Book Holiday Homes in Southern Vermont

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Featured Holiday Homes in Southern Vermont

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Townshend, VT
Located in Townshend, this vacation home is in the mountains, within a 15-minute drive of West River and Newfane Town Hall.
Opens in a new windowLuxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC
Manchester,  Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Sunderland
With a stay at this vacation home in Arlington, you'll be in the mountains, just steps from Green Mountain National Forest and a 4-minute drive from Mount ...
Opens in a new windowManchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
Charming mountain retreat with pool, fire pit, glamping loft, and endless views

Charming mountain retreat with pool, fire pit, glamping loft, and endless views

Weston
The price is AU$1,379 per night from 1 Nov to 2 Nov
AU$1,379
1 Nov - 2 Nov
includes taxes & fees
Located in Weston, this vacation home is on a river, a 1-minute drive from West River and 5 minutes from West River Farmers Market.
Opens in a new windowCharming mountain retreat with pool, fire pit, glamping loft, and endless views
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Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall
The price is AU$969 per night from 2 Nov to 3 Nov
AU$969
2 Nov - 3 Nov
includes taxes & fees
Located in Winhall, this vacation home is in the mountains, a 1-minute drive from Green Mountain National Forest and 6 minutes from Bromley Mountain Ski ...
Opens in a new windowYour Vermont Mountain Haven Pet Friendly home with Hot tub!
The Jelly Mill-A Peaceful River Retreat

The Jelly Mill-A Peaceful River Retreat

Guilford
When you stay at this vacation home in Brattleboro, you'll be on the waterfront and 7 minutes by car from Green River Wildlife Management Area.
Opens in a new windowThe Jelly Mill-A Peaceful River Retreat
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

Whitingham
When you stay at this vacation home in Whitingham, you'll be within a 10-minute drive of Harriman Reservoir and Rowe State Forest.
Opens in a new windowBeautiful Modern A-Frame in Southern Vermont is The Place To BE!
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Shaftsbury
A stay at this vacation home places you in the heart of Shaftsbury, steps from Green Mountain National Forest and 13 minutes by foot from Robert Frost Stone ...
Opens in a new windowCozy Converted Barn on Secluded 6.5 acres with Hot Tub
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

South Londonderry
The price is AU$753 per night from 2 Nov to 3 Nov
AU$753
2 Nov - 3 Nov
includes taxes & fees
When you stay at this vacation home in South Londonderry, you'll be on a lake, within a 5-minute drive of Magic Mountain Ski Resort and Lowell Lake State ...
Opens in a new windowMtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Dover
When you stay at this vacation home in West Dover, you'll be in the mountains, within a 15-minute walk of Mount Snow and Green Mountain National Forest.
Opens in a new windowBrand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Southern Vermont Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Southern Vermont vacation homes are the perfect way for you to wing it.

Holiday houses in Southern Vermont let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Southern Vermont in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Southern Vermont adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Southern Vermont with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Southern Vermont vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Southern Vermont Holiday Homes essential information

Accommodation
679 Holiday Homes
Lowest Price
AU$153
Highest Price
AU$1,379
Popular accommodation
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC, Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing, Charming mountain retreat with pool, fire pit, glamping loft, and endless views, Your Vermont Mountain Haven Pet Friendly home with Hot tub!, The Jelly Mill-A Peaceful River Retreat, Beautiful Modern A-Frame in Southern Vermont is The Place To BE!, Cozy Converted Barn on Secluded 6.5 acres with Hot Tub, Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming, Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Top trending hotels in Southern Vermont

The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 2 Nov to 3 Nov
AU$153
2 Nov - 3 Nov
includes taxes & fees
With a stay at The Covered Bridge Inn in Brattleboro, you'll be within a 10-minute walk of Brattleboro Bowl and United States Navy Seabee Bridge.
Opens in a new windowThe Covered Bridge Inn
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
Fully refundable
The price is AU$311 per night from 3 Nov to 4 Nov
AU$311
3 Nov - 4 Nov
includes taxes & fees
With a stay at Kimpton Taconic Hotel by IHG in Manchester, you'll be next to a golf course, just a 1-minute walk from Green Mountain National Forest and 5 minutes ...
Opens in a new windowKimpton Taconic Hotel by IHG
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
Fully refundableReserve now, pay when you stay
When you stay at Mountaineer Inn in West Dover, you'll be near ski lifts, within a 15-minute walk of Mount Snow and Green Mountain National Forest.
Opens in a new windowMountaineer Inn
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The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is AU$266 per night from 10 Nov to 11 Nov
AU$266
10 Nov - 11 Nov
includes taxes & fees
When you a stay at The Equinox Golf Resort & Spa in Manchester, you'll be in the mountains, just steps from Green Mountain National Forest and Golf Club at ...
Opens in a new windowThe Equinox Golf Resort & Spa
Don't see what you're looking for?
See all available properties in Southern Vermont
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.