
Family-friendly holiday rentals in Greenwood
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Top-rated family-friendly rentals in Greenwood
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Popular amenities for Greenwood family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim
The place is clearly well taken care of with attention to detail. This would be a great place any time of year. Miriam and the home were very accommodating. I would return to this location with great peace of mind.

Brownie- Comfy Modern Ranch Home w/Hot Tub
We love staying at the Brownie. It’s a great home for any active family that appreciates a quiet surrounding. Great home and so close to SR. It can’t be beat.

The Right Stuff Rental - Custom log home
2nd time staying here for a guys ski weekend! everyone was stoked to stay here again! it is in great proximity to sunday river and 2 doors down from the matterhorn ski bar! hot tub was awesome and the ping pong table in the basement was fun! we did alot of cooking at the house and the kitchen and dinning room where very spacious! we all loved that log cabin feel and being in the mountains!

White Mountain Retreat
This was our 2nd time staying at Staci’s place — it is one of our favorite rentals (and we travel a lot!)!! The location is perfect and Staci is super responsive. The home itself is cozy, clean and well-equipped with the essentials plus games. Our family of 4 enjoyed the pool and hot tub, as well as puzzling at the dining room table with the fire going :)

Lakefront Log Cabin escape-boats-fishing-hot tub
Just returned from the most fantastic 2 weeks exploring the US which included a weeks stay at Kiwi Lodge. Where to start? This was exactly as described and the perfect base for exploring Maine. The property was spotless and has all the amenities needed for a comfortable stay. 3 beautiful bedrooms, 2 great sized bathrooms, wonderful living area and kitchen and fantastic games room. Hot tub was brilliant. The location on the lake is just perfect, we had the lake to ourselves and took the canoe out. Nearest town of Farmington has all the shops and cafes you’d need. The communication from Kay was great from the day we booked, and recommendations we took her up on were all absolutely spot on. Thank you Kay and thank you Kiwi Lodge for a holiday to remember!

Best backyard in N Conway w/ hot tub, game room...
We spent a lovely few days at this property enjoying the winter weather at its finest. The house is close to everything but still felt private and cozy. A great choice for families!

Private studio loft, decks and hot tub
I was happy to return to stay at Deb's, this time around in the studio loft. It was very spacious and comfortable and included anything that you might want or need. It was a perfect spot for me to rest while watching ski races at Black Mountain for the weekend. Thanks for being a wonderful host once again, Deb!

Owl-Pine Ski Lodge: Rustic Cabin w/Hot Tub
We just had a wonderful ladie's weekend at Christy's place! We lucked out and got a bit of snow, so the cabin was the perfect cozy spot to spend the weekend with a fire and a puzzle! The hot tub was an extra added bonus! Beds were all very comfortable and living room was super cozy. Very easy ride to downtown for restaurants and shopping for a bit. Would definitely recommend!
Family- and pet-friendly home rentals

Large and lovely mountain cabin near North Conway
We had a great weekend with a blended family of young adults! There was hiking and visiting family also visiting while there! Great space and location!

Sweet 2 bedroom apartment
This is the kind of airbnb I'm excited to visit and support -- really lovely, cozy place with a lot of character and everything we needed to make ourselves at home for a week. The proximity to Chocorua is fantastic and it's a good spring board to the lakes region & and the White Mountains. Becky is fantastic - super friendly, responsive, and kind. The wifi was strong enough for me to work there for a few days and we had all the supplies we needed to cook for ourselves. The only issue was the road noise, which was pretty loud during the day, but thankfully quieter in the nights.

Charming Home Getaway near Sunday River & Hikes
Great communication, easy to work with, great place, great location. Exactly how described.

Large House in the White Mountains, Conway NH
let me start out by saying this house is exactly as described and depicted on the website. plenty of room for 6 adults and 2 bigger kids. enough seating space, kitchen utensils, linens, towels. the game room was a big hit for the old and young boys. the moms lived the warm, cozy sunroof. the house has great windows with lots of light. it was spotlessly clean. a snowplow took care of the storm..plowing and shoveling several times..Judith was easy to work with. instructions , as well as things to do, were available in a binder. we had a great week and all hope to come back here.

Private Maine Camp
Great cabin for my family of 4 and our dog for a quick ski trip. I have 2 boys aged 14 and 11 who loved the loft area. We stayed to ski at Saddleback for 2 days, so was in the cabin l for just breakfast and then evening. Is described accurately in listing. Enjoyed our time!

Cute, Cozy Cabin by the Saco River
Jan’s place was exceptionally clean and well suited for our family ski trip. Everything was thoughtfully decorated and equipped for a stay of our group of 4. She even went the extra mile to communicate with me when I misplaced an item to coordinate with the cleaner and get back to me. Would definitely stay again!

The Owl's Nest North Conway Village
My kids and I had a great time skiing and Daniel’s place was cozy and welcoming to come back to. We had what we needed and the place was clean and host was friendly. Walkable to so many things, too! For a quick trip where we were out and about for most of the day, this was a prefect place to stay.

Locally Owned Pet Friendly N. Lakes One Level Home
As one kiddo said at the end “this is the best weekend ever!” This was the perfect getaway and wished we had more time! Stayed 4 adults and three kids with a dog and had more than enough space! The layout of the house was perfect, as having bedrooms on each side of the house! An incredible area so close to town. 30 minutes to North Conway and just minutes to good food! King Pine is also 20 minutes which has multiple winter activities. The house is also so close to the lake! The space was cozy, had everything you needed, comfortable beds, and what a great surprise to have a dryer for the wet clothes after a day in the snow! Matt was a great host, helpful, fast, and responsive. Would stay here again!
Family-friendly home rentals with a pool

Upscale retreat w/ panoramic White Mountain views
We really enjoyed our stay at Lisa’s house in our white mountains foliage trip. Very quiet and stunning views of the mountains in color right in the living room. Secluded location but very short drive to Jackson and Conway. We would be happy to return again. Highly recommended!

Attitash Studio | 5min to Storyland| Pools
My daughter and I really enjoyed this condo. The surroundings are so beautiful and it’s right up the road from North Conway and Diana’s Bath. Love the pool and hot tub on property. The flooring in the condo felt a bit dirty, like it wasn’t swept/mopped the best before our arrival but everything else was clean and tidy. Hosts were very responsive. Would stay again

★Spacious, Updated, Beautiful Condo @ The Seasons★
The condo was nicely stocked and had everything we needed for our family. Extra blankets in each closet and the beds were so comfortable! Easy to find and very close to the mountain we were skiing at for the week. Clubhouse with the pool was also within walking distance which was a huge plus.

Updated Modern Condo at The Seasons
We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.

Across from Storyland & in the Heart of the Mtns
Highly recommend a stay at Michelle and Jason’s place! It’s a great “home base” for whatever you’re looking to do, whether that be hiking, climbing, skiing, shopping, or exploring any of the charming towns nearby! Michelle and Jason were kind and communicative and their place is so adorable and comfortable! Great stay!

Caribou Run Private Retreat with Mountain Views
Great home for our large family gathering. Great location near Sunday River skiing, Downtown and snowmobile trails right outside the door. We had a great time and will be back.

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!

Million $ views, Hot Tub, Crooked River- Private
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect
Quick stats about holiday rentals that are family-friendly in Greenwood
Total rentals
120 properties
Nightly prices starting at
£60 before taxes and fees
Total number of reviews
4.5K reviews
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
120 properties include access to wifi
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- Sunday River Resort
- Attitash Mountain Resort
- Saddleback Ski Mountain Maine
- Story Land
- Cranmore Mountain Resort
- East End Beach
- Wildcat Mountain
- Fox Ridge Golf Club
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Purity Spring Resort
- Mt. Abram
- King Pine Ski Area
- Diana's Baths
- Omni Mount Washington Resort
- Portland Museum of Art
- Jackson Xc
- Mount Washington Cog Railway
- Conway Scenic Railroad
- Echo Lake State Park
- Sunday River Golf Club
- Wolfe's Neck Woods State Park
- Mount Prospect Ski Tow
- White Lake State Park