Location

Dates

Guests

Vacation rentals in Stratton, Vermont, United States

Outdoor pool is open now!

Welcome to the loft

Walk out balcony

Enough space fore the whole crew

Stratton Loft with Pool

4 bedrooms·2 baths

Winhall • Vermont

Front of the house

Cubbies and boot warmers

Spacious mud room

Space for all your gear

Upstairs living room

Burnt Hill Chalet

3 bedrooms·2 baths

Winhall • Vermont

3.640,00 $ USD total for 5 nætter

8.–13. nov. 2026

Table is made from reclaimed barn wood and great for a large dinner.

Steps to Farm Rd Estate | Historic 2BR w/ AC! image 2

Relax with some art or watch a great movie in the Great Room on the comfy sofa.

Reclaimed barnwood table

The large bedroom on the first floor was transformed from the art gallery.

Historic 1827 House | 2BR • Walkable location

2 bedrooms·1 bath

Dover • Vermont

5(61 reviews)

1.920,18 $ USD total for 3 nætter

19.–22. mar. 2027

Open comfy space with wide floor boards and spiral access to the large loft.

Relax by the gas fireplace on second floor

The 1827 House has easy access from RT 100 where you can walk to fine restaurants and venture to close by Wilmington, Manchester and lots of trails!

Comfortable and romantic Queen Victorian room

Loft Queen beds

Historic 1827 House | 3BR • AC • Upstairs

3 bedrooms·2 baths

Dover • Vermont

5(28 reviews)

783,40 $ USD total for 3 nætter

8.–11. nov. 2026

The Great Room was once the village general store and Post Office. Imagine the conversations over the years in this room.

Easy access on RT100.

Upstairs living area. Views of mount snow ski area from north side windows.

Futon in Loft sleeps two. Great for overflow skiers.

Relax by the gas fireplace on second floor after a day of skiing. Mini Split for quiet & comfortable AC in the summer and heat in the winter.

Historic 1827 House | 5BR • AC • Walkable

5 bedrooms·3 baths

Dover • Vermont

5(20 reviews)

$500 – $750/ nat(exkl. gebyrer & skatter)

Casita Bacon

4 bedrooms·4 baths

Winhall • Vermont

1.088,20 $ USD total for 3 nætter

8.–11. nov. 2026

Winter Wonderland

Hot tub and Sauna.. and silence

Try 30 minutes in the sauna...after full day of skiing

Living Room Retreat: Sunlit space with vaulted ceilings and stylish decor for perfect relaxation!

Delight in the hottub when its cool outside

Stratton Ski Haus

4 bedrooms·2½ baths

Jamaica • Vermont

1.631,83 $ USD 1.308,31 $ USD total for 3 nætter

9.–12. nov. 2026

Cozy Chalet 12 Min to Stratton & 7 Min to Bromley

Cozy Chalet 12 Min to Stratton & 7 Min to Bromley

Cozy Chalet 12 Min to Stratton & 7 Min to Bromley

Cozy Chalet 12 Min to Stratton & 7 Min to Bromley

Cozy Chalet 12 Min to Stratton & 7 Min to Bromley

Cozy Chalet 12 Min to Stratton & 7 Min to Bromley

4 bedrooms·2 baths

Winhall • Vermont

5(10 reviews)

902,00 $ USD total for 3 nætter

8.–11. nov. 2026

Open concept living and dining room; plenty of seating at the dinner table

Top of the Rock

View of the house from the backyard

A winter snowfall

Our driveway can easily fit 2-3 cars

Top of the Rock

4 bedrooms·2 baths

Wilmington • Vermont

4.77(13 reviews)

1.045,00 $ USD total for 3 nætter

8.–11. nov. 2026

Stratton Chalet 5 minute drive to Bromley 10 to Stratton

Stratton Chalet 5 minute drive to Bromley 10 to Stratton

Stratton Chalet 5 minute drive to Bromley 10 to Stratton

Stratton Chalet 5 minute drive to Bromley 10 to Stratton

Stratton Chalet 5 minute drive to Bromley 10 to Stratton

Stratton Chalet 5 minute drive to Bromley 10 to Stratton

4 bedrooms·5 baths

Winhall • Vermont

5(8 reviews)

1.113,74 $ USD total for 3 nætter

8.–11. nov. 2026

HUGE private Mansion! 15 bedroom, 12 bath sleep 34

HUGE private Mansion! 15 bedroom, 12 bath sleep 34

HUGE private Mansion! 15 bedroom, 12 bath sleep 34

HUGE private Mansion! 15 bedroom, 12 bath sleep 34

HUGE private Mansion! 15 bedroom, 12 bath sleep 34

HUGE private Mansion! 15 bedroom, 12 bath sleep 34

15 bedrooms·1 bath

Manchester • Vermont

5(17 reviews)

10.983,60 $ USD total for 3 nætter

8.–11. nov. 2026

Shadow Peak Chalet

Shadow Peak Chalet

Shadow Peak Chalet

Shadow Peak Chalet

Shadow Peak Chalet

Shadow Peak Chalet

4 bedrooms·2 baths

Manchester • Vermont

1.054,74 $ USD total for 3 nætter

8.–11. nov. 2026

The Azimuth

5 bedrooms·2 baths

Sunderland • Vermont

1.493,35 $ USD total for 3 nætter

20.–23. nov. 2026

The Little Matterhorn

The Little Matterhorn

The Little Matterhorn

The Little Matterhorn

The Little Matterhorn

The Little Matterhorn

3 bedrooms·2 baths

Winhall • Vermont

4.87(30 reviews)

943,18 $ USD total for 3 nætter

8.–11. nov. 2026

Cozy Bromley Retreat — Ski-In, Ski-Out

Cozy Bromley Retreat — Ski-In, Ski-Out

Cozy Bromley Retreat — Ski-In, Ski-Out

Cozy Bromley Retreat — Ski-In, Ski-Out

Cozy Bromley Retreat — Ski-In, Ski-Out

Cozy Bromley Retreat — Ski-In, Ski-Out

1 bedroom·1 bath

Peru • Vermont

5(1 review)

706,53 $ USD total for 3 nætter

8.–11. nov. 2026

Renovated 2BR on Bromley | Fall Foliage & Hiking

Renovated 2BR on Bromley | Fall Foliage & Hiking

Renovated 2BR on Bromley | Fall Foliage & Hiking

Renovated 2BR on Bromley | Fall Foliage & Hiking

Renovated 2BR on Bromley | Fall Foliage & Hiking

Renovated 2BR on Bromley | Fall Foliage & Hiking

2 bedrooms·1 bath

Peru • Vermont

4.61(28 reviews)

839,45 $ USD total for 3 nætter

8.–11. nov. 2026

the view of the front of the home with the wrap around deck!

This is the view of the rear of the home

the access ramp

entry to the home at the rear.

Enter via the mudroom and please remove your shoes!

Manchester Santuary II

4 bedrooms·4½ baths

Manchester • Vermont

5(1 review)

2.095,00 $ USD total for 3 nætter

8.–11. nov. 2026

Manchester Sanctuary escape to Vermont!

Manchester Sanctuary escape to Vermont!

Manchester Sanctuary escape to Vermont!

Manchester Sanctuary escape to Vermont!

Manchester Sanctuary escape to Vermont!

Manchester Sanctuary escape to Vermont!

3 bedrooms·3½ baths

Manchester • Vermont

5(2 reviews)

1.417,00 $ USD total for 3 nætter

8.–11. nov. 2026

The Deming House

The Deming House

The Deming House

The Deming House

The Deming House

The Deming House

3 bedrooms·4 baths

Arlington • Vermont

4(1 review)

1.255,34 $ USD total for 3 nætter

13.–16. nov. 2026

Enjoy casual conversations in this cozy living room that is flooded with natural light during the day.

High speed internet available for quick connections and streaming video.

The house is a custom timber frame with distinct and timeless styling that blends into the surrounding area.

Newly added washer and dryer for quick cleanups or drying skiing gear.

Star gazing at night is a perfect way to unwind and enjoy the seclusion.

Tranquil Brookside Retreat with Hot Tub & Firepit

4 bedrooms·2½ baths

Peru • Vermont

5(1 review)

1.396,52 $ USD total for 3 nætter

8.–11. nov. 2026

The Ravens Nest

3 bedrooms·1 bath

Woodford • Vermont

860,22 $ USD total for 3 nætter

8.–11. nov. 2026

Welcome to our chalet!

We have 2 pellet stoves!

Comfort is our priority!

Hot Tub Chalet on Magic Mountain

5 bedrooms·2½ baths

Londonderry • Vermont

Magic Circle home-Private Hot Tub, Fire pit+ more!

Magic Circle home-Private Hot Tub, Fire pit+ more!

Magic Circle home-Private Hot Tub, Fire pit+ more!

Magic Circle home-Private Hot Tub, Fire pit+ more!

Magic Circle home-Private Hot Tub, Fire pit+ more!

Magic Circle home-Private Hot Tub, Fire pit+ more!

3 bedrooms·2 baths

Londonderry • Vermont

Glen Rd Mountain Retreat

3 bedrooms·2 baths

Peru • Vermont

1.342,26 $ USD total for 3 nætter

8.–11. nov. 2026