Jamaica Holiday Homes from €97: Search Top House Rentals

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Our top choices for Jamaica holiday homes

A lodge with a large fireplace, a covered porch, and a staircase leading to the upper level.

1. Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.

Jamaica

Luke B.

includes taxes & fees

1 Nov - 2 Nov

A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

2. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton

includes taxes & fees

25 Oct - 26 Oct

A two-story white house with a red door, surrounded by autumn foliage and a stone wall.

3. The Eagles Wing at The CHM - Private Apartment

Dover

Ava M.

includes taxes & fees

26 Oct - 27 Oct

A rustic kitchen with wooden beams, a large island, and a hanging light fixture.

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

Londonderry

"I was "sold" & excited when I saw the pictures online bc the barn looked really neat. Although the barn was a neat concept, the pictures ARE NOT accurate, it is not as updated as pictured & it was VERY DISAPPOINTING. I now understand the non-refundable policy bc what you see online is definitely NOT what you walked into when you opened the door & they don't want to have to give people their back. Although we had fun, the accommodations were VERY misleading & disappointing. "

Christine M.

includes taxes & fees

27 Oct - 28 Oct

A spacious indoor area with multiple wooden tables and green chairs, large windows offering a view of a snowy mountain, and a stone fireplace with a fire.

5. Modern Mount Snow Gnarvana - Steps to Carinthia

Dover

Lynn B.

includes taxes & fees

26 Oct - 27 Oct

A spacious room with wooden beams, large windows, and a cozy seating area with white furniture.

6. Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

Londonderry

Tim M.

includes taxes & fees

29 Oct - 30 Oct

A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

7. Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall

Victoria L.

includes taxes & fees

4 Nov - 5 Nov

A living room with a brick fireplace, a sofa, a chair, and a coffee table.

8. Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

Winhall

Mark H.

includes taxes & fees

1 Nov - 2 Nov

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Top Jamaica Hotel Reviews

Travelodge by Wyndham Brattleboro VT

10/10 Excellent

"Clean room, but very old and needs updating. TV had Netflix and Prime."

Latchis Hotel

8/10 Good

"It’s located with restaurants within walking distance. It is well maintained for a historic hotel with probably about 15 steps in the lobby before you get to the elevator. It was noisy some nights due to being in the city and having residents living life. Staff was wonderful. Again location was great to see Buffalo—Niagara is 20 min away, Botanic Garden and Eternal Flame about the same. We enjoyed our stay."

The Equinox Golf Resort And Spa

8/10 Good

"The property is a beautiful old hotel, but you can tell they are having a hard time keeping it up. The rooms are big and cozy at the same time, the beds comfortable but the bathroom had some ventilation issues and therefore was a little moldy. While the pool was great, it was a shame the sauna was not working. All in all a nice stay though."

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"We stayed in room 74-it was beautiful and so clean! From the time we checked in till the time we left, everyone went out of their way to make us feel welcome! The breakfast was delicious! And the gentleman who checked us in was very kind. We would 100% stay there again!!!"

Hideaway Inn Mt. Snow

8/10 Good

"It was a tablet check in which was fairly easy but sends the room number and access code to your e mail address . The rooms were clean and tidy. Free hot drinks in an area on a lower floor. Check out didn’t work on the tablet, so used the telephone. Nobody answered that call, but a member of staff appeared and said everything was fine and we could leave. Diving distance to local restaurants and there were numerous. The gondola was close by, although we didn’t go to the top because it was raining hard and didn’t think we would see much."

Find out more about Jamaica

Jamaica Holiday Homes information

Number of reviews	304
Accommodation	818 Holiday Homes
Lowest Price	€97
Highest Price	€1,046

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Jamaica holiday homes

1. Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.

2. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

3. The Eagles Wing at The CHM - Private Apartment

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

5. Modern Mount Snow Gnarvana - Steps to Carinthia

6. Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

7. Your Vermont Mountain Haven Pet Friendly home with Hot tub!

8. Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

9. 10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK

10. 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

11. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

12. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

13. Experience Vermont’s Fall Magic at here at the Lemondrop

14. Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

15. Cozy Vermont Tiny Home Get Away

16. Family Friendly Hilltop House In Putney Vermont

17. Cozy 3 Bedroom Condo in the Heart of Manchester VT

18. Charming Chester Farmhouse near Near VT Slopes

19. 1812 House, 2 Stays, 1 home

20. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Find holiday rentals that suit your style

Top Jamaica Hotel Reviews

Travelodge by Wyndham Brattleboro VT

Latchis Hotel

The Equinox Golf Resort And Spa

The Manchester View

Hampton Inn Brattleboro

Kimpton Taconic Hotel by IHG

Colonial Motel

The Palmer House Resort, an Ascend Collection Hotel

Hideaway Inn Mt. Snow

Find out more about Jamaica

Jamaica Holiday Homes information

Holiday Homes in Jamaica

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Jamaica holiday homes

1. Cozy Vermont A-frame on a quiet private road, minutes from Stratton. Enjoy year-round adventure, then unwind in the hot tub under the stars. Spacious, stylish, and perfect for groups seeking both relaxation and outdoor fun.

2. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

3. The Eagles Wing at The CHM - Private Apartment

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

5. Modern Mount Snow Gnarvana - Steps to Carinthia

6. Gorgeous couples barn with WiFi & hot tub in lovely Londonderry

7. Your Vermont Mountain Haven Pet Friendly home with Hot tub!

8. Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym

9. 10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK

10. 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

11. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

12. MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

13. Experience Vermont’s Fall Magic at here at the Lemondrop

14. Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

15. Cozy Vermont Tiny Home Get Away

16. Family Friendly Hilltop House In Putney Vermont

17. Cozy 3 Bedroom Condo in the Heart of Manchester VT

18. Charming Chester Farmhouse near Near VT Slopes

19. 1812 House, 2 Stays, 1 home

20. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Find holiday rentals that suit your style

Top Jamaica Hotel Reviews

Travelodge by Wyndham Brattleboro VT

Find out more about Jamaica

Jamaica Holiday Homes information

12. MtSnow* HotTub* Pool * AirHockeyPingPong Darts