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

Southern Vermont Vacation Rentals

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Our top choices for Southern Vermont vacation rentals

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, (85 reviews)
"Clean well, equipped room. Great amenities, wonderful proximity to all the action in the village,easy parking and access throughout the facility."
United States
Michael
The price is CA $502
CA $623 total
includes taxes & fees
Nov 10 - Nov 11
Long Trail House at Stratton Mountain Resort

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.
The price is CA $100
CA $440 total
includes taxes & fees
Nov 18 - Nov 19
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

3. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
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.
The price is CA $167
CA $500 total
includes taxes & fees
Nov 10 - Nov 11
Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

4. 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, (38 reviews)
"Excellent place! Impeccable!"
United States
Susan F.
The price is CA $271
CA $748 total
includes taxes & fees
Nov 10 - Nov 11
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub

5. 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)
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"
United States
Scott S.
The price is CA $127
CA $399 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 3 bedroom condo 2.5 miles to Mount Snow

6. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex

Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
Dover
9.6 out of 10, Exceptional, (5 reviews)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
United States
Douglas D.
The price is CA $192
CA $578 total
includes taxes & fees
Nov 10 - Nov 11
Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex

7. Fourth-floor Stratton Village studio with valley-view balcony

Fourth-floor Stratton Village studio with valley-view balcony
Stratton
The price is CA $118
CA $318 total
includes taxes & fees
Nov 10 - Nov 11
Fourth-floor Stratton Village studio with valley-view balcony

8. Long Trail House 368 condo in Stratton Village, walk to the lifts

Long Trail House 368 condo in Stratton Village, walk to the lifts
Stratton
The price is CA $118
CA $363 total
includes taxes & fees
Nov 10 - Nov 11
Long Trail House 368 condo in Stratton Village, walk to the lifts

9. Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (66 reviews)
"Excellent place, fantastic hosts, highly recommend."
United States
Mike K.
The price is CA $273
CA $368 total
includes taxes & fees
Nov 10 - Nov 11
Spacious apartment in beautiful, historic Arlington VT

10. Long Trail House South Wing 2B2B Condo

Long Trail House South Wing 2B2B Condo
Stratton
10.0 out of 10, Exceptional, (8 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.
Long Trail House South Wing 2B2B Condo

11. The MountainTop | Stratton & Mt Snow | Fire Pit

The MountainTop | Stratton & Mt Snow | Fire Pit
Stratton
10.0 out of 10, Exceptional, (10 reviews)
"Lovely place to stay. The stars truly are stunning. "
United States
Brenna G.
The price is CA $307
CA $683 total
includes taxes & fees
Nov 10 - Nov 11
The MountainTop | Stratton & Mt Snow | Fire Pit

12. Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
10.0 out of 10, Exceptional, (17 reviews)
"Clean, cozy, set back and had all the amenities that you would need"
United States
Chelsea G.
The price is CA $124
CA $537 total
includes taxes & fees
Nov 10 - Nov 11
Chalet Mount Snow/Stratton Skiing/hiking

13. Cozy Studio | Ski-In Access + Kitchenette

Cozy Studio | Ski-In Access + Kitchenette
West Dover
9.6 out of 10, Exceptional, (4 reviews)
"Nice stay enjoying"
United States
Joseph H.
The price is CA $271
CA $309 total
includes taxes & fees
Nov 10 - Nov 11
Cozy Studio | Ski-In Access + Kitchenette

14. 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, (20 reviews)
"Cute place, very pet-friendly."
United States
Jeff H.
The price is CA $222
CA $562 total
includes taxes & fees
Nov 10 - Nov 11
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

15. Modern Mount Snow Gnarvana - Steps to Carinthia

Modern Mount Snow Gnarvana - Steps to Carinthia
Dover
10.0 out of 10, Exceptional, (26 reviews)
"Perfect for our getaway, convenient for getting to the slopes and a beautiful area to visit"
United States
Lynn B.
The price is CA $167
CA $573 total
includes taxes & fees
Nov 10 - Nov 11
Modern Mount Snow Gnarvana - Steps to Carinthia

16. Chalet 1mi to Mount Snow with cinema and hot tub

Chalet 1mi to Mount Snow with cinema and hot tub
Dover
10.0 out of 10, Exceptional, (12 reviews)
"Awesome stay!"
United States
Liz E.
The price is CA $255
CA $1,093 total
includes taxes & fees
Nov 15 - Nov 16
Chalet 1mi to Mount Snow with cinema and hot tub

17. Two bedroom Condo With Mountain View And Fireplace

Two bedroom Condo With Mountain View And Fireplace
Stratton
9.2 out of 10, Wonderful, (5 reviews)
"Very comfortable stay for four adults. The kitchen is well appointed, great beds and showers. Easy, prompt communication with owner. "
United States
Marie B.
The price is CA $345
CA $977 total
includes taxes & fees
Nov 10 - Nov 11
Two bedroom Condo With Mountain View And Fireplace

18. Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna

Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna
Stratton
10.0 out of 10, Exceptional, (7 reviews)
"Everything about our stay was top notch. Highly recommend and I will book this house again. "
United States
samantha b.
The price is CA $390
CA $1,033 total
includes taxes & fees
Nov 10 - Nov 11
Luxe Chalet - Leaf Peeping, Near Mt Snow and Stratton Mountain w/Hot Tub, Sauna

19. Stratton ski-in/ski-out condo steps from the lift with valley-view balcony

Stratton ski-in/ski-out condo steps from the lift with valley-view balcony
Stratton
8.4 out of 10, Very good, (37 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.
The price is CA $118
CA $436 total
includes taxes & fees
Nov 10 - Nov 11
Stratton ski-in/ski-out condo steps from the lift with valley-view balcony

20. The Eagles Wing at The CHM - Private Apartment

The Eagles Wing at The CHM - Private Apartment
Dover
9.8 out of 10, Exceptional, (6 reviews)
"I loved the super comfy bed and fully stocked coffee cart!"
United States
Ava M.
The price is CA $141
CA $179 total
includes taxes & fees
Nov 11 - Nov 12
The Eagles Wing at The CHM - Private Apartment
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

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southern Vermont vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southern Vermont vacation rentals we have selected for you start as low as CA $134 per night. Entering your travel dates in the search wizard 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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