Southern Vermont Holiday Rentals

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Holiday Rentals in Southern Vermont

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (17)
"This place was very enjoyable, it was just 3 of us so there was more than enough room. It is a very comfortable home and we enjoyed the easy trip into Manchester for some meals and a wonderful day of hiking some great nearby trails."
The price is NZ$1,079
includes taxes & fees
23 Apr - 24 Apr
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

The Jelly Mill-A River Retreat

10.0 out of 10, Exceptional, (48)
"This home is in a beautiful rural setting with rivers and miles of dirt roads. We walked and read and talked and cooked: bliss."
The Jelly Mill-A River Retreat

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (156)
"Two friends and I stayed at this house for the second year in a row. It has been a perfect place for us, being 10 minutes away from Grafton and 25 minutes from Okemo."
The price is NZ$608
includes taxes & fees
23 Apr - 24 Apr
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

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 NZ$686
includes taxes & fees
24 Apr - 25 Apr
Long Trail House at Stratton Mountain Resort

Wilmington Vacation Rental Near Hiking and Skiing!

9.2 out of 10, Wonderful, (19)
"We loved the feel of this rustic yet modern cabin. It had everything we needed and was the perfect getaway for us for a few nights of skiing at mount snow. The stairs and pathway to get down to the place are not ideal for older individuals with limited mobility as it can get slippery and we found the driveway very icy but that comes with the reality of living in New England. I just thought I would put this in here for those who are in their later years and have to consider their mobility. We are...
Wilmington Vacation Rental Near Hiking and Skiing!

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (220)
"had an amazing stay at this beautifully renovated barn in Vermont! The property is stunning, with several acres of land offering breathtaking mountain views. The barn itself is a perfect blend of rustic charm and modern comfort, with thoughtful details that made the stay extra special. I especially loved the walking trails right on the property—such a peaceful way to start and end the day. If you’re looking for a relaxing getaway surrounded by nature, this is the perfect spot. Highly recommend...
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

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

8.6 out of 10, Excellent, (4)
"Our group had a great time enjoying this bright open space. Such a pretty place. Michael was very responsive and communications were timely and simple. Nice place for gathering."
Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

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

9.4 out of 10, Exceptional, (22)
"The 2 houses were able to accommodate 21 people and 2 dogs. There was plenty of room and the houses were clean. House included linens and a few towels in each bedroom. The grounds are beautiful and it was nice to walk around and take in the scenery. We came here to ski at mt snow and was about 13 minutes to the mountain. The weather was real cold in the low single digits and they got hit with a foot of snow a few days earlier. We had 5 vehicles and Parking was a little tight. This was...
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

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

8.8 out of 10, Excellent, (47)
"Stayed twice would stay again"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

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

9.8 out of 10, Exceptional, (6)
"Very nice. Could use curtains or blinds in more rooms."
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)
"Great location close to the slopes. Clean and comfortable. Loved the fireplace. "
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

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

10.0 out of 10, Exceptional, (55)
"Great secluded place. Very clean couldn't ask for more. Great central location. Close to restaurants "
Cool Barn renovation with views. 5 mins to hikes, restaurants, fishing and more!

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

8.8 out of 10, Excellent, (23)
"Wonderful location and comfortable. Appliances were a bit dated, but that didn’t impact our stay. The unit was not cleaned from the previous occupants upon our check in and took a few hours to do so. This is not the fault of the owner, but did impact our initial experience. Overall wonderful though. Great location and comfortable with a working fireplace. Would stay here again. "
The price is NZ$472
includes taxes & fees
25 Apr - 26 Apr
Lovely ski-in/out condo steps from ski lift with trails and amazing views

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

7.0 out of 10, Good, (15)
"Great place. Clean and comfortable. Nicely stocked kitchen with newer appliances. Sauna was amazing. Had 10 inches of snow one morning and it was fully plowed by 7am!"
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

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

10.0 out of 10, Exceptional, (6)
"Anthony and Haleigh are incredibly easy to work with and very fast communicators. The cabin was very clean, and exactly as advertised. We stayed here to ski at Mt. Snow. A short, picturesque ride through the mountains to Mt. Snow, and at the end of the day, you don't have to go through traffic heading towards Mt. Snow businesses to get home. My 10 year old son and his friend loved the loft, with views of the river, and my 13 year old daughter loved having her own room. We cooked breakfast...
The price is NZ$622
includes taxes & fees
20 May - 21 May
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+

6.0 out of 10, (1)
"Inside property was great - house was very fun and spacious and clean . HOWEVER..the driveway clearly hadn’t been plowed for a long time when we got there and so once we pulled in our cars were stuck. We were trapped at the house for 3 days. The plow driver came to plow the neighbor and told us he hadn’t been paid by the owners so hadn’t been plowing for some time The owners finally arranged for a different plow to come but not being able to leave for 3 days really affected our ability to...
Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+

Long Trail House Studio at Stratton Mountain Resort

10.0 out of 10, Exceptional, (63)
"Great location, the studio feels bigger than it seems on pictures. "
Long Trail House Studio at Stratton Mountain Resort

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

8.8 out of 10, Excellent, (17)
"From the time we got there to the time we left, we very much enjoyed David’s home. He was a wonderful host! Although we didn’t get to enjoy a fire in the pit, my daughter figured out how to make the s’mores in the air fryer! The coffeemaker was a very welcome appliance! lol. Can’t wait to book this again!"
Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

8.8 out of 10, Excellent, (43)
"We had a group of thirty-four people for a family vacation and had a blast. The host and the housekeeper were tremendously responsive to any small issues we had over the first few days. The kitchen was well stocked but could use more mugs for coffee/tea and additional forks for larger groups and the tea bags were past the best before date and should be replaced. Twelve bedrooms, each with their own bathroom was great. The pool, hot tubs, ping pong table, pool table, tennis court, and fire pit...
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

Your own Private Lake - Breathtaking Views - Gym - Sauna - Hot Tub

10.0 out of 10, Exceptional, (25)
"We rented this property as a way to spend time with family right before the busy holiday season. We couldn’t have picked a better place to stay. The house was very cozy, clean, and had everything we needed and more! Check-in was super easy, and the host responded very quickly. The hot tub and sauna were great additions, but the view of the lake and mountains every morning was just what we wanted. We will definitely be recommending to friends and family!! "
Your own Private Lake - Breathtaking Views - Gym - Sauna - Hot Tub
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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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, (466)
"Very nice location"
The price is NZ$295
includes taxes & fees
20 Apr - 21 Apr
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Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very good, (813)
"Robert the guest service person was extremely professional and friendly when we checked in. The room was clean. The breakfast was adequate. Had an issue hooking up to the WiFI - also the pool wasn’t available- we did tell the front desk in the morning that the tub was not draining. We hadn’t brought our swim suits so no pool wasn’t an issue. We will be happy to stay there again"
The price is NZ$207
includes taxes & fees
28 Apr - 29 Apr
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Kimpton Taconic Hotel by IHG

4.0 star property
9.4 out of 10, Exceptional, (762)
"Amazng stay"
The price is NZ$339
includes taxes & fees
27 Apr - 28 Apr
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.