
Kid-friendly holiday rentals in Brattleboro
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Top-rated kid-friendly rentals in Brattleboro
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Child-friendly house rentals

The Sugar House
The Sugar House was a fantastic place to stay! It was quiet and peaceful and there was a ton to explore in Burlington VT. The house had a lot of charm. it was cozy, warm, and had everything we needed for the weekend!

Spacious Brattleboro home on river, walk to town
It was perfect for my overflow guests attending a weekend family reunion!

Green River Cottage-A Peaceful Country Retreat
we will definitely be back here in warmer/fall weather. it was so peaceful and the kids loved it, so did my husband and I. the home was beautiful and I loved the fully stocked spices and bathroom of things you may not think to bring with you on vacation.

Adams Farm-"The Little Farmhouse"
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.

Vermont Botanical Studio Apartment
I’ve returned to the Vermont Botanical studio on an annual basis for several years, since I always find it peaceful and comfortable—off the beaten path, but not lonely. It has everything I need, including a dirt road through the fields for a daily walk, tall windows looking out on lovely trees, a very healthy songbird population, and a nearby farm store where I always go to buy cheese as soon as I arrive. I especially appreciate the comfortable bed, reading chair and couch, and the perfectly serviceable kitchen. The induction range makes for very quick cooking, and it’s nice to have the use of a full-sized fridge, too. For my writing retreats, the studio feels like a home away from home.

Vermont Sugar House Retreat
This home is certainly one that feels like home when you walk in the door! The warmth of the wood and decor, and little touches throughout, let us know how loved this home is. We had everything we needed for our 2-plus week stay, and our hosts were incredibly responsive and kind. It was lovely to hear the owls and running water at night, and I can imagine how lovely the fireplace would be to use during the colder months! Thank you for a lovely stay!!!

Wilmington. Easy walk to center of town.
This place was very clean and matched the photos. It was a great deal for 3 bedrooms with large beds in each room. It’s very comfortable. I got a quick response when I wanted to double check about parking. Wilmington is a nice area and much more affordable than northwest Massachusetts. It’s the perfect location to get to so many areas up that way. This is a main road, like described, and the trucks can be a little loud going by, it does shake the house a little. You don’t really hear it unless you’re in the living room or front bedroom. My mom is a senior and was a bit nervous about walking to the center of town, it’s just minutes away but there is no sidewalk and people do drive fast here. Just something to keep in mind if you have small children or seniors with you. You can drive, there are public lots so it’s no big deal.

Peaceful cabin close to skiing & Brattleboro
This house is incredibly comfortable and well equipped. The location is lovely and private. We came for relaxation and with the fire pit and the hot tub we got our money's worth. My friends who are great cooks enjoyed the gas stove and some very well seasoned cast iron pans. Come here and enjoy the natural light and comfy space.
Kid-Friendly apartment rentals

Downtown Loft next to Distillery
My husband, our pups and I had a great stay at this loft. The space was clean and easy to get in. Parking was not a problem at all. There is a church that rings its bells on the hour, but they didnt bother us at night at all. The shower was a bit cramped, but worked for us. If youre on the bigger side or taller, it might be a bit tight. Overall, great place and Naomi was attentive and provided clear instructions for everything. We will definitely stay here again when we get a chance to return.

In town, newly renovated studio with private deck
A beautiful apartment located in a lovely neighborhood. Walking distance to town and restaurants. Very clean and comfortable.

Gorgeous 1-Bedroom Space in Historic Bellows Falls
Remy was a great host! Perfect place to stay in Bellows Falls! Easy parking and great restaurant right below! Highly recommend staying here!

Walk To Wilmington Village
We had a great weekend here! The listing was accurate and the place was cozy and quiet. Just what is needed after a long day at the mountain. Shawn was super helpful and very nice! I highly recommend Shawn and this location.

Apartment on Main Street
We have family in Springfield so staying at Whitney and Alex’s place is perfect for us. It’s spacious and comfortable. This was our second stay and we will definitely be returning.

The Beer Diviner Brewery Apartment
Cute room above the brewery was a nice get away for my wife, our little dog, and I. John was friendly and so were all of the other employees and guests. The Irish band was great and the patio by the brewery was very cozy the beers were also delicious too. The room itself was spacious and well furnished with a good size bed and additional day bed. Fun weekend get away for all ages.

Cooper's Place
The apartment is cozy and lovely! My mom and sister visited for my graduation and it was amazing for their 1-week stay. I was initially worried that the property will be a bit noisy at night because it is in a busy area, but it was actually neatly tucked in behind a closed business — really private and quiet. Kim is also very responsive as a host!

Rock River Retreat: VT Oasis Pet Friendly
It was a wonderful stay. Whether you’re just looking to relax or for a little adventure this stay offers it all. Even though it was a rainy stay they offer plenty of movies, books and games.
Child-Friendly Holiday Condos

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim
We stayed at Julia's vacation rental for a 3-day weekend with our four children under the age of 12. The things that were great: 1) the unit is 150 foot walk in ski boots from a ski trail that will take you to the Mount Snow lift, which was great because we didn't have to shlep 4 kids ski gear, 2) the four kids loved the bunk bed room and were comfortable, 3) there are two large shelves of board games the kids enjoyed, 4) the access to the Sports Center which has a heated indoor pool and hot tubs were a great way to end the day after skiing, 5) the outdoor locker was a great place to dump all the ski gear (much better storage location than inside the car or inside the unit) and 6) very nice fluffy towels and bed sheeting was comfortable. A combined liquid shampoo and body soap is provided in each bathroom, which is the same that we use to bath our kids at home.

Mt Snow Ski In/Out at Seasons
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.

Summer Dream! The Handle Lodge at Snowtree Condos
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.

Okemo Clock Tower Base Ski-in/Ski-out Condo
We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.

Walk to Mt. Snow-Spa-Summer Pool
Great little studio spot to use as your Basecamp for activities in the area!

Mount Snow Close, Great Price, Lots of Room
Very close to Mount Snow. Walking distance to market, coffee house and Dover Bar and Grill. A dog friendly rental with everything you need for a ski trip.

3 Story Condo - 5 Minutes to Mount Snow!
It was such an easy check in and check out process. He let us check in an hour early since we arrived earlier. Place is spacious and exactly as described. Highly recommend!

Premier Stratton Village Location - Pool & Hot Tub
The place was cozy and comfortable, with great amenities like a parking garage, pool, and sauna. The WiFi was excellent, and the unit was clean and well-equipped for a relaxing stay. There wasn’t much to do since it was the off-season, but it’s a great spot if you’re looking for a quiet retreat. Would recommend for a peaceful getaway.
Destinations to explore
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- The Shattuck Golf Club
- Dorset Field Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Baker Hill Golf Club
- Bousquet Mountain Ski Area
- Pineridge Cross Country Ski Area
- Canterbury Farm
- Clarksburg State Park
- Ekwanok Country Club
- Mount Tom State Reservation
- Bretwood Golf Course