Weston Vacation Rentals

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Vacation Rentals in Weston

Vacation Home in Weston

9.8 out of 10, Exceptional, (9)
"Loved the inside and outside spaces especially the fire pit over looking the field below and the mountains in the background."
United States
Keith K.
Charming mountain retreat with pool, fire pit, glamping loft, and endless views

Chalet in Weston

10.0 out of 10, Exceptional, (16)
"We had the best time at this cozy spot with some friends for a weekend - highly recommend!"
United States
Paris N.
Cozy Creekside Chalet centrally located near 4 ski resorts

Aparthotel in Stratton

3.0 star property
8.6 out of 10, Excellent, (77)
"Nice, clean room in prime location"
United States
Kristin
$409 nightly
The price is $462
Dec 2 - Dec 3
Total with taxes and fees
Long Trail House at Stratton Mountain Resort

Cabin in Killington

3.0 star property
9.0 out of 10, Wonderful, (53)
"Clean and beautiful scenery "
United States
David
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Condo resort in Killington

2.0 star property
7.0 out of 10, Good, (15)
"Great communication from Jeff."
United States
Dennis
$235 nightly
The price is $258
Dec 8 - Dec 9
Total with taxes and fees
Mountain Green

Condo in Clock Tower Base Area

9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
$225 nightly
The price is $254
Dec 8 - Dec 9
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Cabin in Rutland

2.5 star property
10.0 out of 10, Exceptional, (2)
"Absolutely adored our stay! The cabin was cozy and had everything we could need and the hot tub was a huge plus after a long day of snowboarding. Would definitely come back!"
United States
Erin M.
$172 nightly
The price is $193
Dec 3 - Dec 4
Total with taxes and fees
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Condo in Killington

2.0 star property
9.8 out of 10, Exceptional, (17)
"It was clean and check-in was simple. "
United States
David M.
Killington Retreat

Vacation Home in Ludlow

8.0 out of 10, Very Good, (41)
"Plenty of space and the two living rooms are great because the upstairs living room is very small."
United States
Brad H.
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Vacation Home in Sunderland

10.0 out of 10, Exceptional, (127)
"Lovely home with beautiful view! Excellent host. We had a wonderful stay. "
United States
Julia P.
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Vacation Home in Andover

9.0 out of 10, Wonderful, (29)
"Really nice house in a beautiful place. We had a great time. Plenty of space with multiple bedrooms and bathrooms are great. Great kitchen and grill made it easy to feed lots of people. Also lots of great things to do in the house already. One criticism for me was the screen doors. They were not all set in the rails and some of them had holes that let bugs in. It got a bit warm in the house during the day time with no air conditioning so it would’ve been better if the screen doors were...
United States
Dan T.
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Cottage in Winhall

9.6 out of 10, Exceptional, (241)
"As this represents our second stay at the Honeymoon Cottage we are already talking another trip to Winhall. Needless to say we enjoy the rustic appeal and location, with close proximity to the AT and Vermont’s Long Trail; close enough to Manchester for dinner; or tours of the Orvis fly rod factory, American Fly Fishing Museum or Hildene"
United States
E. David B.
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Vacation Home in Jamaica

9.6 out of 10, Exceptional, (21)
"House was perfect and just what we were looking for! Very clean, great hot tub, loved the fire pit!Cassie was incredibly helpful with local recommendations and going above and beyond!Highly recommend!"
United States
Neal T.
$697 nightly
The price is $788
Dec 2 - Dec 3
Total with taxes and fees
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Vacation Home in Ludlow

9.6 out of 10, Exceptional, (171)
"House and grounds were well maintained. "
United States
Dorothy Y.
Idyllic Lakefront House Suited Two Families

Cabin in Bridgewater

9.6 out of 10, Exceptional, (82)
"This was our 3rd visit for an annual family reunion. Nice house with great space, and the yard is a great space to really spread out. The manager is very responsive and checks in periodically; they really want you to have a great stay. I highly recommend this vacation rental, and we’ll be back!"
United States
Peter L.
The Cabin that brings people together

Vacation Home in Manchester

10.0 out of 10, Exceptional, (71)
"We had a lovely stay."
United States
Jennifer M.
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

Cabin in Cavendish

10.0 out of 10, Exceptional, (30)
"Beautiful property and excellent accommodations"
United States
Anthony W.
$303 nightly
The price is $330
Dec 2 - Dec 3
Total with taxes and fees
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Condo in Killington

8.2 out of 10, Very Good, (38)
"Room was constantly too hot. Otherwise a great stay"
United States
Cameron M.
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Cabin in Tinmouth

10.0 out of 10, Exceptional, (179)
"Beautiful log cabin near mountains. Quiet and relaxing vacation to get away from it all. "
United States
Sandra B.
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Vacation Home in killington

9.6 out of 10, Exceptional, (17)
"Great place to stay. Central location, bedrooms spacious and common areas w/plenty of space to hang out."
United States
Scott B.
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!
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

Find out more about Weston

Everything you need to know about Weston vacation rentals

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

Weston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Weston. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Weston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $193 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Weston rentals

At Expedia, we put the best Weston vacation 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 Weston 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 Weston vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Weston. 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 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?

Charming mountain retreat with pool, fire pit, glamping loft, and endless views: Visitors like this Weston vacation home rental. It is located on a river and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Weston?

Choose from 14 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 Stratton Mountain Resort.

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.