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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Dorset vacation homes

An outdoor dining area with tables and umbrellas, a wooden fence, and a building with large windows and lights.

1. Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
Manchester
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful cozy house with plenty of beds and space. We drove here in a snowstorm and were so thankful that the host had cleared the driveway and walkways for us. Overall a great stay."
United States
Greg W.
The price is AED 1,240
AED 1,874 total
includes taxes & fees
7 Oct - 8 Oct
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
A room with a large window, a wooden table, two chairs, and a woven basket on the table.

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

Cozy 3 Bedroom Condo in the Heart of Manchester VT
Manchester
10.0 out of 10, Exceptional, (1 review)
"Beautiful place Very spacious and super organized we love our stay "
United States
Rafael
The price is AED 837
AED 2,066 total
includes taxes & fees
5 Oct - 6 Oct
Cozy 3 Bedroom Condo in the Heart of Manchester VT
A two-story white house with a front porch, a door with a wreath, and a chimney.

3. Cozy farmhouse in Manchester - short drive to multiple ski mountains!

Cozy farmhouse in Manchester - short drive to multiple ski mountains!
Manchester
9.4 out of 10, Exceptional, (3 reviews)
"The hosts were very friendly and responsive during our stay. Loved that the house is close to the main town as well as close to the ski slopes (Bromley). "
United States
Marissa H.
The price is AED 1,388
AED 2,743 total
includes taxes & fees
13 Oct - 14 Oct
Cozy farmhouse in Manchester - short drive to multiple ski mountains!
A spacious kitchen with a central island, stainless steel appliances, and pendant lighting.

4. 1812 House, 2 Stays, 1 home

1812 House, 2 Stays, 1 home
Manchester
The price is AED 1,181
AED 2,949 total
includes taxes & fees
3 Nov - 4 Nov
1812 House, 2 Stays, 1 home
A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

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

Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Winhall
9.4 out of 10, Exceptional, (41 reviews)
"Our family had a wonderful vacation. The house and location were great. We will come back."
United States
Victoria L.
The price is AED 725
AED 2,435 total
includes taxes & fees
19 Oct - 20 Oct
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
A wooden cabin interior with a wooden dresser, a floral chair, a teal refrigerator, and a shelf with mugs and a coffee maker.

6. Peaceful 1-bedroom bungalow with AC in charming Wells

Peaceful 1-bedroom bungalow with AC in charming Wells
Wells
10.0 out of 10, Exceptional, (1 review)
"Clean comfy quiet spot."
United States
Dillon B.
The price is AED 678
AED 870 total
includes taxes & fees
4 Oct - 5 Oct
Peaceful 1-bedroom bungalow with AC in charming Wells
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

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

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
The price is AED 274
AED 941 total
includes taxes & fees
5 Oct - 6 Oct
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A spacious living room with wooden floors, a high ceiling with exposed beams, a dining area with a table and chairs, and large windows offering a view of the outdoors.

8. Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"The living area is bigger than we expected, and we loved watching the horses next door. It's a short drive to downtown Rutland, and it's quiet. "
United States
Ahmad H.
The price is AED 493
AED 1,533 total
includes taxes & fees
24 Oct - 25 Oct
Killington Retreat | Deck-Fire Pit-Mountain Views!
A large estate with a swimming pool, tennis court, and a spacious lawn.

9. The Privacy of a home & Perks of a Resort! Pool, Tennis, Views, Dogs, 6 baths!

The Privacy of a home & Perks of a Resort! Pool, Tennis, Views, Dogs, 6 baths!
Manchester
9.6 out of 10, Exceptional, (7 reviews)
"Great proximity to Bromley and Stratton, with easy access to plenty of restaurants in Manchester."
United States
Jessica G.
The price is AED 4,959
AED 7,687 total
includes taxes & fees
21 Oct - 22 Oct
The Privacy of a home & Perks of a Resort! Pool, Tennis, Views, Dogs, 6 baths!
A cabin with a sloped roof, large windows, and a balcony with outdoor seating.

10. Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
shushan
9.6 out of 10, Exceptional, (24 reviews)
"Great cabin , so cozy with the wood burning stove "
United States
Susan f.
The price is AED 658
AED 1,285 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
A living room with a brick fireplace, a sofa, a chair, and a coffee table.

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

Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Winhall
10.0 out of 10, Exceptional, (15 reviews)
"Clean, lots of room, easy access to Stratton, responsive host."
United States
Mark H.
The price is AED 1,506
AED 3,449 total
includes taxes & fees
20 Oct - 21 Oct
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
A rural landscape with a house surrounded by dense forest, a pond, and a golf course in the distance.

12. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is AED 447
AED 1,667 total
includes taxes & fees
5 Oct - 6 Oct
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A modern two-story house with a front porch, a staircase, and a driveway.

13. Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!

Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
Jamaica
9.6 out of 10, Exceptional, (30 reviews)
"House was perfect for a guys trip for skiing. Just as expected. Would stay again. "
United States
Michael A.
The price is AED 1,067
AED 3,679 total
includes taxes & fees
26 Oct - 27 Oct
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
A cozy living room with a fireplace, comfortable seating, and a television.

14. Bear`s Den in Ludlow, Okemo Views + Epic Game Room

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
The price is AED 664
AED 1,488 total
includes taxes & fees
4 Oct - 5 Oct
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

15. Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is AED 624
AED 1,975 total
includes taxes & fees
25 Oct - 26 Oct
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Exterior

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

Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Andover
10.0 out of 10, Exceptional, (1 review)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
United States
Lorraine C.
The price is AED 1,028
AED 2,600 total
includes taxes & fees
5 Oct - 6 Oct
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A two-story house with a covered porch and a garage.

17. Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Mount Holly
10.0 out of 10, Exceptional, (11 reviews)
"We had a great time in this beautiful house for a family ski trip. It is located right off the main highway and 8min drive away from Okemo. It has all the amenities we wanted- including hot tub, cozy underground family entertainment room and parking garage. Heidi, the host was super prompt and all instructions about the house were very thorough. "
United States
Chi L.
The price is AED 928
AED 3,265 total
includes taxes & fees
4 Oct - 5 Oct
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
A lodge with a large fireplace, a covered porch, and a staircase leading to the upper level.

18. 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.

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
8.8 out of 10, Excellent, (8 reviews)
"Beautiful home, we enjoyed our stay!"
United States
Luke B.
The price is AED 1,524
AED 2,242 total
includes taxes & fees
1 Nov - 2 Nov
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.
A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

19. New Ludlow Village Home with Stunning Okemo Mountain View

New Ludlow Village Home with Stunning Okemo Mountain View
Ludlow
10.0 out of 10, Exceptional, (19 reviews)
"This was a lovely, well-kept home in a great location to Okemo Mountain."
United States
Nancy F.
The price is AED 985
AED 2,196 total
includes taxes & fees
4 Oct - 5 Oct
New Ludlow Village Home with Stunning Okemo Mountain View
A child sliding down a water slide shaped like a frog, with a pool area in the background.

20. Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning

Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning
3.5 star property
Clock Tower Base Area
Mountain Lodge At Okemo-1br Fireplace & Updated Kitchen 1 Bedroom Condo by RedAwning
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 Dorset Hotel Reviews

The Manchester View

The Manchester View

10/10 Excellent
"We arrived at the Manchester View in late September on a trip to see the beautiful change of colors. View is definitely what you get here. Surrounded by gorgeous rolling hills and mountains that were covered with green, yellow, red and orange leaves. We were celebrating our 40th anniversary and were upgraded to a suite room. Thank you! Room was very nice, clean and spacious. My only complaint was the door would stick when trying to open or close the door to the room. And, although the bath was updated and very nice, the finish work around the counter wasn't complete. There was a gap between the wall and counter the ends didn't match up to the wall. But that is just really a minor issue. They also have a continental breakfast with the basics and a nice kick off to start your day. The view, the staff and did I say the view?... We would definitely stay here again!"
Jim 2-night trip
Posted 3 hours ago
The Manchester View