
Kid-friendly holiday rentals in Pioneer Valley
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Top-rated kid-friendly rentals in Pioneer Valley
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Child-friendly house rentals

Warm Woodland Retreat
Zach is really proactive and kind. He left me alone , which is what I needed for this short trip, but made me feel like if I needed anything (recommendations, assistance, communications) he would be responsive and quick. The place is a cool New England house with a lot of charm. The neighbors are respectful and quiet. Youre minutes away from a lot of great Connecticut icons and Uber is accessible and cheap. I hope to stay here agin when I return in Sept. The upstairs room is challenging if there are mobility concerns - I would try to book the lower levels. All was wonderful and Zach was kind.

Moonstone Lake House – romantic, serene, fun!
Had a wonderful stay at Mighty’s house on the lake. It was such a peaceful and beautiful area. The house was clean and tidy with a spacious bathroom and comfortable bed. It was reassuring to have our hosts right next door but there was a good amount of privacy. We enjoyed the fire pit in the evenings, taking the canoe out on the beautiful lake and having some space and time to wind down. I highly recommend this home for anyone looking to step away from life for a little while.

Historic Williams House
I stayed at Kaitlyn’s magical home with two friends during our Smith College reunion weekend. The house is historic, charming, cozy, and comfortable. The beds are comfortable and we rested well. The sounds of birds chirping and the many thoughtful details throughout the house made us feel welcome and at home. I hope to return!

An 18th century farmhouse
What a beautiful, idyllic getaway Susan offers for her guests. A kind welcoming soul who provides a stay that brings you back in history – we had the most lovely time!

Amherst Treehouse
We were three couples coming together for a college reunion in the area. The house fit our needs perfectly with plenty of space to relax and cook. The fireplace was a godsend during a May nor'easter. Victoria left detailed instructions and welcomed us with thoughtful touches like popcorn and local restaurant recommendations. We just can't recommend it enough if you're looking in the area. Our only regret was that we were unable to enjoy the outdoor fire pit given the weather.

The Walnut Apartment
Very cute apartment and more than what we needed for a one night stay on a wedding weekend! The downstairs has a charming sitting room and spacious kitchen with fridge, stove, and laundry. The stairs were a bit steep so be cautious! Upstairs a comfy soft bed with window AC and a large bathroom with clawfoot tub/shower. Jennifer was very nice about our last minute request to check in early to change for a 4 PM wedding. We would stay here again if we come back to the area! Thanks so much!

Vermont Mirror House
I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.

Private 2-bedroom with amazing views near Amherst
Everything was as described, there were no surprises! The place was just what my family needed. We were in town for a lacrosse tournament at UMASS which was only 15 minutes away. Beautiful area and a beautiful home! Micheal was a great host. Would definitely stay again!
Kid-Friendly apartment rentals

Briggs Cove: Private & Lovely 1st floor apartment
This first floor apartment is wonderful- homey, well equipped, on a quiet friendly street with lots of greenery, peaceful and easy. Parking was a breeze in a well marked space and the location is convenient to all things in and around Easthampton and Northampton, with good walking destinations, restaurants, and more. Rocky has many thoughtful touches and the kitchen was so well outfitted, I was sorry I didn't stay longer to do some cooking there!

Warm & Stylish Apartment w/laundry - walk to DT
Heather's place is amazing...very spacious and was great for my two week stay for work. It really great it is so close to the highway and also local restaurants and shopping. Will definitely stay again if I am in the area.

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.

Top floor heart of downtown historic architecture
Great place to stay in downtown Northampton! My coworkers and I stayed here for a conference. Plenty of room, great looking place. Right in downtown so you can walk anywhere.

Sunny carriage house apartment
We had a great time at this lovely spot! Erin was a very kind and responsive host, and the apartment was just as described :)

The Bailey's Apartment
This is my second time staying here and I had a wonderful stay, again! The place is super clean and exactly as described—comfortable, quiet, and perfect for my trip. The hosts are so friendly and welcoming, making my family and I feel right at home from the start. Communication was easy. I’d definitely stay here again and highly recommend it to anyone looking for a clean, cozy spot with amazing hosts!

The Old Parish Hall, right in down town!
cool decor, warm welcoming environment. the location is fantastic. the only thing I would caution folks about is that there are a lot of steep stairs, even inside the house to go from room to room. not for everybody, but we will definitely stay with Virginia again.

Gorgeous Getaway
Don’t miss an opportunity to stay at this beautiful home! The hosts have thoughtfully prepared their home for you to walk in and feel right at home. Communication is terrific. Nothing is left to guess. Thank you for a wonderful stay!
Child-Friendly Holiday Condos

Posh Pad in The Business District
Obinna is a great host and this apartment is so comfortable and lots of space to stretch out. Fully stocked kitchen and there are fantastic restaurants within walking distance. Two 65", high end tvs and the mattresses on the beds are sooo nice. Obinna puts effort in where a lot of hosts cheap out, which really makes this pad special. It's tough to get an open spot here on the calendar, but, if get the chance, make your reservation here. It's the best in the area.

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.

Lovely 1bedrom apartment with screened in porch
Beautiful and very clean space! We had the most wonderful long weekend at Goran's apartment. He was so responsive and super friendly... cannot recommend enough. We will be back!

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

Private & Quiet Studio Apt. in Vermont
We are repeat visitors. Staying here is always a pleasure. The apartment is wonderful. Just as described and perfect for day trips or just staying in. Mary and Lance are friendly and courteous. Hope to be able to stay here again when 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.
Destinations to explore
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- Six Flags New England
- Monadnock State Park
- TPC River Highlands
- Bushnell Park
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Brownstone Adventure Sports Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Brimfield State Forest
- Norman Rockwell Museum
- Dinosaur State Park
- The Shattuck Golf Club
- Beartown State Forest
- Mohawk Mountain Ski Area
- Hartford Golf Club
- Bright Nights at Forest Park
- Bigelow Hollow State Park
- Douglas State Forest
- Hancock Shaker Village
- Mount Sugarloaf State Reservation