
Family-friendly holiday rentals in Kittery
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Kittery
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Popular amenities for Kittery family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn
We had an absolutely wonderful experience staying at this Airbnb! The home was impeccably clean, cozy, and well-stocked with everything we could possibly need. The host's attention to detail was evident in every corner, from the kids' toys to the thoughtful touches like snacks, coffee, and local guidebooks. The location was perfect—peaceful and quiet but still close to shops and restaurants. I especially loved relaxing in front of the fire and enjoying the serene surroundings. The host was incredibly responsive and went above and beyond to ensure our stay was seamless, offering great tips about the area and checking in (without being intrusive). I highly recommend this spot to anyone visiting North Andover or the greater Boston area.

Steps to the Harbor & Outdoor Dining. Hot Tub Too
A very cute basement apartment in a charming seaside village, MAL’s place provided a peaceful respite. We enjoyed the hot tub in the beautiful backyard and comfy furniture. Thank you!

Stunning & Spacious 6BR Waterfront House + Hot Tub
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!

Hampton 100 yards to beach
Clean and good storage for a small space. Good location

Million Dollar View w/ kitchenette
We arrived to find an issue but we reached out to Sheri and she responded immediately and took care of it. We were extremely pleased with her customer service. We were in the area for a concert. Location was fabulous - 6 miles from the concert venue parking lot. Condo had everything we needed. Got a great night’s sleep. The view is amazing. We would definitely stay again and would recommend it if you are heading to a concert at BNH Pavilion.

Addie Shack in the White Mountains
Michael was fantastic with responding quickly, this home was beautiful & is a great location if you're looking to visit the white mountains! my friends & I had a great stay, we would definitely book again!

Luxury 6 bedroom Beach House 50 ft from beach
Large, bright, spacious beach house just steps from the beach and a short walk from the more bustling areas of OOB. Ocean views from all floors. Spacious enough for groups to be together but also to have some privacy if need be. Comfortable beds and well stocked kitchen. Lovely patio with spacious hot tub, outdoor dining area and small yard. A great spot with a responsive host!

Seacoast Oasis (NH & ME)
Spacious and functional accommodation. 2 large bedrooms and a small living room, plus a kitchen. Quiet. A few noises upstairs but nothing very inconvenient.
Family- and pet-friendly home rentals

Welcoming 7-room house <15 miles to Boston & Salem
We really enjoyed our stay here! Karen was very quick to respond to any of our questions. The house is spacious and clean. We especially enjoyed the kitchen and dining room. I’d recommend this place to anyone staying in the area!

Tom’s Cabin The Place to be on Lake Winnipesaukee
Me and my party enjoyed every minute of our stay at Tom’s cabin! The cabin itself was spacious, cozy, and clean. The surroundings were also beautiful, right next to a nice neighborhood and lake. Thomas was a fantastic host and was extremely friendly and helpful. He was always there to answer questions and help out when needed. Overall, amazing trip and I would 100% go back!

Sweet 2 bedroom apartment
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.

Fire Fly Yurts on Funky Bow Lane
Absolutely love this place! The life of the brewery and the community is simply unmatched :) the hosts were warm, friendly and super responsive

Salem/Beverly- Explore Boston's North Shore!
This place was just perfect for what we needed! It was exactly as described, clean and more than roomy enough for our party. The location is great too. Easily accessible to Salem, stores, restaurants and public transportation. Aurelia left a binder with great suggestions and then checked in with me to make sure we were happy and settled. Highly recommended !

Comfortable house, close to beach and downton IPSW
This is our 3rd stay at one of their Airbnb’s and they are always so accommodating. Places are always clean and well stocked. Communication is great! Will Be staying again on our next visit!

Locally Owned Pet Friendly N. Lakes One Level Home
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!

Charming Portland Colonial, In Town
We loved our stay at Katie's house in Portland. It was very comfortable, clean and nicely decorated. We would love to stay again soon!
Family-friendly home rentals with a pool

Two-Bedroom Condo on the Wells/Ogunquit town-line
Had a wonderful stay at Christophers place. He is a great host, always responsive with clear instructions. Place was peaceful, private and is exactly same as it was in the pictures. Will come soon!

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee
Mikes place was a great stay while in. New Hampshire. Lots of stuff to do on the lake and everything you need is within walking distance!! I nightly recommend this condo on the lake

Beach Dreaming
A nice private cottage in a quiet community that was super handy for us to stay until we secured our house in New England. Everything is in place for comfortable living. We lived there for a month long and the hosts were always responsible.

Beautiful Beach Studio
Rita was responsive, friendly, and accommodating. Place was clean and inviting, close to the strip. Would definitely stay again!

Beautiful Lakefront Vacation
Donna is fantastic and if your looking for a charming New England spot this is it! We Are very satisfied with this home.

Appledore Cottage is a Family Vintage Cottage
We absolutely loved our visit to Appledore Cottage! It was quaint and perfectly relaxing. The screened in porch was the best place to just sit…very quiet and peaceful!

The Hill's on Buttonwood
Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown
Quick stats about holiday rentals that are family-friendly in Kittery
Total rentals
240 properties
Nightly prices starting at
£53 before taxes and fees
Total number of reviews
13K reviews
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Destinations to explore
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Scarborough Beach
- Lynn Beach
- York Harbor Beach
- North Hampton Beach
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Long Sands Beach
- Crane Beach
- Rye North Beach
- Water Park of New England
- Good Harbor Beach
- East End Beach
- Aaronap Cellars
- Pavilion Beach
- Wentworth by the Sea Country Club
- Palace Playland
- Bear Brook State Park
- Manchester Country Club - NH
- Great Brook Farm State Park