Family-friendly vacation rentals in Greenwood

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Popular amenities for Greenwood family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
An inviting outdoor pool area features a hot tub bubbling with water, surrounded by lush trees. A larger swimming pool is also visible in the background, along with lounge chairs positioned along its edge. The serene atmosphere is complemented by ample greenery.
Condo in Bartlett
4.87 out of 5 average rating, 303 reviews

Attitash Studio | 5min to Storyland| Pools

JasmineRating, 5 stars2 days ago
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 ^-^
Superhost
A serene lake reflects the surrounding mountains under a clear blue sky. The still water mirrors the lush forests and gentle hills, creating a harmonious blend of nature. Soft clouds are visible above the landscape, adding depth to the tranquil scene.
Home in Tamworth
4.82 out of 5 average rating, 99 reviews

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim

KarenRating, 5 stars1 month ago
We had a wonderful time. The house was perfect. It was a short walk to the lake. Very peaceful and quiet. Loved having 3 full bathrooms. It was a short drive to Conway for shopping and restaurants.
Guest favorite
An aerial view showcases the cozy ranch home nestled in a vast pasture, surrounded by vibrant autumn foliage. The backdrop features rolling mountains under a clear blue sky, while winding roads and scattered trees create a picturesque rural scene.
Home in Newry
4.95 out of 5 average rating, 159 reviews

Brownie- Comfy Modern Ranch Home w/Hot Tub

TimothyRating, 5 stars3 months ago
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.
Guest favorite
A spacious room features a large bed with plush bedding against a warm-toned wall. A relaxing jetted tub is positioned beside it, with soft lighting provided by bedside lamps. A window allows natural light to enter, enhancing the overall calm and comfortable ambiance.
Apartment in Bartlett
4.89 out of 5 average rating, 261 reviews

Attitash Retreat

ZaneRating, 5 stars1 week ago
Had a great time peaceful get-away with great mountain views. Climbing,swimming,snowboarding, and all outdoor sports within close distance. I would definitely stay again
Superhost
A cozy cabin interior is displayed, featuring a spacious bed covered with a plaid blanket. Two armchairs are positioned near a small table, while a television is mounted on the wall. The wooden walls and warm lighting create a welcoming environment.
Cabin in Jackson
4.81 out of 5 average rating, 980 reviews

Cozy Wooded Cabin/private hot tub/fireplace/river

MarieRating, 5 stars1 week ago
The cozy cabin was just that! It was so clean and was even better than the pictures! The bathroom was large with a nice shower and the outdoor area was great! The kitchen is tiny (which we expected) so it’s much easier to cook outside/use the grill. There are so many great trails and things to do within 10-20 minutes from the cabin.
Guest favorite
The exterior of the multi-story condo is depicted, surrounded by lush greenery and tall trees. A well-maintained lawn provides an open area, with a picnic table visible in the distance. The building features multiple balconies, offering outdoor space for guests.
Condo in Bartlett
4.84 out of 5 average rating, 357 reviews

Quiet Condo Close to Shopping and Attractions

KeighleyRating, 5 stars2 weeks ago
Amazing place! Clean, lots of amenities, and the place had all the basics you could need! I will definitely be referring friends and returning for future trips!
Guest favorite
A private deck area showcases a hot tub, emitting a soft blue light. Two chairs are positioned nearby, with a decorative cushion displayed on one. Lattice fencing and greenery provide privacy, creating an inviting setting for relaxation at night.
Apartment in Topsham
4.87 out of 5 average rating, 548 reviews

Cozy hot tub haven

AshleyRating, 5 stars1 week ago
Wendy’s place was really nice and the hot tub is very private.. we definitely got our usage out of it… Wendy herself was extremely kind and open minded. She didn’t rush us out come check out, instead, she encouraged us to stay a little longer and enjoy the hot tub before our long journey back home.. she gave us good tips about golden gems only locals know about 🥰 She did have a cool book to share reviews but I didn’t have a pen.. also we left grape soda in the fridge from Canada for the next person to try!! Thanks again Wendy 5⭐️
Superhost
A newly renovated kitchen features a spacious wooden island with seating and modern stainless steel appliances. Open shelving showcases dishware, and a nearby window allows natural light to enhance the wood-paneled walls, creating a rustic yet functional cooking space.
Cabin in Conway
4.86 out of 5 average rating, 326 reviews

Owl-Pine Ski Lodge: Rustic Cabin w/Hot Tub

AllisonRating, 5 stars2 weeks ago
The cabin was beautiful and spacious. Definitely can see all the updates and renovations that have been made. Rustic but with all the modern comforts. We were only there a couple of days but fit in an outdoor fire pit and hot tub! Wish we had a few more days off to enjoy more- but we made the most of it. I take any family time i can get! Thank you!

Family- and pet-friendly home rentals

Superhost
The exterior of a spacious cabin is surrounded by lush greenery, featuring a combination of wood and stone materials. A front balcony is visible above the garage, set against a backdrop of trees. The driveway leads up to the cabin, creating a welcoming entrance.
Cabin in Intervale
4.86 out of 5 average rating, 357 reviews

Large and lovely mountain cabin near North Conway

MeaghanRating, 5 stars4 months ago
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!
Guest favorite
A rustic cabin is nestled among tall trees, showcasing wooden logs and a slanted roof. Sturdy stairs lead to a porch, where a warm entry invites nature lovers. Leafy surroundings create a serene atmosphere, highlighting the cabin's rustic charm.
Treehouse in Conway
4.95 out of 5 average rating, 582 reviews

Tree House at the Shire

EliRating, 5 stars1 month ago
What a wonderful, peaceful oasis! The treehouse at the Shire is just incredible! The hosts were very welcoming and communicative. The grounds and property are just stunning. There are also trails and a trail map to adventure on the property. They also have a very sweet pup, Bo, who became best friends with my dogs (after a friendly introduction and me asking if he was free to play). I can’t say enough positive things about this place! Great location to hike and have a peaceful respite, but close to restaurants too! Also, LGBTQ+ friendly!
Guest favorite
A tranquil lakeside scene captures a small dock with a chair and table set under the warm glow of sunset. Surrounding greenery frames the view, enhancing the serene atmosphere of the water, which reflects the soft hues of the evening sky.
Cottage in Fayette
4.97 out of 5 average rating, 101 reviews

Classic Lakefront Maine Cabin

CarolRating, 5 stars8 months ago
What a beautiful location! David is a great host. He made sure we had good directions, tips for the area, and was quick to answer any questions. The lakeside cabin has absolutely everything you need to have a peaceful, relaxing vacation. The view of the lake is spectacular. The cabin is very clean, has a well stocked kitchen, comfortable beds and Echo lake is a gorgeous pristine lake. Every morning, we enjoyed our coffee on the dock. We swam, kayaked, canoed and even tried out the paddle boards that came with the house. We would love to come back! Thanks!
Top guest favorite
A floral-patterned armchair is positioned on a textured area rug, providing a cozy seating option. Behind it, a glass console table with blue accents adds a pop of color. Natural light filters through partially draped windows, illuminating the inviting space.
Apartment in Gorham
4.95 out of 5 average rating, 177 reviews

The Banker's Suite

CarlRating, 5 stars2 weeks ago
We had an excellent time during our stay. The location is walkable to restaurants and even hiking trails. There is a pottery store on the first floor (The Groggy Rabbit) we had a fun afternoon painting ceramics. The apartment is a LARGE one bedroom and plenty of space for our family of four with two young kids. Thank you Liz for a wonderful stay, we look forward to returning soon!
Guest favorite
A log cabin exterior is illuminated by warm string lights, creating a cozy ambiance. The structure features a covered porch with rocking chairs and a dining set, surrounded by lush greenery and a well-maintained lawn. A fire pit adds to the outdoor space.
Cabin in Intervale
4.91 out of 5 average rating, 227 reviews

Country Cabin Getaway in the White Mountains

AndreaRating, 5 stars2 weeks ago
This cabin was just as described and perfect for two couples. We liked the added privacy of having one bedroom upstairs and one down. The layout made it feel spacious but it was still cozy and very clean and comfortable. Also very close to some of our favorite spots (like Ledge Brewing and The Sunrise Shack). Would definitely return!
Top guest favorite
Home in Eaton
4.97 out of 5 average rating, 314 reviews

White Mt Retreat with New Kitchen and Beach Pass

TonyRating, 5 stars1 month ago
The listing, the communication, the home, the location…all exceptional. Haven’t had a nicer place than this in a while. It was quiet and very comfortable. Minutes from great food, shopping, and things to love in the North Conway area. Very much recommended
Superhost
Cottage in Freedom
4.79 out of 5 average rating, 483 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Leigh AnnRating, 5 stars2 weeks ago
Helen was actually wonderful. She returned calls and everything. It was a great place to stay beautiful and hope to stay there again someday.
Top guest favorite
A charming red cabin is set amidst towering pine trees, featuring a spacious wooden deck that wraps around the front. The façade showcases large windows that invite natural light, and a welcoming entryway leads inside.
Cabin in West Ossipee
5 out of 5 average rating, 101 reviews

Cluck's Cabin-Lakes/Mt Wash Valley

BlakeRating, 5 stars2 weeks ago
Perfect base for outdoor activities in the area. The house is tucked away in the woods with beautiful mountain views right outside the front window. Host was proactive and flexible. Highly recommend!

Family-friendly home rentals with a pool

Guest favorite
A private outdoor deck features a red Adirondack chair overlooking expansive green landscapes and distant mountain views. Soft lighting is provided by lanterns hanging from a sturdy wooden pergola, creating a peaceful setting for relaxation in nature.
Condo in Intervale
4.94 out of 5 average rating, 169 reviews

Upscale retreat w/ panoramic White Mountain views

ChrisRating, 5 stars8 months ago
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!
Top guest favorite
An indoor pool area is featured, surrounded by large windows allowing natural light to flood in. Lounge chairs are spaced around the pool's perimeter, and the ceiling is adorned with warm wooden panels. The pool's surface reflects the inviting ambiance of the space.
Condo in Bartlett
4.96 out of 5 average rating, 184 reviews

★Spacious, Updated, Beautiful Condo @ The Seasons★

JoshuaRating, 5 stars4 months ago
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.
Guest favorite
An indoor pool area features a rectangular pool with smooth edges, surrounded by a spacious deck. Lounge chairs are arranged along the walls. Large windows provide ample natural light, and wooden paneling adds warmth to the setting.
Apartment in Bartlett
4.8 out of 5 average rating, 119 reviews

Storyland, golf, hiking, kayak and more

CindyRating, 5 stars3 months ago
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.
Guest favorite
A wooden playground structure is displayed with a slide and swings, set on a sandy area. The structure features a playhouse design beneath a slanted roof, surrounded by green grass. Nearby, laundry is hung on a clothesline, and trees form a natural backdrop.
Condo in Bartlett
4.92 out of 5 average rating, 461 reviews

Across from Storyland & in the Heart of the Mtns

MonamiRating, 5 stars3 weeks ago
Beautiful place, has everything you might need. Very convenient location , close to storyland, restaurants and convenience stores . The restaurant recommendations from the host were great
Top guest favorite
A view from a small deck captures lush green trees and rolling hills under a colorful sunset sky. The landscape showcases shades of orange, pink, and purple blending into the clouds, providing a serene backdrop to the peaceful surroundings.
Condo in Intervale
5 out of 5 average rating, 92 reviews

Spectacular Mountain View’s

Thomas J.Rating, 5 stars5 months ago
As a kid my parents brought me and my sisters up to North Conway most of our childhood. It’s a great place with lots of adventures and places to relax for all types. At an age where I want to share those same experiences with my own family, Sandra’s great spot it’s a perfect location. It’s cozy, clean, has great views off the balcony, and she really went above and beyond to make sure we knew where things were (at the condo and around town). Looking forward to going back again in the future and would happily recommend this Airbnb to others.
Superhost
An outdoor pool is center stage, surrounded by a wooden deck that extends to a grassy area with playground equipment visible in the background. A patio table and chairs, along with an umbrella, offer shaded seating options nearby.
Home in Bethel
4.91 out of 5 average rating, 45 reviews

Caribou Run Private Retreat with Mountain Views

RobinRating, 5 stars3 months ago
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.
Guest favorite
A comfortable living area is presented with a dark leather sofa and two wooden lounge chairs. Soft lighting from lamps creates a warm ambiance. A coffee table stands at the center, and large sliding glass doors open to a view of the outdoor grounds.
Condo in Bartlett
4.89 out of 5 average rating, 264 reviews

Intimate Garden Style Condo with Mountain Views

MollyRating, 5 stars4 months ago
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!
Superhost
The open-concept living area features a spacious kitchen with wood cabinetry and upgraded stainless-steel appliances. A center island offers seating alongside a dining area with a high-top table. Large windows provide natural light and views of the surrounding mountains.
Condo in Newry
4.98 out of 5 average rating, 54 reviews

Np 3-312

RichardRating, 5 stars16 months ago
Great place to stay, clean and well equipped. Be prepared to walk up three LONG flights of stairs but worth it. The outdoor community pool was not very warm and the gas fireplace was not an easy start. The kitchen was well equipped and the whole unit was very clean and extremely comfortable. Communication was excellent. Looking forward to a return trip. Listing claims there is NO hair dryer but there is one. Pretty enjoyable stay.

Quick stats about vacation rentals that are family-friendly in Greenwood

  • Total rentals

    120 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 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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