees
Nov 4 - Nov 5
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

20. 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 ¥13,721
¥45,607 total
includes taxes & fees
Dec 2 - Dec 3
Beautiful home located in the Mad River Valley
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

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

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Frequently asked questions

Are there vacation rentals in Leicester?

Yes, we give you a choice of vacation rentals close to popular local attractions in Leicester, or you can select a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Leicester has to offer?

Water front home with large two tiered deck! 2 bathrooms 😂: You might want to consider this vacation home rental near Leicester, which is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Leicester?

Explore the area and family-friendly sights such as Hathaway Farm, or get out into nature at a spot like Lake Dunmore. In the larger area, you’ll find Leicester Town Hall and Branbury State Park.

What are vacation rentals like in Leicester?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Leicester. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for families.