Londonderry, Vermont

Vacation Rentals in Londonderry, Vermont

Discover 27 vacation rental properties in Londonderry. From 1 to 9 bedrooms. Average $393/night. 100% have pools.

27 verified listings Book securely on VRBO Prices updated March 2026

27 properties available

Private secluded trout cabin- sleeps 2

Private secluded trout cabin- sleeps 2

1 bed 1 bath
PoolA/CWiFiBalcony
$194/night
View Details → Book on VRBO
VT Cabin overlooking the West River and Village

VT Cabin overlooking the West River and Village

1 bed 1 bath
PoolA/CWiFiBalcony
$198/night
View Details → Book on VRBO
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester

2 beds 2 baths
PoolA/CWiFiBalcony
$413/night
View Details → Book on VRBO
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly

Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly

1 bed 1 bath
PoolA/CWiFiBalcony
$122/night
View Details → Book on VRBO
Vermont Country Cottage (Near Village)

Vermont Country Cottage (Near Village)

2 beds 1 bath
PoolA/CWiFiBalcony
$165/night
View Details → Book on VRBO
Beautiful home with lots to explore outdoors

Beautiful home with lots to explore outdoors

3 beds 2 baths
PoolA/CWiFiBalcony
$260/night
View Details → Book on VRBO
Modern Luxury at White Pine Lodge – 10 min from Stratton Mountain

Modern Luxury at White Pine Lodge – 10 min from Stratton Mountain

3 beds 2 baths
PoolA/CWiFiBalcony
$1,003/night
View Details → Book on VRBO
Londonderry Vacation Home w/ Deck + Gas Grill!

Londonderry Vacation Home w/ Deck + Gas Grill!

3 beds 3 baths
PoolA/CWiFiBalcony
$194/night
View Details → Book on VRBO
Secluded And Private Mountain Retreat on 70 acres 9Br/8Ba Hot Tub, Ponds, River

Secluded And Private Mountain Retreat on 70 acres 9Br/8Ba Hot Tub, Ponds, River

9 beds 7 baths
PoolA/CWiFiBalcony
$1,455/night
View Details → Book on VRBO
Stay where you can Ski the Fab Four

Stay where you can Ski the Fab Four

3 beds 3 baths
PoolA/CWiFiBalcony
$298/night
View Details → Book on VRBO
Award-Winning Log Cabin, Top 5 in New England!

Award-Winning Log Cabin, Top 5 in New England!

3 beds 1 bath
PoolA/CWiFiBalcony
$206/night
View Details → Book on VRBO
Family-Friendly Wooded Retreat with Deck, Fireplace, and WiFi - Near Slopes

Family-Friendly Wooded Retreat with Deck, Fireplace, and WiFi - Near Slopes

3 beds 2 baths
PoolA/CWiFiBalcony
$157/night
View Details → Book on VRBO
Secluded cabin with 70s vibe, large deck, wood-burning stove, WiFi, & W/D

Secluded cabin with 70s vibe, large deck, wood-burning stove, WiFi, & W/D

3 beds 1 bath
PoolA/CWiFiBalcony
$138/night
View Details → Book on VRBO
Family/Pet Friendly Cabin w/ Modern Upgrades: Minutes to Mountains, Farms, Lake

Family/Pet Friendly Cabin w/ Modern Upgrades: Minutes to Mountains, Farms, Lake

3 beds 1 bath
PoolA/CWiFiBalcony
$166/night
View Details → Book on VRBO
Two-story, spacious, dog-friendly house w/mountain views & large front porch

Two-story, spacious, dog-friendly house w/mountain views & large front porch

5 beds 3 baths
PoolA/CWiFiBalcony
$283/night
View Details → Book on VRBO
Londonderry Retreat ~ 3 Mi to Lowell Lake!

Londonderry Retreat ~ 3 Mi to Lowell Lake!

4 beds 2 baths
PoolA/CWiFiBalcony
$272/night
View Details → Book on VRBO
Hike, Explore, Swim ~ Adventure in Vermont!

Hike, Explore, Swim ~ Adventure in Vermont!

5 beds 2 baths
PoolA/CWiFiBalcony
$903/night
View Details → Book on VRBO
Summer is here! New a/c units for summer 2024.

Summer is here! New a/c units for summer 2024.

4 beds 4 baths
PoolA/CWiFiBalcony
$378/night
View Details → Book on VRBO
4 bedroom Vermont Farmhouse centrally located near ski resorts and lakes

4 bedroom Vermont Farmhouse centrally located near ski resorts and lakes

4 beds 2 baths
PoolA/CWiFiBalcony
$226/night
View Details → Book on VRBO
Mountain chalet

Mountain chalet

4 beds 2 baths
PoolA/CWiFiBalcony
$164/night
View Details → Book on VRBO
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

1 bed 1 bath
PoolA/CWiFiBalcony
$298/night
View Details → Book on VRBO
Cozy Chalet on Magic Mountain

Cozy Chalet on Magic Mountain

3 beds 1 bath
PoolA/CWiFiBalcony
$276/night
View Details → Book on VRBO
Lovely home on 500 acres w/private lake near great skiing - for all-season fun

Lovely home on 500 acres w/private lake near great skiing - for all-season fun

8 beds 4 baths
PoolA/CWiFiBalcony
$857/night
View Details → Book on VRBO
Ski-in/ski-out, dog-friendly condo with 2 decks & fireplace - steps to lifts

Ski-in/ski-out, dog-friendly condo with 2 decks & fireplace - steps to lifts

3 beds 2 baths
PoolA/CWiFiBalcony
$137/night
View Details → Book on VRBO
Authentic Award winning Farm house with Hot Tub and Sauna

Authentic Award winning Farm house with Hot Tub and Sauna

5 beds 4 baths
PoolA/CWiFiBalcony
$509/night
View Details → Book on VRBO
Londonderry Chalet w/ Deck, Fire Pit & Views!

Londonderry Chalet w/ Deck, Fire Pit & Views!

3 beds 2 baths
PoolA/CWiFiBalcony
$239/night
View Details → Book on VRBO
Red Brick Retreat - 8br 6ba Hot Tub Sauna Home Gym

Red Brick Retreat - 8br 6ba Hot Tub Sauna Home Gym

8 beds 6 baths
PoolA/CWiFiBalcony
$1,107/night
View Details → Book on VRBO

More destinations in Vermont

Ludlow (398) Killington (396) Stowe (286) Wilmington (219) Warren (200) Dover (172) Stratton (133) Manchester (78) Quechee (78) Winhall (73) West Dover (72) Burlington (66) Jay (61) Colchester (60) Cambridge (50) Waitsfield (50) Peru (45) Mendon (44) Woodstock (40) Castleton (39)