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Leicester Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 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
$167 nightly
The price is $187
Nov 15 - Nov 16
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A snow-covered house with a lit entrance and a small outdoor light feature.

2. 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
$194 nightly
The price is $217
Nov 16 - Nov 17
Total with taxes and fees
Glamping hut with WiFi in Ripton, biking, hiking, skiing
A lakeside view with a fire pit and chairs, surrounded by mountains and trees.

3. Doc's Lake house 1st floor, 2 bedroom apartment

Doc's Lake house 1st floor, 2 bedroom apartment
Salisbury
10.0 out of 10, Exceptional, (82 reviews)
"Awesome place. We will be back!"
United States
Christopher T.
$200 nightly
The price is $224
Nov 15 - Nov 16
Total with taxes and fees
Doc's Lake house 1st floor, 2 bedroom apartment
A modern kitchen with white cabinets, a coffee machine, and a wooden accent wall.

4. 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
$205 nightly
The price is $217
Nov 15 - Nov 16
Total with taxes and fees
Charming one bedroom just minutes to Middlebury!
A room with a large window overlooking a forest in autumn.

5. 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.
$246 nightly
The price is $275
Dec 2 - Dec 3
Total with taxes and fees
Beautiful home located in the Mad River Valley
A rustic cabin surrounded by autumn foliage.

6. 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.
$211 nightly
The price is $236
Nov 18 - Nov 19
Total with taxes and fees
Beautiful home located in the Mad River Valley
A modern kitchen with a dishwasher, a coffee maker, and a dining area with a wooden table set for two.

7. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (18 reviews)
"WE ENJOYED OUR STAY"
United States
Susan E.
$163 nightly
The price is $165
Nov 16 - Nov 17
Total with taxes and fees
Cozy Rutland Retreat
A rustic cabin surrounded by autumn foliage.

8. 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.
$220 nightly
The price is $246
Nov 18 - Nov 19
Total with taxes and fees
Beautiful home located in the Mad River Valley
A modern living room with a sofa, coffee table, and a dining area with chairs and a table.

9. Tasteful two bedroom just minutes to Middlebury!

Tasteful two bedroom just minutes to Middlebury!
New Haven
$292 nightly
The price is $311
Nov 16 - Nov 17
Total with taxes and fees
Tasteful two bedroom just minutes to Middlebury!
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.
$360 nightly
The price is $386
Nov 16 - Nov 17
Total with taxes and fees
Purple Door Cottage in the heart of Middlebury!
A modern kitchen with stainless steel appliances, a granite countertop, and pendant lighting.

11. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
$311 nightly
The price is $332
Dec 1 - Dec 2
Total with taxes and fees
Gracious two bedroom just minutes to Middlebury!
A wood-burning stove with a chimney, a vase with flowers, and framed pictures on the wall.

12. Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you

Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you
Chittenden
$319 nightly
The price is $357
Nov 15 - Nov 16
Total with taxes and fees
Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you
A red barn in a forested area with mountains in the background.

13. 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.
$247 nightly
The price is $277
Nov 28 - Nov 29
Total with taxes and fees
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
A wooden staircase leading to a dock by a lake surrounded by trees.

14. 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.
$657 nightly
The price is $846
Nov 16 - Nov 17
Total with taxes and fees
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

15. 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.
$296 nightly
The price is $384
Nov 15 - Nov 16
Total with taxes and fees
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
A log cabin interior with a kitchen, dining area, and a large window.

16. Log Chalet for Two Near Sugarbush

Log Chalet for Two Near Sugarbush
East Warren
9.4 out of 10, Exceptional, (3 reviews)
"Daisy has put the time and thought into making her chalet welcoming, with all of the conveniences of home and some extra small touches that invite comfort and relaxation. Her great communication made the entire visit easy from check-in to check-out."
United States
Beth Y.
$321 nightly
The price is $360
Dec 1 - Dec 2
Total with taxes and fees
Log Chalet for Two Near Sugarbush
A wooden table with a bottle of wine, glasses, and grapes.

17. 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
$292 nightly
The price is $319
Nov 18 - Nov 19
Total with taxes and fees
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
A wooden staircase leading to a covered outdoor area with a view of a green lawn and trees.

18. 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.
$457 nightly
The price is $512
Nov 16 - Nov 17
Total with taxes and fees
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
A cozy living room with a wooden ceiling, a fireplace, a television, and a comfortable seating area.

19. 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
$305 nightly
The price is $333
Nov 15 - Nov 16
Total with taxes and fees
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
A kitchen with granite countertops, wooden cabinets, and a built-in oven.

20. The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Mendon
9.6 out of 10, Exceptional, (24 reviews)
"The communication with Host was awesome to a question we had; Dave's response was so helpful. Beautiful place, quiet. Get ‘get-away’."
United States
Diane
$402 nightly
The price is $521
Nov 15 - Nov 16
Total with taxes and fees
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
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

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10/10 Excellent
"we always enjoy our short stays at this cozy cabin"
Shelby F. 2-night trip
Posted 3 hours ago
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

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 $187 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.