East Jamaica Vacation Rentals

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Vacation Rentals in East Jamaica

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very good, (72)
"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 $510
CA $635 total
includes taxes & fees
Jan 8 - Jan 9, 2025
Long Trail House at Stratton Mountain Resort

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (151)
"Never could get the wifi to work. I entered the code on the router 6 times but no luck. Would be helpful if you changed the password for the wifi to an easily entered name. The man who came to shovel unfortunately after we were stuck in the snow was very helpful and very nice.. He got us out."
The price is CA $244
CA $527 total
includes taxes & fees
Jan 6 - Jan 7, 2025
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

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

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (43)
"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (204)
"… And it remains a gem! We lucked out w/a foot of snow on Thanksgiving and so kept the fires burning. Just a great, special place."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

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

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

9.0 out of 10, Wonderful, (41)
"We had a group of thirty-four people for a family vacation and had a blast. The host and the housekeeper were tremendously responsive to any small issues we had over the first few days. The kitchen was well stocked but could use more mugs for coffee/tea and additional forks for larger groups and the tea bags were past the best before date and should be replaced. Twelve bedrooms, each with their own bathroom was great. The pool, hot tubs, ping pong table, pool table, tennis court, and fire pit...
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

9.6 out of 10, Exceptional, (9)
"We had a great time staying in Ashley’s condo! It was clean and well kept and super close to the village and slopes. I will definitely be back soon :)"
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio

Lovely ski-in/out condo steps from ski lift with trails and amazing views

8.6 out of 10, Excellent, (20)
"Wonderful stay. Thanks again"
The price is CA $246
CA $594 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Lovely ski-in/out condo steps from ski lift with trails and amazing views

VT Cabin overlooking the West River and Village

10.0 out of 10, Exceptional, (27)
"We loved our stay! Such lovely cabin! We loved it so much that we were bummed we didn’t book a longer stay. It had everything we needed to make our stay comfortable."
The price is CA $286
CA $560 total
includes taxes & fees
Dec 24 - Dec 25
VT Cabin overlooking the West River and Village

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

8.6 out of 10, Excellent, (21)
"Good Condo in a great location"
The price is CA $172
CA $506 total
includes taxes & fees
Jan 9 - Jan 10, 2025
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Walk to Mount Snow, Cozy, Clean and Comfortable!

9.6 out of 10, Exceptional, (30)
"Cozy 1 bdrm very close to the slopes. The host are vey cooperative abd get back to you quickly."
Walk to Mount Snow, Cozy, Clean and Comfortable!

Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton

9.8 out of 10, Exceptional, (30)
"One of the best experiences I’ve had. Communication before we arrived was as expected, and everything was better than the pictures reviews and descriptions."
The price is CA $788
CA $1,902 total
includes taxes & fees
Dec 24 - Dec 25
Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton

Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.

10.0 out of 10, Exceptional, (39)
"This property was beautiful, clean, well maintained, had everything we needed. Wish we could have stayed longer! Thank you for a weekend we’ll never forget! We hope to rent this house again in the future. "
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

10.0 out of 10, Exceptional, (31)
"This trip was just as wonderful as the first. Spent our second Thanksgiving in this beautiful and private setting. It snowed 13 inches on TG day and it was so gorgeous! Sitting in the hot tub with the snow falling was really perfect. Everything was provided and check in and checkout were easy. Located close to Manchester, we had fun trying out hand at glass blowing at Hot Glass..too fun! Would recommend this place to all."
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

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 CA $530
CA $1,045 total
includes taxes & fees
Jan 11 - Jan 12, 2025
Cozy Creekside Chalet centrally located near 4 ski resorts

Green Mountain Modern House: iconic modern getaway

Green Mountain Modern House: iconic modern getaway

Private Tavern, Hot Tub, 8-Fireplaces, Spa Baths, Fire Pit, Baths Ensuite - Shop or Ski!

10.0 out of 10, Exceptional, (47)
"This place was built for a family gathering! Everyone had a private bath and a suite. No waiting for a shower here. The tavern was fun and allowed the group to come together. The outdoor fire pit was a hit too. We will be back. "
Private Tavern, Hot Tub, 8-Fireplaces, Spa Baths, Fire Pit, Baths Ensuite - Shop or Ski!

Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.

9.6 out of 10, Exceptional, (45)
"We had a very nice stay. The house had plenty of room for our family including the living, dining, and sleeping areas. The location was great."
Walk to the village 6bed 4bath sleeps 15; newly renovated with 2 skylights.

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

10.0 out of 10, Exceptional, (54)
"We rented the barn as an overflow space from the main house. The barn has everything you need and is a really cool spot to sit and view the entire property."
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!
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 East Jamaica you may be interested in

Hampton Inn and Suites Manchester

2.5 star property
9.6 out of 10, Exceptional, (1000)
"Great place! Great location. Staff was above and beyond. Front deck ladies were a riot."
The price is CA $194
CA $213 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Hampton Inn and Suites Manchester

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (354)
"Nice quiet getaway about 30 min from Stratton. We went off season to see the leaves in October so a lot of stores and restaurants were closed, but what is open nearby is delicious. The place is a standard motel, room was clean, coffee maker in the dining area, several lounge spaces, pool table, and a fire pit. Nice ski decor. Sauna, hot tub, and pool spaces were closed. Check in/check out super easy. Easy to reach staff, I’d return next time I plan on coming up here. "
The price is CA $225
CA $272 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Mountaineer Inn

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (878)
"Very nice, clean property. A tad bit outdated but for a value in the area it’s well worth it. We had an enjoyable stay. "
The price is CA $257
CA $311 total
includes taxes & fees
Jan 20 - Jan 21, 2025
The Black Bear Lodge at Stratton Mountain 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.

Frequently asked questions

Can I find a vacation rental in East Jamaica?

Yes, there are vacation rentals near well known attractions in East Jamaica, or you can choose a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in East Jamaica?

Dog-friendly chalet cabin with valley view, deck, and private hot tub: This vacation home rental near East Jamaica offers a patio, a selection of games, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the spa tub in this rental home to help you unwind.

How many vacation rentals will I find in East Jamaica?

With 3 Expedia vacation rentals, you're sure to find just the right place for your East Jamaica stay.

What’s there to see and do in East Jamaica?

Green Mountain National Forest and West River are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find popular places like Stratton Mountain Resort and Mount Snow.

What are vacation rentals like in East Jamaica?

Vacation rentals are private properties you can stay in for several days or longer in East Jamaica. Vacation rentals feature amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips.