Top 50 Dorset Vacation Rentals

Houses (273)
Condos (78)
Cottages (32)
Golf rental (423)
Mountain view (320)
Ski rental (197)

Explore a selection of Dorset vacation rentals

Luxury Post and Beam Barn Set On 10 Acres
Guests6
Bedrooms2
Bathroom1
Wonderful 5 / 5
$268 avg/night
2 beds
1 Bathroom
Guests 6
34 reviews
Serenity - Part of a 20 acre Dorset estate
Guests3
Bedroom1
Bathroom1
Wonderful 5 / 5
$202 avg/night
1 bed
1 Bathroom
Guests 3
16 reviews
Special fall rates, horseback riding, hay rides, pumpkins, fall...
Guests8
Bedrooms3
Bathrooms3
Wonderful 5 / 5
$307 avg/night
3 beds
3 Bathrooms
Guests 8
23 reviews
Charming Vermont Home on 7 Acres w/ Hot Tub, Pond and Fireplace!
Guests11
Bedrooms5
Bathrooms3
Wonderful 5 / 5
$329 avg/night
5 beds
3 Bathrooms
Guests 11
44 reviews
In the Heart of the Village of Dorset. All Season Home.
Guests8
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$281 avg/night
4 beds
3 Bathrooms
Guests 8
3 reviews
12 Acre 4 bdr. All Season Home- Views,Ponds,Creeks-close to...
Guests8
Bedrooms4
Bathrooms3
Wonderful 4.8 / 5
$314 avg/night
4 beds
3 Bathrooms
Guests 8
6 reviews
Book now for Christmas week or ski weekends! Only minutes to...
Guests10
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$369 avg/night
4 beds
3 Bathrooms
Guests 10
1 reviews
Large, Private Mt View Home, Close to Shopping and Skiing
Guests10
Bedrooms4
Bathrooms4
Wonderful 4.9 / 5
$429 avg/night
4 beds
4 Bathrooms
Guests 10
20 reviews
Well-appointed Vt Mountain Escape On 50 Acres (bromley Ski, Mtn...
Guests10
Bedrooms4
Bathrooms2
Wonderful 4.9 / 5
$500 avg/night
4 beds
2 Bathrooms
Guests 10
15 reviews
END OF SUMMER...BOOK THRU 9/7 NOW.....PETS OK WITH FEE...IT'S...
Guests8
Bedrooms3
Bathrooms2
Wonderful 4.4 / 5
$227 avg/night
3 beds
2 Bathrooms
Guests 8
12 reviews
VT home, perfect for Summer Horse show; has wifi
Guests5
Bedrooms3
Bathroom1
Wonderful 4.8 / 5
$225 avg/night
3 beds
1 Bathroom
Guests 5
5 reviews
Wonderful Rental Property In Charming Manchester!
Guests6
Bedrooms3
Bathrooms2
Wonderful 4.6 / 5
$250 avg/night
3 beds
2 Bathrooms
Guests 6
12 reviews
Perfect Vermont Vacation, a house for all seasons.
Guests8
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$258 avg/night
4 beds
3 Bathrooms
Guests 8
2 reviews
FALL LEAVES AND SNOWY SKI MOUNTAINS
Guests8
Bedrooms4
Bathrooms2
Wonderful 4.7 / 5
$214 avg/night
4 beds
2 Bathrooms
Guests 8
10 reviews
AFFORDABLE, CHARMING, DORSET GETAWAY. PET FRIENDLY.
Guests4
Bedrooms2
Bathroom1
Wonderful 4.8 / 5
$165 avg/night
2 beds
1 Bathroom
Guests 4
12 reviews
Gorgeous location, stunning views, 2 Master suites on 1.floor...
Guests9
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$308 avg/night
4 beds
3 Bathrooms
Guests 9
21 reviews
Charming Cozy Cottage with Stunning Autumn Views - Fireplace...
Guests6
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$235 avg/night
3 beds
2 Bathrooms
Guests 6
4 reviews
Vermont's Best Location + Private, Convenient, Relax... Dorset VT
Guests8
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$393 avg/night
3 beds
2 Bathrooms
Guests 8
2 reviews
Family-friendly, Spacious Home On 5 Acres Close To All Major...
Guests8
Bedrooms4
Bathrooms3
Wonderful 4.9 / 5
$471 avg/night
4 beds
3 Bathrooms
Guests 8
11 reviews
Ski Vermont/ Seriously Cozy Home (&Summer Horse Show)
Guests8
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$200 avg/night
3 beds
2 Bathrooms
Guests 8
2 reviews
NEW-5BR- 360 Tour- gorgeous setting- 1 mi to Horse Show - exc. for...
Guests14
Bedrooms5
Bathrooms4
Wonderful 5 / 5
$543 avg/night
5 beds
4 Bathrooms
Guests 14
9 reviews
Nestled amongst old quarry rocks & mature birches.
Guests8
Bedrooms4
Bathrooms2
Wonderful 5 / 5
$332 avg/night
4 beds
2 Bathrooms
Guests 8
6 reviews
The Musser House Is Located Right In The Middle Of Dorset Village...
Guests16
Bedrooms6
Bathrooms4
Wonderful 5 / 5
$555 avg/night
6 beds
4 Bathrooms
Guests 16
2 reviews
Romantic Luxury Home With Mountain Views
Guests2
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$350 avg/night
2 beds
2 Bathrooms
Guests 2
3 reviews
Renovated home with gourmet kitchen in the Green Mountains
Guests8
Bedrooms3
Bathrooms2
Wonderful 4.1 / 5
$299 avg/night
3 beds
2 Bathrooms
Guests 8
18 reviews
Vermont Farmhouse With Modern Amenities & Pool
Guests8
Bedrooms4
Bathrooms2
Wonderful 5 / 5
$667 avg/night
4 beds
2 Bathrooms
Guests 8
1 reviews
Perfect VT family getaway close to the Dorset Horse Show...
Guests11
Bedrooms4
Bathrooms5
Wonderful 5 / 5
$497 avg/night
4 beds
5 Bathrooms
Guests 11
9 reviews
Beautiful Family Home 5 Mins to Manchester, near Stratton and...
Guests14
Bedrooms6
Bathrooms4
Wonderful 0 / 5
$1,000 avg/night
6 beds
4 Bathrooms
Guests 14
Manchester Fall Foliage Perfection! 6 Bdrms, 7 Baths; 360 Views...
Guests16
Bedrooms6
Bathrooms5
Wonderful 5 / 5
$1,200 avg/night
6 beds
5 Bathrooms
Guests 16
6 reviews
Your private world on top of a mountain
Guests8
Bedrooms3
Bathrooms2
Wonderful 0 / 5
$257 avg/night
3 beds
2 Bathrooms
Guests 8
Luxury Dorset Vermont Home Rental (Escape the Chaos of the Urban)
Guests12
Bedrooms5
Bathrooms4
Wonderful 5 / 5
$757 avg/night
5 beds
4 Bathrooms
Guests 12
3 reviews
Lovely home set among trees on a hill, providing beautiful vistas...
Guests5
Bedrooms3
Bathrooms2
Wonderful 0 / 5
$244 avg/night
3 beds
2 Bathrooms
Guests 5
** Wonderful Autumn in Vermont! Book Now! **
Guests10
Bedrooms5
Bathrooms3
Wonderful 5 / 5
$496 avg/night
5 beds
3 Bathrooms
Guests 10
20 reviews
Emerald Lake Club - Newly Renovated Lake House by VT Festival...
Guests25
Bedrooms7
Bathrooms3
Wonderful 5 / 5
$144 avg/night
7 beds
3 Bathrooms
Guests 25
6 reviews
SUMMER FESTIVAL, EAST DORSET Vermont, cape style 4-season...
Guests9
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$286 avg/night
3 beds
2 Bathrooms
Guests 9
3 reviews
Dorset Historic District Home - Dorset Green 1/2 mile down Church...
Guests6
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$282 avg/night
3 beds
2 Bathrooms
Guests 6
5 reviews
Exceptional Indoor & Outdoor Living - Dorset
Guests8
Bedrooms3
Bathrooms3
Wonderful 0 / 5
$500 avg/night
3 beds
3 Bathrooms
Guests 8
Top of the World! Wonderful View at the top of Dorset Orchard!
Guests10
Bedrooms5
Bathrooms4
Wonderful 0 / 5
$425 avg/night
5 beds
4 Bathrooms
Guests 10
20 acre Dorset estate walking distance to village
Guests8
Bedrooms4
Bathrooms4
Wonderful 0 / 5
$567 avg/night
4 beds
4 Bathrooms
Guests 8
Stratton/Bromley Ski, Dorset/Manchester
Guests12
Bedrooms4
Bathrooms2
Wonderful 0 / 5
$533 avg/night
4 beds
2 Bathrooms
Guests 12
2 reviews
Headwaters-Very secluded, quiet, mountain views, babbling brook...
Guests11
Bedrooms4
Bathrooms4
Wonderful 4.4 / 5
$367 avg/night
4 beds
4 Bathrooms
Guests 11
17 reviews
NEW! Gorgeous Views Of The Green Mountains!
Guests8
Bedrooms4
Bathrooms4
Wonderful 0 / 5
$355 avg/night
4 beds
4 Bathrooms
Guests 8
Private Mountain Cottage With Hot Tub! Less than 2 Miles from...
Guests5
Bedrooms2
Bathroom1
Wonderful 4.8 / 5
$179 avg/night
2 beds
1 Bathroom
Guests 5
9 reviews
The Perfect Vermont Vacation Condo
Guests8
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$150 avg/night
4 beds
3 Bathrooms
Guests 8
1 reviews
Beautifully Maintained Vermont Custom Built Home
Guests7
Bedrooms3
Bathrooms2
Wonderful 4.9 / 5
$296 avg/night
3 beds
2 Bathrooms
Guests 7
19 reviews
Autumn in the Green Mountians is right around the corner! Book...
Guests8
Bedrooms2
Bathrooms2
Wonderful 4.9 / 5
$190 avg/night
2 beds
2 Bathrooms
Guests 8
50 reviews
Slopeside Condominium In The Heart Of Southern Vermont
Guests4
Bedroom1
Bathroom1
Wonderful 4.3 / 5
$60 avg/night
1 bed
1 Bathroom
Guests 4
16 reviews
Stratton Landmark 3BR/2BA Ski in Ski Out
Guests8
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$645 avg/night
3 beds
2 Bathrooms
Guests 8
5 reviews
Adjacent to Village/Walking Distance To Ski Lifts
Guests5
Bedroom1
Bathroom1
Wonderful 4.9 / 5
$218 avg/night
1 bed
1 Bathroom
Guests 5
16 reviews
Vermont Secluded Getaway
Guests10
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$101 avg/night
3 beds
2 Bathrooms
Guests 10
1 reviews

Dorset, VT, USA Vacation Rentals

Luxury Post and Beam Barn Set On 10 Acres

Serenity - Part of a 20 acre Dorset estate

Special fall rates, horseback riding, hay rides, pumpkins, fall...

Charming Vermont Home on 7 Acres w/ Hot Tub, Pond and Fireplace!

In the Heart of the Village of Dorset. All Season Home.

12 Acre 4 bdr. All Season Home- Views,Ponds,Creeks-close to...

Book now for Christmas week or ski weekends! Only minutes to...

Large, Private Mt View Home, Close to Shopping and Skiing

Well-appointed Vt Mountain Escape On 50 Acres (bromley Ski, Mtn...

END OF SUMMER...BOOK THRU 9/7 NOW.....PETS OK WITH FEE...IT'S...

VT home, perfect for Summer Horse show; has wifi

Wonderful Rental Property In Charming Manchester!

Perfect Vermont Vacation, a house for all seasons.

FALL LEAVES AND SNOWY SKI MOUNTAINS

AFFORDABLE, CHARMING, DORSET GETAWAY. PET FRIENDLY.

Gorgeous location, stunning views, 2 Master suites on 1.floor...

Charming Cozy Cottage with Stunning Autumn Views - Fireplace...

Vermont's Best Location + Private, Convenient, Relax... Dorset VT

Family-friendly, Spacious Home On 5 Acres Close To All Major...

Ski Vermont/ Seriously Cozy Home (&Summer Horse Show)

NEW-5BR- 360 Tour- gorgeous setting- 1 mi to Horse Show - exc. for...

Nestled amongst old quarry rocks & mature birches.

The Musser House Is Located Right In The Middle Of Dorset Village...

Romantic Luxury Home With Mountain Views

Renovated home with gourmet kitchen in the Green Mountains

Vermont Farmhouse With Modern Amenities & Pool

Perfect VT family getaway close to the Dorset Horse Show...

Beautiful Family Home 5 Mins to Manchester, near Stratton and...

Manchester Fall Foliage Perfection! 6 Bdrms, 7 Baths; 360 Views...

Your private world on top of a mountain

Luxury Dorset Vermont Home Rental (Escape the Chaos of the Urban)

Lovely home set among trees on a hill, providing beautiful vistas...

** Wonderful Autumn in Vermont! Book Now! **

Emerald Lake Club - Newly Renovated Lake House by VT Festival...

SUMMER FESTIVAL, EAST DORSET Vermont, cape style 4-season...

Dorset Historic District Home - Dorset Green 1/2 mile down Church...

Exceptional Indoor & Outdoor Living - Dorset

Top of the World! Wonderful View at the top of Dorset Orchard!

20 acre Dorset estate walking distance to village

Stratton/Bromley Ski, Dorset/Manchester

Headwaters-Very secluded, quiet, mountain views, babbling brook...

NEW! Gorgeous Views Of The Green Mountains!

Private Mountain Cottage With Hot Tub! Less than 2 Miles from...

The Perfect Vermont Vacation Condo

Beautifully Maintained Vermont Custom Built Home

Autumn in the Green Mountians is right around the corner! Book...

Slopeside Condominium In The Heart Of Southern Vermont

Stratton Landmark 3BR/2BA Ski in Ski Out

Adjacent to Village/Walking Distance To Ski Lifts

Vermont Secluded Getaway

Wonderful Autumn in Vermont! Book Now!