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Leicester Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Leicester vacation rentals

A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

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
$186 nightly
The price is $208
Oct 22 - Oct 23
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A wooden cabin with a snow-covered roof, surrounded by trees and snow.

2. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (43 reviews)
"Very nice place great owner"
United States
Joe
$352 nightly
The price is $384
Oct 19 - Oct 20
Total with taxes and fees
Robert Frost Mountain Cabins
A wooden staircase leading to a dock by a lake surrounded by trees.

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

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Leicester
10.0 out of 10, Exceptional, (1 review)
"Everything was spectacular! Fern Lake is peaceful and breathtaking. Lake house was wonderful, and amazing. It was spacious, yet homie."
United States
Eric A.
$646 nightly
The price is $724
Oct 19 - Oct 20
Total with taxes and fees
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
A cozy living room with a wooden ceiling, a fireplace, a television, and a comfortable seating 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
$319 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
A wooden deck with blue chairs and a barbecue grill.

5. 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
$204 nightly
The price is $228
Oct 19 - Oct 20
Total with taxes and fees
Glamping hut with WiFi in Ripton, biking, hiking, skiing
A modern kitchen with a central island, stainless steel appliances, and a large window.

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

Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Middlebury
10.0 out of 10, Exceptional, (84 reviews)
"A perfect spot for our Middlebury reunion gathering - with great living/gathering space indoors and outdoors. The home is comfortable, clean, convenient, with really nice cozy touches. Thank you!"
United States
Page E.
$679 nightly
The price is $767
Nov 1 - Nov 2
Total with taxes and fees
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
A wooden cabin with a snow-covered roof, a porch with a green door, and a small window on the side.

7. 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.
$319 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
Inviting timber frame cabin in Vermont's Green Mountains
A wooden table with a bottle of wine, glasses, and grapes.

8. 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
$319 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
A large, two-story cabin with a covered porch and a small deck, surrounded by dense forest.

9. 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.
$319 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
Cozy and pristine timberframe cabin
A large grassy field with a historic building in the background.

10. 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.
$396 nightly
The price is $427
Oct 18 - Oct 19
Total with taxes and fees
Purple Door Cottage in the heart of Middlebury!
A house with a grey door, two grey Adirondack chairs, and the number 615 on the wall.

11. 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
$232 nightly
The price is $247
Oct 18 - Oct 19
Total with taxes and fees
Charming one bedroom just minutes to Middlebury!
A modern kitchen with stainless steel appliances, a dining area with a table and chairs, and a living room with a sofa.

12. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
$335 nightly
The price is $359
Nov 3 - Nov 4
Total with taxes and fees
Gracious two bedroom just minutes to Middlebury!
A wooden staircase leading to a covered outdoor area with a view of a green lawn and trees.

13. 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.
$437 nightly
The price is $490
Oct 22 - Oct 23
Total with taxes and fees
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
A wooden deck with wicker chairs and a table set for a meal overlooking a lake.

14. The Tacklebox on Lake Champlain, Sauna & Hot Tub, near Middlebury

The Tacklebox on Lake Champlain, Sauna & Hot Tub, near Middlebury
Bridport
9.8 out of 10, Exceptional, (14 reviews)
"Great view of the lake and extra space in the tacklebox for the kids to stay."
United States
Daniel W.
$907 nightly
The price is $1,016
Oct 25 - Oct 26
Total with taxes and fees
The Tacklebox on Lake Champlain, Sauna & Hot Tub, near Middlebury
A modern living room with a fireplace, a sofa, a coffee table, and a white door.

15. 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)
"Awesome place with incredible lake views! The host was very attentive and thoughtful about our needs. I highly recommend!"
United States
Phillip K.
$353 nightly
The price is $399
Oct 19 - Oct 20
Total with taxes and fees
Beautiful Lake House with whole house renovation & fresh modern appeal!
A cozy living room with a stone fireplace, wooden walls, a leather sofa, and a dining area.

16. 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.
$1,004 nightly
The price is $1,125
Oct 19 - Oct 20
Total with taxes and fees
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
A covered outdoor seating area with two chairs and a table, a no-smoking sign, and a view of trees and sky.

17. Tasteful two bedroom just minutes to Middlebury!

Tasteful two bedroom just minutes to Middlebury!
New Haven
$316 nightly
The price is $338
Nov 3 - Nov 4
Total with taxes and fees
Tasteful two bedroom just minutes to Middlebury!
A rustic cabin with a wooden porch, a door, and a large potted plant.

18. Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (30 reviews)
"Another great stay."
United States
leonard
$273 nightly
The price is $309
Oct 18 - Oct 19
Total with taxes and fees
Unique family-friendly Vermont cabin!
A wooden cabin with a snow-covered roof and a lit entrance.

19. 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
$322 nightly
The price is $352
Nov 8 - Nov 9
Total with taxes and fees
Adorable cabin with screened porch and private fire pit
Exterior

20. 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.
$319 nightly
The price is $349
Nov 2 - Nov 3
Total with taxes and fees
Immaculate mountain cabin with awe inspiring sunrise and mountain views
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

The Mountain Top Inn & Resort

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!"
Jacqueline 1-night trip
Posted 8 hours ago
The Mountain Top Inn & Resort

Find out more about Leicester

Everything you need to know about Leicester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Leicester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Leicester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Leicester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Leicester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Leicester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $208 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Leicester rentals

At Expedia, we put the best Leicester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Leicester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Leicester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leicester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.