The Bennington County Court House with a white facade, green shutters, and a gold dome.

Southern Vermont Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Southern Vermont vacation rentals

Outdoor spa tub

1. Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
$311 nightly
The price is $351
Aug 10 - Aug 11
Total with taxes and fees
Long Trail House at Stratton Mountain Resort
Outdoor pool, a heated pool

2. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
$278 nightly
The price is $314
Aug 5 - Aug 6
Total with taxes and fees
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Beach

3. Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (52 reviews)
"Fire place was awesome! Great place to stay! Had everything in the kitchen we needed. All the beds were comfy! "
United States
Susan S.
$260 nightly
The price is $294
Aug 24 - Aug 25
Total with taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Lobby

4. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.6 out of 10, Excellent, (37 reviews)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
United States
Evan C.
$320 nightly
The price is $362
Aug 5 - Aug 6
Total with taxes and fees
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Coffee/tea maker, fridge, microwave, oven

5. Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub

Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Stratton Mountain
10.0 out of 10, Exceptional, (32 reviews)
"Great space, great location!"
United States
Jason S.
$345 nightly
The price is $390
Aug 5 - Aug 6
Total with taxes and fees
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
House (3 Bedrooms) | Front of property

6. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
United States
Mark
$395 nightly
The price is $435
Aug 5 - Aug 6
Total with taxes and fees
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Exterior

7. Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (33 reviews)
"Perfect for our weekend getaway. Close to the activities we wanted in North Adams, Mass, but just across the state line in a lovely rural setting. A very nice apartment... just as described. So happy to have chosen this for our stay!"
United States
Bill
$146 nightly
The price is $163
Aug 6 - Aug 7
Total with taxes and fees
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Exterior

8. Charming 1BR Retreat | Ski-In Access

Charming 1BR Retreat | Ski-In Access
West Dover
$211 nightly
The price is $233
Aug 5 - Aug 6
Total with taxes and fees
Charming 1BR Retreat | Ski-In Access
Terrace/patio

9. Cozy Studio | Ski-In Access + Kitchenette

Cozy Studio | Ski-In Access + Kitchenette
West Dover
10.0 out of 10, Exceptional, (3 reviews)
"Fabulous! Clean, accommodating staff, great amenities, beautiful view, super easy access to skiing! Would def stay here again. "
United States
Kathy S.
$199 nightly
The price is $220
Aug 5 - Aug 6
Total with taxes and fees
Cozy Studio | Ski-In Access + Kitchenette
Smart TV, fireplace, Netflix, streaming services

10. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.6 out of 10, Exceptional, (27 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
United States
Brian S.
$425 nightly
The price is $480
Sep 1 - Sep 2
Total with taxes and fees
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
TV, fireplace

11. Lovely ski-in/out condo steps from ski lift with trails and amazing views

Lovely ski-in/out condo steps from ski lift with trails and amazing views
Stratton
8.4 out of 10, Very Good, (35 reviews)
"I have stayed in this condo a few times now, and for my needs it is a great value; affordable, comfortable and ideal location. "
United States
eric m.
$278 nightly
The price is $314
Aug 6 - Aug 7
Total with taxes and fees
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Children's area

12. Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.6 out of 10, Exceptional, (17 reviews)
"Nice place "
United States
Janja L.
$288 nightly
The price is $325
Aug 23 - Aug 24
Total with taxes and fees
Cozy Bromley Retreat
Terrace/patio

13. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Wilmington
9.8 out of 10, Exceptional, (48 reviews)
"The property was beautiful and it truly felt like an escape. I"
United States
Kristina M.
$404 nightly
The price is $457
Aug 5 - Aug 6
Total with taxes and fees
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Exterior

14. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (170 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
$330 nightly
The price is $370
Aug 5 - Aug 6
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Terrace/patio

15. Peaceful getaway at birds of a feather

Peaceful getaway at birds of a feather
Shaftsbury
9.8 out of 10, Exceptional, (37 reviews)
"Great place"
United States
Aidan K.
$229 nightly
The price is $256
Aug 30 - Aug 31
Total with taxes and fees
Peaceful getaway at birds of a feather
Exterior

16. Deluxe Studio | Murphy Bed + Sofa

Deluxe Studio | Murphy Bed + Sofa
West Dover
$216 nightly
The price is $238
Aug 5 - Aug 6
Total with taxes and fees
Deluxe Studio | Murphy Bed + Sofa
Terrace/patio

17. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Wardsboro
10.0 out of 10, Exceptional, (19 reviews)
"Cute place, very pet-friendly."
United States
Jeff H.
$405 nightly
The price is $458
Sep 1 - Sep 2
Total with taxes and fees
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Interior

18. Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Great location, comfortable and spacious living room and bedrooms. "
United States
Emma C.
$553 nightly
The price is $625
Aug 5 - Aug 6
Total with taxes and fees
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Smart TV

19. Long Trail House South Wing 2B2B Condo

Long Trail House South Wing 2B2B Condo
Stratton
10.0 out of 10, Exceptional, (2 reviews)
"Very clean 2br 2ba condo in excellent location. Host provided detailed important information that helped us find property and how to access unit. I would definitely recommend staying here."
United States
Eileen R.
$408 nightly
The price is $461
Aug 11 - Aug 12
Total with taxes and fees
Long Trail House South Wing 2B2B Condo
House (2 Bedrooms) | Interior

20. Hiking Trails On-site: Cozy Falls Brook Cabin

Hiking Trails On-site: Cozy Falls Brook Cabin
3.0 star property
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"
United States
sarah
$377 nightly
The price is $411
Aug 5 - Aug 6
Total with taxes and fees
Hiking Trails On-site: Cozy Falls Brook Cabin
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.
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Top Southern Vermont Hotel Reviews

Bromley View Inn

Bromley View Inn

10/10 Excellent
"We needed a last-minute stay, and the Bromley View Inn met all of our needs! We had a suite room on the lower level. The room was spacious and had a back door, which was perfect for walking our dog. The bed is super comfy. We appreciated that extra towels and toilet paper were available in the hallway. The breakfast offerings area was cozy. Huge bonus for the homemade BANANA MUFFINS! Delicious. Plus the views all around are stunning - it's a beautiful location, not far from the Appalachian Trail. This is an older property, so soundproofing is at a minimum. This didn't bother us; we're pretty sound sleepers. Overall, this was a great value and convenient for my husband's work. We would stay here again if we're in the area :-)"
Kari 2-night trip
Posted 2 hours ago
Bromley View Inn

Find out more about Southern Vermont

Everything you need to know about Southern Vermont vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Vermont vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southern Vermont vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southern Vermont vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southern Vermont. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southern Vermont in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $254 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southern Vermont rentals

At Expedia, we put the best Southern Vermont vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southern Vermont rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southern Vermont vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southern Vermont. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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