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Two Bedroom Chalet, Charming, Quiet, River Front
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0.6 mi from city center
4.4/5Wonderful! (14 reviews)
Breathtaking Tranquility!!

"Do you want some quite time? A cozy fire while you watch the river flow just outside?.. Then you'll love this place!! It's so close, but it feels so far..talk about off the grid, (Verizon gets NO service here). Great winter getaway!!!! in the background"…"

Reviewed on Jan 29, 2020

Two Bedroom Chalet, Charming, Quiet, River Front
Cozy ski Home With Amazing Views of Stratton & Bromley Mountains
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4.03 mi from city center
4.8/5Exceptional! (5 reviews)
Perfect location and cabin

"We rent throughout Vermont to try to find the perfect cabin/ski experience. This place didn't have many reviews, but I have a feeling it will be booked in years to come. It's right down the street from Stratton will accessibility to the gas station and market. The village has plenty of restaurants ..."…"

Reviewed on Mar 12, 2020

Cozy ski Home With Amazing Views of Stratton & Bromley Mountains
Stratton 4 bed With Shuttle & Rec Room
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4.73 mi from city center
5/5Exceptional! (1 review)
Great house. Great location!

"We loved our stay. The house is cozy and clean and has plenty of space. It is deceptively large. The sleeping situation is great with more than enough room for 10 people. The foyer area is great for all the boots and snowwear we had so we could stay organized and not clutter up the house with our ..."…"

Reviewed on Jan 4, 2019

Stratton 4 bed With Shuttle & Rec Room

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Secluded Luxury Lodge ON Stratton With Views!
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3.7 mi from city center
5/5Exceptional! (1 review)
Exceptional Vacation Home

"This was our first vacation rental with Vrbo and Whispering Pines exceeded all our expectations. Eric (the homeowner) could not have been nicer and was extremely easy to work with. He helped me through the rental process and there was great communication at all times. The house is very light and ..."…"

Reviewed on Jul 19, 2020

Secluded Luxury Lodge ON Stratton With Views!
Classic Vermont Ski House - Available for Summer / Long Term Rentals
4/5Very Good! (4 reviews)
Great

"Great"…"

Reviewed on May 22, 2020

Classic Vermont Ski House - Available for Summer / Long Term Rentals
Stratton Mountain Getaway w/ Spectacular Views - New Listing!
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3.41 mi from city center
5/5Exceptional! (9 reviews)
Fantastic property and great location

"We thoroughly enjoyed our stay at Forest Farms, it was very comfortable, with large rooms and great communal spaces with lovely views up in the trees. The house was very clean and tidy with en-suite bathrooms for each room. The location was good for getting to Stratton and Manchester for mountain ..."…"

Reviewed on Sep 2, 2020

Stratton Mountain Getaway w/ Spectacular Views - New Listing!
Cozy 4 Bedroom, Fully Equipped/vacation Condo
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4.73 mi from city center
5/5Exceptional! (1 review)
Great long ski weekend!

"This was a perfectly sized property for 2 families. There was plenty of space to spread out, and the owner was very responsive. It was clear that her priority was for us to be comfortable in her home."…"

Reviewed on Feb 27, 2020

Cozy 4 Bedroom, Fully Equipped/vacation Condo
Summer Special Newly Renovated Chalet w/ Stunning Views, Vaulted Ceilings
New Listing - The Overlook VT by Stratton Mountain
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2.09 mi from city center
5/5Exceptional! (1 review)
Perfect ski getaway

"Amazing experience from start to finish. Paul (host) has the place is perfect shape and even helped us out with a couple lift vouchers for Stratton to save some money on tickets. Close proximity to 3+ ski resorts and a perfect condo style place with every detail thought through carefully, including ..."…"

Reviewed on Mar 11, 2020

New Listing - The Overlook VT by Stratton Mountain
Spacious Vermont Ski House...stratton, Mt.snow, Okemo & Bromley Area
5/5Exceptional! (2 reviews)
Family perfect

"Everything was perfect. When we walked into the house we were thrilled to find it was even better than expected. Very clean and more spacious than anticipated. Very comfortable for 10 people. Everything we needed in the kitchen. We enjoyed the beautiful fireplace and the little town at the bottom ..."…"

Reviewed on Oct 27, 2019

Spacious Vermont Ski House...stratton, Mt.snow, Okemo & Bromley Area
Stratton Mountain: Luxury Contemporary Country Home
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1.32 mi from city center
4.7/5Exceptional! (3 reviews)
Ski House in the summer

"This is a ski house that we stayed in during the summer, it was close enough to the village of Jamaica and good swim spots that it worked well for us. The ping pong table was a big hit with the kids."…"

Reviewed on Aug 18, 2020

Stratton Mountain: Luxury Contemporary Country Home
Green Mountain Tiny House
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3.4 mi from city center
5/5Exceptional! (1 review)
Great Tiny House!

"This place was ADORABLE!!!!! The edison lights outside were awesome in the snow!! They had dry wood for a campfire outside, and the whole place heated up really fast! They had great communication and great references for around the area!!! Thanks for a great stay!!!!!!"…"

Reviewed on Feb 21, 2020

Green Mountain Tiny House
A Green Mountain Escape: Outdoor Adventures Await!
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1.83 mi from city center
5/5Exceptional! (2 reviews)
Wonderful ski vacation

"House was perfect for 2 families with plenty of room for all. Great location and enjoyed relaxing by the fire each evening."…"

Reviewed on Mar 1, 2020

A Green Mountain Escape: Outdoor Adventures Await!
Immaculate - Stratton, Mount Snow Home Available Now
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3.6 mi from city center
5/5Exceptional! (1 review)
A Excellent Comfortable House in Southern Vermont

"My wife, two grown sons, and I very much enjoyed out stay at this lovely and very comfortable home in Southern Vermont. The house was spacious, clean, and very comfortable. Evenings were routinely spent on the wraparound deck gazing at the starry, starry night. The location provided privacy and was ..."…"

Reviewed on Aug 26, 2020

Immaculate - Stratton, Mount Snow Home Available Now
4 Bedroom/3 Bath Stratton Townhouse
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4.51 mi from city center
5/5Exceptional! (4 reviews)
Amazing Stay

"We loved everything about our stay. The accommodations were top notch and the activities in the area were amazing. We did a different lake every day, hikes, and biked. Vermont is so beautiful, lush, and green during the summer."…"

Reviewed on Aug 16, 2020

4 Bedroom/3 Bath Stratton Townhouse
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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.

Visiting Jamaica

Visitors can enjoy all that Jamaica has to offer including the mountain views, art, and monuments. Tourists to the city can also enjoy its small-town vibe.

  • There are 7 hotels and other accommodations in Jamaica
  • The closest major airport is in Springfield, VT (VSF-Hartness State), 22.3 mi (35.8 km) from the city center
  • The next closest is in Rutland, VT (RUT-Rutland Southern Vermont Regional), 30.4 mi (48.9 km) away

Sightseeing and Staying in Jamaica

The picturesque setting of Jamaica State Park and Ball Mountain State Park exemplify the city's natural beauty. Additionally, you might want to add Ball Mountain Dam to your agenda.

As you plan your holiday getaway, you'll find 7 hotels and other lodging options available to select from in Jamaica. Listed here are places to stay within 5 miles of the city center.

  • Three Mountain Inn is located within 1.7 mi (2.7 km) of the city center. Guests who stay at this 3.5-star inn in Jamaica can enjoy access to free breakfast and a restaurant, along with an in-room fireplace. Our customers love its breakfast and clean, comfortable rooms.
  • Cold Moon Farm Bed and Breakfast is 3.1 mi (5 km) from the city's heart. This 2.5-star bed & breakfast in Jamaica features free breakfast, free WiFi, and free parking.

Dressing for Jamaica

  • Between January and March, you can expect average temperatures of 51°F during the day and 8°F at night
  • From April to June, the average during the day is 82°F, while the average at night is 27°F
  • July through September has daytime averages of 84°F with nighttime averages of 41°F
  • In October-December, you can expect daytime averages of 67°F and nighttime averages of 13°F
  • About 43.58 inches of rain falls on Jamaica each year
  • Usually July and August are the hottest months with an average of 82°F, whereas January and February are often coldest, averaging 11°F

Frequently asked questions

Where is the best place to stay in Jamaica?
Based on our traveler data, Cold Moon Farm Bed and Breakfast is one of the top choices for your stay. This B&B offers free breakfast and free WiFi. Three Mountain Inn is another good option for your trip.
If I need to cancel my hotel reservation in Jamaica, will I receive a refund?
Yes! Most hotel bookings are refundable if you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that’s non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Add dates, click “Search”, then filter by “free cancellation” to get the top deals on offer in Jamaica.
Where can I learn more about changing or cancelling my trip to Jamaica?
For additional details about changing or cancelling your trip to Jamaica, go to https://www.expedia.com/service/.
What's the best hotel for a family vacation to Jamaica?
Cold Moon Farm Bed and Breakfast is a B&B with free parking and free breakfast, and it’s a top choice on Expedia for families. Attractions in the area like Orvis Fly Fishing and The Nature Museum are also fun for kids of all ages.
What's the best hotel for a romantic getaway to Jamaica?
Three Mountain Inn is a favorite 3.5-star inn for couples, and features rainfall showerheads and a bar.
What's the best hotel to stay near the slopes in Jamaica?
Based on our travel data, Cold Moon Farm Bed and Breakfast is a top B&B for hitting the ski slopes, and features free breakfast and free WiFi. Three Mountain Inn is another good option for your ski trip. Spend your days on the slopes by visiting Stratton Mountain Resort, Mount Snow, or Magic Mountain Ski Resort.

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