Search Vacation Homes in Leicester

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Leicester vacation homes

Outdoor dining
Cozy Tiny Home in charming Bristol VT, close to major ski areas

Vacation Home in Bristol

Cozy Tiny Home in charming Bristol VT, close to major ski areas
9.8 out of 10, Exceptional, (15)
"Great spot for 1-2 people and maybe a child. It was clean and affordable and had everything you need. "
United States
David G.
$142 nightly
The price is $159
Dec 13 - Dec 14
Total with taxes and fees
Cozy Tiny Home in charming Bristol VT, close to major ski areas
Fridge, microwave, oven, stovetop
The Bomoseen Bungalow: Vermont Lake House with Private Dock

Vacation Home in Bomoseen

The Bomoseen Bungalow: Vermont Lake House with Private Dock
2.0 star property
9.6 out of 10, Exceptional, (4)
"Nice place to stay. Very well equipped and clean."
United States
Rich S.
$486 nightly
The price is $545
Dec 15 - Dec 16
Total with taxes and fees
The Bomoseen Bungalow: Vermont Lake House with Private Dock
Property grounds
Beautiful home located in the Mad River Valley

Vacation Home in Warren

Beautiful home located in the Mad River Valley
9.8 out of 10, Exceptional, (39)
"We had a great time staying at this house during our Sugarbush skiing trip this February. The place is easy to access and is close to the ski resort. The house had everything we needed for a comfortable stay. I highly recommend this rental."
United States
Dmitriy K.
Beautiful home located in the Mad River Valley
House, 2 Bedrooms | Exterior
Bob's Sled Lodge 2 Bedroom Home

Vacation Home in North Sherburne

Bob's Sled Lodge 2 Bedroom Home
3.0 star property
$509 nightly
The price is $565
Dec 15 - Dec 16
Total with taxes and fees
Bob's Sled Lodge 2 Bedroom Home
Property grounds
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

Vacation Home in granville

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
9.4 out of 10, Exceptional, (83)
"Great place! Comfortable and conveniently located. "
United States
Violet R.
$322 nightly
The price is $361
Dec 14 - Dec 15
Total with taxes and fees
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Fridge, microwave, oven, stovetop
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

Vacation Home in North Sherburne

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
10.0 out of 10, Exceptional, (1)
"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.
$550 nightly
The price is $616
Dec 15 - Dec 16
Total with taxes and fees
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
Dining
4BR Killington Home Perfect for Families, Pet-Friendly

Vacation Home in North Sherburne

4BR Killington Home Perfect for Families, Pet-Friendly
2.0 star property
10.0 out of 10, Exceptional, (22)
"Spacious, clean and cozy home. Perfect for a ski trip or weekend getaway."
United States
Darko G.
$596 nightly
The price is $674
Dec 15 - Dec 16
Total with taxes and fees
4BR Killington Home Perfect for Families, Pet-Friendly
Exterior
Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA

Vacation Home in Castleton

Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA
2.0 star property
10.0 out of 10, Exceptional, (2)
"Family weekend getaway. Place was better than expected. Yard was wonderful for our 3 year old. Property owners were responsive and friendly. "
United States
Adam V.
$614 nightly
The price is $687
Dec 15 - Dec 16
Total with taxes and fees
Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA
Fridge, microwave, oven, stovetop
Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails

Vacation Home in North Sherburne

Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails
10.0 out of 10, Exceptional, (1)
"Great property to stay at highly recommend and will hopefully be staying again soon!"
United States
Robert R.
$676 nightly
The price is $739
Dec 15 - Dec 16
Total with taxes and fees
Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails
Interior
Moose Lodge - Rustic and Cozy

Vacation Home in Ticonderoga

Moose Lodge - Rustic and Cozy
9.8 out of 10, Exceptional, (60)
"The property was clean and furniture was cozy. The AC units kept the house very comfortable. "
United States
Claudia B.
$538 nightly
The price is $608
Jan 9 - Jan 10, 2026
Total with taxes and fees
Moose Lodge - Rustic and Cozy
Outdoor dining
The Slippery Slope Chalet at Pico: Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.

Vacation Home in Killington

The Slippery Slope Chalet at Pico: Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
9.8 out of 10, Exceptional, (9)
"Had a great time "
United States
John B.
$608 nightly
The price is $687
Dec 15 - Dec 16
Total with taxes and fees
The Slippery Slope Chalet at Pico: Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
Living area
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

Vacation Home in North Sherburne

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
2.0 star property
$662 nightly
The price is $742
Dec 15 - Dec 16
Total with taxes and fees
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
Property grounds
Ski home/Pool Table Mountain Views near Killington/Woodstock

Vacation Home in Stockbridge

Ski home/Pool Table Mountain Views near Killington/Woodstock
10.0 out of 10, Exceptional, (2)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
$580 nightly
The price is $650
Dec 15 - Dec 16
Total with taxes and fees
Ski home/Pool Table Mountain Views near Killington/Woodstock
House, 3 Bedrooms | Interior
Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home

Vacation Home in Killington

Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home
3.0 star property
$579 nightly
The price is $643
Dec 15 - Dec 16
Total with taxes and fees
Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home
Fridge, microwave, oven, stovetop
Alpine Chalet, Fireplace, Pool, Gym, At Pico.

Vacation Home in Killington

Alpine Chalet, Fireplace, Pool, Gym, At Pico.
2.0 star property
10.0 out of 10, Exceptional, (5)
"Such a great spot."
United States
Kathleen G.
$759 nightly
The price is $844
Dec 16 - Dec 17
Total with taxes and fees
Alpine Chalet, Fireplace, Pool, Gym, At Pico.
Terrace/patio
Ski Home/Arcade Mountain Views Near Killington/Woodstock

Vacation Home in Stockbridge

Ski Home/Arcade Mountain Views Near Killington/Woodstock
10.0 out of 10, Exceptional, (2)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
$580 nightly
The price is $650
Dec 15 - Dec 16
Total with taxes and fees
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Outdoor spa tub
Hot Tub | Firepit | Dog-Friendly | Skiing | Sauna

Vacation Home in Killington

Hot Tub | Firepit | Dog-Friendly | Skiing | Sauna
8.0 out of 10, Very Good, (1)
"Place was nice a cozy. Had a minor issue that was communicated quickly and resolved."
United States
Lisa W.
$634 nightly
The price is $716
Dec 15 - Dec 16
Total with taxes and fees
Hot Tub | Firepit | Dog-Friendly | Skiing | Sauna
Fridge, microwave, oven, stovetop
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Vacation Home in Rutland

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
10.0 out of 10, Exceptional, (1)
$386 nightly
The price is $432
Dec 18 - Dec 19
Total with taxes and fees
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Property grounds
Beautiful Lake House with whole house renovation & fresh modern appeal!

Vacation Home in Crown Point

Beautiful Lake House with whole house renovation & fresh modern appeal!
10.0 out of 10, Exceptional, (11)
"Awesome place with incredible lake views! The host was very attentive and thoughtful about our needs. I highly recommend!"
United States
Phillip K.
$508 nightly
The price is $574
Jan 9 - Jan 10, 2026
Total with taxes and fees
Beautiful Lake House with whole house renovation & fresh modern appeal!
Property grounds
Beautiful home located in the Mad River Valley

Vacation Home in Warren

Beautiful home located in the Mad River Valley
10.0 out of 10, Exceptional, (22)
"Fantastic house in a beautiful setting. Just right for the area and the kind of trip we were hoping to have. Colin is a great host as well."
United States
kevin m.
Beautiful home located in the Mad River Valley
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

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

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

10/10 Excellent
"Everything about this stay was wonderful! Great communication from the host Jeff. The cabin was adorable and well equipped with everything we needed. The hot tub was a highlight! It’s a great place if you are looking for a cozy getaway. It also was more spacious than I expected! "
Abby H. 2-night trip
Posted 4 days ago
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Find out more about Leicester

Leicester Vacation Homes information

Number of reviews
263
Accommodation
273 Vacation Homes
Lowest Price
$159
Highest Price
$844

Explore a world of travel with Expedia