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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

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, (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.
The price is CA $164
CA $261 total
includes taxes & fees
Sep 10 - Sep 11
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A wooden deck with blue chairs and a barbecue grill.

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
The price is CA $123
CA $314 total
includes taxes & fees
Sep 7 - Sep 8
Glamping hut with WiFi in Ripton, biking, hiking, skiing
A wooden cabin with a snow-covered roof, surrounded by trees and snow.

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
The price is CA $486
CA $530 total
includes taxes & fees
Sep 8 - Sep 9
Robert Frost Mountain Cabins
A red barn in a forested area with mountains in the background.

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.
The price is CA $268
CA $340 total
includes taxes & fees
Sep 10 - Sep 11
Charming Barn Carriage House in Green Mountains of Vermont Near Middlebury
A wooden cabin with a snow-covered roof and a lit entrance.

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
The price is CA $386
CA $520 total
includes taxes & fees
Sep 10 - Sep 11
Adorable cabin with screened porch and private fire pit
A wooden staircase leading to a covered outdoor area with a view of a green lawn and trees.

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.
The price is CA $351
CA $798 total
includes taxes & fees
Sep 9 - Sep 10
Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around
A house with a grey door, two grey Adirondack chairs, and the number 615 on the wall.

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
The price is CA $129
CA $339 total
includes taxes & fees
Sep 16 - Sep 17
Charming one bedroom just minutes to Middlebury!
A cozy living room with a wooden ceiling, a fireplace, a television, and a comfortable seating 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
The price is CA $445
CA $600 total
includes taxes & fees
Sep 16 - Sep 17
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
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.
The price is CA $387
CA $528 total
includes taxes & fees
Sep 9 - Sep 10
Cozy and pristine timberframe cabin
A wooden table with a bottle of wine, glasses, and grapes.

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.
The price is CA $416
CA $563 total
includes taxes & fees
Sep 17 - Sep 18
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
A large grassy field with a historic building in the background.

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.
The price is CA $380
CA $742 total
includes taxes & fees
Sep 6 - Sep 7
Purple Door Cottage in the heart of Middlebury!
A bedroom with a bed, curtains, a radiator, and a view of the outside.

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
The price is CA $120
CA $247 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Rutland Retreat
A rustic cabin with a wooden porch, a door, and a large potted plant.

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.
The price is CA $247
CA $408 total
includes taxes & fees
Sep 7 - Sep 8
Unique family-friendly Vermont cabin!
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

14. Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
The price is CA $181
CA $458 total
includes taxes & fees
Sep 8 - Sep 9
Centrally located apartment for the skier & outdoor enthusiast
A modern kitchen with stainless steel appliances, a dining area with a table and chairs, and a living room with a sofa.

15. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
The price is CA $253
CA $536 total
includes taxes & fees
Sep 16 - Sep 17
Gracious two bedroom just minutes to Middlebury!
A cozy cabin interior with a stone fireplace, wooden beams, a rocking chair, and a blue sofa.

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.
The price is CA $298
CA $629 total
includes taxes & fees
Sep 7 - Sep 8
Stetson Hollow Cabin by Stetson Brook
A modern kitchen with a large island, stainless steel appliances, and a herringbone-patterned backsplash.

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
The price is CA $280
CA $570 total
includes taxes & fees
Sep 8 - Sep 9
Dreamy Artist Chalet in Secluded Historic Village
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

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.
The price is CA $174
CA $376 total
includes taxes & fees
Sep 7 - Sep 8
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
A wooden deck with a hot tub, a table, and chairs.

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.
The price is CA $210
CA $622 total
includes taxes & fees
Sep 28 - Sep 29
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
A modern kitchen with a central island, stainless steel appliances, and a large window.

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.
The price is CA $543
CA $1,041 total
includes taxes & fees
Sep 10 - Sep 11
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

Emrose Luxury Cabins

Emrose Luxury Cabins

10/10 Excellent
"Here is our review of the stay and the cabin , Prior to arrival we got a message from the hotel on Expedia to give us the information needed for the check in . It was clear and very simple and easy to understand . When we entered the cabin we were very happy with how clean the cabin was and how well thought out the space was . For a small cabin it has everything you may need , refrigerator , microwave, stove top , pot and a pan , salt and pepper , utensils , plates , cups , wine opener , tea kettle , bowls , kitchen sink . Bathroom shower had very good water pressure and the water got warm really fast . The cabin comes with a wall mounted heating/ cooling unit . Outside we loved the hot tub and the fire pit was very relaxing . We are looking forward to returning soon ."
Jackie 1-night trip
Posted 9 hours ago
Emrose Luxury Cabins

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Leicester vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leicester vacation rentals we have selected for you start as low as CA $261 per night. Entering your travel dates in the search wizard 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.