A snow-covered landscape with a bench and trees.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Londonderry vacation homes

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

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

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Londonderry
7.0 out of 10, Good, (2 reviews)
"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. "
United States
Christine M.
The price is ￥40,187
￥79,585 total
includes taxes & fees
Oct 28 - Oct 29
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
A rustic bathroom with a wooden floor, a large bathtub, a double sink, and a window providing natural light.

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

Gorgeous couples barn with WiFi & hot tub in lovely Londonderry
Londonderry
10.0 out of 10, Exceptional, (2 reviews)
"The converted barn was absolutely stunning. Kitchen was well appointed and the family room spacious and comfortible."
United States
Tim M.
The price is ￥126,642
￥194,196 total
includes taxes & fees
Nov 3 - Nov 4
Gorgeous couples barn with WiFi & hot tub in lovely Londonderry
A spacious living room with a fireplace, leather sofas, a Christmas tree, and large windows.

3. 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 ￥11,804
￥40,547 total
includes taxes & fees
Oct 26 - Oct 27
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A modern two-story house with a front porch, a staircase, and a driveway.

4. 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 ￥28,330
￥135,986 total
includes taxes & fees
Oct 19 - Oct 20
Stratton Mountain Home - Hot Tub, Sauna, Fire Pit, & MORE!
A kitchen with wooden ceiling, a stove, a microwave, and a refrigerator.

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is ￥19,685
￥71,963 total
includes taxes & fees
Oct 27 - Oct 28
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

6. 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, (43 reviews)
"Our family had a wonderful vacation. The house and location were great. We will come back."
United States
Victoria L.
The price is ￥31,248
￥104,982 total
includes taxes & fees
Oct 25 - Oct 26
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Exterior

7. 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 ￥44,335
￥112,079 total
includes taxes & fees
Oct 22 - Oct 23
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Dining

8. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful classic farmhouse in lovely neighbourhood."
United States
Kimberly B.
The price is ￥33,156
￥66,984 total
includes taxes & fees
Nov 5 - Nov 6
Charming Chester Farmhouse near Near VT Slopes
A cozy living room with a fireplace, comfortable seating, and a television.

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

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
The price is ￥28,679
￥64,270 total
includes taxes & fees
Oct 19 - Oct 20
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
A living room with a brick fireplace, a sofa, a chair, and a coffee table.

10. 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 ￥50,669
￥126,500 total
includes taxes & fees
Nov 1 - Nov 2
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
A spacious kitchen with a central island, stainless steel appliances, and pendant lighting.

11. 1812 House, 2 Stays, 1 home

1812 House, 2 Stays, 1 home
Manchester
The price is ￥46,169
￥121,007 total
includes taxes & fees
Oct 21 - Oct 22
1812 House, 2 Stays, 1 home
A room with a large window, a wooden table, two chairs, and a woven basket on the table.

12. 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, (2 reviews)
"Beautiful place Very spacious and super organized we love our stay "
United States
Rafael
The price is ￥42,833
￥97,703 total
includes taxes & fees
Oct 15 - Oct 16
Cozy 3 Bedroom Condo in the Heart of Manchester VT
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

13. 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)
The price is ￥21,376
￥78,030 total
includes taxes & fees
Oct 15 - Oct 16
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
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.

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

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful house! It had everything we needed for a fun and relaxing week. "
United States
Joshua
Killington Retreat | Deck-Fire Pit-Mountain Views!
A lodge with a large fireplace, a covered porch, and a staircase leading to the upper level.

15. 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 ￥65,711
￥96,996 total
includes taxes & fees
Nov 1 - Nov 2
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 two-story house with a covered porch and a garage.

16. 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 ￥34,952
￥134,100 total
includes taxes & fees
Oct 19 - Oct 20
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
A bedroom with a large bed, a window with blinds, a bookshelf, and a wall-mounted ship's wheel.

17. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.6 out of 10, Exceptional, (5 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
United States
Ava M.
The price is ￥23,479
￥30,116 total
includes taxes & fees
Oct 23 - Oct 24
The Eagles Wing at The CHM - Private Apartment
A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

18. 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, (22 reviews)
"The perfect stop on the way to UVM. Super clean! Walkable eateries & a beautiful view. Thank you!"
United States
Tara
The price is ￥42,467
￥94,688 total
includes taxes & fees
Oct 17 - Oct 18
New Ludlow Village Home with Stunning Okemo Mountain View
A two-story white house with a front porch, a door with a wreath, and a chimney.

19. 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 ￥59,966
￥118,493 total
includes taxes & fees
Oct 20 - Oct 21
Cozy farmhouse in Manchester - short drive to multiple ski mountains!
A two-story house with a deck, surrounded by dense forest.

20. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥85,361
￥159,447 total
includes taxes & fees
Oct 15 - Oct 16
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
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 Londonderry Hotel Reviews

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"My sister and I needed a very last minute place to stay after our VRBO rental was not what we thought. The ladies at the front desk were really nice and very help. The beds and pillows were very comfortable and the room was very clean. The only issue is the area, it’s a bit of a drive if you want to shop however, one minute up the road is Murdoch’s restaurant and they had delicious food. We ate there twice. Just make sure to make a reservation. All in all it was a nice stay and we definitely suggest staying there."
Stephanie 1-night trip
Posted 10 hours ago
Pointe at Castle Hill Resort

Find out more about Londonderry

Londonderry Vacation Homes information

Number of reviews
125
Accommodation
897 Vacation Homes
Lowest Price
￥30,116
Highest Price
￥159,447