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Compare 1449 Vacation Homes in Weston with updated reviews, rates, and availability.

Dog-friendly chalet cabin with valley view, deck, and private hot tub

Dog-friendly chalet cabin with valley view, deck, and private hot tub

7.6 out of 10, Good, (19)
"Absolutely loved my stay at this tiny getaway house! The space was cozy, well-designed, and had everything I needed for a relaxing escape. The peaceful surroundings and thoughtful touches made it truly special. Perfect for unplugging and recharging. Can’t wait to come back for another retreat!" "
Dog-friendly chalet cabin with valley view, deck, and private hot tub
New Ludlow Village Home with Stunning Okemo Mountain View
Exterior

New Ludlow Village Home with Stunning Okemo Mountain View

The price is SAR 2,246
SAR 3,955 total
includes taxes & fees
3 Jan - 4 January 2025
New Ludlow Village Home with Stunning Okemo Mountain View
Dog-friendly cabin with forest setting, woodstove & deck - near Killington

Dog-friendly cabin with forest setting, woodstove & deck - near Killington

8.8 out of 10, Excellent, (19)
"Very peaceful & relaxing. "
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
BruinsDen - Ski On Ski Off (Home Stretch Trail)
Living area flooded with natural light.

BruinsDen - Ski On Ski Off (Home Stretch Trail)

9.8 out of 10, Exceptional, (10)
"Amazing. So clean. Room for everyone to spread out and enjoy their time."
The price is SAR 2,487
SAR 4,510 total
includes taxes & fees
25 Dec - 26 Dec
BruinsDen - Ski On Ski Off (Home Stretch Trail)
Cozy Cabin Between Stratton Resort & Mount Snow
Stratton Vacation Rental | 3BR | 1.5BA | 1,100 Sq Ft | Stairs Required

Cozy Cabin Between Stratton Resort & Mount Snow

Cozy Cabin Between Stratton Resort & Mount Snow
Charming 3-bedroom house in Ludlow with WiFi access
Exterior

Charming 3-bedroom house in Ludlow with WiFi access

Charming 3-bedroom house in Ludlow with WiFi access
The Green Mountain Chapel // Old Church repositioned into 3 BR
Exterior

The Green Mountain Chapel // Old Church repositioned into 3 BR

2.0 star property
10.0 out of 10, Exceptional, (11)
"I really loved this place and plan to return. Every thing about this chapel was gorgeous! The openness of the house was perfect and allows for being able to see the stunning stained glass from just about anywhere you are. The bathrooms were fantastic. This was the only place I've rented out that actually had the warm cozy home feel which we really loved. I also very much love that he had actual art around the chapel. I also greatly appreciate Tylers communication with the check-in process and...
The Green Mountain Chapel // Old Church repositioned into 3 BR
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Located in the Okemo Mt. Community, a mile to the base lodge

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

8.2 out of 10, Very Good, (34)
"All in all it was a great trip. The place was very cute and as described. The upstairs bedrooms are not for light sleepers as the walls only go so far up so they are not really divided. I had read this in other reveiws but honestly for us it wasn't a problem. We went as a family group and it was kind of nice to be able to lay in bed and talk to the others in the room next to you. When we got there the hot tub was so hot that we were not able to get in. Maybe a problem with the thermostat but...
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
In the guest house yard.

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9.4 out of 10, Exceptional, (19)
"My husband and I decided to rent out this property for our reception and could not have been more pleased. The property was perfect for our intimate wedding. It was rustic, quiet, and had a ton of fun activities. The entire home was full of character and each room was unique. The two houses on the property were clean and taken care of, just older so do not expect modern and new. I personally love older rustic locations, especially ones that you know have been lived in and loved. I gave the...
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
Exterior

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

10.0 out of 10, Exceptional, (159)
"This was our second Thanksgiving at Creekside Camp. Once again, we had a wonderful stay. Not enough can be said about this charming and cozy cabin. Dan and Kellie do a phenomenal job as hosts and managing the property. We highly recommend a stay in this rustic, yet highly appointed property!"
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style
Ski-in/out sunrise condo with pool & hot tub - great ski retreat

Ski-in/out sunrise condo with pool & hot tub - great ski retreat

8.8 out of 10, Excellent, (79)
"Property was nice and location was great even for an of season stay. Lots of fun close by like the killington adventure center & visiting small toes like Woodstock & ludlow. Also hiking close by!! We were a bit disappointed that the indoor pool & hot tub were closed until the peak winter season so may mention that in the listing. We loved having the fire place & sauna inside unit. "
Ski-in/out sunrise condo with pool & hot tub - great ski retreat
Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE
Summer view of the home

Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE

9.8 out of 10, Exceptional, (91)
"Great weekend! Don't be deceived by your first impression when pulling in. This home is huge ! The setting is private and quiet. Two family rooms provide space for younger ones. Large dining room table is great for meals and games. Kitchen is well equipped. Usable outdoor space is small but a large patio is located next to the woods and has a large hot tub, table that seats 6 , firepit, and a gas grill. This is where we spent our evenings."
Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

10.0 out of 10, Exceptional, (18)
"Everything about this house was great! We will definitely be back!"
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes
Relax at Bear Run: A spacious 5-bedroom retreat in Killington, VT, perfect for up to 12 guests
Upstairs living area for all of your family and friends to sit back and relax. Lots great views to enhance your stay

Relax at Bear Run: A spacious 5-bedroom retreat in Killington, VT, perfect for up to 12 guests

9.2 out of 10, Wonderful, (28)
"Everything about this weekend was perfect! Thank you for letting us stay in your beautiful home! "
Relax at Bear Run: A spacious 5-bedroom retreat in Killington, VT, perfect for up to 12 guests
Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen
Living area

Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

10.0 out of 10, Exceptional, (94)
"We had great stayed, be back next year "
Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen
Living area

Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen

9.8 out of 10, Exceptional, (22)
"Great getaway with family. The home was very clean and well stocked with towels,linens, blankets, and most essentials. The first snowfall of the season made the Mountain Views picture perfect. Very close to Woodstock and Killington. "
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen
Miner Cottage-Historic Antique Home just steps from the Equinox Resort
Main St., Manchester, Vt.

Miner Cottage-Historic Antique Home just steps from the Equinox Resort

10.0 out of 10, Exceptional, (22)
"GREAT TIME ! GREAT HOUSE"
Miner Cottage-Historic Antique Home just steps from the Equinox Resort
5BR, 6 min from Stratton, pet friendly, private, jacuzzi tub, wrap around deck!
Exterior

5BR, 6 min from Stratton, pet friendly, private, jacuzzi tub, wrap around deck!

10.0 out of 10, Exceptional, (1)
"House looks exactly as it does in the photos. No real yard, but the house itself is very comfortable. Plenty of space, comfortable beds and accommodating common areas. We struggled with the Internet through the duration of our stay, due to storms in the area. The property managers were in constant communication with us, but couldn't get the Internet service provider to resolve the issue. House is less than 10 minutes from Stratton Mountain, which is great. Unfortunately, it rained for the...
5BR, 6 min from Stratton, pet friendly, private, jacuzzi tub, wrap around 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 Weston

Cozy Creekside Chalet centrally located near 4 ski resorts
Autumn view of Forestream

Cozy Creekside Chalet centrally located near 4 ski resorts

10.0 out of 10, Exceptional, (8)
"Nice location. Plenty of room for 6 adults. Pellet stove and Christmas movies after a day of shopping and exploring made for a perfect night. "
The price is SAR 1,386
SAR 2,735 total
includes taxes & fees
27 Dec - 28 Dec
Cozy Creekside Chalet centrally located near 4 ski resorts
Long Trail House at Stratton Mountain Resort
Living room

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very Good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is SAR 1,424
SAR 1,770 total
includes taxes & fees
6 Jan - 7 January 2025
Long Trail House at Stratton Mountain Resort
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (40)
"Like property— sad the lift that made it ski and in out was closed due weather conditions "
The price is SAR 1,803
SAR 2,479 total
includes taxes & fees
26 Dec - 27 Dec
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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.