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Compare 213 Vacation Homes in Leicester with updated reviews, rates, and availability.

NEW! Modern Log Cabin with Skiing & Work-Friendly Setup
"Tree","Architecture","Building","Outdoors","Shelter"

NEW! Modern Log Cabin with Skiing & Work-Friendly Setup

NEW! Modern Log Cabin with Skiing & Work-Friendly Setup
Mountain Top - Fresh Pond - Killington - Hot Tub

Mountain Top - Fresh Pond - Killington - Hot Tub

9.8 out of 10, Exceptional, (6)
"This property was exactly as advertised. Plenty of space for everyone to hangout and have privacy when needed. It is a quick 20 minute drive to Killington. We would definitely rent it again!"
Mountain Top - Fresh Pond - Killington - Hot Tub
Killington Getaway In Private Community
Exterior

Killington Getaway In Private Community

8.8 out of 10, Excellent, (19)
"Perfect for a ski trip. "
Killington Getaway In Private Community
Killington ski house
Plenty of Snow and Plenty to do: outside and in!

Killington ski house

9.6 out of 10, Exceptional, (32)
"Great place, great location, great response and communication with the host, Dean. Very much appreciated. "
Killington ski house
Ski-On Ski-Off at Pico Mtn Premier Slopeside House Rental.
Living Room

Ski-On Ski-Off at Pico Mtn Premier Slopeside House Rental.

10.0 out of 10, Exceptional, (2)
"Dewey’s house was perfect for us! He was super responsive and checked in with us making sure we had everything we needed for our long weekend! He treated us like family staying in his house and we didn’t even meet him! Super nice would stay again! Would recommend to anyone staying at pico! Ski on ski off house was perfect for our growing family. My husband loves to ski but we have two babies (19 months and 3 months) so it was perfect for him to ski and the come back for a lunch break and say hi...
Ski-On Ski-Off at Pico Mtn Premier Slopeside House Rental.
Mendon Home w/ Hot Tub, Fire Pit & Near Skiing!
Mendon Vacation Rental | 3BR | 2.5BA | 3,500 Sq Ft | Stairs Required

Mendon Home w/ Hot Tub, Fire Pit & Near Skiing!

7.0 out of 10, Good, (2)
"This rental was not only clean and roomy but in a great spot. It was spacious throughout and the beds were comfortable. The backyard and hot tub were very nice too.. I would definitely stay again!"
Mendon Home w/ Hot Tub, Fire Pit & Near Skiing!
Family Getaway Cozy 4BDR Home
Interior

Family Getaway Cozy 4BDR Home

9.6 out of 10, Exceptional, (4)
"Everything was good, except road noise was a bit of an issue. We closed the windows in the front of the house and that solved the problem."
Family Getaway Cozy 4BDR Home
Killington area home - 4-seasons & hot tub. Sleeps 12+
Here's the main living area - dining is up on the left

Killington area home - 4-seasons & hot tub. Sleeps 12+

9.8 out of 10, Exceptional, (114)
"Had a great stay in the perfect ski house "
Killington area home - 4-seasons & hot tub. Sleeps 12+
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

9.2 out of 10, Wonderful, (66)
"Best place to visit for fall leaf peeping! Very enjoyable experience "
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail
Beautiful 4-Bedroom Home beside Middlebury College
Front view from street.

Beautiful 4-Bedroom Home beside Middlebury College

9.8 out of 10, Exceptional, (42)
"This adorable house was just right for what my family needed. The location was perfect as well- quiet and with easy access to nearby town and walking trails. We very much appreciated how the bedrooms offered plenty of privacy and the shared spaces were very nice as well— I can highly recommend! "
Beautiful 4-Bedroom Home beside Middlebury College
Ski house 8 min from the mountain
Terrace/patio

Ski house 8 min from the mountain

9.8 out of 10, Exceptional, (15)
"Great time at this place gorgeous view and host was a pleasure to deal with. 👍👍"
Ski house 8 min from the mountain
Winter Lore -4 bedroom, pet friendly with hot tub- minutes to Killington/Pico
Living Room

Winter Lore -4 bedroom, pet friendly with hot tub- minutes to Killington/Pico

9.6 out of 10, Exceptional, (10)
"Loved having so much outdoor space to ourselves ! Great views even though it was muddy and wet while we were there. Plenty of room. We played games, did puzzles, baked, used hot tub, enjoyed the wood burning fireplace. Kitchen is definitely small, but we made it work. Loved the fireplaces and the wood supply, hot tub was a great bonus as well. Nice unique home in a hill in the woods. Very vermonty "
Winter Lore -4 bedroom, pet friendly with hot tub- minutes to Killington/Pico
Totally remodeled year round LAKEFRONT home with stunning views of Lake Bomoseen
Lakeside deck & chairs in SPRING

Totally remodeled year round LAKEFRONT home with stunning views of Lake Bomoseen

10.0 out of 10, Exceptional, (36)
"Great location & awesome amenities. Had a great time!"
Totally remodeled year round LAKEFRONT home with stunning views of Lake Bomoseen
Merry Maple Getaway
Merry Maple

Merry Maple Getaway

9.6 out of 10, Exceptional, (16)
"Great property for a ski trip!!! Location is perfect to hit multiple resorts. The house was clean and exactly what was expected per the listing."
Merry Maple Getaway
Middlebury Gem open concept and 5 minutes from town
Exterior detail

Middlebury Gem open concept and 5 minutes from town

10.0 out of 10, Exceptional, (69)
"Our second time staying here and once again it did not disappoint. Great location, spacious, and clean with all the amenities! Our family had a blast "
Middlebury Gem open concept and 5 minutes from town
Incredible lakefront retreat with dock, generous deck, firepit, & amazing views

Incredible lakefront retreat with dock, generous deck, firepit, & amazing views

10.0 out of 10, Exceptional, (6)
"Great property, very clean."
Incredible lakefront retreat with dock, generous deck, firepit, & amazing views
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
Mountain Views from the minute you drive in to the house

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill

10.0 out of 10, Exceptional, (22)
"Our family stayed at Evan's home because we were attending a wedding (conveniently up the road) at Mountain Top Resort. The home gushes with Vermont charm! It was beautifully and thoughtfully decorated which made our stay so cozy. Evan thought of everything- from exact GPS directions, to helpful notes around the home to help his guests be comfortable! Evan was very helpful at every stage of our stay! We would absolutely 100% recommend staying at Evan's beautiful home!"
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
Historic Schoolhouse in Rural Vermont Beauty Spot
Exterior

Historic Schoolhouse in Rural Vermont Beauty Spot

10.0 out of 10, Exceptional, (25)
"The perfect kind of place to stay in VT. You can get anywhere in the state within 2 hours of scenic driving. The school house is a short drive from town and you can see the Milky Way at night."
Historic Schoolhouse in Rural Vermont Beauty Spot
The Ridge Chalet, an A-Frame Killington home
Exterior

The Ridge Chalet, an A-Frame Killington home

10.0 out of 10, Exceptional, (56)
"The property fit our needs to a tee. The owner thought of everything you would need. All we had to do is pack our clothes and we were set. Kitchen had everything you need, along with spices and even a few things in the refrigerator. Soaps and shampoo was provided just as if you were at a hotel. The main living area was very large and had plenty of seating, while the basement served as a living and sleeping quarters for the younger ones in the group. Very nice set up and owners were very...
The Ridge Chalet, an A-Frame Killington home
Dog-friendly, private oasis just outside town w/ free WiFi, Fire TV, and deck

Dog-friendly, private oasis just outside town w/ free WiFi, Fire TV, and deck

9.4 out of 10, Exceptional, (18)
"My family was in town for a reunion. The location was perfect. The grounds are beautiful and offer opportunity for staged pictures. "
Dog-friendly, private oasis just outside town w/ free WiFi, Fire TV, and deck
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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Other property types in Leicester

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Living area

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (50)
"Our stay at Camp Tiger Ted was so wonderful. The amount of detail and care David put into building and now maintaining the property is second to none. The house was meticulously clean and had so many charming details. David also gave us both massages in his in home studio which waA the most relaxing way to end our stay!"
The price is AED 477
AED 745 total
includes taxes & fees
19 Jan - 20 Jan
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Cozy Loft for two with Hot Tub
"This cute and cozy loft was perfect in every way!" JV

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (224)
"We had the best time at Jeff’s perfect cozy ‘little loft’! It exceeded expectations! We especially enjoyed the hot tub after long days of skiing!"
Cozy Loft for two with Hot Tub
Ultimate relaxing vacation
Breathtaking , relaxing and private haven. Perfect for unwinding from busy life

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (179)
"Our goal was to unplug a bit, play games, watch movies and explore a new VT town during our 2 night stay. Our expectations were fully met! We enjoyed spending a day in Middlebury and all of our time in the cabin. It was nice to have wifi access as well! We look forward to coming back during the warmer weather! "
The price is AED 514
AED 658 total
includes taxes & fees
13 Jan - 14 Jan
Ultimate relaxing vacation
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.