
Family-friendly vacation rentals in Stoddard
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Top-rated family-friendly rentals in Stoddard
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Stoddard family-friendly rentals
Family-friendly home rentals with a hot tub

Brookview Lodge, Killington, VT
Great place to stay for access to Killington. hot tub was great to relax in and living room was cozy after skiing.

5BR Chalet in Historic Town bet Killington & Okemo
We had an issue with our previous rental and needed to find a place to stay that is pet friendly and available. Rad and Carol responded quickly to our reservation request. The house was made available to us early in the day and hot tub prepped last minute for us to enjoy! The Chalet is beautiful and spacious, the location is private and relaxing. The wood stove kept us warm and cozy while we enjoyed watching light snow fall. We would definitely stay there again and bring our family with us!

Top of the World! Jacuzzi! Private Hiking Trails!
Nice place thanks Mike

Secluded Farmhouse Retreat - stunning views
This was a great home away from home. Wish it didn’t rain as much as it did. We really wanted to walk the grounds more. Inside was cozy and warm. Anything you needed it was there. Definitely thinking about coming back in the winter because it would be a perfect winter wonderland. Thanks again Sophon

Okemo Ski Chalet with Hot Tub
Bob’s place is great for several families. Many bedrooms, multiple bathrooms, great amenities and close to skiing!

Cozy Award Winning Farmhouse - hot tub and sauna!
Very beautiful home and lovely host! Would recommend!

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.

Home On The Hill
Bryan and Monica are excellent hosts and myself and those who stayed had an awesome experience over the course of the 6 weeks we spent at their location. We would highly recommend staying at their properties and plan on spending more time in the area again soon.
Family- and pet-friendly home rentals

Cozy Log Cabin near Stratton/Mt. Snow-pet friendly
Christina was an excellent host who ALWAYS responded to any of my questions or concerns immediately and courteously. Her space was exactly as described and very spacious as well as a fantastic environment for a group to get together and have a great time! I highly recommend Christina’s place for a great time with a large group, she is the ideal host who works tirelessly to provide an amazing space for her guests!

Lilac Ridge Farm House
We had a great stay at Lilac Ridge! The house was near and spacious, plenty of room for our family. We stayed in quite a bit and enjoyed the farm (including a visit with the calves!) and the house. The little farm stand had some nice things, including fresh eggs, maple syrup, honey, and soap, all local. Ross and Amanda were super responsive and took care of all our needs. Thanks so much!

Farm House Apartment on a Working Cattle Farm
I’m in love with this place! Highly recommend and I will definitely be back. Love the deck overseeing the hills and the fireplace that kept us cozy indoors! The place was pristine!! The cows alone are worth the trip. Good for a group of friends or a family trying to have a relaxing weekend! No regrets!!

Apartment on Main Street
This was a very spacious and cozy spot! A perfect place for a quiet weekend getaway with proximity to hiking and/or skiing/snowboarding. There were many books, games, and puzzles available to peruse and enjoy as well.

1850's VT Farmhouse on the River
We had a great experience with Erin and our stay! Erin was incredibly friendly and welcoming. She made sure to respond promptly to all our questions and requests, which really made us feel at home. Erin went above and beyond to accommodate our needs, ensuring we had everything we required for a comfortable stay. Her genuine care made our experience truly special. If you're looking for a wonderful host and a cozy place to stay, I highly recommend booking with Erin.

The Carriage Barn
We recently enjoyed a lovely stay at The Carriage Barn in Guilford. Our host, Katherine, was very responsive to everything we might have needed during our visit: a very easy check in and out process, detailed instructions on how everything worked, items for our comfort (a gift of delicious chocolates, many fluffy towels, silky sheets, etc.), and was easily available via texting. The photos of her restored historic barn are very accurate - it's a beautifully designed renovation and is decorated with lovely art pieces, cozy furniture, and a huge library of books for your enjoyment. The tv works great and so does the WiFii. We traveled with our small dog and there is a baby gate available that easily snaps onto the staircase posts so I was not concerned about my dog's safety.. Best of all is the beautiful views of the gorgeous Vermont countryside. You'll see lovely sunsets here and spectacular sunrises. It's a great spot to truly relax.

Buckland House - A World Apart
House is really awesome! We had a fantastic time. Definitely recommend.

Apple Blossom Cottage: A Tiny House
We enjoyed our stay at Domenic with 2 kids on school break! The tiny house is just as described, colorful, well organized and very comfortable. We enjoyed making a fire outside on a beautiful spring evening and checking out the peacocks!
Family-friendly home rentals with a pool

3 Bedroom Suite at Upper Pass Lodge
The staff of Upper Pass lodge was super friendly and helpful! From the hotel staff, restaurant crew, and house keeping- everyone was fantastic. They really take Vermont hospitality to the next level. We hope to visit with them again soon.

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!

6 BR Perfect Private Retreat in Vermont!
Large house in a very remote area. Approximately 70 acres. It was very relaxing and was nice to enjoy the pool which was professionally cleaned before arrival. The master bath has an incredible view of the mountains and an enormous shower. Pool table was fun and well taken care of. We stayed on probably one of the hotter weekends and the house cooled down at night pretty well just by opening the windows. Most rooms had ceiling fans if no other fans were provided. I can imagine this house would be amazing in the winter or fall too. With the screened in fireplace room and additional fire place inside the main house. You’re also close to 2 ski mountains each about 18 miles away. I could see myself renting again in the future. Thanks again

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee
Mikes place was a great stay while in. New Hampshire. Lots of stuff to do on the lake and everything you need is within walking distance!! I nightly recommend this condo on the lake

Walk to Okemo Ski Lift - Private Classic VT Ski Ch
Our family really enjoyed our stay at the trailside chalet! A quick walk up the road to the ski lifts and plenty to keep us entertained after a day of skiing. We really enjoyed the fire place and pool table!! Prescott was a great host, quick to respond to our questions.

Bright, Large, Spacious Family Home
We had a very relaxing stay. Plenty of space to stretch out. Located within 10-15 min. of Keene State activities, the purpose of our trip. Bryan was a wonderful host. Very responsive. Instructions were clear, directions very helpful. Everything we needed!!

One Bedroom Suite Near Okemo
Great little studio . Lots of nearby dining options, and a short drive to Okemo.

Dana Road House Sunlit VT Country Home w/HotTub
Kat’s house on Dana road was the perfect place for our vacation to Vermont. Our family appreciated the clear instructions, helpful hints, and well thought out amenities. We really liked the Whisper Hill products in the bathrooms and made sure we went to the store in Quechee to buy some of the lotion before we left. We have stayed at a lot of AirBnB’s, but the house on Dana road was the most well equipped out of all of our stays!
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- Okemo Mountain Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Pats Peak Ski Area
- Monadnock State Park
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Tenney Mountain Resort
- Mount Sugarloaf State Reservation
- Canobie Lake Park
- Manchester Country Club - NH
- Nashua Country Club
- Baker Hill Golf Club
- Hooper Golf Course
- Bear Brook State Park
- Bretwood Golf Course
- Veterans Memorial Recreation Area Ski Hill
- Dartmouth Skiway
- Mount Sunapee Resort
- Hildene, The Lincoln Family Home
- Ekwanok Country Club
- Bromley Mountain Ski Resort
- Brattleboro Ski Hill
- Campbell's Scottish Highlands Golf Course