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Leicester Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Leicester vacation rentals

Private kitchen

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, (89 reviews)
"Definitely super SUPER clean all throughout! The ambiance is perfect, just a beautiful cottage with all the amenities you might need. Perfect place to stay."
United States
Julian V.
$170 nightly
The price is $190
Sep 10 - Sep 11
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Outdoor dining

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

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
$204 nightly
The price is $228
Sep 8 - Sep 9
Total with taxes and fees
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Exterior

3. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (42 reviews)
"Very nice place great owner"
United States
Joe
$341 nightly
The price is $372
Sep 9 - Sep 10
Total with taxes and fees
Robert Frost Mountain Cabins
Exterior

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, (6 reviews)
"The property was very generously provisioned, pet friendly, clean and comfortable."
United States
Lani C.
$221 nightly
The price is $248
Sep 10 - Sep 11
Total with taxes and fees
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
Exterior

5. 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
$346 nightly
The price is $378
Sep 9 - Sep 10
Total with taxes and fees
Adorable cabin with screened porch and private fire pit
Property grounds

6. 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.
$512 nightly
The price is $573
Sep 9 - Sep 10
Total with taxes and fees
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
Exterior detail

7. 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
$227 nightly
The price is $241
Sep 7 - Sep 8
Total with taxes and fees
Charming one bedroom just minutes to Middlebury!
Living area

8. 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
$393 nightly
The price is $430
Sep 16 - Sep 17
Total with taxes and fees
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Exterior

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.
$346 nightly
The price is $378
Sep 9 - Sep 10
Total with taxes and fees
Cozy and pristine timberframe cabin
Interior

10. 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, (12 reviews)
"Our group booked this place for a ski trip to sugarbush. A remote area, but the cabin was very cool and our host were the best. The warm cinnamon twists in the morning were a big hit and the hot tub was perfect after a day of skiing. Would definitely look into booking this in the summer/fall. "
United States
John H.
$370 nightly
The price is $405
Sep 13 - Sep 14
Total with taxes and fees
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Golf

11. Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
10.0 out of 10, Exceptional, (2 reviews)
"Lovely home in a great location. Very comfortable and we had a great stay"
United States
carol m.
$478 nightly
The price is $520
Sep 10 - Sep 11
Total with taxes and fees
Purple Door Cottage in the heart of Middlebury!
Room

12. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
$181 nightly
The price is $184
Sep 8 - Sep 9
Total with taxes and fees
Cozy Rutland Retreat
Exterior

13. Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (24 reviews)
"Staff was exceptional, atmosphere was inviting and overall property was great Loved the history of the Inn & craftsmanship/architecture of the building. We would absolutely stay again if we are ever in the area!"
United States
Jen C.
$262 nightly
The price is $296
Sep 7 - Sep 8
Total with taxes and fees
Unique family-friendly Vermont cabin!
Private kitchen

14. Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
$300 nightly
The price is $339
Sep 8 - Sep 9
Total with taxes and fees
Centrally located apartment for the skier & outdoor enthusiast
Interior

15. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
$345 nightly
The price is $371
Sep 7 - Sep 8
Total with taxes and fees
Gracious two bedroom just minutes to Middlebury!
Living area

16. Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (175 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
$407 nightly
The price is $456
Sep 7 - Sep 8
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook
Private kitchen

17. Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.8 out of 10, Exceptional, (21 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
$362 nightly
The price is $406
Sep 8 - Sep 9
Total with taxes and fees
Dreamy Artist Chalet in Secluded Historic Village
Room

18. Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Killington
10.0 out of 10, Exceptional, (16 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
$241 nightly
The price is $272
Sep 7 - Sep 8
Total with taxes and fees
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Outdoor dining

19. Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
North Sherburne
8.2 out of 10, Very Good, (14 reviews)
"We had a great time!"
United States
Matthew R.
$400 nightly
The price is $452
Sep 28 - Sep 29
Total with taxes and fees
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
Private kitchen

20. 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, (82 reviews)
"Lovely property. Will stay again."
United States
Patricia Y.
$673 nightly
The price is $760
Sep 10 - Sep 11
Total with taxes and fees
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
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

Lake Bomoseen Lodge

Lake Bomoseen Lodge

10/10 Excellent
"Will definitely stay again. Room was comfortable, clean quiet. Great view of lake.Short trip didn’t have time to use amenities , which were a lot . Pool looked great . We will be back ! Thank you"
Valerie 1-night trip
Posted 8 hours ago
Lake Bomoseen Lodge

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 $190 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?

Fisherman’s Cove on Lake Champlain – A Private Waterfront Getaway: You might want to consider this vacation home rental near Leicester, which offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

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.