Weston Vacation Rentals

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Vacation Rentals in Weston

Cozy Creekside Chalet centrally located near 4 ski resorts
10.0 out of 10, Exceptional, (6)
"The location was great for skiing at Okemo, and the house was cozy and just the right size for two sets of parents and two tween girls. The kitchen was surprisingly well provisioned for a VRBO."
The price is CA $374
CA $800 total
includes taxes & fees
Jun 23 - Jun 24
Cozy Creekside Chalet centrally located near 4 ski resorts
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (179)
"My husband and I loved this little cottage , we will definitely be back."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (32)
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very good, (70)
"The unit was perfect for our ski race weekend. Very accessible, underground parking included (ski boxes on top of SUVs will not fit - thankfully we left ours at home), really nice place with everything we needed!"
The price is CA $425
CA $515 total
includes taxes & fees
Jul 2 - Jul 3
Long Trail House at Stratton Mountain Resort
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, (32)
"Lovely property and great location to outdoor activities."
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (176)
"This property was beautiful and literally had everything we needed to cook family meals including spices and all necessary pots/pans. I was impressed by how much this hike had available form our convenience. My only issue is that the home is advertised as a 2 bedroom but it is a loft space with 3 beds and no doors. We were not expecting this but made it work. Other than that this place is a slice of heaven!"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
9.8 out of 10, Exceptional, (157)
"The place is beautiful and the stay was fantastic. It is up a couple mile hill/road from the center of town, just long enough to make you feel you are out of the hustle. The property presents very well. The rooms are large for private space with 2 common rooms that are just as large for group time. The one suggestion would be to add a check in book of information, including necessary passwords (WIFI) and local attractions/restaurants. We had much of this in the interaction with the host through...
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (140)
"Great little house to enjoy spending time with family and all that VT has to offer. Wonderful host, we will be back."
The price is CA $233
CA $492 total
includes taxes & fees
Jun 24 - Jun 25
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
10.0 out of 10, Exceptional, (146)
"Absolutely beautiful property and home with so much character! The welcome booklet/email provided by the family had so much helpful information about the house... Only wish we could've stayed longer! Thank you for sharing your home with us!"
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
Lakefront home with amazing views, fireplace, firepit, & gas grill
9.8 out of 10, Exceptional, (58)
"Awesome house. Great location. I would stay there again for sure!"
Lakefront home with amazing views, fireplace, firepit, & gas grill
Idyllic Lakefront House Suited Two Families
9.8 out of 10, Exceptional, (144)
"Really enjoyed our stay! The view of the lake from the living room was so peaceful and pretty. The flowers were just starting to bloom, which added a nice splash of color to the view. The house is fully equipped with everything you need both inside and out. There were kayaks available (as well as a canoe) and we were out on the lake a couple times. The lake is long enough to really experience a very scenic paddle. There is also a little country store down a ways a bit where you can stop and get...
Idyllic Lakefront House Suited Two Families
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
10.0 out of 10, Exceptional, (12)
"Nothing but positive things to say about the house. Would stay there again."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
9.6 out of 10, Exceptional, (69)
"This was our second stay at the condo. Can’t beat the convenience of ski in ski out and coming home for lunch. The owner, Ralph, is very quick at getting back with any questions. Highly recommend!"
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.8 out of 10, Exceptional, (29)
"We had a great stay here! Looked just like the pictures. We especially loved the hot tub. Would love to come back."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
9.4 out of 10, Exceptional, (18)
"We enjoyed the small cabin and the view. The loft was a bit difficult to climb to. Kitchen had all supplies and we enjoyed cooking our meals and eating them with a view."
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
Dog-friendly, lakefront home with large yard, firepit, canoe, and fireplace
9.6 out of 10, Exceptional, (4)
"Really enjoyed our stay. Beautiful location and truly relaxing"
Dog-friendly, lakefront home with large yard, firepit, canoe, and fireplace
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
10.0 out of 10, Exceptional, (116)
"Great place to stay for an early spring ski trip and eclipse viewing (we drove north after checking out). Clean, cozy place and pet friendly for our small dog. Located on a quiet dirt road but close to Ludlow town center and Okemo for skiing. Not too far from Killington either (which is where we went to ski). Minor issue for me was the bed was a bit too soft for my liking but otherwise, great place and would consider again in future."
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, (189)
"Our family enjoyed the dock and decks most of all, and my children spent as much time as they could playing in the water. The cottage is small but fit our family of four nicely. It had everything we needed for our 4-night getaway!"
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
VT Cabin overlooking the West River and Village
10.0 out of 10, Exceptional, (19)
"The cabin was perfect for a getaway! Felt secluded however walkable to small village, and within 20 minutes to Stratton. Perfectly stocked to stay in for meals!"
The price is CA $272
CA $524 total
includes taxes & fees
Jul 2 - Jul 3
VT Cabin overlooking the West River and Village
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
9.4 out of 10, Exceptional, (17)
"Definitely recommend this place for large groups. Very clean, so much to do, and great communication with host. Very private location"
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Don't see what you're looking for?
See all available properties in Weston
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.

Weston Vacation Rental Travel Info

Number of vacation rentals
66
Popular accommodation
Weston private vacation homes
Known landmarks
Weston Playhouse, Weston Priory and Dorsey Park
International airports
Lebanon, NH (LEB-Lebanon Municipal) and Springfield, VT (VSF-Hartness State)

Other types of properties in Weston you may be interested in

The Weston
5.0 star property
10.0 out of 10, Exceptional, (3)
"Absolutely beautiful!! Every amenity for guest comfort was thought of. Staff was incredibly professional, friendly and accommodating. Already planning my next stay!"
The price is CA $582
CA $635 total
includes taxes & fees
Jun 26 - Jun 27
The Weston
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
7.4 out of 10, Good, (1002)
"Nice buffet "
The price is CA $192
CA $211 total
includes taxes & fees
Jun 30 - Jul 1
Killington Mountain Lodge, Tapestry Collection by Hilton
Comfort Inn Trolley Square
2.5 star property
8.0 out of 10, Very good, (1002)
"They are under major reconstruction. The pool was pretty nice. It seemed like the property needed updating. "
The price is CA $194
CA $213 total
includes taxes & fees
Jun 23 - Jun 24
Comfort Inn Trolley Square
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Weston. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: This vacation home rental near Weston is located on a lake and has a fireplace, a patio, 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. Kick off your shoes and enjoy yourself with a garden and a selection of books.

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?

Cultural attractions include Weston Playhouse and Mill Museum, whereas West River is one spot to enjoy nature. In the larger area, you’ll find Weston Priory and Lowell Lake State Park.

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.

Recent reviews of Weston properties
Expedia verified reviews