Default HTG hotel image

Search Vacation Homes in Leicester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Leicester vacation homes

A large grassy field with a historic building in the background.

1. 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 ￥37,781
￥76,859 total
includes taxes & fees
Oct 20 - Oct 21
Purple Door Cottage in the heart of Middlebury!

2. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is ￥22,352
￥92,986 total
includes taxes & fees
Sep 27 - Sep 28
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
A bedroom with a bed, curtains, a radiator, and a view of the outside.

3. 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 ￥15,669
￥31,002 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Rutland Retreat
A rustic cabin surrounded by autumn foliage.

4. Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.8 out of 10, Exceptional, (27 reviews)
"We had a great time! "
United States
Allie T.
Beautiful home located in the Mad River Valley
A living room with a wooden console table, a potted plant, and two clocks. A staircase and a fireplace with a TV are in the background.

5. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is ￥22,352
￥92,986 total
includes taxes & fees
Sep 27 - Sep 28
Ski Home/Arcade Mountain Views Near Killington/Woodstock
A modern living room with a fireplace, a sofa, a coffee table, and a white door.

6. 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 ￥42,370
￥62,823 total
includes taxes & fees
Sep 27 - Sep 28
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.

7. 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.
The price is ￥80,174
￥146,050 total
includes taxes & fees
Oct 4 - Oct 5
Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace
A two-story house with a garage, solar panels, and a deck with outdoor furniture.

8. Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games

Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
North Sherburne
9.4 out of 10, Exceptional, (24 reviews)
"House was beautiful & a great getaway for our group! "
United States
GiGi M.
The price is ￥44,086
￥128,101 total
includes taxes & fees
Sep 28 - Sep 29
Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
A wooden interior with large windows, a dining table, chairs, and a sofa.

9. Beautiful timber frame just minutes to Middlebury!

Beautiful timber frame just minutes to Middlebury!
New Haven
10.0 out of 10, Exceptional, (1 review)
"We were 8 people coming to VT to watch our girls play lacrosse at Middlebury. The house is as pictured and perfect for large groups. We really had a great time, it was spacious and perfect for hanging out with a large group. We wished the weather was better so we could use the fire pit. The owner of the property was very easy to deal with and very accommodating. We would all definitely stay here again and recommend a stay at this house. Some of us even said it would be perfect for a small...
United States
Suzanne L.
The price is ￥83,236
￥155,161 total
includes taxes & fees
Sep 28 - Sep 29
Beautiful timber frame just minutes to Middlebury!
A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

10. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
The price is ￥61,248
￥118,679 total
includes taxes & fees
Sep 29 - Sep 30
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
A cozy living room with a stone fireplace, a large sectional sofa, and a wooden ceiling.

11. The Tower House | Hot Tub | Firepit | Dog-Friendly

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
6.8 out of 10, (3 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is ￥38,890
￥116,714 total
includes taxes & fees
Sep 28 - Sep 29
The Tower House | Hot Tub | Firepit | Dog-Friendly
A lakeside setting with a fire pit and a bench near the water.

12. Waterfront 3BR/3BA — Summer Lake Escape, Fire Pit, Grill, Deck & Sunsets

Waterfront 3BR/3BA — Summer Lake Escape, Fire Pit, Grill, Deck & Sunsets
Bridport
10.0 out of 10, Exceptional, (3 reviews)
"the home was very clean, plenty of space, there were many amenities which may the stay very pleasant."
United States
Robert H.
The price is ￥81,962
￥157,751 total
includes taxes & fees
Sep 26 - Sep 27
Waterfront 3BR/3BA — Summer Lake Escape, Fire Pit, Grill, Deck & Sunsets
A modern living room with a fireplace, a dining area, and a kitchen.

13. Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole

Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
Killington
10.0 out of 10, Exceptional, (7 reviews)
"Such a great spot."
United States
Kathleen G.
The price is ￥74,474
￥151,157 total
includes taxes & fees
Sep 25 - Sep 26
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
A stone fireplace with a black mantel, framed picture, and decorative items.

14. Snowarts- Game room, Fireplace, Close to golf!

Snowarts- Game room, Fireplace, Close to golf!
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great place for a large group. It was pet friendly and that is a plus for us. Very clean and reasonably priced."
United States
Tammy W.
The price is ￥83,269
￥156,944 total
includes taxes & fees
Oct 7 - Oct 8
Snowarts- Game room, Fireplace, Close to golf!
A bedroom with a bed, two bedside tables, and a nightstand.

15. 4BR Home | Walk Downtown Rutland + Trails

4BR Home | Walk Downtown Rutland + Trails
Rutland
10.0 out of 10, Exceptional, (7 reviews)
"House was clean, organized and spacious. Great location as well, close to grocery, gas and restaurants. Host answered questions quickly. "
United States
Dominic C.
The price is ￥29,128
￥61,210 total
includes taxes & fees
Sep 29 - Sep 30
4BR Home | Walk Downtown Rutland + Trails
A modern house with a stone facade, a large deck, and outdoor seating.

16. Lakewood Lodge: 4BR/2.5BA Killington Home | Private Hot Tub, Wood Fire, Kent Pond & EV Charging

Lakewood Lodge: 4BR/2.5BA Killington Home | Private Hot Tub, Wood Fire, Kent Pond & EV Charging
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Excellent, secluded location, super close to Killington. The property was very clean and everything seemed to work just fine. Water pressure in the bathroom sinks was strangely low, but shower pressure was good. Hot tub was wonderful after skiing all day.The host is amazing! Very attentive and proactive in reaching out with info. I'd definitely rent this house again!"
United States
Brett H.
Lakewood Lodge: 4BR/2.5BA Killington Home | Private Hot Tub, Wood Fire, Kent Pond & EV Charging
A spacious living room with a stone fireplace, large windows, and a cozy seating area.

17. Renovated 4BR House w/ Hot Tub & Fire Pit: Near Killington Lifts & Dining

Renovated 4BR House w/ Hot Tub & Fire Pit: Near Killington Lifts & Dining
Killington
10.0 out of 10, Exceptional, (3 reviews)
"great rental overall, the unit was well stocked, clean and have everything you need for your stay."
United States
matt d.
The price is ￥82,976
￥190,277 total
includes taxes & fees
Sep 27 - Sep 28
Renovated 4BR House w/ Hot Tub & Fire Pit: Near Killington Lifts & Dining
A wooden staircase leading to a dock by a lake surrounded by trees.

18. 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.
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
A modern living room with a red sectional sofa, a round coffee table, wooden ceiling beams, a kitchen area, and a balcony with a view of trees.

19. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
North Sherburne
10.0 out of 10, Exceptional, (1 review)
The price is ￥58,627
￥137,979 total
includes taxes & fees
Sep 27 - Sep 28
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
A spacious living area with a red sectional sofa, a wooden dining table, and a kitchen in the background.

20. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
North Sherburne
10.0 out of 10, Exceptional, (1 review)
"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...
United States
Essa R.
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Leicester Hotel Reviews

Circle Court Motel

Circle Court Motel

8/10 Good
"Huge thank you; the staff was so helpful with information and guidance on where to eat and how to navigate the town. Just a few items worth mentioning: it's a basic room, no fancy fixtures. The lamp between the two queen-size beds didn't work, which wasn't a problem because of the overhead light. Some items need updating. But overall, our goal was just a place to sleep, and it was comfortable; the sheets were soft, and we had a good night's sleep- nice and quiet! Would recommend and would definitely stay there again."
Gladys 1-night trip
Posted 13 hours ago
Circle Court Motel

Find out more about Leicester

Leicester Vacation Homes information

Number of reviews
89
Accommodation
266 Vacation Homes
Lowest Price
￥31,002
Highest Price
￥190,277

Explore a world of travel with Expedia