
Kid-friendly holiday rentals in Greenwood
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Top-rated family-friendly rentals in Greenwood
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Greenwood family-friendly rentals
Kid-friendly house rentals

Exquisite Rustic Modern Ski Haus| Bike Park Access
This house is beyond beautiful! Makes for the perfect weekend getaway. The built in speakers were a favorite! Can’t wait to come back.

The Nifty Village House
We came up for a wedding and could only stay one night... I would love to come back and stay longer and explore the surrounding area and it's natural beauty. The house was spotless and relaxing and had everything you might need for your stay. Highly recommend!!

Deluxe Chalet w/ Hot Tub, Fire Pit, Game Room!
Went with two other families to ski at Mount Abram. This is a great spot. Perfectly situated to start at the west side lift. Fun space. Great open space for families to hang out and fun basement area for kids.

House in a Mountain Valley Near Hiking & Skiing
Love houses like this-- charming and homey, but clean and updated with all mod cons. Beautiful base for our NW Maine wanderings. Highly recommend!

Cozy, pet friendly house located in West Bethel
We stayed here a few times now and is a Great place to stay… awesome place for family vacation and definitely for short work trips. Close to everything and will recommend to anyone for sure. The owners are great people! Thank you everything!!

Riverfront Luxury in the woods, Million $ Views.
Jon’s cabin is a beautiful place to get away from it all. Very comfortable and well designed. We had everything we needed to cook and hole up for a few days. If you decide to drive to the lake, I would recommend 4WD. We had a truck but were not aware of how soft the ground was and ended up needing to be towed out. Still highly recommend! Enjoy your stay!

Sunday River Orchard w/Fireplace, Firepit & Goats!
The cottage was so cozy, clean, organized and had everything we needed! The hosts are so kind and accommodating. The goats were so friendly, and we also had a warm welcome from their dog Tater Tot!

Four Season Western Maine Adventure Base
It was such a pleasure staying here. The moment we walked in we felt like we were at home. We enjoyed the well-equiped kitchen, the beautiful views from the comfortable living room, and breakfast with the Blue Jays, Cardinals, and Chickadees attracted by a well-placed bird feeder. Everything about this place was simply lovely, and Bev's hospitality made it even better. We're already thinking about the next time we can make a trip up to stay here, and you should to!
Family-friendly apartment rentals

Remodeled Downtown Norway 1.5 Bedroom, 1 Bath Apt
The accommodation was cozy, spacious and clean. Parking is conveniently located next to the apartment. Communication with Gabe was prompt and helpful. I would stay here again!

Charming Victorian farmhouse 1880's bedrooms-2
Thoughtfully designed and appointed place - has all the things you need and Marcia makes it very easy to get in and check out. Easy to get to Lewiston, Brunswick, Portland and everywhere in between!

Charming Carriage House in the White Mountains
Right off the bat, Jason was incredibly flexible and accommodating. Kurt was very responsive and made us feel at home. Both always warm and friendly. This gorgeous carriage house is completely stocked with everything you need. From your cooking pans and condiments, to linens and toiletries. Sitting on the back deck and taking in the beautiful views was our favorite part. We are very grateful to both Jason and Kurt for sharing their wonderful carriage house with our family. We can’t wait to come back!

Apt above Ambition Brewing in Downtown Wilton
Enjoy stay beautiful lake , lots of Restaurants, and don't forget to stop at ambitions brewery and chaos coffee I've been here 32 years it's the best place

Mimi's Mountain Retreat
We slept like babies for two nights. The room was very dark and the bed was so comfortable. The shower was awesome and it was spacious and comfortable. We were hoping for the beautiful views but Mother Nature had other plans - rain and fog. Their property is stunning. Sue and Arthur were great hosts. We’ll be back.

Mountain Escape w/ Trails & Skiing
It was a wonderful stay for a weekend trip! Easy parking as well and felt like the place was really well stocked. The hosts are very responsive and clear!

Cozy Mountain View Apartment 15mi to Wildcat Mt!
My first visit to NH & fell in love with the weather. Cute little upstairs home & perfect location which we didn’t have to travel far for Berlin’s HS graduation. Weather was awesome, we used ceiling fans & had doors open while watching a movie in comfortable living room, washer/dryer was convenient. Thanks so much!

White Mountains Riverfront Studio
We really enjoyed Suzanne’s charming apartment. It had everything that we needed and a lovely porch off the kitchen overlooking the river. Great coffee shop next door! Nonna’s Italian restaurant and Big Day brewery are excellent. There is a cool art shop across the street from Nonna’s
Family-friendly apartment rentals

Attitash Studio | 5min to Storyland| Pools
Was a nice peaceful stay for the most part. The pools were nice to swim in although it seems not everyone seemed to want to follow the pool rules. Doesn't help that there were no lifeguards to ensure kids remained safe other than the parents. A few times I saw individuals in the pool water with either glass or an open drink in hand. Saw kids diving into the pool and even witnessed a few hurt themself. But other than that, the hot tub was so lovely to soak in. The arcade room was fun to play in. It was cool to see there was a lot to be able to do in the area for yourself. Definitely wish there was more to do in the area other than the classic tourists spots. A lot of beautiful spots to hike. We ended up checking out Diana's Bath and it was a gorgeous spot to watch cascading waterfalls or have a tiny dip. Would definitely check out this space again and maybe spend a few more days to truly appreciate the environment and mountains ^-^

Slopeside Sunday River Condo Brookside 2A210
Great place to stay with an awesome view of white heat!

Cozy condo with North Conway at your finger tips!
We had a great time! The place was very clean, nicely maintained, and in a perfect location—just a short drive to local coffee shops and great restaurants. The surrounding nature was absolutely beautiful and made the whole trip feel relaxing and refreshing. Highly recommend!

KimBills’ on the Saco
We are a family of four and we stayed for four nights. It was larger than we expected and we were all quite comfortable. We loved that we could ski, swim, and have dinner without getting into our car on an extremely frigid (-17 degree windchill) day! It was a fun atmosphere and we loved our stay!

Cozy 1 BR Resort Condo; Fireplace; Amazing views
Great long weekend stay! Location perfect for trail/gravel biking, hiking, waterfall searching, and fly fishing! Perfect for 2…..great views to Doublehead and black mts. Accommodations were perfect. Kitchen stocked with essentials, large bathroom w separate jet tub…..and adequate hot water capacity to run it. Recommend highly.

Intimate Garden Style Condo with Mountain Views
We had a wonderful stay here! We were up for a weekend to enjoy the snow and mountains and appreciated how close it was to everything we planned. We had a snow storm the second night and the grounds maintenance was perfect, we had no problem walking right out the door. We would recommend heading for a stay!

Slope Side | Ground floor | Hot Tub, Pool, Sauna
Will was a great host before and during our stay. He communicated well with me ahead of time with simple and easy to follow directions to (and instructions for) his place. Will’s condo was perfect for our family of four (children aged 9 and 3). We came up for Spring skiing and enjoyed the annual end of season Pond Skim and festivities in South Ridge which was easy walking/skiing distance from his place. It was great to be able to ski home for lunch and to have a break in the middle of the day. The grounds at Fall Line were awesome as well: our kids loved the common room, games, the pool, and the snow out the back door where they played on a sled. Very comfortable, clean and perfect spot for our first, but not last, visit to Sunday River. Thanks Will.

Sunday River Locke Mountain Ski In/ Ski Out Pool
Great stay at Stephanie’s place - super easy ski on and off location! Cozy and functional first floor unit. Kids loved having access to the outdoor pool!
Quick stats about holiday rentals that are kid-friendly in Greenwood
Total rentals
50 properties
Nightly prices starting at
₹9,519 before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Sebago Lake
- Sunday River Resort
- Story Land
- Attitash Mountain Resort
- Diana's Baths
- Mount Washington Cog Railway
- Fox Ridge Golf Club
- East End Beach
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Saddleback Ski Mountain Maine
- Cranmore Mountain Resort
- Purity Spring Resort
- King Pine Ski Area
- Wolfe's Neck Woods State Park
- White Lake State Park
- Omni Mount Washington Resort
- Sunday River Golf Club
- Portland Museum of Art
- Jackson Xc
- Bradbury Mountain State Park
- Wildcat Mountain
- Mount Prospect Ski Tow
- Conway Scenic Railroad