Londonderry Chalets

A snow-covered landscape with a bench and trees.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Londonderry chalets

A two-story house with a covered porch, surrounded by a well-maintained garden and trees.

1. Tranquil Brookside Retreat with Hot Tub & Firepit

Peru

Michael B.

includes taxes & fees

1 Nov - 2 Nov

A white, single-story cabin with a red door, surrounded by trees.

2. Vermont A-Frame | Sleeps10, Hot Tub, Sauna, EV, AC

Jamaica

fran g.

includes taxes & fees

2 Nov - 3 Nov

A wooden deck with a black Adirondack chair and a small table, surrounded by trees.

3. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Wardsboro

Jeff H.

A wooden deck with a table and chairs, surrounded by a forest.

4. The Mont Haus- WOOD FIRED SAUNA - Minutes to Mt. Snow and Stratton!

Wardsboro

Carly L.

A wooden house with a porch lit by string lights, surrounded by snow.

5. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Roy-michael G.

includes taxes & fees

6 Oct - 7 Oct

A two-story wooden house with a stone retaining wall, a covered porch, and a small shed.

6. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Dover

Brian S.

includes taxes & fees

16 Oct - 17 Oct

A two-story wooden cabin with a stone foundation, large windows, and a stone chimney.

7. Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna

Stratton

samantha b.

includes taxes & fees

12 Oct - 13 Oct

A two-story house with a large deck and a covered porch, surrounded by trees and a grassy yard.

8. Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

Dover

Andrew B.

includes taxes & fees

1 Nov - 2 Nov

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Londonderry Hotel Reviews

The Manchester View

10/10 Excellent

"Excelent on everything!!!"

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent

"My daughter and I were looking for someplace to meet in the middle… one coming from upstate New York and one coming from Massachusetts.This was not the first hotel we looked at. Fortunately it is the one we stayed at! The facility is very nice, even though older still very well maintained. Staff was exceptional! The location was perfect for just a fun getaway weekend. The downtown area has some lovely restaurants and shops but the restaurant at the resort was also very good. We enjoyed the area so much. We're talking about going again in the winter, even though neither of us have skied in ages!"

Find out more about Londonderry