Jamaica Vacation Rentals

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Oct 5 - Oct 6
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Oct 10 - Oct 12
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Oct 17 - Oct 19

Vacation Rentals in Jamaica

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC
Property grounds

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

10.0 out of 10, Exceptional, (1)
"My family and I had the most wonderful stay at this beautiful Townshend, VT home! It was not only spotless and cozy, but also perfectly pet-friendly—Julie truly thought of everything. Both our family’s and our pet’s needs were taken care of, which made the experience even more special.Julie’s communication and care were outstanding, and every detail in the home showed thoughtfulness. We felt completely at home and can’t wait to return. Highly recommend this property for anyone looking for a...
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Fridge, microwave, oven, stovetop

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

8.0 out of 10, Very Good, (41)
"This place was great for my family and I. It is very close to Okemo and town "
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Long Trail House at Stratton Mountain Resort
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
The price is ￥45,789
￥56,916 total
includes taxes & fees
Nov 5 - Nov 6
Long Trail House at Stratton Mountain Resort
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Outdoor dining

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

8.4 out of 10, Very Good, (58)
"Great location and super cute"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Solitude Village at Okemo
Solitude Village Two Bedroom Suite Mountainside | Private kitchen | Fridge, microwave, stovetop, toaster

Solitude Village at Okemo

4.0 star property
8.0 out of 10, Very Good, (30)
"Beautiful Area. "
Solitude Village at Okemo
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Outdoor spa tub

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (24)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
The price is ￥28,276
￥92,843 total
includes taxes & fees
Oct 20 - Oct 21
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Winterplace at Okemo
Property grounds

Winterplace at Okemo

4.0 star property
8.8 out of 10, Excellent, (24)
"I love everything about staying here!! The front desk are so nice and welcoming!! I really appreciate and recommend this place "
Winterplace at Okemo
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Exterior

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

9.8 out of 10, Exceptional, (176)
"We had a nice time, thank you. Enjoyed jacuzzi, fire outside and local pizza and waterfalls:) "
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Okemo Mountain Lodging
Exterior

Okemo Mountain Lodging

3.5 star property
7.8 out of 10, Good, (28)
"I had an amazing time with my family, I will definitely be coming back "
Okemo Mountain Lodging
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Interior

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

9.8 out of 10, Exceptional, (6)
"We had a wonderful stay."
The price is ￥48,444
￥83,573 total
includes taxes & fees
Oct 13 - Oct 14
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Property grounds

Beautiful Lodging at Mount Snow with Hot Tub on Deck

9.4 out of 10, Exceptional, (42)
"Real Vermont feel. Pretty and nice quiet neighborhood!"
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (163)
"We very much enjoyed our stay, check in was a breeze and we found the cabin to be a cozy retreat. We have been looking for a place that had a bed and bath on first floor to accommodate some mobility limitations and this home was perfect having a single step on the front porch. We look forward to booking another trip with this host "
The price is ￥25,070
￥54,505 total
includes taxes & fees
Oct 6 - Oct 7
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Dining

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

9.6 out of 10, Exceptional, (235)
"Extremely cozy. Would highly recommend staying here."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Lovely ski-in/out condo steps from ski lift with trails and amazing views
TV, fireplace

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

8.4 out of 10, Very Good, (25)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
The price is ￥11,798
￥41,563 total
includes taxes & fees
Oct 6 - Oct 7
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Property grounds

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

9.0 out of 10, Wonderful, (72)
"Perfect location for a quick ski trip. "
The price is ￥11,945
￥37,788 total
includes taxes & fees
Oct 6 - Oct 7
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Exterior

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo

9.8 out of 10, Exceptional, (126)
"Terrific and comfortable place to stay! Amazing firepit!"
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing
3 bedrooms, internet, bed sheets

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

9.0 out of 10, Wonderful, (27)
"We were only 4 people, and it felt huge. The cabin is nice, but does show some aging here and there. Nothing that was an actual issue, though. The property with the pond, the fire pit area and the little playground is absolutely gorgeous, though. The cabin offers plenty of space with 4.5 separate sleeping areas (there is a large futon in the game room that could be used in an emergency, I guess). The livingroom/kitchen area is very spacious with great views. Will definitely consider this for...
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Interior

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

10.0 out of 10, Exceptional, (7)
"Great house, great location, Great communication with Todd. Will be back for sure!!!! Thanks for everything Todd. "
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester
Interior

Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester

10.0 out of 10, Exceptional, (73)
"Great spot for a quick visit to Manchester VT."
Beautiful!! Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Smart TV, fireplace, foosball, table tennis

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

10.0 out of 10, Exceptional, (53)
"This was a great house for our extended family. The teenagers found plenty to do and the adults found plenty of spots to catch up. The kitchen was well stocked with equipment for our gourmet chefs.My only complaint is that there were no hangers in the closet "
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
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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Top Jamaica Hotel Reviews

Valley Craft Ales

Valley Craft Ales

10/10 Excellent
"Perfect"
DIEGO ESCUAL 1-night trip
Posted 2 days ago
Valley Craft Ales

Find out more about Jamaica

Find out more about Jamaica

Search for holiday rentals in Jamaica on Expedia! You can easily find your home rentals, villas, holiday apartments in Jamaica using one of the methods below:

  • View our selection of featured holiday rentals in Jamaica
  • Use the map to find apartments and other holiday homes in the Jamaica neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jamaica while they last

Look no further and take a look at our great range of rental properties in Jamaica!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Jamaica?

Yes, there are vacation rentals close to well known attractions in Jamaica, or you can select a more remote option if you'd like a relaxing place to stay. Jamaica is known for its mountain views and art. Make sure you have time to check out the monuments while you're in the area.

What are some of the best vacation home rentals that Jamaica has to offer?

Okemo Mountain Lodging: You might want to consider this vacation home rental near Jamaica, which is in the mountains and equipped with daily housekeeping and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

How many vacation rentals are there in Jamaica?

With 37 Expedia vacation rentals, you're sure to find just the right place for your Jamaica stay.

What can I see and do in Jamaica?

Cultural attractions include Hot Glass Works and Margie's Muse Handweaving & Gallery, whereas Green Mountain National Forest and Winhall River are a couple of picturesque spots to enjoy the outdoors. Jamaica State Park and Ball Mountain Dam are other places to visit while you're in town.

What are vacation rentals like in Jamaica?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Jamaica. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a vacation rental 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 choice for a small group gathering.