Outdoor pool is open now!
Welcome to the loft
Premium linens
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 gesamt für 5 Nächte

23.–28. Okt. 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 gesamt für 3 Nächte

19.–22. März 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)

969,85 $ USD gesamt für 3 Nächte

26.–29. Okt. 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/ Nacht(zzgl. Gebühren & Steuern)
Casita Bacon
Casita Bacon
Casita Bacon
Casita Bacon
Casita Bacon

Casita Bacon

4 bedrooms·4 baths
Winhall • Vermont
$188 – $1.846/ Nacht(zzgl. Gebühren & Steuern)
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

2.085,30 $ USD gesamt für 3 Nächte

31. Okt. – 3. 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)

936,00 $ USD gesamt für 3 Nächte

23.–26. Okt. 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)

1.375,00 $ USD gesamt für 3 Nächte

23.–26. Okt. 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)

1.169,32 $ USD gesamt für 3 Nächte

23.–26. Okt. 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 gesamt für 3 Nächte

23.–26. Okt. 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

1.180,67 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

The Azimuth
The Azimuth
The Azimuth
The Azimuth
The Azimuth

The Azimuth

5 bedrooms·2 baths
Sunderland • Vermont

1.170,95 $ USD gesamt für 3 Nächte

25.–28. Okt. 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)

866,24 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

Cozy Bromley Retreat
Cozy Bromley Retreat
Cozy Bromley Retreat
Cozy Bromley Retreat
Cozy Bromley Retreat

Cozy Bromley Retreat

1 bedroom·1 bath
Peru • Vermont
5(1 review)

644,57 $ USD gesamt für 3 Nächte

26.–29. Okt. 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 gesamt für 3 Nächte

23.–26. Okt. 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)

2.434,00 $ USD gesamt für 3 Nächte

23.–26. Okt. 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)

1.756,00 $ USD gesamt für 3 Nächte

7.–10. 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)
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)

1.451,60 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

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The Ravens Nest

3 bedrooms·1 bath
Woodford • Vermont

837,80 $ USD gesamt für 3 Nächte

23.–26. Okt. 2026

Jacuzzi Tub!
Welcome to our chalet!
We have 2 pellet stoves!
Sunroom
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!

4 bedrooms·2 baths
Londonderry • Vermont
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Glen Rd Mountain Retreat

3 bedrooms·2 baths
Peru • Vermont

1.259,66 $ USD gesamt für 3 Nächte

26.–29. Okt. 2026