Kid-friendly vacation rentals in Greenwood

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Popular amenities for Greenwood kid-friendly rentals

Kid-friendly house rentals

Guest favorite
The open-concept living area showcases natural wood walls and a ceiling, with large windows allowing ample light. A soft sofa and a daybed are arranged around a round coffee table on a striped area rug. A staircase leads to the upper level, visible in the background.
Home in Farmington
4.97 out of 5 average rating, 218 reviews

Carriage House

JordanRating, 5 stars2 weeks ago
The Carriage House was absolutely adorable! I could tell the love Laurie put into the place. 10/10 would visit again if I'm ever in the area!
Top guest favorite
Home in Greenwood
5 out of 5 average rating, 26 reviews

Exquisite Rustic Modern Ski Haus| Bike Park Access

BriannaRating, 5 stars6 months ago
This house is beyond beautiful! Makes for the perfect weekend getaway. The built in speakers were a favorite! Can’t wait to come back.
Guest favorite
An outdoor fire pit is surrounded by eight colorful chairs, providing a cozy gathering spot amidst nature. The chalet-style house in the background features a metal roof and is set against a backdrop of trees, enhancing the tranquil ambiance.
Home in Sumner
4.96 out of 5 average rating, 135 reviews

Quiet and Private in Oxford Hills – Dog Friendly!

RaijueneaRating, 5 stars2 weeks ago
Amazing place, host was super kind and accommodated my family’s last minute booking since we were cancelled on twice that week! We are super happy we found this adorable beautiful place that ended up being better than the other places would have been anyway!
Guest favorite
The exterior of the house is depicted, featuring a charming blue and gray facade. Vibrant pink flowers line the front, and a well-maintained lawn is visible, adding a touch of greenery. The porch displays planters, creating an inviting entrance to the home.
Home in Buckfield
4.9 out of 5 average rating, 203 reviews

The Nifty Village House

AndrewRating, 5 stars2 weeks ago
It was a perfect place to stay for our weekend adventure. The place was very clean and tidy. It was obvious that a lot of work and thought was done to make it a really great home. I would definitely rent again when my travels take me back to the area.
Guest favorite
A bright kitchen area features white cabinets and a light countertop. Sunlight streams through large windows, illuminating a cozy dining set with a round table and four chairs. The hardwood floor adds warmth to the space.
Home in Rumford
4.9 out of 5 average rating, 326 reviews

House in a Mountain Valley Near Hiking & Skiing

ThomasRating, 5 stars1 day ago
Love houses like this-- charming and homey, but clean and updated with all mod cons. Beautiful base for our NW Maine wanderings. Highly recommend!
Top guest favorite
A cozy living room features a light-colored sofa and a coffee table centered on a colorful area rug. A television is mounted on the wall, and natural light enters through a large window, complemented by a door leading outside. A dining table with yellow stools is positioned against a wall.
Home in Bethel
4.99 out of 5 average rating, 112 reviews

Cozy house located in West Bethel

JosueRating, 5 stars2 weeks ago
Great place to stay! Looking forward to stay more times in here…
Superhost
An A-frame cabin is shown, surrounded by snow-covered trees. A spacious deck features seating areas and a hot tub, inviting relaxation. Large windows allow natural light to fill the interior, and a path leads to the cabin, enhancing accessibility.
Home in Harrison
4.9 out of 5 average rating, 307 reviews

EPIC VIEWS, Hot Tub, Pond, River, 14 Acres A Frame

AdamRating, 5 stars1 week ago
Property had amazing views. Inside was beautiful and very clean. Pond and river was nice. Host was quick with any question we had. would recommend.10/10
Top guest favorite
A scenic view of distant snow-capped mountains is framed by a forest of evergreen trees. The clear blue sky highlights the peaks, offering a serene backdrop that emphasizes the natural beauty of the surrounding landscape.
Home in Bethel
5 out of 5 average rating, 14 reviews

Washington View Lodge Hike Bike Swim Relax Sunsets

AlissaRating, 5 stars3 months ago
We had a great stay and the location was convenient to Sunday River. Ample space for our family and good cell phone reception, which meant not having WiFi wasn’t a big deal. Was very nice that the host warmed up the house before we arrived.

Kid-friendly apartment rentals

Superhost
A modern living area features a comfortable seating arrangement with a sofa and accent chairs. A coffee table sits at the center, surrounded by wooden side tables. Warm light is provided by stylish floor lamps, and colorful artwork decorates the walls, enhancing the relaxed ambiance.
Apartment in Norway
4.82 out of 5 average rating, 439 reviews

Remodeled Downtown Norway 1.5 Bedroom, 1 Bath Apt

MonaRating, 5 stars2 weeks ago
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!
Guest favorite
The exterior of a Victorian farmhouse is showcased, featuring classic white siding and multiple large windows. Lush green trees frame the house, while vibrant pink and purple flowers add color to the front yard. A covered porch invites relaxation.
Apartment in Lisbon falls
4.94 out of 5 average rating, 467 reviews

Charming Victorian farmhouse 1880's bedrooms-2

KandiceRating, 5 stars2 weeks ago
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!
Top guest favorite
A carriage house features a light-colored exterior, framed by blooming pink flowering trees. The spacious two-car garage is visible, with large windows on the upper level offering natural light. The surrounding greenery complements the serene setting under a clear blue sky.
Apartment in Chatham
4.99 out of 5 average rating, 200 reviews

Charming Carriage House in the White Mountains

MariaRating, 5 stars1 month ago
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!
Guest favorite
A well-appointed kitchen features light wood cabinetry and a spacious island with seating for two. A small dining table is positioned near a window, allowing natural light to fill the area. Cooking appliances are clearly visible, creating an inviting cooking environment.
Apartment in Lovell
4.93 out of 5 average rating, 132 reviews

Mimi's Mountain Retreat

TraceyRating, 5 stars2 days ago
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.
Guest favorite
An eat-in kitchen features a round wooden table set for four, with mountain-themed decor on the walls. A stove and a wall clock are visible, alongside a cozy living area with leather sofas in the background. Natural light complements the warm tones of the space.
Apartment in Berlin
4.89 out of 5 average rating, 159 reviews

Cozy Mountain View Apartment 15mi to Wildcat Mt!

LincolnRating, 5 stars2 weeks ago
Second time staying, once again nothing short of amazing. Very relaxing and quaint.
Top guest favorite
The exterior of a charming three-story Victorian house is showcased, featuring red trim and an American flag hanging. A spacious porch is visible, accompanied by comfortable seating. Lush greenery surrounds the property, enhancing the inviting atmosphere.
Apartment in Gorham
4.98 out of 5 average rating, 203 reviews

White Mountains Riverfront Studio

ThomasRating, 5 stars3 weeks ago
This was our first time in New Hampshire. Thank you for opening your home to us. It was exactly what we needed to get away, chill and relax. My wife liked the painting above the bed and framed pictures around the studio. The folder was very useful for local recommendations and things to do in the area. We felt very much at home here. It is at an excellent location, with restaurants, cafe's and the cute bookstore next door. The view of the river was so serene and tranquil. We will definitely be back and use this place as our base for the next hiking trip.
Top guest favorite
A serene mountain view is presented, featuring rolling peaks partially shrouded in morning mist. Lush greenery in the foreground is accented by hints of autumn colors, creating a tranquil backdrop against the clear blue sky.
Apartment in Newry
4.96 out of 5 average rating, 113 reviews

Hikers Get-Away (1 BR near AT - w/views)

IanRating, 5 stars1 month ago
I had a great stay at Michael's apartment/condo. The unit was extremely clean, and the kitchen is very well-stocked. It has more than everything you'd need to cook for yourself. And, the view is pretty fantastic, too--it looks right across the valley to Sunday River and up towards Old Speck and the Grafton Notch area. I'd not hesitate to stay again.
Top guest favorite
A compact sleeping area features a queen-sized bed with a decorative white throw. Flanking the bed are two bedside tables, each topped with a lamp. Neutral-colored walls and soft lighting create a calm and inviting ambiance.
Apartment in Windham
4.99 out of 5 average rating, 136 reviews

The Roost - lovely one bedroom efficiency unit

PatrickRating, 5 stars7 months ago
I had an amazing stay! Rachael was a very responsive host, and was very helpful throughout my stay. The location was quiet but within driving distance of all the things I wanted to do, and it matched all my expectations based on the listing. If I’m ever back in the area, I would certainly love to stay here again!

Kid-friendly condo rentals

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 view from the bedroom showcases a large window revealing rolling hills and trees in the background. Soft natural light filters through a sheer curtain, illuminating the room's cozy decor, including a bedside lamp and a plush pillow on the spacious bed.
Condo in Newry
4.68 out of 5 average rating, 243 reviews

Slopeside Sunday River Condo Brookside 2A210

AlexanderRating, 5 stars1 month ago
Great place to stay with an awesome view of white heat!
Guest favorite
A spacious bedroom offers a large bed with a textured white blanket. Natural light fills the room through bright windows, highlighting a decorative plant in a pot. A small table at the foot of the bed is adorned with neatly arranged towels, while light-colored wood flooring adds warmth.
Condo in Portland
4.96 out of 5 average rating, 258 reviews

First Floor Portland Condo 3 Bed 2 Bath + Parking

MichelleRating, 5 stars4 days ago
Lovely space that perfectly fit our needs. Description and photos were very accurate. And it was so clean!
Guest favorite
The living room is furnished with a red sofa and a rocking chair, creating a relaxed seating area. A coffee table is positioned in the center, while a white kitchen can be seen in the background. Natural light filters through sheer curtains, enhancing the space.
Condo in Conway
4.83 out of 5 average rating, 175 reviews

Cozy condo with North Conway at your finger tips!

EricRating, 5 stars3 weeks ago
Thank you for letting us stay with you. We had a fantastic weekend
Top guest favorite
A spacious studio layout is visible, featuring a comfortable bed with a decorative white coverlet. In the background, an inviting kitchen area is equipped with modern appliances. A dining table with four chairs is set near the window, and soft lighting creates a warm ambiance.
Condo in Bartlett
4.99 out of 5 average rating, 142 reviews

KimBills’ on the Saco

SaraRating, 5 stars3 months ago
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!
Superhost
An aerial view displays the expansive snowy landscape of Sunday River, highlighting the ski slopes that wind through the mountains. The condo's location is marked, positioned conveniently near the base area for easy access to outdoor activities.
Condo in Newry
4.92 out of 5 average rating, 104 reviews

Slope Side | Ground floor | Hot Tub, Pool, Sauna

ChristopherRating, 5 stars1 month ago
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.
Guest favorite
A multi-level townhouse is visible against a clear blue sky, with ski lifts transporting guests overhead. The building features a combination of light and dark siding, and balconies are apparent on the upper levels, surrounded by snow-covered ground and trees.
Condo in Newry
4.87 out of 5 average rating, 249 reviews

Sunday River Locke Mountain Ski In/ Ski Out Pool

JessicaRating, 5 stars2 months ago
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!
Guest favorite
The living area is highlighted by a spacious sectional sofa and a wooden spiral staircase leading to the upper level. Natural light fills the space, accentuating the wooden flooring and cozy decor. A coffee table sits centrally, complementing the overall inviting atmosphere.
Condo in Bartlett
4.93 out of 5 average rating, 267 reviews

An Amazing Mountain Getaway!

KelseyRating, 5 stars1 week ago
My family and I had an amazing weekend. Melissa was very responsive and flexible with checking in/out. Everything was clean, plenty of linens and towels, great location, comfy beds. 10/10. We can’t wait to be back!

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ404 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

Destinations to explore

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  2. United States
  3. Maine
  4. Oxford County
  5. Greenwood
  6. Kid-friendly rentals