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Our top choices for Windham holiday rentals

1. Cozy cabin in charming Londonderry
Cozy cabin in charming LondonderryLondonderry
8.4 out of 10, Very good, (5 reviews)
The price is £199
includes taxes & fees
19 Nov - 20 Nov

2. 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 £193
includes taxes & fees
18 Nov - 19 Nov

3. Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Charming Fully Renovated One-Room Schoolhouse on 22+ acresGrafton
9.6 out of 10, Exceptional, (175 reviews)
The price is £267
includes taxes & fees
9 Nov - 10 Nov

4. Fourth-floor Stratton Village studio with valley-view balcony
Fourth-floor Stratton Village studio with valley-view balconyStratton
The price is £171
includes taxes & fees
18 Nov - 19 Nov

5. Stratton ski-in/ski-out condo steps from the lift with valley-view balcony
Stratton ski-in/ski-out condo steps from the lift with valley-view balconyStratton
8.4 out of 10, Very good, (37 reviews)
The price is £233
includes taxes & fees
13 Nov - 14 Nov

6. Beautiful country cabin with hot tub and outdoor shower in Londonderry
Beautiful country cabin with hot tub and outdoor shower in LondonderryLondonderry
10.0 out of 10, Exceptional, (3 reviews)
The price is £260
includes taxes & fees
19 Nov - 20 Nov

7. Romantic Riverbed Treehouse - hot tub & new sauna!
Romantic Riverbed Treehouse - hot tub & new sauna!londonderry
9.0 out of 10, Wonderful, (7 reviews)
The price is £458
includes taxes & fees
9 Nov - 10 Nov

8. Long Trail House at Stratton Mountain Resort
Long Trail House at Stratton Mountain ResortStratton
8.6 out of 10, Excellent, (85 reviews)
The price is £328
includes taxes & fees
8 Nov - 9 Nov

9. Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • ManchesterLondonderry
9.6 out of 10, Exceptional, (25 reviews)
The price is £414
includes taxes & fees
8 Nov - 9 Nov

10. Cozy Village Condo-Okemo Shuttle
Cozy Village Condo-Okemo ShuttleLudlow
9.8 out of 10, Exceptional, (89 reviews)
The price is £192
includes taxes & fees
8 Nov - 9 Nov

11. 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)
The price is £506
includes taxes & fees
11 Nov - 12 Nov

12. Cozy Bromley Retreat — Ski-In, Ski-Out
Cozy Bromley Retreat — Ski-In, Ski-OutBromley Mountain
9.4 out of 10, Exceptional, (21 reviews)
The price is £312
includes taxes & fees
29 Nov - 30 Nov

13. Founders Lodge condo at Stratton Mountain with gas fireplace
Founders Lodge condo at Stratton Mountain with gas fireplaceStratton
8.0 out of 10, Very good, (1 review)
The price is £302
includes taxes & fees
10 Nov - 11 Nov

14. Ski Stratton A-Frame | Sleeps 10, Hot Tub, Sauna
Ski Stratton A-Frame | Sleeps 10, Hot Tub, SaunaJamaica
10.0 out of 10, Exceptional, (3 reviews)
The price is £779
includes taxes & fees
9 Nov - 10 Nov

15. Condo a short walk to the Sachem trail with seasonal pool and tennis
Condo a short walk to the Sachem trail with seasonal pool and tennisLudlow
The price is £210
includes taxes & fees
11 Nov - 12 Nov

16. Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tubStratton Mountain
10.0 out of 10, Exceptional, (37 reviews)
The price is £391
includes taxes & fees
10 Nov - 11 Nov

17. Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts
Okemo ski-in/ski-out condo a few feet from the A and B Quad liftsClock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
The price is £192
includes taxes & fees
15 Nov - 16 Nov

18. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
Ground-floor ski-in/ski-out condo facing the Clock Tower base lodgeClock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
The price is £169
includes taxes & fees
15 Nov - 16 Nov

19. Long Trail House South Wing 2B2B Condo
Long Trail House South Wing 2B2B CondoStratton
10.0 out of 10, Exceptional, (8 reviews)

20. Insanely romantic treehouse perched next to a stream and rolling hills.
Insanely romantic treehouse perched next to a stream and rolling hills.Londonderry
10.0 out of 10, Exceptional, (2 reviews)
The price is £636
includes taxes & fees
11 Nov - 12 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.
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The Upper Pass Lodge at Magic Mountain
The Upper Pass Lodge at Magic MountainLondonderry








































































































