Family-friendly holiday rentals in Windham

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Windham family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in Tamworth
4.82 out of 5 average rating, 101 reviews

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

LeahRating, 5 stars1 week ago
The house was beautiful. The walk down to the dock was also wonderful, the lake is beautiful. We really enjoyed the hot tub as well!
Top Guest favourite
Apartment in Falmouth
4.91 out of 5 average rating, 200 reviews

Falmouth 3br near Town landing

EllenRating, 5 stars1 week ago
David and Valle’s house is welcoming, and it was just right for our family get-together. The kitchen is very well set up for cooking, and the counter is both beautiful and a great place for gathering and conversation. There are many lovely touches in the house. We appreciated the yard and gardens, and our dog loved the walking trail. The location is peaceful but just a few minutes from Portland. David communicated well and offered helpful ideas for our visit.
Guest favourite
Apartment in Bartlett
4.89 out of 5 average rating, 262 reviews

Attitash Retreat

DarianRating, 5 stars6 days ago
This was our 2nd time staying at a unit hosted by ace on this resort and we will definitely return again! You get that private feel of a home with all the benefits of a hotel, not to mention beautiful Mountain Views when you step right out the door! Great location, 15 mins from Conway and we drove 30 min the other direction for the Mount Washington tour drive and we still wish we could’ve stayed longer. Our dog was more than welcome for a small pet fee. Highly recommend!!
Guest favourite
Condo in Bartlett
4.84 out of 5 average rating, 357 reviews

Quiet Condo Close to Shopping and Attractions

KeighleyRating, 5 stars3 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 favourite
Home in Old Orchard Beach
4.96 out of 5 average rating, 147 reviews

Luxury 6 bedroom Beach House 50 ft from beach

JacobRating, 5 stars3 weeks ago
The house was beautiful and worked perfectly for our group! Check in was very easy, and the house was spotless when we arrived. My favorite part it was the yard - perfect for a big barbecue with a large group.
Guest favourite
Apartment in Topsham
4.87 out of 5 average rating, 551 reviews

Cozy hot tub haven

ColeRating, 5 stars2 days ago
Nice stay, nice host, lots of recommendations in binder for things to do. Nice hot tub. Cozy place and location. DQ right across the street.
Guest favourite
Home in Waterford
4.85 out of 5 average rating, 239 reviews

Maine Lakes Region house (private hot tub)

PatrickRating, 5 stars3 months ago
The spot was perfect for a weekend of skiing and riding snowmobiles. Exactly what we were looking for in a vacation home. Paul was great at recommending places and his response time was great. Also the wood burning stove made the weekend cozy and perfect.
Guest favourite
Cabin in Rochester
4.94 out of 5 average rating, 230 reviews

awesome private cabin

JoshuaRating, 5 stars3 weeks ago
Dave was an amazing host and he provided the best possible get away for our first wedding anniversary. It was private there is so much beautiful outdoor art to look at and the hot tub was the perfect way to wind down after the day. If there was a 6 star option I would give it this was everything we wanted and needed and then some

Family- and pet-friendly home rentals

Guest favourite
Apartment in East End
4.87 out of 5 average rating, 1,035 reviews

Private Hill Top Apartment/w One Car Driveway

AmyRating, 5 stars1 week ago
This was a perfect stay for our 2 days in Portland. We could walk everywhere from the apartment. There were plenty of options for restaurants nearby.
Top Guest favourite
Island in Monmouth
4.98 out of 5 average rating, 237 reviews

Naughty Dog Private Island Log Cabin

ErnieRating, 5 stars1 day ago
This place is special. Last thing we expected to see on the island was a deer. Was cool to watch her swim back to the mainland. Best part was being able to let my 2 pups off leash and free to explore. They had the best time ever ! We will be back next year for sure ! In fact maybe a new yearly tradition ! Thank you Kent for sharing this place
Guest favourite
Apartment in Freeport
4.92 out of 5 average rating, 227 reviews

1000 sq. ft. 1BR+ Apt Close to Town & Nature

GemmaRating, 5 stars2 months ago
A beautiful and cozy space with lovely natural light and generous room to spread out. The full kitchen is equipped like a real home, with everything from basic pots and pans to whisks and even nut crackers! A great place for cooking full meals. A nice quiet location, even with its relative proximity to a regularly-traveled road. I'm sensitive to noise and was never bothered by sounds of traffic. Pettengill Farm is only a few minutes up the road, a beautiful place to walk for both dogs and humans and really easy to access multiple times a day. Mandana was always very responsive to communication, and when there was a glitch with Airbnb's fee calculation she was extremely helpful and approachable and took care of it immediately.
Guest favourite
Home in Albany
4.82 out of 5 average rating, 451 reviews

Cozy Guest Suite in White Mountain National Forest

KeithRating, 5 stars3 weeks ago
Mary's place was great. Everything was exactly as described and Mary gave very clear instructions for check in and responded quickly to text messages. It was a very enjoyable stay.
Superhost
Condo in Brunswick
4.85 out of 5 average rating, 180 reviews

New 2BR 2King beds Private Apt Downtown Brunswick

BonnieRating, 5 stars3 weeks ago
We stayed at a few of Spencer's places while our child was at Bowdoin college. The places are lovely and convenient and made visiting our child a pleasure.
Guest favourite
Cottage in Bridgton
4.91 out of 5 average rating, 185 reviews

True Maine Artist Cottage with Outdoor Shower

KateRating, 5 stars1 week ago
Super cute cottage! I really enjoyed a few peaceful days there on my own, it was exactly what I was looking for. It's very charming and has everything you need. Like others have mentioned, you can definitely hear the road noise so it doesn't feel totally secluded but that didn't detract from my stay. Emily was a great host, provided lots of helpful information, and very quick to respond.
Guest favourite
Home in Auburn
4.82 out of 5 average rating, 260 reviews

Unique artist's sun filled farmhouse meets loft

AndreaRating, 5 stars1 week ago
This was a great experience for us, the artist cottage was outfitted like home with everything we needed. We cooked on an amazing stove, fridge was large and works well for food storage. Tanja was gracious and helpful. We enjoyed meeting her. I would love to stay here again. Highly recommend. You must do stairs as all bedrooms are upstairs. One room has en-suite bath with tub. The other shower and bathroom is downstairs and both have great water pressure and temp. Enjoy this jewel which is close to everything but still super private.
Guest favourite
Apartment in Falmouth
4.96 out of 5 average rating, 157 reviews

Falmouth Waterfront Carriage House Apt

KoriRating, 5 stars2 weeks ago
Anne’s place is wonderful! Peaceful with views of Casco Bay. I loved watching the boats from the apartment. Luxury bedding and furniture! Anne is super helpful and responsive! Amazing hosts and apartment!

Family-friendly home rentals with a pool

Guest favourite
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!
Guest favourite
Condo in Bartlett
4.87 out of 5 average rating, 304 reviews

Attitash Studio | 5min to Storyland| Pools

JasmineRating, 5 stars1 week 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 ^-^
Guest favourite
Apartment in Bartlett
4.8 out of 5 average rating, 119 reviews

Storyland, golf, hiking, kayak and more

CindyRating, 5 stars4 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 favourite
Condo in Wells
4.85 out of 5 average rating, 187 reviews

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

SusanRating, 5 stars2 weeks ago
Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones
Guest favourite
Condo in Bartlett
4.92 out of 5 average rating, 463 reviews

Across from Storyland & in the Heart of the Mtns

AngelaRating, 5 stars3 weeks ago
Great stay! Very responsive host with awesome local recommendations that really made the trip. Would definitely come back!
Guest favourite
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!
Guest favourite
Condo in Bartlett
4.9 out of 5 average rating, 106 reviews

Bartlett N. Conway, NH condo ski near Storyland

GiovannaRating, 5 stars3 months 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!
Guest favourite
Chalet in Bartlett
4.92 out of 5 average rating, 211 reviews

*Chalet in the Sky|NorthConway+StoryLand|Outlets

SamuelRating, 5 stars2 weeks ago
Krysten's chateau was perfect for a family trip with my girlfriend, my sister and my sister's husband! The two bedrooms were very tidy and cozy and both bathrooms had plenty of towels and soaps. Krysten left thoughtful touches through the space such as a guide book with recommendations for places to visit, restaurants, and instructions for check in, check out, and how to use all of the amenities. the view from the back porch was beautiful and this made for a very cozy, yet spacious, place to rest after long days of hiking various trails (and Mt. Monroe) and visiting the surrounding areas, including North Conway. This space would be especially great for families with kids because there are board games included by the owner(s), bunk beds in the second bedroom as well as a second queen bed, and you would be in arms reach or Story Land! Overall, I would 10/10 recommend this AirBnb to anyone looking for an affordable, renovated, clean, and beautiful space for their trip to New Hampshire!

Quick stats about holiday rentals that are family-friendly in Windham

  • Total rentals

    130 properties

  • Nightly prices starting at

    $139 AUD before taxes and fees

  • Total number of reviews

    4.8K reviews

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    130 properties include access to Wi-Fi

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