
Vacation rentals in Town of Rockingham
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Top-rated vacation rentals in Town of Rockingham
Guests agree: these stays are highly rated for location, cleanliness, and more.

Home in Wilmington
5 out of 5 average rating, 8 reviewsLake & Mountain View Cabin - Sauna, Hot Tub, Hikes
Our family has been going to VT in the fall for 25+ years. The usual house we stay in was unavailable and lead us to find this home. Upon arrival we were stunned at the view, it is incredible in person! We had 5 adults and two children o this trip and this home offered us so much space and activities. My father even noted how everyone had their own space to dow whatever they wanted at any point in the day. We utilized the amenities every day and my kids were thrilled to have all the games to play inside as well as a beautiful lawn to run around and play on. Just a short drive down the driveway you reach the water which we also utilized mulitple times a day. Overall it was very peaceful and felt like a retreat and now my kids prefer this house over the old one! Definitely hoping to come back soon! Also, the hosts were very communicative and responsive before and during our stay, we very much enjoyed our time.

Home in Hoosick Falls
4.91 out of 5 average rating, 11 reviewsEnjoy Fall & Experience Beautiful Changing Colors
Would highly recommend this beautiful spot!!! We loved the peaceful location and space for our entire family with the comforts of home in each room. Lots of extra pillows, towels, blankets, etc. fully stocked kitchen too. My kids wanted to stay longer, they had a great time. We will certainly come back!!

Home in Poultney
4.89 out of 5 average rating, 9 reviewsSnowberry Farm Home Sweet Home
We enjoyed our stay at Valerie’s. The house was spacious and comfortable. Loved the peaceful location. Thank you!

Apartment in Wilmington
4.91 out of 5 average rating, 130 reviewsGlobetrotter Retreat too - Minutes to the Mountain
This place was cozy and warm, the house was clean and spacious for a one bedroom. The shower had great water pressure and the kitchen was stocked with all the supplies you would need. Nina was accommodating and very sweet. Certainly would recommend for anyone to stay and we can’t wait to come back ourselves!!

Home in Enfield
4.95 out of 5 average rating, 19 reviewsUpper Valley Shaker-Style Home, close to Dartmouth
Barbara's place is a real gem. So clean, with a beautiful mix of antique and woodsy modern furniture, and a wonderfully comfortable living area overlooking a meandering brook which a few hundred yards down the road leads to the lake. The kitchen was well-equipped and modern, and beddings and beds were very comfortable. While the house was close too a busy road, we didn't hear a thing, and for summer users the deck is completely away from the road, overlooking the brook. Even more than we expected.

Villa in Pownal
4.94 out of 5 average rating, 67 reviewsVermont Vacation Villa—Grapevine Getaway
A GREAT stay! We had a family weekend away here, the place was big enough to fit all of us with plenty of space. There is a TON of space in this home with large rooms! The great room has a beautiful view of the scenery, kitchen is well stocked with the essentials, and garage was great to keep ski gear in while we were not at the mountain. Would highly recommend staying here and our family would love to return!

Cottage in Croydon
5 out of 5 average rating, 10 reviewsCharming Lakefront cottage with beautiful views
If you are looking for an idyllic lake house experience, this is it! We could have spent our entire trip just sitting on the porches—upstairs, downstairs, one screened-in porch, and the lovely dock. We used the kayaks and the paddle boat multiple times. The house was perfect for us because we are a close family of three, but if you need privacy from other guests, this wouldn’t be the ideal house as one bedroom opens into the other. The beds are soft and comfortable as is the sofa. Paula and Tim were extremely responsive and helpful. We would absolutely return to this house. It was difficult to leave the gorgeous leaves.

Home in Harrisville
4.9 out of 5 average rating, 10 reviewsHarrisville Lake House - A Tranquil Get-Away
I’m grateful that Peggy and Harry were willing to rent to us at the last minute. Our family needed a quiet respite to be together during a difficult time of loss. The solitude of the lake and woods was calming and we had plenty of room to be together. I only wish we could have stayed longer!

Home in Wilmington
5 out of 5 average rating, 25 reviewsKiki's Mountain Chateau
Had a weekend stay here and couldn’t have asked for a better place. Biggest thing is make sure you have AWD/4WD as the roads around are dirt roads and very snowy. My jeep however loved it. Very convenient commute to Mount Snow.

Apartment in Williamstown
5 out of 5 average rating, 119 reviewsDowntown | Waterfront | Walk to Shops
We had a great stay at William and Mariachu's apartment. Everything was as seen in the photos. It is a very comfortable apartment with a spotless kitchen and bathroom and is close to everything in town. We'll stay again! Thank you!

Home in Cavendish
4.96 out of 5 average rating, 25 reviewsCharming New England Cape- 10 Minutes from Okemo!
House is exactly as described! Megan was incredibly communicative before and during our stay.

Home in Killington
5 out of 5 average rating, 15 reviewsKillington Retreat
Great place for skiing at Killington (3 mins drive to the town for restaurants and 10 mins drive to the ski resort), and very nice and responsive host for any need and request.
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Popular amenities for Town of Rockingham vacation rentals
Other great vacation rentals in Town of Rockingham

Home in Wilmington
5 out of 5 average rating, 10 reviewsCountryside SKI Retreat MtSnow ChimneyHill GameRm
This was a great place for a family get away. Right in the middle of Southern VT ski country. Easy to get to both the Mount Snow area and downtown Wilmington. Club house at Chimney Hill was awesome. We utilized the fitness center each day and there were plenty of people enjoying the indoor pool. We also had a chance to do some ice skating. The house had plenty of room and we had a great time just gathering near the fireplace and watching the snow fall. Shannon and Erika were great hosts and let us know what to expect every step of the way. We look forward to returning to the area and making more memories with our family.

Home in Killington
4.71 out of 5 average rating, 7 reviewsLaunch Pad
Ashley was a terrific host. Very flexible and responsible. The house is as described, very clean and cozy. The house had everything you could possibly need. The fireplace and the hot tub were a treat. The house is very close to Killington and all the restaurants. It's quite private at the end of a cul-de-sac. We had a great time and will definitely return!

Home in Monroe
4.92 out of 5 average rating, 13 reviewsThe Camp
We enjoyed a short ski trip to Berkshire East. M's place was comfortable, spacious and clean. The kitchen had everything we needed to cook and make coffee. They even had dog bowls and treats for our pup! Snow removal was completed early, allowing us to get out and on the slopes for the day. As M says in the description, you definitely need a vehicle with AWD or 4X4 since you are nestled in the mountains. We enjoyed the bountiful binder with history of the small town and local attractions. I would caution people with young children and older folks about the steep staircase to the 2nd floor where the bedrooms are. The 1 full bath is on the first floor so if you're like me, you need to navigate the stairs in the middle of the night. We didn't mind this since it is part of the charm of a historic building and our family of four including two teens had no problems. We enjoyed our stay and would love to return!

Home in Manchester
4.85 out of 5 average rating, 34 reviewsYour VT Ski House: Fireplace, Indoor Pool, Dogs
melissa was very responsive and even sent help when we needed heater :) nice house for a family gathering, our group had a great time!!

Home in Dover
4.88 out of 5 average rating, 67 reviewsLarge Mount Snow Ski House with Hot Tub
very nice home, beautiful surroundings, the day we arrive had big snow, it was so nice to have hot tub while it's snowing outside. fir place is a plus, big space, has enough rooms and bathrooms for our big group. we enjoyed our stay!

Home in Wilmington
4.87 out of 5 average rating, 101 reviewsMtSnow * Hot Tub * Pool * Air Hockey * PingPong * Darts * 16ppl
The place was amazing. It was what the pictures show plus much more. Me and 10 of my friends slept comfortably and had a great time. Many games, nice kitchen, clean rooms and bathrooms, and if you’re a winter lover, hope it snows because this yard is amazing. We went sledding like kids again it was great. Definitely recommend. Right near mt. Snow and town of Wilmington which has great food options. Overall, quite the memorable stay.

Home in Plymouth
5 out of 5 average rating, 13 reviewsLuxury Modern Cabin near Okemo & Killington
The house is beautiful exactly like in the pictures, specious open concept, modern nicely decorated. It was a out 25 min drive to killington k1 lodge, very convenient for who is looking to stay for ski trip with a family.

Home in Jamaica
4.78 out of 5 average rating, 54 reviewsGreen Mountain A-Frame with HOT TUB near Stratton
Place is great! Super cute and Vermont-y vibe, super close to Stratton lots of open space for all your skis and stuff when you walk in. Great fireplace and cozy couch to relax. Would definitely return.
Quick stats about vacation rentals in Town of Rockingham
Total rentals
50 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
3.7K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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