Southern Vermont Holiday Rentals

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Holiday Rentals in Southern Vermont

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

Dover
9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
The price is AU$385
includes taxes & fees
1 Dec - 2 Dec
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Long Trail House at Stratton Mountain Resort

3.0 star property
Stratton
8.6 out of 10, Excellent, (77)
"Nice, clean room in prime location"
United States
Kristin
The price is AU$712
includes taxes & fees
1 Dec - 2 Dec
Long Trail House at Stratton Mountain Resort

Wellness Getaway with a Personal Sauna, and Private River Beach!

2.0 star property
Newfane
10.0 out of 10, Exceptional, (2)
"The folks are SUPER and made me feel very welome"
United States
Mark
The price is AU$392
includes taxes & fees
4 Dec - 5 Dec
Wellness Getaway with a Personal Sauna, and Private River Beach!

Private cabin: 7 mins to slopes, wood fireplace

2.0 star property
Dover
9.6 out of 10, Exceptional, (5)
"We spent the week, excellent location and the home was exactly as described in listing."
United States
Chris R.
The price is AU$1,267
includes taxes & fees
1 Dec - 2 Dec
Private cabin: 7 mins to slopes, wood fireplace

Lake Whitingham & Mount Snow Area Village Apartment

2.0 star property
Whitingham
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is AU$472
includes taxes & fees
1 Dec - 2 Dec
Lake Whitingham & Mount Snow Area Village Apartment

Green Mountain Getaway

2.0 star property
Bennington
9.6 out of 10, Exceptional, (18)
"Great one night stay for a work trip. Common living space and bedrooms are very large. Very clean especially the bathroom. "
United States
Robyn H.
The price is AU$621
includes taxes & fees
9 Dec - 10 Dec
Green Mountain Getaway

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Whitingham
10.0 out of 10, Exceptional, (2)
"as advertised."
United States
Joshua G.
The price is AU$1,142
includes taxes & fees
14 Dec - 15 Dec
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

Woodford
10.0 out of 10, Exceptional, (1)
"This Cozy Cabin was amazing. Chris and Nicole were great hosts who were very responsive and courteous to make our trip as relaxing as we needed. They left detailed instructions on how the place operated and made sure the place was ready to go for when we arrived. If you want to get away for some peace and quiet whether it be for a day or a week, I highly recommend this spot. We would absolutely book with them again!! "
United States
Evan M.
The price is AU$698
includes taxes & fees
2 Dec - 3 Dec
Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

The Vermont A-Frame Mountain Retreat

Winhall
9.8 out of 10, Exceptional, (26)
"Great home, perfect weekend away at Stratton. Host was great and so was the property"
United States
Kevin M.
The Vermont A-Frame Mountain Retreat

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton
9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is AU$565
includes taxes & fees
15 Dec - 16 Dec
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Beautiful country cabin with hot tub and outdoor shower in Londonderry

2.0 star property
Londonderry
10.0 out of 10, Exceptional, (2)
"On a farm in the country…..stars blazing at night for hot tub. Cozy loft had amazing mattress and pillows! Our dog enjoyed the surrounding field. Beautiful! "
United States
Laurel
The price is AU$562
includes taxes & fees
2 Dec - 3 Dec
Beautiful country cabin with hot tub and outdoor shower in Londonderry

Mountain Dream Escape

2.0 star property
Sandgate
10.0 out of 10, Exceptional, (1)
"Beautiful location and home! The apartment was beautifully decorated and so cozy. The hot tub was a great place for stargazing! It was wonderful for our anniversary weekend but would also be great for a longer stay.Great communication with hosts and they were super helpful when we had a minor issue with check in."
United States
Morgan C.
The price is AU$700
includes taxes & fees
8 Dec - 9 Dec
Mountain Dream Escape

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

Dover
10.0 out of 10, Exceptional, (4)
"Cozy little spot that had everything we needed. Peaceful, quiet, and once the rain let up on our stay we walked out to the gorgeous little pond on the property. So serene. Catherine was great!"
United States
Erica H.
The price is AU$317
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy apt in beautiful secluded spot 15 mins from Mt Snow

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

Dover
8.8 out of 10, Excellent, (32)
"Very nice accommodations and location!"
United States
Michael M.
The price is AU$444
includes taxes & fees
8 Dec - 9 Dec
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Charming Chalet w. Hot Tub - 1 mile to Mt. Snow

Dover
10.0 out of 10, Exceptional, (14)
"Place was super clean. My wife’s favorite video game pac man was down stairs which gave us all a chance to compete against each other and was a blast. We would love to go back A on this property "
United States
Rich H.
The price is AU$1,885
includes taxes & fees
14 Dec - 15 Dec
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow

Cozy Bromley Retreat

Bromley Mountain
9.8 out of 10, Exceptional, (7)
"There is no place I’d rather stay in VT. It’s a perfect condo and the recent renovations are really nice. It’s got all the comforts of home and great touches throughout. Bromley is a great community to be in, it’s close to town, obviously the slopes, and just a overall stay!"
United States
Vanessa P.
The price is AU$501
includes taxes & fees
1 Dec - 2 Dec
Cozy Bromley Retreat

NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!

Dover
10.0 out of 10, Exceptional, (1)
"Excellent stay super close to the mtn. "
United States
Matt B.
The price is AU$1,077
includes taxes & fees
30 Dec - 31 Dec
NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!

The Birchwood Cabin - Stunning Mountain Views

2.0 star property
Sunderland
10.0 out of 10, Exceptional, (2)
"This cabin was everything we could have asked for! Great, peaceful location with a beautiful view. Tastefully decorated and wonderful open concept for kitchen and living room set-up. We really enjoyed the game room downstairs, too. We will definitely be back soon."
United States
Shannon C.
The price is AU$1,272
includes taxes & fees
14 Dec - 15 Dec
The Birchwood Cabin - Stunning Mountain Views

6 bed 7 Bath close to ski & shop w/ hot tub at Greybourne House in Manchester VT

Manchester Center
10.0 out of 10, Exceptional, (51)
"This is our second time renting the Greybourne house. The house is just as amazing as we remembered it - spacious, clean, well stocked and located within a short drive to Stratton, Okemo or Killington. Allison is a great host - very responsive and helpful. We can't wait to return again next year."
United States
Masha S.
The price is AU$3,019
includes taxes & fees
14 Dec - 15 Dec
6 bed 7 Bath close to ski & shop w/ hot tub at Greybourne House in Manchester VT

Charming 3-bedroom condo in serene Wilmington - Your home away from home!

Wilmington
10.0 out of 10, Exceptional, (1)
"Beautiful condo that is spacious in a quiet spot"
United States
Linda
The price is AU$1,002
includes taxes & fees
13 Dec - 14 Dec
Charming 3-bedroom condo in serene Wilmington - Your home away from home!
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Vermont holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southern Vermont holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southern Vermont holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southern Vermont holiday rentals we have selected for you start as low as AU$385 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southern Vermont rentals

At Expedia, we put the best Southern Vermont holiday 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 holiday.

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.