Southern Vermont Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Southern Vermont

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (18)
"This place was absolutely perfect and wonderful. It offered a cozy family getaway to enjoy the southern Vermont scene that we have grown to love so very much. The house and owner are absolutely amazing and we hope to stay here again for our trips back to this area. Highly recommend! "
The price is CA $280
CA $891 total
includes taxes & fees
May 1 - May 2
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

The Jelly Mill-A River Retreat

10.0 out of 10, Exceptional, (50)
"Great location, communicative and welcoming hosts, and great amenities. We loved grilling and using the firepit. The surrounding area is great to walk around in. Easy drive from here to Mt Snow."
The Jelly Mill-A River Retreat

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (157)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is CA $235
CA $507 total
includes taxes & fees
May 5 - May 6
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Wilmington Vacation Rental Near Hiking and Skiing!

9.4 out of 10, Exceptional, (19)
"Everything was as-advertised! Very happy with our stay!"
Wilmington Vacation Rental Near Hiking and Skiing!

Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

8.6 out of 10, Excellent, (4)
"House was great. We were able to walk up the road with our skis and drop right in. I’d definitely stay here again."
Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (220)
"This property is absolutely gorgeous inside and out! It is very secluded with beautiful grounds, the inside is bigger than I was expecting and perfectly decorated to give off the secluded mountain cabin vibe, plus the wood stove is perfect. Lars was extremely nice and easy to communicate with, we will definitely stay again!"
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
The price is CA $458
CA $570 total
includes taxes & fees
May 1 - May 2
Long Trail House at Stratton Mountain Resort

Secluded home with game room, private hot tub, golf, river & mtn views, firepit

9.8 out of 10, Exceptional, (6)
"The property is secluded but close enough to shops and restaurants. The deck is amazing with a jacuzzi and lounge chairs overlooking the golf course and mountains! Would definitely stay at again!"
Secluded home with game room, private hot tub, golf, river & mtn views, firepit

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

10.0 out of 10, Exceptional, (22)
"Place was great and accommodating, would recommend. Thank you!"
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (47)
"really enjoyed our stay. Place would be much better if there was a microwave."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

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

8.8 out of 10, Excellent, (23)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
The price is CA $98
CA $386 total
includes taxes & fees
May 1 - May 2
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

10.0 out of 10, Exceptional, (57)
"The barn is beautiful and much more spacious than it looks in the photos. The property the barn is on is also beautiful, a short drive from the town center, and also close to cool sites to visit like the Lincoln House and many amazing hiking trains."
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9.4 out of 10, Exceptional, (22)
"ideal for a large group of adult friends "
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

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

10.0 out of 10, Exceptional, (6)
"Cabin was well thought out, super clean and a functional space. Close to Mt snow and Stratton. The only negatives was it is close to the road and driveway was muddy. We would definitely stay there again."
The price is CA $173
CA $503 total
includes taxes & fees
May 20 - May 21
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

7.0 out of 10, Good, (15)
"We enjoyed our stay. AWD is a must for the driveway. The number of security cameras around the property is uncomfortable."
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester

8.8 out of 10, Excellent, (17)
"Property out and peaceful and quiet. View is great thanks."
Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester

Long Trail House Studio at Stratton Mountain Resort

10.0 out of 10, Exceptional, (62)
"Great location, the studio feels bigger than it seems on pictures. "
Long Trail House Studio at Stratton Mountain Resort

Beautiful- Ski/Golf home, Hot tub, mins to MTN

8.4 out of 10, Very good, (5)
"The property was perfect for eight people. We stayed with our grown children and their plus ones. There was plenty of room for all of us to enjoy family time and quiet personal space , if needed. The kitchen was fully stocked and it was a nice location to skiing, Wilmington and local watering holes. The hot tub worked great and when the fire place was being finicky the property manager got right back to me to try and resolve the issue."
Beautiful- Ski/Golf home, Hot tub, mins to MTN

Peaceful Stay at Birds of a Feather Farm & Spa

9.6 out of 10, Exceptional, (18)
"We absolutely loved this stay. The space was gorgeous and cozy. Fully equipped kitchen we were able to cook dinner in. The location about 45 minutes from Stratton where we skied, but was well worth the drive. Would absolutely stay here again. Thanks again Laurie! "
The price is CA $152
CA $359 total
includes taxes & fees
May 5 - May 6
Peaceful Stay at Birds of a Feather Farm & Spa

7200 sf Villa & Barn on 4 Acre Manchester Estate

9.6 out of 10, Exceptional, (8)
"Beautiful setting. Very clean….beautiful grounds! Was exactly as described."
7200 sf Villa & Barn on 4 Acre Manchester Estate
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.
Don't see what you're looking for?
See all available properties in Southern Vermont
Save an average of 15% on thousands of hotels when you're signed in

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

The Equinox Golf Resort & Spa

4.5 star property
7.4 out of 10, Good, (470)
"Beautiful hotel!"
The price is CA $139
CA $226 total
includes taxes & fees
May 1 - May 2
The Equinox Golf Resort & Spa

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very good, (816)
"Slightly dated rooms but overall a great stay. "
The price is CA $168
CA $184 total
includes taxes & fees
May 4 - May 5
Hampton Inn Brattleboro

Kimpton Taconic Hotel by IHG

4.0 star property
9.4 out of 10, Exceptional, (762)
"Amazng stay"
The price is CA $209
CA $278 total
includes taxes & fees
May 7 - May 8
Kimpton Taconic Hotel by IHG
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.