
Kid-friendly holiday rentals in Dover
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Top-rated family-friendly rentals in Dover
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Popular amenities for Dover family-friendly rentals
Kid-friendly house rentals

Stunning Views of Okemo - 3 Bedrooms, 3 Bath Home
I can only say wonderful things about this property! Everything was beautiful both inside and out. The house was very clean and organized and was also extremely well stocked. Anything that we needed we found in this house. And everyone in our group said the beds were very comfortable… which is very important to me! Erik was great with communication and very proactive. He sent us a note about a week before we checked in that had everything we needed to know; it was quite helpful. I highly recommend this home….and as an added bonus, the view is spectacular! You will not be disappointed if you stay here!

Modern 3-bedroom A-frame in Londonderry w/ Pond
We loved our stay here!! It was the perfect getaway for a long weekend. The property is beautiful and private but close to anything that you might need. The kitchen was super well stocked, beds were comfy, and we really appreciated the firewood supply. Nikki & Topher were great hosts - extremely responsive to all questions we had and proactive about check in/check out instructions. Would definitely come back!

Vermont Sugar House Retreat
We relaxed and unplugged at this comfy, rustic cabin. Private and secluded but still close to town and restaurants. The fireplace was a delight. We also made use of the well-equipped kitchen. Slept well in the beds and chilled on the couch, watching Netflix in both areas. Great jumping off place for our Vermont excursions.

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.

Wilmington A-Frame- Cozy and Convenient
This spot is absolutely perfect to be on a quite spot to enjoy nature but still right within walking distance of the center of Wilmington. The cabin itself is beautifully appointed, gorgeous, and super comfortable. Due to rain we ended up spending most of our time inside relaxing and watching movies, and have zero regrets about it. The host was also extremely friendly, helpful and responsive. I'll definitely be coming back again and recommend this for a Wilmington get away weekend!

Lawrence Cottage
We loved staying at this cozy home. It had beautiful grounds and we enjoyed sledding and walking around thoroughly and made a cozy fire to warm up after being outdoors. The hosts left fresh eggs, milk, coffee and other treats. Overall it was an excellent experience.

Cozy Condo near Mt Snow
My family and I had a great stay at John’s place. It was just as described and in a perfect location, located just a few minutes from Mount Snow and surrounded by all of the great restaurants that West Dover has to offer. The space was spotlessly clean and super comfortable to relax after a long day of skiing. John was very communicative and friendly and even left some treats for us upon arrival which was much appreciated. This might be our new top pick of places to stay when we are in the area!

Family Downtwn Retreat Wilmington-HotTub Firepit
We had a wonderful trip down to Wilmington for a college graduation. The area is beautiful and very close to amazing restaurants and shops. The house has plenty of space but still has a cozy feeling. Very well set up for family entertainment.
Family-friendly apartment rentals

In town, newly renovated studio with private deck
stayed here the night before my wedding and carrie was such a great host! she was so accommodating and the space was beautiful. there were so many little touches that made our stay amazing! would stay here again!

Private Apt. on Farm, Hot Tub with views!
Amazing view, great and comfy Airbnb. The hot tub is such a nice plus with the incredible view over the mountains. It was so well equipped we had most of our meals in the Airbnb because the kitchen was so functional. I highly recommend this Airbnb!

Private two-bedroom suite within a two-story house
Lovely home in a peaceful secure neighborhood. Very easy to find and the instructions for entering the space were excellent. The apartment was exactly as pictured - very comfortable and spacious. We were there for 1 night - the beds were very comfortable & the space was spotless. Highly recommended if traveling through the area.

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 with a view
Excellent place, great hosts. Easy. Just what we wanted.

Contemporary forest eco-retreat, mountain views
We had a great visit! Millicent and Tony were very welcoming and responsive when we had questions, and the space was great—comfortable and a great view (when the weather cooperated). The recycling/composting rules are involved but they provided extensive explanations that made it easy to do the right thing. It was a chilly weekend but we stayed cozy, and the location was great for exploring Brattleboro and the surrounding area. We'll be back!

The Beer Diviner Brewery Apartment
Cindy was great with communications, and gave me all of the instructions I needed to make it a pleasant stay for me, my dog, and the hosts. I stayed Friday and Saturday nights, and enjoyed the craft beer and locally made sourdough pizza in the evenings with a talented musical duo playing on Saturday night. The taproom closes at 8pm, and after closing time the apartment is very quiet and peaceful. The apartment is cozy with attractive furnishings and a comfortable bed, but it is not a place for people with mobility challenges. There are 17 steps up to the apartment, and the shower in a free-standing claw-foot tub doesn't have handrails. I enjoyed my stay, and give it a 5-star review for physically fit singles or a couple!

Cooper's Place
This is our second stay at Kim’s house. It is the perfect private spot, not too far from town or country. It’s a small space, good for 2 people!
Family-friendly apartment rentals

Main St Escape | Explore Downtown Ludlow
Clean, great location, easy check in/out, and friendly host - would definitely stay again.

Mount Snow Ski Chalet
Great place to stay. There are no Ubers the week we stayed there and we should have rented a car. But the place was great.

Slopes N Seasons | Trailside Condo at Mount Snow
We loved our stay! Everything was immaculate. New. Even ready with some fun board games and a Bluetooth speaker. The location was excellent, and we had a great time! We definitely recommend and would stay again.

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.

Condo w/ great amenities 4-seasons! Ski in Ski out
Excellent location and central to all things fun in southern Vermont. Loved the sports center amenities. Very peaceful considering it was end of mud season and not busy at all. We used the pool, workout facilities and locker room. Even had a fireplace we could use ! Christine was incredibly responsive and welcoming. Would recommend to others and would stay again if in the area.

Ski Condo 5 Min from Mt Snow
Lovely home, looked just as described, very responsive/ accommodating host. Stunning Mountain View’s whichever direction you drive. Will definitely be coming back here!

Four Seasons Slope-side Getaway at Mount Snow
Dean and Tina are excellent hosts! We had a great weekend on the mountain. Their home is very comfortable and awesome location.

3 Bedroom, 2 Bathroom Condo, 2 Mins to Mount Snow!
Great location and perfect house to stay in
Quick stats about holiday rentals that are kid-friendly in Dover
Total rentals
140 properties
Nightly prices starting at
₹7,721 before taxes and fees
Total number of reviews
6K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
40 properties have a pool
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Albany Center Gallery
- West Mountain Ski Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- The Shattuck Golf Club
- Dorset Field Club
- Pineridge Cross Country Ski Area
- Clarksburg State Park
- Canterbury Farm
- Hildene, The Lincoln Family Home
- Ekwanok Country Club