A red wooden shed in a forest with autumn-colored trees.

Holiday Homes in South Londonderry

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for South Londonderry holiday homes

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

1. 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 €229
includes taxes & fees
20 Sept - 21 Sept
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
A hot tub surrounded by stone steps, wooden lounge chairs, and a wooden deck.

2. 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 €577
includes taxes & fees
20 Sept - 21 Sept
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
A living room with a brick fireplace, a sofa, a chair, and a coffee table.

3. 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, (14 reviews)
"Clean, lots of room, easy access to Stratton, responsive host."
United States
Mark H.
The price is €685
includes taxes & fees
21 Sept - 22 Sept
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
A lodge with a large fireplace, a covered porch, and a staircase leading to the upper level.

4. 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 €537
includes taxes & fees
17 Sept - 18 Sept
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.

5. 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 €556
includes taxes & fees
17 Sept - 18 Sept
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
A two-story log cabin with a balcony on the upper level, surrounded by trees.

6. Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.

Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.
Stratton
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay! The location was extremely convenient to the mountain, and the house was clean, comfortable and spacious. We loved all of the seating in the living room, the large fireplace, and cozy hot tub."
United States
Steve M.
The price is €1,180
includes taxes & fees
22 Sept - 23 Sept
Charming 4-bedroom Ski house in Stratton with Shuttle or walk to slope.
A two-story white house with a front porch, a door with a wreath, and a chimney.

7. 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 €614
includes taxes & fees
23 Sept - 24 Sept
Cozy farmhouse in Manchester - short drive to multiple ski mountains!
A snow-covered wooden cabin with a balcony, surrounded by snow-covered trees.

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

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is €573
includes taxes & fees
22 Sept - 23 Sept
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

9. 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 €441
includes taxes & fees
27 Sept - 28 Sept
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
An outdoor dining area with tables and umbrellas, a wooden fence, and a building with large windows and lights.

10. 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 €452
includes taxes & fees
20 Sept - 21 Sept
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.

11. 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 €367
includes taxes & fees
29 Sept - 30 Sept
Charming Chester Farmhouse near Near VT Slopes
A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

12. 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, (18 reviews)
"This was a lovely, well-kept home in a great location to Okemo Mountain."
United States
Nancy F.
The price is €517
includes taxes & fees
18 Sept - 19 Sept
New Ludlow Village Home with Stunning Okemo Mountain View
A person relaxing in a hot tub outdoors with string lights in a forested area.

13. Secluded Spa Retreat | Hot Tub + Sauna | Okemo

Secluded Spa Retreat | Hot Tub + Sauna | Okemo
Ludlow
The price is €389
includes taxes & fees
17 Sept - 18 Sept
Secluded Spa Retreat | Hot Tub + Sauna | Okemo
A spacious kitchen with a central island, stainless steel appliances, and pendant lighting.

14. 1812 House, 2 Stays, 1 home

1812 House, 2 Stays, 1 home
Manchester
1812 House, 2 Stays, 1 home
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.

15. Modern Mount Snow Gnarvana - Steps to Carinthia

Modern Mount Snow Gnarvana - Steps to Carinthia
Dover
10.0 out of 10, Exceptional, (26 reviews)
"Perfect for our getaway, convenient for getting to the slopes and a beautiful area to visit"
United States
Lynn B.
The price is €393
includes taxes & fees
17 Sept - 18 Sept
Modern Mount Snow Gnarvana - Steps to Carinthia
A house with a deck, two Adirondack chairs, a glass-top table, and a barbecue grill.

16. Spacious Vermont Farmhouse | 3 Mi to Mount Snow

Spacious Vermont Farmhouse | 3 Mi to Mount Snow
West Dover
10.0 out of 10, Exceptional, (1 review)
"All good. "
United States
ken g.
The price is €710
includes taxes & fees
17 Sept - 18 Sept
Spacious Vermont Farmhouse | 3 Mi to Mount Snow
A room with a large window, a wooden table, two chairs, and a woven basket on the table.

17. 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 €543
includes taxes & fees
4 Oct - 5 Oct
Cozy 3 Bedroom Condo in the Heart of Manchester VT
A two-story house with a covered porch and a garage.

18. 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 €750
includes taxes & fees
17 Sept - 18 Sept
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
A spacious kitchen with a large island, wooden ceiling beams, and a view to the outside.

19. 5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton

5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton
Stratton
10.0 out of 10, Exceptional, (20 reviews)
"Great spot for a large group. "
United States
Brian G.
5BR Retreat w/ Hot Tub - Sleeps 12 in Stratton
A cozy interior with a wooden ceiling, a large window, and a table with chairs.

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

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Wilmington
10.0 out of 10, Exceptional, (19 reviews)
"Great place!"
United States
Jack & Heather G.
The price is €496
includes taxes & fees
17 Sept - 18 Sept
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
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 South Londonderry Hotel Reviews

Four Winds Country Motel

Four Winds Country Motel

10/10 Excellent
"Was u der renovations so a lot of debris around outside but rooms were very nice and property well kept. Location perfect Once renovations fully complete and all old stuff hauled away it will be very nice for sure I normally stay at Aspen for past 20 years but may change to this from now on"
Dom 2-night trip
Posted less than an hour ago
Four Winds Country Motel

Find out more about South Londonderry

South Londonderry Holiday Homes information

Number of reviews
174
Accommodation
885 Holiday Homes
Lowest Price
€229
Highest Price
€1,180