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Our top choices for Londonderry holiday homes
1. Enjoy this authentic and cozy VT Barn with Brand New Hot Tub
Enjoy this authentic and cozy VT Barn with Brand New Hot TubLondonderry
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. "
Christine M.
The price is €433
includes taxes & fees
9 Nov - 10 Nov
2. Gorgeous couples barn with WiFi & hot tub in lovely Londonderry
Gorgeous couples barn with WiFi & hot tub in lovely LondonderryLondonderry
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."
Tim M.
The price is €974
includes taxes & fees
9 Nov - 10 Nov
3. Long Trail House 368 condo in Stratton Village, walk to the lifts
Long Trail House 368 condo in Stratton Village, walk to the liftsStratton
The price is €233
includes taxes & fees
8 Nov - 9 Nov
4. Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Peaceful Stay w/ Pond & Massage Chair | Near OkemoLudlow
The price is €382
includes taxes & fees
9 Nov - 10 Nov
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 AndoverAndover
10.0 out of 10, Exceptional, (2 reviews)
"Very nice stay. Owners were very gracious. House was clean & comfortable."
Lorraine C.
The price is €597
includes taxes & fees
19 Nov - 20 Nov
6. Your Vermont Mountain Haven Pet Friendly home with Hot tub!
Your Vermont Mountain Haven Pet Friendly home with Hot tub!Winhall
9.2 out of 10, Wonderful, (45 reviews)
"Our family had a wonderful vacation. The house and location were great. We will come back."
Victoria L.
The price is €646
includes taxes & fees
8 Nov - 9 Nov
7. Charming Chester Farmhouse near Near VT Slopes
Charming Chester Farmhouse near Near VT SlopesChester Depot
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful classic farmhouse in lovely neighbourhood."
Kimberly B.
The price is €333
includes taxes & fees
8 Nov - 9 Nov
8. Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home Gym
Relax & Recover Mountain Retreat - Hot Tub + Sauna + Home GymWinhall
10.0 out of 10, Exceptional, (15 reviews)
"Clean, lots of room, easy access to Stratton, responsive host."
Mark H.
The price is €680
includes taxes & fees
9 Nov - 10 Nov
9. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski ShuttleLudlow
9.8 out of 10, Exceptional, (114 reviews)
"Wendi was very responsive when I had questions. We enjoyed our weekend getaway. Great location we walked into town to the Farmers Market Sunday."
Tina l.
The price is €418
includes taxes & fees
17 Nov - 18 Nov
10. Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Bear`s Den in Ludlow, Okemo Views + Epic Game RoomLudlow
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our weekend stay off peak season. Walkable to town. Clean. Everything you may need is provided. It’s an older house with character. The game room is a bonus for sure!"
Elaine H.
The price is €340
includes taxes & fees
8 Nov - 9 Nov
11. 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 GoreMt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
Cheri V.
The price is €422
includes taxes & fees
8 Nov - 9 Nov
12. The Eagles Wing at The CHM - Private Apartment
The Eagles Wing at The CHM - Private ApartmentDover
9.8 out of 10, Exceptional, (6 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
Ava M.
The price is €115
includes taxes & fees
9 Nov - 10 Nov
13. 1812 House, 2 Stays, 1 home
1812 House, 2 Stays, 1 homeManchester
The price is €650
includes taxes & fees
10 Nov - 11 Nov
14. New Ludlow Village Home with Stunning Okemo Mountain View
New Ludlow Village Home with Stunning Okemo Mountain ViewLudlow
10.0 out of 10, Exceptional, (24 reviews)
"The perfect stop on the way to UVM. Super clean! Walkable eateries & a beautiful view. Thank you!"
Tara
The price is €512
includes taxes & fees
19 Nov - 20 Nov
15. Cozy 3 Bedroom Condo in the Heart of Manchester VT
Cozy 3 Bedroom Condo in the Heart of Manchester VTManchester
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful accommodations. Great communication with host."
Peggy S.
The price is €523
includes taxes & fees
8 Nov - 9 Nov
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. "
Chi L.
The price is €705
includes taxes & fees
9 Nov - 10 Nov
17. 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!"
Luke B.
The price is €508
includes taxes & fees
8 Nov - 9 Nov
18. Wonderful hilltop house with breathtaking views
Wonderful hilltop house with breathtaking viewsDorset
The price is €468
includes taxes & fees
29 Nov - 30 Nov
19. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
4-Season Vermont Cabin · 12 Acres, Mountain Views · OkemoChester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
pauline
The price is €851
includes taxes & fees
8 Nov - 9 Nov
20. 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). "
Marissa H.
The price is €630
includes taxes & fees
13 Nov - 14 Nov
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.
Learn more about Londonderry
Ski the pristine slopes of Magic Mountain in winter, then hike Vermont's Green Mountains when wildflowers bloom. Visit the historic Taylor Farm to sample local cheeses and meet friendly farm animals during their popular tours.
Top reviews in Londonderry
Hill Farm Inn
Hill Farm InnArlington
10/10 Excellent
Spent a long weekend there to relax and celebrate a birthday. Really peaceful place, amazing views of the mountains. We stayed in Sandgate and thoroughly enjoyed the space and huge king bed.
Daniel
