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Search results; Over 1,000 places in Windham

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Prices include all fees

Top guest favorite

Apartment in Londonderry

Bread and Butter Apartment

Free cancellation

May 26 – 31

ﺩ.ﺇ2,519 for 5 nights

for 5 nights

5.0 out of 5 average rating, 46 reviews

Superhost

Home in Windham

Peaceful 5-BR Escape Near Stratton

6 beds

May 23 – 28

ﺩ.ﺇ6,886 for 5 nights

for 5 nights

New place to stay

Superhost

Home in Windham

Magic; 8 min! Fire pit. Pellet stove. Pets allowed

6 beds

May 18 – 23

ﺩ.ﺇ5,489 for 5 nights

for 5 nights

4.9 out of 5 average rating, 10 reviews

Superhost

Cabin in Londonderry

The Run-In - Beautiful Country Cabin with Hot Tub

1 queen bed

May 27 – Jun 1

ﺩ.ﺇ930 for 5 nights

for 5 nights

4.66 out of 5 average rating, 428 reviews

Guest favorite

Home in Windham

Cozy 3BR Vermont Artistic Retreat w/ Trails

5 beds

May 18 – 23

ﺩ.ﺇ3,658 for 5 nights, originally ﺩ.ﺇ4,003

for 5 nights

4.95 out of 5 average rating, 88 reviews

Superhost

Cabin in Chester

Handmade 3 Bedroom Log Cabin | 5 Min From Skiing

5 beds

May 26 – 31

ﺩ.ﺇ4,304 for 5 nights

for 5 nights

4.85 out of 5 average rating, 100 reviews

Guest favorite

Tiny home in Athens

LUXE Forest Retreat

1 bed

Jun 15 – 20

ﺩ.ﺇ7,038 for 5 nights

for 5 nights

4.9 out of 5 average rating, 115 reviews

Top guest favorite

Cottage in Windham

Cozy Mountainside Getaway in Windham VT

Free cancellation

May 27 – Jun 1

ﺩ.ﺇ7,513 for 5 nights

for 5 nights

5.0 out of 5 average rating, 37 reviews

Guest favorite

Chalet in Windham

3BR Chalet | Skiing | Hiking | Fishing

6 beds

May 18 – 23

ﺩ.ﺇ4,581 for 5 nights, originally ﺩ.ﺇ5,044

for 5 nights

5.0 out of 5 average rating, 8 reviews

Guest favorite

Cabin in Windham

Vermont Ski Chalet ~ 5 Mi to Magic Mountain

11 beds

May 27 – Jun 1

ﺩ.ﺇ6,061 for 5 nights

for 5 nights

5.0 out of 5 average rating, 22 reviews

Guest favorite

Home in Windham

The Aster Chalet: a modern family retreat

7 beds

May 27 – Jun 1

ﺩ.ﺇ9,837 for 5 nights

for 5 nights

5.0 out of 5 average rating, 10 reviews

Superhost

Cabin in Londonderry

Stunning Rustic Apple Barn - hot tub & sauna

2 beds

May 18 – 23

ﺩ.ﺇ2,256 for 5 nights, originally ﺩ.ﺇ5,693

for 5 nights

4.82 out of 5 average rating, 471 reviews

Home in Londonderry

4 bedroom/3 bath Lake House in idyllic setting

7 beds

May 21 – 26

ﺩ.ﺇ9,256 for 5 nights

for 5 nights

5.0 out of 5 average rating, 10 reviews

Guest favorite

Condo in Londonderry

Magical Ski-In/Ski-Out Condo at Magic w/ game room

3 beds

May 19 – 24

ﺩ.ﺇ2,605 for 5 nights

for 5 nights

4.95 out of 5 average rating, 59 reviews

Guest favorite

Home in Windham

Family Ski Chalet! 18 Acres, Hot Tub, Fire Pit

11 beds

May 19 – 24

ﺩ.ﺇ11,085 for 5 nights

for 5 nights

4.94 out of 5 average rating, 16 reviews

Guest favorite

Cabin in Londonderry

Summit View Cottage: Hot Tub, Fire Place & A/C!

Free cancellation

Jul 20 – 25

ﺩ.ﺇ7,512 for 5 nights

for 5 nights

4.95 out of 5 average rating, 184 reviews

Top guest favorite

Home in Londonderry

Modern Chalet: Magic Mountain

3 beds

May 18 – 23

ﺩ.ﺇ6,350 for 5 nights

for 5 nights

5.0 out of 5 average rating, 12 reviews

Guest favorite

Tiny home in Athens

Luxury “Tiny” House, Immersed In Nature (Timbery)

2 beds

May 18 – 23

ﺩ.ﺇ4,705 for 5 nights, originally ﺩ.ﺇ5,410

for 5 nights

4.95 out of 5 average rating, 204 reviews

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