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Leicester Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Leicester holiday 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, (96 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 NZ$389
includes taxes & fees
13 Oct - 14 Oct
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A glass-top table with metal frame and cushioned chairs in a room with large windows.

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
The price is NZ$686
includes taxes & fees
13 Oct - 14 Oct
Robert Frost Mountain Cabins
A wooden deck with blue chairs and a barbecue grill.

3. 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, (9 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
The price is NZ$404
includes taxes & fees
12 Oct - 13 Oct
Glamping hut with WiFi in Ripton, biking, hiking, skiing
A large grassy field with a historic building in the background.

4. 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 NZ$846
includes taxes & fees
22 Oct - 23 Oct
Purple Door Cottage in the heart of Middlebury!
A wooden staircase leading to a dock by a lake surrounded by trees.

5. 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.
The price is NZ$1,496
includes taxes & fees
1 Nov - 2 Nov
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
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 NZ$884
includes taxes & fees
22 Oct - 23 Oct
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.

7. 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 NZ$617
includes taxes & fees
2 Nov - 3 Nov
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
A wooden cabin with a snow-covered roof, a porch with a green door, and a small window on the side.

8. 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 NZ$617
includes taxes & fees
2 Nov - 3 Nov
Inviting timber frame cabin in Vermont's Green Mountains
A house with a grey door, two grey Adirondack chairs, and the number 615 on the wall.

9. 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 NZ$431
includes taxes & fees
19 Oct - 20 Oct
Charming one bedroom just minutes to Middlebury!
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, (13 reviews)
"It is a beautiful location in a fully equipped cabin off the beaten path."
United States
Steven
The price is NZ$617
includes taxes & fees
2 Nov - 3 Nov
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
A modern kitchen with stainless steel appliances, a dining area with a table and chairs, and a living room with a sofa.

11. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
The price is NZ$741
includes taxes & fees
3 Nov - 4 Nov
Gracious two bedroom just minutes to Middlebury!
A living room with a sofa, coffee table, and TV. There is a dining area with a table and chairs. The room has white walls and a blue carpet.

12. Tasteful two bedroom just minutes to Middlebury!

Tasteful two bedroom just minutes to Middlebury!
New Haven
The price is NZ$659
includes taxes & fees
3 Nov - 4 Nov
Tasteful two bedroom just minutes to Middlebury!
A large, two-story cabin with a covered porch and a small deck, surrounded by dense forest.

13. 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 NZ$617
includes taxes & fees
2 Nov - 3 Nov
Cozy and pristine timberframe cabin
A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

14. 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 NZ$1,083
includes taxes & fees
12 Oct - 13 Oct
Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort
A room with a large window overlooking a forest in autumn.

15. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (49 reviews)
"Nice location off of Route 100 there was a little road noise but the house is situated a bit back. The seating was super comfy and the kitchen was nicely stocked for cooking. It was awesome to be able to bring our pup! "
United States
Melissa P.
Beautiful home located in the Mad River Valley
A dining table set with plates, glasses, and a vase with a plant.

16. 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 NZ$338
includes taxes & fees
9 Nov - 10 Nov
Cozy Rutland Retreat
A rustic cabin with a wooden porch, a door, and a large potted plant.

17. Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (29 reviews)
"Another great stay."
United States
leonard
The price is NZ$547
includes taxes & fees
12 Oct - 13 Oct
Unique family-friendly Vermont cabin!
A log cabin interior with a kitchen, dining area, and a large window.

18. Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC

Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
East Warren
10.0 out of 10, Exceptional, (1 review)
"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.
The price is NZ$684
includes taxes & fees
1 Nov - 2 Nov
Handcrafted Vermont Chalet • Walk to Lake • Fire Pit • Private Deck • AC
A cozy cabin interior with a stone fireplace, wooden beams, a rocking chair, and a blue sofa.

19. Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (181 reviews)
"Jill was very attentive to make sure we had everything we needed very nice stay!"
United States
Kathy B.
The price is NZ$812
includes taxes & fees
19 Oct - 20 Oct
Stetson Hollow Cabin by Stetson Brook
A modern living room with a fireplace, a sofa, a coffee table, and a white door.

20. Beautiful Lake House with whole house renovation & fresh modern appeal!

Beautiful Lake House with whole house renovation & fresh modern appeal!
Crown Point
9.8 out of 10, Exceptional, (13 reviews)
"Awesome place with incredible lake views! The host was very attentive and thoughtful about our needs. I highly recommend!"
United States
Phillip K.
The price is NZ$684
includes taxes & fees
11 Oct - 12 Oct
Beautiful Lake House with whole house renovation & fresh modern appeal!
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
"We stayed in room 106 Room, Lake View (Lodge). It was perfect. Super easy checkin, exceptionally clean room, well maintained property, and we had an amazing view. The Lodge has a fantastic Tap Room with a fantastic menu that seems to be loved by both the locals and tourist which say a lot! The property offers everything you could want/need in any season. I would highly recommend and will return! Excellent stay!"
Karen 1-night trip
Posted 2 hours ago
Lake Bomoseen Lodge

Find out more about Leicester

Everything you need to know about Leicester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Leicester holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Leicester holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Leicester holiday rentals we have selected for you start as low as NZ$389 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 holiday 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 holiday.

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 holiday rentals in Leicester?

Yes, there are holiday rentals close to the most popular sights in Leicester, or you can select a more secluded option if you're looking for a relaxing stay.

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

Water front home with large two tiered deck! 2 bathrooms 😂: This holiday home rental outside of Leicester is located on a lake, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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 wider area, you’ll find Leicester Town Hall and Branbury State Park.

What are holiday rentals like in Leicester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Leicester. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.