A red two-story building with a porch, labeled "The Vermont Country Store," featuring a sign for "The Orton Family Business."

Weston Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Weston vacation rentals

Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (169 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
The price is ￥27,486
￥58,671 total
includes taxes & fees
Aug 10 - Aug 11
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Interior

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (45 reviews)
"Great location, so well set up with many extra touches inside "
United States
Victoria H.
The price is ￥25,732
￥47,190 total
includes taxes & fees
Jul 15 - Jul 16
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (28 reviews)
"The property is under major construction which was not disclosed when booking. The management fee was almost as much as the room rate, clearer description at time of booking would be appreciated."
United States
Keith
The price is ￥12,619
￥37,630 total
includes taxes & fees
Aug 11 - Aug 12
Mountain Green
Fridge, microwave, oven, stovetop

The MountainTop - Stratton & Mt Snow - Fire Pit

The MountainTop - Stratton & Mt Snow - Fire Pit
Stratton
10.0 out of 10, Exceptional, (10 reviews)
"Lovely place to stay. The stars truly are stunning. "
United States
Brenna G.
The price is ￥32,490
￥69,205 total
includes taxes & fees
Jul 17 - Jul 18
The MountainTop - Stratton & Mt Snow - Fire Pit
Children's area

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.4 out of 10, Exceptional, (14 reviews)
"Nice place "
United States
Janja L.
The price is ￥14,892
￥53,011 total
includes taxes & fees
Jul 19 - Jul 20
Cozy Bromley Retreat
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (12 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 ￥14,713
￥33,579 total
includes taxes & fees
Aug 12 - Aug 13
Cozy Rutland Retreat
TV, fireplace, DVD player, books

Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (47 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is ￥10,865
￥55,225 total
includes taxes & fees
Jul 21 - Jul 22
Resort condo with mountain views, full kitchen, and free WiFi
Property grounds

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"Lots of steps but great space. Blankets were dirty, which was the only downside. "
United States
serena m.
The price is ￥12,053
￥43,047 total
includes taxes & fees
Jul 19 - Jul 20
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Private kitchen

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is ￥14,406
￥37,140 total
includes taxes & fees
Jul 20 - Jul 21
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Fridge, microwave, oven, stovetop

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.

Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"Great stay as always. "
United States
debbie r.
The price is ￥13,824
￥28,160 total
includes taxes & fees
Jul 20 - Jul 21
Quiet Apt. close to Okemo and Killington. Off Rt. 7 with private driveway.
Living area

Cozy Private Cabin in Andover - Fireplace & Hot tub

Cozy Private Cabin in Andover - Fireplace & Hot tub
Andover
The price is ￥37,000
￥83,633 total
includes taxes & fees
Jul 22 - Jul 23
Cozy Private Cabin in Andover - Fireplace & Hot tub
House (2 Bedrooms) | Interior

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is ￥45,917
￥72,264 total
includes taxes & fees
Jul 21 - Jul 22
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Exterior

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
9.0 out of 10, Wonderful, (26 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
The price is ￥17,057
￥42,989 total
includes taxes & fees
Jul 15 - Jul 16
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Property grounds

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
The price is ￥22,579
￥63,856 total
includes taxes & fees
Jul 20 - Jul 21
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Interior

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
The price is ￥12,053
￥41,768 total
includes taxes & fees
Jul 20 - Jul 21
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Fridge, microwave, oven, stovetop

Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub

Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Stratton Mountain
10.0 out of 10, Exceptional, (31 reviews)
"Great space, great location!"
United States
Jason S.
The price is ￥25,586
￥64,158 total
includes taxes & fees
Jul 15 - Jul 16
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Exterior

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Stratton
The price is ￥12,053
￥36,470 total
includes taxes & fees
Jul 20 - Jul 21
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Interior

Top-floor condo with mountain views & covered parking space

Top-floor condo with mountain views & covered parking space
Killington
9.0 out of 10, Wonderful, (31 reviews)
"Eceptional views, loved the covered parking, ammenities were clean."
United States
Mark A.
The price is ￥21,322
￥60,939 total
includes taxes & fees
Jul 15 - Jul 16
Top-floor condo with mountain views & covered parking space
Smart TV, fireplace, video games, books

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is ￥21,931
￥80,056 total
includes taxes & fees
Jul 15 - Jul 16
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Interior

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
Wardsboro
10.0 out of 10, Exceptional, (9 reviews)
"Loved this place so much! Adorable spot, quaint but has everything you need. Loved the luxury details. "
United States
Carly L.
The price is ￥30,053
￥80,403 total
includes taxes & fees
Jul 15 - Jul 16
The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!
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 Weston Hotel Reviews

Brittany Motel

Brittany Motel

10/10 Excellent
"The property was comfortable. Felt safe and the room was cozy and nicely decorated"
Samantha 4-night trip
Posted 1 hour ago
Brittany Motel

Find out more about Weston

Search for holiday rentals in Weston on Expedia! You can easily find your home rentals, villas, holiday apartments in Weston using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Weston?

Yes, we offer vacation rentals close to popular attractions in Weston, or you can choose a more secluded option if you're looking for relaxation. Weston is known for its ski areas and entertainment choices. Make sure you have time to check out the theaters and shopping during your trip.

What are some of the best vacation home rentals in Weston?

Okemo Mountain Lodging by Vail Resorts: You might like this vacation home rental near Weston. It is in the mountains and offers an LCD TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

How many vacation rentals are there in Weston?

Choose from 12 Expedia vacation rentals in Weston for a memorable vacation.

What can I see and do in Weston?

Enjoy the outdoors at Green Mountain National Forest and West River, or simply take in cultural attractions like Weston Playhouse and Mill Museum. In the larger area, you’ll find Weston Priory and Viking Nordic Center.

What are vacation rentals like in Weston?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Weston. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family gatherings.