Southern Vermont Vacation Rentals

Vacation Rentals in Southern Vermont

Long Trail House at Stratton Mountain Resort
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers
Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very Good, (69)
"Amazing! Cannot get a better location! So close to everything! Quick walk to village shops and slopes. Very clean. Lots more room than I was expecting for two big 17 year old boys and parents. Kids had their own bedroom, bathroom and storage area on main floor, adult had master suite with own bathroom upstairs. Plenty of room in kitchen and family room. The only complaint is that hotels hot tubs and pool were over run with too many little kids. "
The price is $317
$384 total
includes taxes & fees
Jun 6 - Jun 7
Long Trail House at Stratton Mountain Resort
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
Interior
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
9.4 out of 10, Exceptional, (47)
"We loved our stay at the chalet. It's perfectly situated in the cutest little neighborhood, while also feeling very secluded. The chalet had everything we needed for our stay. While visiting we walked a few of the trails nearby, part of the Valley Trail and the Hoot, Toot and Whistle. They were both perfect for our pups, especially during hunting season. We gave our pups an extra squeeze in honor of Scarlet. Thank you for sharing your place with us! We would love to stay again!!"
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Exterior
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (179)
"My husband and I loved this little cottage , we will definitely be back."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
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Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (140)
"Great little house to enjoy spending time with family and all that VT has to offer. Wonderful host, we will be back."
The price is $170
$360 total
includes taxes & fees
Jun 10 - Jun 11
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Waterfalls-View-Pond. Secluded Log Cabin Abuts Mt Snow. EV Outlet
Fridge, microwave, oven, stovetop
Waterfalls-View-Pond. Secluded Log Cabin Abuts Mt Snow. EV Outlet
9.8 out of 10, Exceptional, (67)
"This home was perfect for our family (with dog) holiday vacation. Very close to Mount Snow and town. The house was comfortable, clean and had everything we needed."
Waterfalls-View-Pond. Secluded Log Cabin Abuts Mt Snow. EV Outlet
2 block walk to Manchester shops! Short drive to slopes! Pet friendly.
Private kitchen
2 block walk to Manchester shops! Short drive to slopes! Pet friendly.
2 block walk to Manchester shops! Short drive to slopes! Pet friendly.
Salt Water Hot Tub, Family & Pet Friendly, 5 bedrooms, Fire Pit, Volleyball
Property grounds
Salt Water Hot Tub, Family & Pet Friendly, 5 bedrooms, Fire Pit, Volleyball
9.8 out of 10, Exceptional, (9)
"The property was clean and well stocked. The host communicated clearly and was responsive. There were nice touches around the house like clear instructions how to operate the hot tub, fans in each bedroom and plenty of puzzles and games. Our family had a nice time and would recommend this property."
Salt Water Hot Tub, Family & Pet Friendly, 5 bedrooms, Fire Pit, Volleyball
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
Property grounds
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
10.0 out of 10, Exceptional, (185)
"Lovely, very private property that feels far away and yet is super convenient to Manchester. Great host … everything was easy."
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
Cozy Cottage Along Idyllic Green River
Exterior
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, (34)
"Charming house with everything we needed!"
Cozy Cottage Along Idyllic Green River
Newly updated 3 BR VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
Property grounds
Newly updated 3 BR VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay at this modern rustic home. It was welcoming, had great amenities and lots of spaces to hang out. Between the livingroom, deck, loft sitting area and multiple basement spaces there were plenty of places to sit quietly or be together. Morning coffee on the deck or an evening spent playing games and having a movie night were the perfect way to spend our weekend. It was great to have the bonus use of the clubhouse pool and other facilities. We really enjoyed our stay...
The price is $152
$485 total
includes taxes & fees
Jun 12 - Jun 13
Newly updated 3 BR VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
VT Cabin overlooking the West River and Village
Oven, stovetop, dishwasher, coffee/tea maker
VT Cabin overlooking the West River and Village
10.0 out of 10, Exceptional, (19)
"The cabin was perfect for a getaway! Felt secluded however walkable to small village, and within 20 minutes to Stratton. Perfectly stocked to stay in for meals!"
The price is $169
$343 total
includes taxes & fees
Jun 7 - Jun 8
VT Cabin overlooking the West River and Village
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
9 bedrooms, desk, iron/ironing board, free WiFi
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
9.4 out of 10, Exceptional, (16)
"Our experience was average overall."
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Property grounds
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
8.8 out of 10, Excellent, (38)
"The home location, layout were awesome. Pics must be older as there was maintenance needed on the basketball/tennis court, pool, and shuffleboard room. Our bachelor party had a good time, once some updates are done, could be a 5 start spot."
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Fridge, microwave, oven, stovetop
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
10.0 out of 10, Exceptional, (28)
"This is a great spot for a getaway! The space was spotless. There was a lot of privacy. The location was close to everything we needed. The space is cozy and super fun with the hot tub and fore pit! We we are able to enjoy the included breakfast, which was great before skiing!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Dog-friendly chalet cabin with valley view, deck, and private hot tub
TV
Dog-friendly chalet cabin with valley view, deck, and private hot tub
7.2 out of 10, Good, (14)
"We had a great weekend staying here. The projector and hot tub were awesome amenities. There was a snow storm right before we arrived and the roads were clear and the driveway was plowed. We had a great experience and would stay here again!"
Dog-friendly chalet cabin with valley view, deck, and private hot tub
Cozy Falls Brook Cabin: Hike & Swim On-Site!
Fridge, microwave, stovetop, coffee/tea maker
Cozy Falls Brook Cabin: Hike & Swim On-Site!
10.0 out of 10, Exceptional, (4)
"What a beautiful clean cabin nestled next to a brook with lots of hiking paths to explore. Centrally located to several ski resorts. Matt was the most excellent host! I look forward to returning during other seasons!"
Cozy Falls Brook Cabin: Hike & Swim On-Site!
Stratton South Long Trail Studio Adjacent to the Village and Lifts
Property grounds
Stratton South Long Trail Studio Adjacent to the Village and Lifts
9.4 out of 10, Exceptional, (56)
"Right across the road from Stratton Mountain. Check in was easy. Place was clean and comfortable. Much nicer and roomier than a typical hotel room. Highly recommended"
Stratton South Long Trail Studio Adjacent to the Village and Lifts
Vermont house in stunning private country setting and 360 degree panoramic views
Exterior
Vermont house in stunning private country setting and 360 degree panoramic views
10.0 out of 10, Exceptional, (4)
"The property was located in a very picturesque location wth beautiful views all around. We enjoyed the fireplace inside as well as the firepit outside. The country home had everything we needed."
Vermont house in stunning private country setting and 360 degree panoramic views
Hilltop Home with Great Views
DVD player, books
Hilltop Home with Great Views
9.2 out of 10, Wonderful, (12)
"Michelle made our experience super easy and memorable! Drive up a private road and a pretty steep hill (4wd a must in winter) to a secluded, beautiful house with plenty of space. Just you and nature. The house itself has all the amenities - full kitchen, sitting areas, and even a wood stove that Michelle started up before we got there. Beds are comfortable, and the bathrooms have insane mountaintop views. Michele even left a few eggs for starter breakfast which was much appreciated. You can’t...
The price is $200
$341 total
includes taxes & fees
Jun 30 - Jul 1
Hilltop Home with Great Views
Perfect Reunion House w/fireplace & piano. Dogs welcome. Discounted ski tix at Bromley. Add private indoor pool on request.
Property grounds
Perfect Reunion House w/fireplace & piano. Dogs welcome. Discounted ski tix at Bromley. Add private indoor pool on request.
9.8 out of 10, Exceptional, (22)
"Friendly host, ans check in process was very simple. House was big enough for 8 adults and 6 children. Location is 30-40 mins away from stratton, which we decided to go fo skiing. It felt a little further away due to traffic and busy long weekend."
Perfect Reunion House w/fireplace & piano. Dogs welcome. Discounted ski tix at Bromley. Add private indoor pool on request.
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See all available properties in Southern Vermont
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 Vacation Rental Travel Info

Vacation rentals
92
Popular accommodation
Southern Vermont private vacation homes
International airports
Albany, NY (ALB-Albany Intl.), Springfield, VT (VSF-Hartness State) and Pittsfield, MA (PSF-Pittsfield Municipal)

Other types of properties in Southern Vermont you may be interested in

Colonial Motel And Spa
Exterior
Colonial Motel And Spa
3.0 star property
7.0 out of 10, Good, (1001)
"Very comfortable and relaxed "
The price is $88
$97 total
includes taxes & fees
Jun 11 - Jun 12
Colonial Motel And Spa
The Equinox Golf Resort & Spa
Exterior
The Equinox Golf Resort & Spa
4.5 star property
7.4 out of 10, Good, (353)
"No thanks"
The price is $179
$248 total
includes taxes & fees
Jun 17 - Jun 18
The Equinox Golf Resort & Spa
The Covered Bridge Inn
Concierge desk
The Covered Bridge Inn
2.5 star property
8.2 out of 10, Very Good, (1008)
"Excellent location, nice beds, great stay"
The price is $72
$81 total
includes taxes & fees
Jun 18 - Jun 19
The Covered Bridge Inn
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.

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 $152 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.

Recent reviews of Southern Vermont properties
Expedia verified reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

5/5 Excellent
"Very helpful at check-in "
A verified traveler stayed at Hampton Inn Brattleboro
Posted 1 day ago
Hampton Inn Brattleboro