Jamaica Cottages

Q: Why book your cottage in Jamaica with Expedia?

Reserving a cottage in Jamaica is as easy as working out your travel dates and picking your ideal place for a holiday in the outdoors. From upmarket retreats to inexpensive properties and cottages that feature perks like free WiFi, Expedia has something for all tastes. As for the best deals around? We've got you covered!

Q: How can I find cheap cottages in Jamaica?

With Expedia's handy filter tool, comparing cheap cottages in Jamaica is a snap. To discover accommodation that'll make your hip pocket happy, narrow down your search by budget, amenities and star rating.

Q: What is there to do in Jamaica near my cottage?

Once you've unpacked your bags, get out and explore the fun things Jamaica has for you to experience. Jamaica State Park is a top attraction to add to your to-do list.

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Our top choices for Jamaica cottages

Cottage-Swim-Brook on Property-Views-Firepit-Woodstove-7 min to Stratton-Dogs OK

Jamaica

Kytalia B.

HK$1,602 total

includes taxes & fees

29 May - 30 May

< 6 Mi to Arlington: 'whimsical Stone Abode!'

Arlington

Dale

HK$2,692 total

includes taxes & fees

1 Jun - 2 Jun

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Walpole

Gloria A.

HK$2,749 total

includes taxes & fees

9 Jun - 10 Jun

< 6 Mi to Arlington: 'Whimsical Stone Abode!'

Sandgate

Karla P.

HK$2,793 total

includes taxes & fees

1 Jun - 2 Jun

Hiking Trails On-site: Cozy Falls Brook Cabin

Brattleboro

sarah

HK$3,213 total

includes taxes & fees

27 Jun - 28 Jun

3 Mi to Mount Snow: Spacious West Dover Home

West Dover

HK$5,771 total

includes taxes & fees

10 Jun - 11 Jun

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Ludlow

HK$12,680 total

includes taxes & fees

2 Jun - 3 Jun

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Top Jamaica Hotel Reviews

The Inn at Manchester

10/10 Excellent

"Had a wonderful stay. Staff very pleasant."

Hampton Inn Brattleboro

8/10 Good

"This is the best option in the area and we are big fans of the Hilton family of hotels (we stay there exclusively when this is an option). Everything was as expected for a Hampton Inn, including the workout room, layout of the room, and amenities. Five stars for pillows, hot water, and lack of noise. It was really hard getting an early check in, much harder than one would expect given the occupancy. We did end up getting it in plenty of time, which we appreciated. (It seemed like there were challenges with staffing.) We enjoyed our stay and would stay there again."

The Covered Bridge Inn

4/10 Poor

"I don’t know where to begin. The place smelled like cigarette smoke. When I tried to check in I had to ring a bell and was to come back as the front desk staff seemed to all go out to lunch. After finally checking in, the tv didn’t work, the iron is broken and spilled water everywhere when I tried to iron my clothes. The bathroom showers had mold everywhere and I was genuinely afraid to step on the carpet, barefooted or touch anything in the room. I had to put my own bedsheets and pillowcases on the bed and pillows in order to sleep the other night. At night, there’s a door right outside my window that bangs every 45 minutes due to people going in and out to smoke. I was up all night. There were questionable people outside at all times, outside of the place was super dirty and trashy. Had i known this place was like that I wouldn’t have stayed. Needless to say I will not be returning turning and in fact if I could ask for my money back, I would."

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