Southern Vermont Holiday Rentals

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Holiday Rentals in Southern Vermont

Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
9.4 out of 10, Exceptional, 47 reviews
"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
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, 140 reviews
"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 NZ$586
includes taxes & fees
3 Jun - 4 Jun
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, 178 reviews
"The pictures for this house looked great, but it was even better in person. It was an excellent place to relax and enjoy nature, while having all the comforts of a beautiful house. We were even able to see the Northern Lights, with nearly no light pollution. I would highly recommend, and I am hoping to return sometime. 5☆"
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
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Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
9.0 out of 10, Wonderful, 24 reviews
"Awesome cabin, fireplace was amazing. Spacious open and a great place to spend time and relax"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very good, 69 reviews
"The unit was perfect for our ski race weekend. Very accessible, underground parking included (ski boxes on top of SUVs will not fit - thankfully we left ours at home), really nice place with everything we needed!"
The price is NZ$614
includes taxes & fees
23 Jun - 24 Jun
Long Trail House at Stratton Mountain Resort
Spacious apartment in beautiful, historic Arlington VT
10.0 out of 10, Exceptional, 29 reviews
"Exactly as described and everything was clean and comfortable."
The price is NZ$385
includes taxes & fees
1 Jun - 2 Jun
Spacious apartment in beautiful, historic Arlington VT
Waterfalls-View-Pond. Secluded Log Cabin Abuts Mt Snow. EV Outlet
9.8 out of 10, Exceptional, 67 reviews
"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
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
10.0 out of 10, Exceptional, 184 reviews
"Wonderful stay at a beautiful serene property. Highly recommended"
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, 33 reviews
"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!
10.0 out of 10, Exceptional, 2 reviews
"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 NZ$847
includes taxes & fees
2 Jun - 3 Jun
Newly updated 3 BR VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
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
9.8 out of 10, Exceptional, 9 reviews
"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
Hilltop Home with Great Views
9.2 out of 10, Wonderful, 12 reviews
"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 NZ$558
includes taxes & fees
30 Jun - 1 Jul
Hilltop Home with Great Views
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
9.4 out of 10, Exceptional, 16 reviews
"Our experience was average overall."
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Dragonfly Cottage -Luxurious Mountain View A-Frame -quiet street close to town.
10.0 out of 10, Exceptional, 11 reviews
"Peter and Becky were fantastic hosts. Their cottage was a home away from home. It is beautifully appointed and perfectly located. I look forward to staying here again on my next trip to Vermont."
Dragonfly Cottage -Luxurious Mountain View A-Frame -quiet street close to town.
Dog-friendly chalet cabin with valley view, deck, and private hot tub
7.2 out of 10, Good, 14 reviews
"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
Home with a spring-fed pond and mountain view.
10.0 out of 10, Exceptional, 102 reviews
"We had a great stay with our pup for a late ski season weekend! The house was clean, well-stocked, and very cozy. The location was beautiful and perfectly situated a few minutes away from everything you could want to do in Manchester. We will definitely be back!"
Home with a spring-fed pond and mountain view.
Award-Winning Log Cabin, Top 5 in New England!
9.8 out of 10, Exceptional, 71 reviews
"The festive decorations upon arrival were a really nice way to be greeted. We really enjoyed the fireplace insert and the plentiful supply of wood."
Award-Winning Log Cabin, Top 5 in New England!
Beautiful Mt area with beautiful scenic views; 6 miles to Mount Snow Ski Resort.
9.4 out of 10, Exceptional, 10 reviews
"We loved our stay and would definitely come back."
Beautiful Mt area with beautiful scenic views; 6 miles to Mount Snow Ski Resort.
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 reviews
"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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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.

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

Colonial Motel And Spa
3.0 star property
7.0 out of 10, Good, 1,003 reviews
"I would definitely come back there again "
The price is NZ$176
includes taxes & fees
2 Jun - 3 Jun
Colonial Motel And Spa
The Equinox Golf Resort & Spa
4.5 star property
7.4 out of 10, Good, 352 reviews
"No thanks"
The price is NZ$344
includes taxes & fees
26 Jun - 27 Jun
The Equinox Golf Resort & Spa
The Covered Bridge Inn
2.5 star property
8.2 out of 10, Very good, 1,003 reviews
"Fireplace was very nice. Room was adequate."
The price is NZ$148
includes taxes & fees
2 Jun - 3 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southern Vermont holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southern Vermont. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southern Vermont. Seeing all the best attractions is bound to make you fall in love with Southern Vermont. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southern Vermont short-term rentals, that won’t be hard to do.

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