Location

Dates

Guests

Vacation rentals in Woodford, Vermont, United States

Stratton Slopeside Retreat

Stratton Slopeside Retreat

Stratton Slopeside Retreat

Stratton Slopeside Retreat

Stratton Slopeside Retreat

Stratton Slopeside Retreat

2 bedrooms·2 baths

Winhall • Vermont

5(3 reviews)

1.035,53 $ USD total for 3 nætter

19.–22. okt. 2026

Stunning 4,000 sq. ft. Stratton Chalet

Stunning 4,000 sq. ft. Stratton Chalet

Stunning 4,000 sq. ft. Stratton Chalet

Stunning 4,000 sq. ft. Stratton Chalet

Stunning 4,000 sq. ft. Stratton Chalet

Stunning 4,000 sq. ft. Stratton Chalet

5 bedrooms·1 bath

Winhall • Vermont

3.33(3 reviews)

8.825,61 $ USD total for 3 nætter

19.–22. okt. 2026

Hearthstone Retreat - Luxurious 3BR/3BA Condo in Stratton, VT

Hearthstone Retreat - Luxurious 3BR/3BA Condo in Stratton, VT

Hearthstone Retreat - Luxurious 3BR/3BA Condo in Stratton, VT

Hearthstone Retreat - Luxurious 3BR/3BA Condo in Stratton, VT

Hearthstone Retreat - Luxurious 3BR/3BA Condo in Stratton, VT

Hearthstone Retreat - Luxurious 3BR/3BA Condo in Stratton, VT

3 bedrooms·3 baths

Winhall • Vermont

4.8(5 reviews)

1.790,98 $ USD total for 3 nætter

25.–28. okt. 2026

The warm and inviting living room has direct access to the patio with a view of the pond and fountain.
The gas fireplace operates with the simple turn of a timer switch.

Heated year-round, the beautiful pool, hot tubs and sauna are just steps from Rising Bear Lodge.

Beautiful architecture and design inside and out.

Luxury Condo*Walk to Ski Lifts*Hot Tub*Pool*Sauna!

Luxury Condo*Walk to Ski Lifts*Hot Tub*Pool*Sauna!

Luxury CondoWalk to Ski LiftsHot TubPoolSauna!

2 bedrooms·2 baths

Winhall • Vermont

5(89 reviews)

1.847,55 $ USD total for 3 nætter

19.–22. okt. 2026

Hillside Getaway

Hillside Getaway

Hillside Getaway

Hillside Getaway

Hillside Getaway

Hillside Getaway

3 bedrooms·2 baths

Sandgate • Vermont

5(17 reviews)

1.403,96 $ USD total for 3 nætter

19.–22. okt. 2026

The Bears Den

4 bedrooms·3 baths

Winhall • Vermont

4.5(2 reviews)

1.400,66 $ USD total for 3 nætter

19.–22. okt. 2026

Snowfall Retreat

Snowfall Retreat

Snowfall Retreat

Snowfall Retreat

Snowfall Retreat

Snowfall Retreat

3 bedrooms·3 baths

Winhall • Vermont

1.315,23 $ USD total for 3 nætter

19.–22. okt. 2026

Snowdrift

4 bedrooms·3 baths

Winhall • Vermont

4.71(7 reviews)

1.142,08 $ USD total for 3 nætter

19.–22. okt. 2026

Stratton Hollow House

Stratton Hollow House

Stratton Hollow House

Stratton Hollow House

Stratton Hollow House

Stratton Hollow House

4 bedrooms·2 baths

Jamaica • Vermont

5(1 review)

Green River Escape

Green River Escape

Green River Escape

Green River Escape

Green River Escape

Green River Escape

1 bedroom·1 bath

Sandgate • Vermont

564,36 $ USD total for 3 nætter

20.–23. okt. 2026

New stainless steel appliances

Sauna with Green Mountain View’s

3 bedrooms·3 baths

Jamaica • Vermont

Shadow Peak Chalet

Shadow Peak Chalet

Shadow Peak Chalet

Shadow Peak Chalet

Shadow Peak Chalet

Shadow Peak Chalet

4 bedrooms·2 baths

Manchester • Vermont

1.053,05 $ USD total for 3 nætter

19.–22. okt. 2026

Ski Lodge Hideaway: 5 minutes to Stratton mountain

Ski Lodge Hideaway: 5 minutes to Stratton mountain

Ski Lodge Hideaway: 5 minutes to Stratton mountain

Ski Lodge Hideaway: 5 minutes to Stratton mountain

Ski Lodge Hideaway: 5 minutes to Stratton mountain

Ski Lodge Hideaway: 5 minutes to Stratton mountain

4 bedrooms·4 baths

Winhall • Vermont

5(6 reviews)

1.150,79 $ USD total for 3 nætter

19.–22. okt. 2026

Drop Point Cabin 15minutes to Stratton

Drop Point Cabin 15minutes to Stratton

4 bedrooms·3 baths

Jamaica • Vermont

987,66 $ USD total for 3 nætter

19.–22. okt. 2026

Drop Point Cabin

Drop Point Cabin

Drop Point Cabin

Drop Point Cabin

Drop Point Cabin

Drop Point Cabin

4 bedrooms·3 baths

Jamaica • Vermont

4.72(25 reviews)

Casita Bacon

4 bedrooms·4 baths

Winhall • Vermont

1.003,22 $ USD total for 3 nætter

19.–22. okt. 2026

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

19.–24. okt. 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

19.–22. 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 total for 3 nætter

7.–10. 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)

1.925,50 $ USD total for 3 nætter

19.–22. 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)

1.042,94 $ USD total for 3 nætter

19.–22. okt. 2026

Gorgeous, modern, new 3-bedroom home on pond.

Gorgeous, modern, new 3-bedroom home on pond.

Gorgeous, modern, new 3-bedroom home on pond.

Gorgeous, modern, new 3-bedroom home on pond.

The cottage is in the building on the right. Behind the unit is the animal yard.

Gorgeous, modern, new 3-bedroom home on pond.

3 bedrooms·2 baths

Guilford • Vermont

5(25 reviews)

1.040,00 $ USD total for 3 nætter

19.–22. okt. 2026

Riverside Getaway + Wood-Fired Sauna

Riverside Getaway + Wood-Fired Sauna

Riverside Getaway + Wood-Fired Sauna

Riverside Getaway + Wood-Fired Sauna

Riverside Getaway + Wood-Fired Sauna

Riverside Getaway + Wood-Fired Sauna

0 bedrooms·1 bath

Newfane • Vermont

493,50 $ USD total for 3 nætter

19.–22. okt. 2026