Jamaica Holiday Rentals

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Holiday Rentals in Jamaica

This house is a 4 bedroom(s), 2.5 bathrooms, located in Jamaica, VT.

9.0 out of 10, Wonderful, (6)
"Great location. House was recently updated but has some older charm in parts. Fun and cozy. Hot tub was great the first day but smell seemed off the next day. Perhaps more chlorine was needed. Great time , great trip. Pet friendly is a bonus and the house looks never used so the cleaning crew is doing great work. Will rent again next year perhaps !"
The price is NZ$1,317
includes taxes & fees
10 July - 11 July
This house is a 4 bedroom(s), 2.5 bathrooms, located in Jamaica, VT.

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (55)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is NZ$537
includes taxes & fees
14 July - 15 July
Family Friendly Hilltop House In Putney Vermont

WhiSki Cabin - 12 Acres With a Mountain View!

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at this home. It had everything we needed and was very comfortable. The countryside around this part of Vermont is beautiful. We found lots of great museums and restaurants. "
The price is NZ$1,661
includes taxes & fees
21 July - 22 July
WhiSki Cabin - 12 Acres With a Mountain View!

Charming 1-bedroom hotel in peaceful Newfane with AC, WiFi

The price is NZ$363
includes taxes & fees
21 July - 22 July
Charming 1-bedroom hotel in peaceful Newfane with AC, WiFi

Charming Chester Farmhouse – peaceful and close to everything!

9.6 out of 10, Exceptional, (11)
"Great location. Beautiful house. All the amenties. We came up for a ski trip and it was perfect. "
The price is NZ$709
includes taxes & fees
30 July - 31 July
Charming Chester Farmhouse – peaceful and close to everything!

Whimsical Room & Private Bathroom in Historic Inn

8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
The price is NZ$360
includes taxes & fees
14 July - 15 July
Whimsical Room & Private Bathroom in Historic Inn

Cozy Cavendish Bunk minutes to Okemo

9.8 out of 10, Exceptional, (6)
"Very cozy and had all the essentials we needed for our trip! Check in and check out were easy, and it was perfect for our winter trip. It's a short drive to Okemo, which is super convenient - would definitely stay here again!"
The price is NZ$397
includes taxes & fees
14 July - 15 July
Cozy Cavendish Bunk minutes to Okemo

Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

9.8 out of 10, Exceptional, (84)
"We had a great stay at this home for a long weekend skiing at Okemo. "
The price is NZ$668
includes taxes & fees
10 July - 11 July
Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

9.8 out of 10, Exceptional, (99)
"Great location and house was very nice."
The price is NZ$642
includes taxes & fees
10 July - 11 July
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Luxury ADA Unit - 101

The price is NZ$1,094
includes taxes & fees
1 Aug - 2 Aug
Luxury ADA Unit - 101

Scenic 7-BR Luxury Estate 7-Min to Okemo

9.8 out of 10, Exceptional, (12)
"Location was perfect- able to ski, shop and prepare great food. Lots of space "
The price is NZ$2,798
includes taxes & fees
16 July - 17 July
Scenic 7-BR Luxury Estate 7-Min to Okemo

Briggs Ski House | Group Ski Fun | 6 bdrm 4 bath

10.0 out of 10, Exceptional, (1)
"We booked this for a last minute trip to Okemo and it was perfect for our group. It is only a couple minutes from Okemo base and a couple minutes from the cute downtown and a supermarket and craft beer store. The host was easy to talk to and extremely available, and very friendly and helpful! The house was in great condition, clean, and updated."
The price is NZ$1,781
includes taxes & fees
11 July - 12 July
Briggs Ski House | Group Ski Fun | 6 bdrm 4 bath

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

10.0 out of 10, Exceptional, (2)
"as advertised."
The price is NZ$1,435
includes taxes & fees
10 July - 11 July
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

New Ludlow Village Home with Stunning Okemo Mountain View

10.0 out of 10, Exceptional, (6)
"Beautiful and clean place near Okemo with everything you need. "
The price is NZ$1,190
includes taxes & fees
15 July - 16 July
New Ludlow Village Home with Stunning Okemo Mountain View

The dreamiest place in Southern Vermont!

10.0 out of 10, Exceptional, (5)
"We enjoyed the quiet and convenience of this location to Mt. Snow. It was clean and well stocked. Host was kind and responsive."
The price is NZ$1,285
includes taxes & fees
13 July - 14 July
The dreamiest place in Southern Vermont!

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

2.0 star property
The price is NZ$898
includes taxes & fees
15 July - 16 July
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

The price is NZ$2,364
includes taxes & fees
16 July - 17 July
Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

9.0 out of 10, Wonderful, (2)
"Our family had the best time staying here. The home was spacious and gave our two young children plenty of room to roam and explore. It was also close enough to the main road where everything was accessible but also isolated enough where you feel like you're getting away. Erin was great about answering any questions and making sure our stay was comfortable. We'd definitely return here!"
The price is NZ$904
includes taxes & fees
28 July - 29 July
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

Brook Bound Inn - Main Lodge - Deluxe King w/ Pullout Couch - Room 203

10.0 out of 10, Exceptional, (1)
"We stayed here for one night to ski at Mount Snow and it was amazing! Very comfortable, cozy, well kept, clean with well stocked kitchen. It was perfect for our purpose and would definitely come back!! "
The price is NZ$593
includes taxes & fees
10 July - 11 July
Brook Bound Inn - Main Lodge - Deluxe King w/ Pullout Couch - Room 203

Main Lodge - King - 2nd floor - Room 201

8.0 out of 10, Very good, (1)
"Nice property near Mt snow"
The price is NZ$538
includes taxes & fees
10 July - 11 July
Main Lodge - King - 2nd floor - Room 201
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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Frequently asked questions

Can I find holiday rentals in Jamaica?

Yes, there are holiday rentals close to the most popular sights in Jamaica, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Jamaica has to offer?

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing: This holiday home rental outside of Jamaica is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals are there in Jamaica?

With 36 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Jamaica?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jamaica. Holiday rentals offer extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family gatherings.