Family-friendly vacation rentals in Kittery

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Popular amenities for Kittery family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
The mountain cabin is nestled among tall trees, with a wraparound deck visible from the ground. The exterior features muted tones complemented by a pitched roof and a balcony. Surrounding foliage showcases a blend of autumn colors, creating a serene woodland setting.
Home in Campton
4.81 out of 5 average rating, 283 reviews

Addie Shack in the White Mountains

AlisaRating, 5 stars9 months ago
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!
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 stars3 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 month ago
Great place. The bed was really comfortable. Hot tub was nice and private and relaxing.
Guest favorite
A wooden deck is depicted, featuring a hot tub gently steaming in the cool evening air. Comfortable seating includes a red cushioned chair and a metal table. The surrounding trees add a serene natural backdrop, while warm light glows from a window nearby.
Home in Conway
4.87 out of 5 average rating, 130 reviews

Hot tub with country setting, close to village.

HarrisonRating, 5 stars3 months ago
House was as listed, great location in a beautiful area. Plenty of amenities and host was helpful and responsive leading up to and during my stay.
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
4.86 out of 5 average rating, 325 reviews

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

DeborahRating, 5 stars2 months 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 rustic wooden cabin features a natural wooden exterior, complemented by large windows allowing light to filter through. The structure is framed by a tree-lined background, with a gentle walkway leading to the entrance and well-maintained greenery surrounding the property.
Home in Campton
4.93 out of 5 average rating, 326 reviews

Spectacular log home with private pool and hot tub

MadonnaRating, 5 stars6 days ago
we had a great time at this house. very clean and comfortable! Definitely worth it! we would stay here again.
Guest favorite
A panoramic view reveals vibrant autumn foliage covering rolling hills, enhanced by a backdrop of gently sloping mountains. A white railing frames the scene, creating an inviting space for relaxation and appreciation of the natural beauty.
Home in Lincoln
4.87 out of 5 average rating, 117 reviews

Luxury Home with Outstanding Views!

RuthRating, 5 stars9 months ago
This is a great place up in the white mountains, we were able to enjoy nature and the amenities of town. beautiful place. Enjoyed our stay very much.
Guest favorite
A modern home is set within a lush green landscape, featuring a spacious deck that wraps around the building. The structure has large windows and a unique upper dormer, complementing the natural surroundings. A gravel driveway leads to the entrance, nestled in a tranquil wooded area.
Chalet in Campton
4.89 out of 5 average rating, 121 reviews

Large vacation home with a view

YekaterinaRating, 5 stars2 days ago
Home was very peaceful and had a great view from the deck! Lots of things to do at the home and my daughter loved the bunk beds !

Family- and pet-friendly home rentals

Top guest favorite
A well-equipped kitchen presents stainless steel appliances and an island with seating for four. Natural light floods the space through large windows, creating a bright and inviting atmosphere. The adjacent sunroom is visible through an open entryway, enhancing the home’s spacious feel.
Home in Wakefield
4.96 out of 5 average rating, 263 reviews

Welcoming 7-room house <15 miles to Boston & Salem

EmilyRating, 5 stars3 weeks ago
We loved staying here! Plenty of space for our family of 6, including one little one. It was exactly as pictured and well-stocked with spices in the kitchen and shampoo etc in the bathroom! Beds were super comfy and we loved how close it was to the lake, restaurants, and a playground. Would definitely stay here again!!
Guest favorite
A spacious room features a large bed with plush bedding against a warm-toned wall. A relaxing jetted tub is positioned beside it, with soft lighting provided by bedside lamps. A window allows natural light to enter, enhancing the overall calm and comfortable ambiance.
Apartment in Bartlett
4.88 out of 5 average rating, 257 reviews

Attitash Retreat

ReneeRating, 5 stars3 weeks ago
From the beginning, Ace was great! He was responsive, photos online are exactly what the condo was like! It was clean and spacious, not cluttered with personal items, had adequate bathroom linens, kitchen offerings (coffee/tea) and parking was right in front of the unit. Ace recommended a few local spots for breakfast and dinner - we tried both and were impressed! We will absolutely will be back!!! back!
Top guest favorite
An aerial view of a rustic home with a red metal roof, surrounded by trees. Two vehicles are parked in the driveway, highlighting the home's accessible location. A gravel path leads to the front door, which is illuminated by warm lighting.
Home in Intervale
4.97 out of 5 average rating, 181 reviews

Spacious 3 level family friendly home.Dog friendly

MatthewRating, 5 stars6 days ago
Tara's place was spacious with plenty of beds and room to hang out! The best part is the massive backyard with plenty of room to set up lawn games and hang out. We loved having a bonfire and really appreciated the space to spread out and enjoy nature. Also – you can see the mountains from the deck!
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, 117 reviews

Cottage style home 2 blocks from the beach!

JoanRating, 5 stars2 weeks ago
House and location worked for our family who was in Portland for a graduation. Parking for 3 cars was handy. Beach super close as was Scratch Bakery (yum).
Superhost
Apartment in Ipswich
4.85 out of 5 average rating, 285 reviews

Comfortable house, close to beach and downton IPSW

MyLinhRating, 5 stars1 week ago
We had a great stay! The space was nice, clean, and very quiet. Parking was convenient, and the location was fantastic— since it was just a short drive the Crane Estate (where we attended a wedding). Communication with the host was great—we received quick and helpful responses. Highly recommend to anyone looking for a peaceful, well-kept place in a great area!
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
4.89 out of 5 average rating, 150 reviews

Locally Owned Pet Friendly N. Lakes One Level Home

KatelinRating, 5 stars4 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!
Top guest favorite
A charming red cabin is set amidst towering pine trees, featuring a spacious wooden deck that wraps around the front. The façade showcases large windows that invite natural light, and a welcoming entryway leads inside.
Cabin in West Ossipee
5 out of 5 average rating, 100 reviews

Cluck's Cabin-Lakes/Mt Wash Valley

EvelynRating, 5 stars7 months ago
What a wonderful cabin! My friend and I booked the cabin last minute when our original plans changed. Tom & Jen were extremely responsive and flexible about check-in/check-out times. Little touches made us feel so welcome and completely at home. Will definitely be booking again!
Guest favorite
A cozy living room is depicted, featuring two brown leather sofas with colorful cushions. A wooden coffee table sits center stage. Large windows adorned with patterned curtains allow natural light to fill the space, while shelves decorated with various items line the walls.
Apartment in East End
4.94 out of 5 average rating, 304 reviews

Monument SWEET!

BrianneRating, 5 stars1 month ago
A group of 5 of us stayed at Kathy's listing and felt like we had plenty of room. We were all comfortable and found the location to be great with plenty to do within walking distance. Some of the doors were glass with blinds/shades that weren't entirely opaque so we had to be somewhat mindful when changing in our room. The front door battery was dead when we arrived and so the door was unlocked but this was quickly resolved with the help of the host and extra batteries on site. Location was fabulous and peaceful. No issues with finding free street parking, either. Overall, we enjoyed our time here and would stay at this listing again!

Family-friendly home rentals with a pool

Guest favorite
The backyard features a tranquil swimming pool with sunlit reflections, surrounded by elegant outdoor seating arranged on a stone patio. Large windows in the main house offer views of the inviting outdoor space, enhancing the serene atmosphere.
Home in North Andover
4.94 out of 5 average rating, 157 reviews

Nana-tucket Inn

AdamRating, 5 stars6 days ago
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.
Guest favorite
An indoor pool area features a rectangular pool with smooth edges, surrounded by a spacious deck. Lounge chairs are arranged along the walls. Large windows provide ample natural light, and wooden paneling adds warmth to the setting.
Apartment in Bartlett
4.8 out of 5 average rating, 119 reviews

Updated Modern Condo at The Seasons

CindyRating, 5 stars3 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.
Superhost
An indoor pool area is featured with a clear water pool surrounded by tiled flooring. Large windows allow natural light to fill the space, while seating options are placed nearby. The walls are painted in a soft green hue, enhancing the overall brightness.
Home in Woodstock
4.82 out of 5 average rating, 382 reviews

White Mountains Ski and Golf Resort Home

ArjunRating, 5 stars1 week ago
Great spot! Clean. Bigger than you think. Easy to access just get off the highway!
Guest favorite
A compact kitchenette is visible, featuring dark cabinetry with a microwave, refrigerator/freezer, and sink. Utensils and a cutting board are hanging above the counter. Glassware and place settings are neatly arranged, supporting light meal preparation for guests.
Condo in Laconia
4.92 out of 5 average rating, 136 reviews

Million $ View w/kitchenette Flexible check in/out

TamaraRating, 5 stars9 months ago
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.
Top guest favorite
A modern kitchen features wooden cabinetry and granite countertops, complemented by stainless steel appliances including a refrigerator, microwave, and oven. Two high-backed stools sit at the island, illuminated by pendant lighting overhead, creating an inviting space for cooking and gathering.
Condo in Laconia
4.94 out of 5 average rating, 158 reviews

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee

SandraRating, 5 starstoday
Great stay, easy check in and check out. Very clean and comfortable accommodations! Would stay again for sure
Superhost
An indoor swimming pool with clear blue water is surrounded by tiled flooring. Colorful triangular flags hang from the ceiling, and the area is well-lit by natural light streaming through large windows. Comfortable seating is arranged nearby, offering space for relaxation.
Condo in Lincoln
4.73 out of 5 average rating, 208 reviews

Sunny unit with views of slopes, use of pool

EmilyRating, 5 stars7 months ago
Awesome host and place! The interior design is beautiful and we greatly enjoyed our stay :) Would love to come back
Superhost
The exterior of the two-level condo is shown, featuring a brown wooden facade with large windows. A decorative blue star accentuates the front. Surrounding the entrance, landscaping with rocks and red shrubs adds charm, while the entrance is flanked by a stone pathway.
Townhouse in Waterville Valley
4.81 out of 5 average rating, 127 reviews

Come Play at Waterville Valley Resort

LaurieRating, 5 stars5 months ago
Our family thoroughly enjoyed our stay in Waterville. The condo is cozy and conveniently located in a quiet complex with easy access to the Rec. Center and the Town Square, where we enjoyed New Year's fireworks. Elizabeth sent us a lot of info ahead of time and was responsive to our questions. We would definitely stay here again. Thank you, Elizabeth!
Guest favorite
An indoor swimming pool area features a spacious swimming pool with clear water, surrounded by lounge chairs. Large windows allow natural light to fill the room, enhancing the inviting ambiance. The surroundings are well-maintained, contributing to a relaxing environment for guests.
Condo in Bartlett
4.9 out of 5 average rating, 106 reviews

Bartlett N. Conway, NH condo ski near Storyland

GiovannaRating, 5 stars2 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!

Quick stats about vacation rentals that are family-friendly in Kittery

  • Total rentals

    240 properties

  • Nightly prices starting at

    $70 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

  1. Airbnb
  2. United States
  3. Maine
  4. York County
  5. Kittery
  6. Family-friendly rentals