Family-friendly vacation rentals in New Gloucester

Find and book unique family-friendly homes on Airbnb

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Popular amenities for New Gloucester family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
A warm interior scene highlights rich hardwood flooring and original wooden trim. To one side, a cozy seating area features a light grey sofa. In the background, a dining table surrounded by chairs complements a wooden sideboard, which showcases glass-paneled cabinets.
Home in Portland
4.97 out of 5 average rating, 218 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

StephanieRating, 5 stars1 week ago
Meghan's home was a perfect place to stay for my sister's Bachelorette weekend! The home is located in a quiet community with views of the river and bay, and it was conveniently located with just a short drive into the heart of Portland. We found our stay extremely comfortable, especially on such a cold and dreary April weekend. Meghan had the hottub ready for us with matching robes for all which was a fun surprise. Check in and check out were a breeze. We even took a breakfast recommendation from the guest book (Forage Market, yum!), a tasty experience indeed. Thanks again, Meghan!
Guest favorite
Apartment in Bartlett
4.8 out of 5 average rating, 119 reviews

Updated Modern Condo at The Seasons

CindyRating, 5 stars2 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 hot tub is positioned on a wooden deck, with bubbling water visible. The background reveals colorful autumn foliage and rolling hills, providing a scenic view of the outdoor landscape.
Home in Newry
4.95 out of 5 average rating, 159 reviews

Brownie- Comfy Modern Ranch Home w/Hot Tub

TimothyRating, 5 stars1 month 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.
Superhost
A hot tub is positioned under a wooden pergola, surrounded by a spacious patio area. Red Adirondack chairs are arranged nearby, facing a grassy yard bordered by trees. Soft sunlight filters through the foliage, enhancing the inviting setting.
Home in Conway
4.84 out of 5 average rating, 241 reviews

Best backyard in N Conway w/ hot tub, game room...

KatherineRating, 5 stars2 months ago
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!
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, 547 reviews

Cozy hot tub haven

SethRating, 5 stars1 week ago
Great place. The bed was really comfortable. Hot tub was nice and private and relaxing.
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
4.85 out of 5 average rating, 324 reviews

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

DeborahRating, 5 stars3 weeks ago
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!
Guest favorite
A colorful playground features multiple slides and climbing structures, designed for children. The equipment includes a yellow slide and green climbing walls, set against a backdrop of trees. The playground area is surrounded by soft ground cover, creating a safe play environment.
Condo in Bartlett
4.9 out of 5 average rating, 106 reviews

Bartlett N. Conway, NH condo ski near Storyland

GiovannaRating, 5 stars1 month ago
We loved our stay and couldn't have felt more at home. Condo has everything you need and the hosts were so kind. Plenty of space for our family of 4 but could easily fit 6. Location is ideal for families to explore all Bartlett has to offer. Highly recommend and can't wait to come back!
Superhost
Tiny home in Harrison
4.89 out of 5 average rating, 303 reviews

Million $ views, Hot Tub, Crooked River- Private

DaniaRating, 5 stars1 day ago
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect

Family- and pet-friendly home rentals

Superhost
Cabin in Intervale
4.86 out of 5 average rating, 357 reviews

Large and lovely mountain cabin near North Conway

MeaghanRating, 5 stars3 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
The exterior of the cozy rental home is seen blanketed in snow, showcasing its blue siding and white roof. The large front porch is prominent, while snowflakes gently fall, creating a serene winter landscape with trees in the background.
Home in Bethel
4.96 out of 5 average rating, 116 reviews

Sunday River Bethel Village ! Walk to Restaurants

JillianRating, 5 stars2 months ago
Scott's place was perfect for our small family's ski trip! It was exactly as pictured, had everything we needed for our stay, and was so close to Sunday River (~10 minutes) and right down the road from restaurants in Bethel Village. We would love to stay again on our next ski trip!
Top guest favorite
A mobile home is set within a spacious, grassy area, surrounded by trees and mountains in the background. A white picket fence delineates the property, while a small garden with flower beds is visible. The setting offers a peaceful, rural atmosphere.
Home in Andover
4.98 out of 5 average rating, 123 reviews

Cozy comfortable mobile home on private farm.

ChadRating, 5 stars1 month ago
Deb was wonderful! My wife and were staying for the weekend and Deb made us feel right at home. She was very personable, gave us total privacy, and had very clear instructions and even recommendations of all the wonderful areas to visit including Mills Market 1 mile down the road. Her price was beyond reasonable and I would HIGHLY recommend anyone wanting to stay in the Andover area to stay here! The reviews don't lie, book it now!
Guest favorite
An outdoor area features a wooden picnic table set among a forest of green trees, with a view of the two-story home. A stone fire pit is visible nearby, and stairs lead up to a covered entrance.
Chalet in Bartlett
4.77 out of 5 average rating, 118 reviews

Ski-In/Ski-Out Attitash! Base of Abenaki Quad!

SangbumRating, 5 stars2 months ago
Cozy, clean place. Great location for ski in/out. Attitash Abenaki lift is just right next to back yard. Owner communication is excellent. We had wonderful time with kids during our ski trip! Thanks Donald.
Superhost
A charming yellow house with white trim is featured, surrounded by vibrant foliage. The welcoming porch area is framed by greenery, while a sign indicating 'Pianoforte' is prominently displayed at the front. The roof has a gentle slope, and the layout suggests a cozy residential atmosphere.
Apartment in Chocorua
4.82 out of 5 average rating, 203 reviews

Sweet 2 bedroom apartment

MacyRating, 5 stars7 months ago
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.
Guest favorite
A yurt is set against a wooded backdrop, surrounded by trees. A wooden deck features a seating area and an umbrella, providing shade. Access to the deck is facilitated by a small ramp, ensuring easy entry.
Yurt in Lyman
4.93 out of 5 average rating, 262 reviews

Fire Fly Yurts on Funky Bow Lane

KaylaRating, 5 stars6 months ago
Absolutely love this place! The life of the brewery and the community is simply unmatched :) the hosts were warm, friendly and super responsive
Top guest favorite
A well-maintained backyard garden features a stone fire pit surrounded by seating. Flower beds with various plants provide color and texture. A wooden swing set and a shed are visible in the background, with a stone path leading through the grassy area.
Home in South Portland
4.91 out of 5 average rating, 116 reviews

Cottage style home 2 blocks from the beach!

KatieRating, 5 stars6 months ago
We had a wonderful girl's trip staying in Diana's house! We walked to the beach and to Scratch bakery (twice). The house was perfect for the five of us with a great sitting area to hang out and chat. The house was clean and the instructions for cleaning up were easy to follow.
Guest favorite
A single-story home is set amidst lush greenery, featuring a metal roof and a bold red front door. Stone accents are visible on the exterior, with potted plants placed by the entrance and tree coverage providing a natural setting.
Home in Tamworth
4.91 out of 5 average rating, 148 reviews

Locally Owned Pet Friendly N. Lakes One Level Home

KatelinRating, 5 stars2 months ago
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

Guest favorite
A playground structure is situated on a bed of wood chips, featuring two slides, a swing set, and a climbing area. Natural trees line the background, providing a serene setting. The playful design encourages outdoor activity and exploration for children.
Condo in Intervale
4.94 out of 5 average rating, 169 reviews

Upscale retreat w/ panoramic White Mountain views

ChrisRating, 5 stars6 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!
Guest favorite
A spacious green area features a wooden playground structure with a slide and swing set, inviting outdoor play. Nearby, several small sheds and a broader recreational space can be seen against a backdrop of trees and distant hills under a partly cloudy sky.
Condo in Bartlett
4.91 out of 5 average rating, 92 reviews

Cozy 2BR Across from Storyland! Near Attitash

JessicaRating, 5 stars7 months ago
This may not be the most picturesque airbnb you've laid eyes on, but it was HANDS DOWN the best accommodation I have EVER stayed in with my toddlers (we have been on 10 trips in the last 3 years!) Dan's place was cozy and the right amount of space for my family of four, but the thing that made it really stand out is that they had everything you could need for young kids. Not only the standard pack and play and highchair, but also a sound machine, stroller, and best of all- a box of toys that my two (4 and 1.5) played with CONSTANTLY every spare moment we were in the airbnb. We stayed a week and they didn't get bored of them, which, if you've ever had two energetic kids running circles around the living room, you know REALLY says something. The kitchen had everything we could possibly need as well, which was so helpful. This place is priced fantastically for families and I would whole heartedly recommend it.
Superhost
Condo in Bartlett
4.86 out of 5 average rating, 294 reviews

Attitash Studio | 5min to Storyland| Pools

DrewRating, 5 stars1 month ago
Nice clean place with easy access to the ski area.
Top guest favorite
A playground area is surrounded by dense greenery. It features a climbing structure with yellow rails and a green slide, complemented by swings and a balance beam on a soft gravel surface.
Condo in Bartlett
4.96 out of 5 average rating, 184 reviews

★Spacious, Updated, Beautiful Condo @ The Seasons★

JoshuaRating, 5 stars2 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
A large outdoor pool area is surrounded by lounge chairs in vibrant colors. The pool is complemented by neighboring buildings with multiple windows, providing a welcoming atmosphere. The concrete patio offers ample space for relaxation and sunbathing, with a barbecue area visible in the background.
Condo in Wells
4.84 out of 5 average rating, 178 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

EverRating, 5 stars2 weeks ago
100 percent recommended!!
Top guest favorite
A playground structure is visible, featuring climbing apparatus and slides made of plastic and wood. Nearby, wooden picnic tables are positioned on a bed of wood chips, surrounded by trees with autumn foliage, adding vibrant colors to the setting.
Townhouse in Bartlett
5 out of 5 average rating, 96 reviews

White Mountain Retreat

ShannonRating, 5 stars2 months ago
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 :)
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, 455 reviews

Across from Storyland & in the Heart of the Mtns

CristenRating, 5 stars1 month ago
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!
Superhost
A vibrant play structure is presented, featuring a green slide, swings, and a climbing frame. The equipment is set on a grassy area, surrounded by trees under a clear blue sky, offering an inviting space for outdoor play.
Home in Bethel
4.91 out of 5 average rating, 45 reviews

Caribou Run Private Retreat with Mountain Views

RobinRating, 5 stars2 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.

Quick stats about vacation rentals that are family-friendly in New Gloucester

  • Total rentals

    40 properties

  • Nightly prices starting at

    $90 before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore