Stockbridge Vacation Rentals

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Vacation Rentals in Stockbridge

Mountain Green

2.0 star property
6.4 out of 10, (7)
"We love the place very much. Clean and cozy, efficient communication. A home away from home, that we call the place we stayed. We would be happy to be back again. "
The price is CA $294
CA $395 total
includes taxes & fees
Mar 9 - Mar 10
Mountain Green

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (231)
"Lovely little cabin. Well built, well stocked, comfortable bed and great hot tub! Our host Jeff was helpful and all was well organized for a comfortable peaceful stay. Beautiful surroundings, set among trees and mountains."
Cozy Loft for two with Hot Tub & Mtn Views

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (483)
"We had a great time at the cabin, our second year!! We plan to be back for a third season!!Everything was perfect, the coziness of the cabin was amazing. We were able to watch the Super Bowl again on the huge projection screen!! Hot tub was great after several long days of skiing and snowshoeing!!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

9.0 out of 10, Wonderful, (47)
"Great location, clean room and just enough space! Price point fair. Will stay again for sure!!"
The price is CA $152
CA $280 total
includes taxes & fees
Mar 16 - Mar 17
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

8.4 out of 10, Very good, (16)
"Beautiful ski condo, very conveniently located, super clean with a very comfy bed! Had a great stay."
The price is CA $191
CA $546 total
includes taxes & fees
Mar 11 - Mar 12
Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

Beautifully renovated with fireplace and coffee bar

10.0 out of 10, Exceptional, (97)
"Excellent house, very clean, has everything you need. The checkin process was very smooth, and the hosts were quick to respond when something wasn't working (only because I had accidentally unplugged it!). They did a great job clearing the snow from the house after the storm and the location/parking/access to Quechee was great! Thank you!"
Beautifully renovated with fireplace and coffee bar

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

9.2 out of 10, Wonderful, (7)
"Condo was perfect for our weekend ski getaway the bus to the K! lodge runs about every 15 min. to the front door of the building will defiantly stay again"
The price is CA $170
CA $467 total
includes taxes & fees
Mar 18 - Mar 19
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

Idyllic Lakefront House Suited Two Families

9.6 out of 10, Exceptional, (157)
"We really enjoyed our stay at the lake house. We had great views of the lake and the kitchen was very well stocked. The beds were comfortable and the house was very clean and nicely decorated. Thank you for the incredible stay and we will be staying again!"
Idyllic Lakefront House Suited Two Families

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

9.8 out of 10, Exceptional, (20)
"The gondola house was perfect for our group. It was spacious and comfortable. Loved having a bathroom on every floor. It was well stocked with everything we could’ve needed. I don’t have one bad thing to say about it. The hot tub was just lovely after a long day of skiing. Would not hesitate to rent this again and highly recommend it."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Spectacular opportunity to enjoy the finest property in Killington Summit

9.4 out of 10, Exceptional, (22)
"This place was great, Communication with the Killington Rental Associates was wonderful. The house was as it photographs. It was a perfect spot to ring in the New Year. After skiing, the hot tub and Sauna were a welcome retreat for the weary skiing crowd, the Kitchen was well stocked with just about anything you could need to prepare meals for a large crowd. The Bar was an added highlight for apre-Ski. There was enough space for a large crowd to gather in one spot, and enough spots to...
Spectacular opportunity to enjoy the finest property in Killington Summit

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

10.0 out of 10, Exceptional, (87)
"We needed a quiet place to stay in the woods. It was close to Ludlow shops/ restaurants and the Okemo Ski. "
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

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

9.8 out of 10, Exceptional, (10)
"Me and my wife loved this place. Perfect for a cozy getaway. "
The price is CA $304
CA $512 total
includes taxes & fees
Apr 1 - Apr 2
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Treehouse at Wise Pines- SoBo

9.8 out of 10, Exceptional, (20)
"The place is everything it describes, however I missed the part where the bathrooms are in a separate building and they are shared. Thankfully for us there was nobody else staying there. Everything was very clean. Other than that I was satisfied. "
The price is CA $210
CA $263 total
includes taxes & fees
Apr 1 - Apr 2
Treehouse at Wise Pines- SoBo

Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

3.0 star property
9.8 out of 10, Exceptional, (6)
"Everything was excellent. 3 baths 3 beds. Perfect. Bring coffee filters and hangers."
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (52)
"This was my first experience with Vrbo. It was wonderful. Checking in and out of the property was simple! My fiancé and I were seeking a Christmas getaway in Vermont. We certainly found it! The property is in close distance to Brandon and Middlebury. Both towns have lots of dining options and shopping. We visited a brewery and winery. Our cottage in Leicester was pristine. Our host, David. was accommodating and friendly. The cottage is well built and you can see how much work David has put into...
The price is CA $181
CA $283 total
includes taxes & fees
Mar 5 - Mar 6
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs

10.0 out of 10, Exceptional, (21)
"This was our third time skiing at Okemo and was without doubt the best. Access to the slopes is so easy and the unit itself is top notch. Loved everything about it! "
Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs

Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10

9.4 out of 10, Exceptional, (36)
"Great for our family ski trip. Definitely worth the price for convenience. Great that it’s pet friendly. The space does need some updating and the beds were a little uncomfortable and the master bedroom was super dry- even with a humidifier was notable. "
Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10

Ski-in/ski-out condo with W/D, indoor pool, & hot tub

9.0 out of 10, Wonderful, (21)
"The place was spacious and clean for 2 people. Kitchen has just the basics. I would not considered it a ski in ski out. It’s good 10 minute walk slightly up hill. The place is in a good location to the slope and parking is free a killington, so it wasn’t a problem. My biggest complaint was the BED. It was horrible. Every little movement the bed squeaked. Waking me up every time my husband moved. The mattress was way too soft, but I know that is personal preference. The condo entrance was...
Ski-in/ski-out condo with W/D, indoor pool, & hot tub

Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A

10.0 out of 10, Exceptional, (2)
"Clean and electronic check in. Great hot tub, pool and hot showers. Room also has a small fridge they don’t mention. Nice to be close to Ramshead lodge. WiFi was 30-10 so good for work connection. Recommend"
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A
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 types of properties in Stockbridge you may be interested in

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very good, (1011)
"Very nice! "
The price is CA $176
CA $193 total
includes taxes & fees
Mar 6 - Mar 7
Comfort Inn Rutland - Killington

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1000)
"Great place, helpful staff! However, miscommunication with the bus schedule… make sure to stand on correct side of road when using bus* "
The price is CA $216
CA $237 total
includes taxes & fees
Apr 2 - Apr 3
Killington Mountain Lodge, Tapestry Collection by Hilton

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (152)
"Nice kitchens in room with full size refrigerator and microwave. Ample shelving and storage in kitchen and bathroom. Clean, quiet, friendly and affordable. What more could we ask for? "
The price is CA $168
CA $183 total
includes taxes & fees
Mar 24 - Mar 25
My Place Hotel-Randolph VT
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.

Frequently asked questions

Are there vacation rentals in Stockbridge?

Yes, we give you a choice of vacation rentals near the most popular sights in Stockbridge, or you can select a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Stockbridge has to offer?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: Visitors like this Stockbridge vacation home rental. It 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 Stockbridge?

With 11 Expedia vacation rentals, you're sure to find just the right place for your Stockbridge stay.

What’s there to see and do in Stockbridge?

While exploring the area, visit family-friendly sights like Killington Adventure Center, or get outside and enjoy nature at Green Mountain National Forest. Les Newell Wildlife Management Area and Belcher Library are other places to visit while you're in town.

What’s a vacation rental in Stockbridge like?

A vacation rental is a private property where you can stay for several days or longer in Stockbridge. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family getaway.