Kid-friendly holiday rentals in Windham

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Windham kid-friendly rentals

Child-friendly house rentals

Superhost
Home in Old Orchard Beach
4.72 out of 5 average rating, 18 reviews

By the Sea - sleeps 11! Walk to beach

HermannRating, 5 stars6 months ago
The accommodation is located in a quiet area and a short distance from the beach. I highly recommend this affordable place for a stay in Old Orchard Beach!
Superhost
Home in Old Orchard Beach
4.87 out of 5 average rating, 23 reviews

Walk to beach, shuffleboard, and bunk room

RachaelRating, 5 stars4 months ago
This cottage was ideal for our group. It is atypical in that the ‘bunk room’ is good for sleepovers with the younger crowd. And, living/dining is perfect for game nights & movie nights. The simple kitchen & 2 baths made it perfect for our 8 able-bodied friends. The awkward stairs & short ceilings could be deal breakers for any parties exceeding 5’10” or with mobility issues. But, plenty of towels & hot water for longer haired kiddos who needed showers after a late October swimming down by the pier… which is walkable, but also a super short drive.
Guest favourite
Home in Hallowell
4.97 out of 5 average rating, 110 reviews

Hallowell Hilltop Home & Hot Tub

KateRating, 5 stars1 day ago
Jeff was a wonderful host and his home is beautiful, clean, and quiet in the cute town of Hallowell, ME. The beds were comfy, we enjoyed the sauna, and my son was especially excited we were able to access his favorite shows on the tv #priorities! The location is also excellent to cute restaurants on the main strip in town! We wished we had time to enjoy the hot tub! Next time! Highly recommend!!
Superhost
Home in Conway
4.82 out of 5 average rating, 33 reviews

The Nordic - 3 Bed Mountain Home in Bartlett

CharlesRating, 5 stars3 weeks ago
Highly recommend this house! Convenient location, nice amenities, highly communicative host. Came exactly as advertised, we will be back.
Guest favourite
Home in Bethlehem
4.9 out of 5 average rating, 102 reviews

Renovated house near Franconia Unit 3

KathleenRating, 5 stars2 weeks ago
This air bnb was nice and cozy. Communication with the host was great. Would come back again.
Guest favourite
Home in Intervale
4.97 out of 5 average rating, 178 reviews

Spacious 3 level family friendly home.Dog friendly

BrookeRating, 5 stars4 weeks ago
Tara was a great host, which any questions she got back to us with the answers almost immediately. The home was just as beautiful as the view and was a quick distance to the center of town. Fantastic place to gather with family for a cozy weekend in the woods. Most definitely will be staying with her listing again in the future!
Guest favourite
Home in South Portland
4.91 out of 5 average rating, 116 reviews

Cottage style home 2 blocks from the beach!

KatieRating, 5 stars4 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.
Superhost
Home in Freeport
4.83 out of 5 average rating, 47 reviews

Charming Historic Freeport House

AshleighRating, 5 stars1 month ago
We loved our stay here! The house was adorable, cozy and clean and the close location to Freeport and Portland was so convenient! Lots of areas to hike with dogs close by. We loved every minute!

Kid-Friendly apartment rentals

Guest favourite
Apartment in West End
4.91 out of 5 average rating, 552 reviews

Sophisticated Charm at an unbeatable price!

RuthRating, 5 stars6 days ago
Susan’s home was perfect for our long weekend in Portland. We could easily walk everywhere and lots of great shops, restaurants and bars very close. Her home was very comfortable and a nice large space for us to all enjoy!! Also her home was located in a great neighborhood!! We would definitely come back again!!
Guest favourite
Apartment in Portland
4.91 out of 5 average rating, 111 reviews

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry

ShekharRating, 5 stars2 months ago
Margaret is an extremely pleasant host. Our experience couldn't have been better from booking thru checkout. Our stay completely met our expectations and was perfect for our family of 4 (all grown individuals) and our dog. We had the pleasure of running into Margaret and her family and that was a complete validation of the quality of our fantastic experience. Thank you!
Superhost
Apartment in East End
4.73 out of 5 average rating, 122 reviews

Portland's Munjoy Hill

NatalieRating, 5 stars2 months ago
Everything was quiet and peaceful during this stay. I think there were downstairs neighbors in the building that were quiet and respectful. For 4 adults, this space was spacious, clean and comfortable.
Superhost
Apartment in Chocorua
4.82 out of 5 average rating, 203 reviews

Sweet 2 bedroom apartment

MacyRating, 5 stars6 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.
Superhost
Apartment in Portland
4.86 out of 5 average rating, 853 reviews

Bright, Fun & Spacious Apartment on Back Cove

DenaRating, 5 stars3 months ago
We felt instantly at home at Ian’s place. It’s inviting and warm and decor is just the right amount of funky and cool. It was comfortable for four people. It makes a great home base for Portland.
Guest favourite
Apartment in Portland
4.89 out of 5 average rating, 102 reviews

Portland Back Cove Hideaway-1 BR- With Patio

KristinRating, 5 stars2 months ago
I highly recommend staying here if you are visiting Portland! The apartment was adorable, very clean and in a perfect location. Alex had an entire list of recommendations that we found very helpful! We will definitely be back!
Guest favourite
Apartment in Kennebunk
4.99 out of 5 average rating, 107 reviews

Sunny, cozy 1 BR apartment

PatriciaRating, 5 stars1 month ago
We enjoyed our stay at Rick’s place. It was very clean, comfortable and cozy, with plenty of room for us to spread out. Close to area attractions and restaurants as well. We would definitely go back.
Guest favourite
Apartment in East End
4.97 out of 5 average rating, 449 reviews

Bright and cozy Munjoy Hill neighborhood apartment

LauraRating, 5 stars2 months ago
Such a perfect location! We were able to visit many fun places in Portland. I really appreciate how dog friendly it was!

Child-Friendly Holiday Condos

Guest favourite
Condo in Old Orchard Beach
4.9 out of 5 average rating, 409 reviews

Luxury Beach Front Condo! Prime Location!

SeanRating, 5 stars1 week ago
Nestled on the edge of the ocean, this Airbnb offers breathtaking views that are truly unmatched from both the living room and the master bedroom. From the moment you walk in, you're greeted with luxury at every turn. The kitchen is magnificent, covered in granite and equipped with high-end appliances. The living area boasts plush, designer furniture that's both stylish and comfortable. The bathroom is a work of art with two opposing shower heads in the tiled shower. And the beds compare to sleeping at a 5 star hotel. The host was incredibly responsive and provided a welcome guide that included local tips for dining, beaches, and attractions. Any request was met with warmth and efficiency. This oceanfront Airbnb isn't just a place to stay; it's an experience. Whether you're celebrating a special occasion, looking for a romantic getaway, or simply need a place to unwind with top-tier amenities, this Airbnb exceeds all expectations.
Guest favourite
Condo in Bartlett
4.9 out of 5 average rating, 176 reviews

Brand new, quality 1 BR condo 1 mi. to Storyland

BrianRating, 5 stars3 weeks ago
Place was very clean. Gas fireplace was great. Nice big couch. Lots of towels. Comfortable bed. Convenient to attitash and wildcat.
Guest favourite
Condo in Bartlett
4.92 out of 5 average rating, 447 reviews

Across from Storyland & in the Heart of the Mtns

KristaRating, 5 stars3 weeks ago
Cute location, very cozy and not too far out of town if you're looking for a quiet place to stay. Host was very responsive when needed.
Guest favourite
Condo in Bartlett
4.89 out of 5 average rating, 139 reviews

Cozy 1 BR Resort Condo; Fireplace; Amazing views

KatharinaRating, 5 stars1 week ago
This was our second stay at Bill's Airbnb, and it was just as fantastic as the first! The location is great, and Nordic Village Resort has lots of amenities for families. Bill's condo is clean and comfortable, with a cozy fireplace and a spacious king-size bed. We loved the updated bathroom, especially the jacuzzi tub! We’re looking forward to staying here again in the future.
Superhost
Condo in Wells
4.76 out of 5 average rating, 124 reviews

Generic Two Bedroom - Stair access only

DannyRating, 5 stars1 month ago
Host was very easy to communicate with. Unit is big and comfortable, pool and spa were amazing, kids loved it, can't wait to return!
Superhost
Condo in Bartlett
4.9 out of 5 average rating, 105 reviews

Bartlett N. Conway, NH condo ski near Storyland

ShariRating, 5 stars4 months ago
Everything was as we expected! Christopher was a perfect host. We felt right at home! Thanks for having us! Would love to come next year !
Superhost
Condo in Laconia
4.82 out of 5 average rating, 134 reviews

Beautiful and New 2br/2ba condo - walk to Weirs

CathyRating, 5 stars4 months ago
We had a fabulous time at Meg’s Condo. The location was perfect and the unit was spotless! Also the beds were very very comfortable!! Highly recommend this to anyone!!
Guest favourite
Condo in Bartlett
4.84 out of 5 average rating, 262 reviews

Peaceful Condo Near Storyland & Attitash Skiing

ChristopherRating, 5 stars3 weeks ago
The Seasons is our preferred location for ski vacations, and Jared's unit is one of the better units we have stayed in.

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    $145 AUD before taxes and fees

  • Total number of reviews

    1.9K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore