
Family-friendly holiday rentals in Kittery
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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
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.

Stunning & Spacious 6BR Waterfront House + Hot Tub
The house was perfect for our group of 12. It was spacious and well-cared for. While not located in downtown Portland, it was just minutes away by car. There was ample parking in the driveway and on the street. Meghan was a very responsive and flexible host. We had a great time.

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

Cozy hot tub haven
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.

Million $ View of Lake Winni Flexible check in/out
The view is spectacular!!!!I could not stop looking at the view,the condo flat was clean and comfortable and the hot tub was perfect .Highly recommend .

Spectacular log home with private pool and hot tub
My group had a wonderful time staying at Tim's place, pictures do not do this place justice will definitely be recommending and possibly returning as well

Fun & Fabulous Getaway
Nice clean comfortable home not far from the lake and area attractions

awesome private cabin
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

The Solar Powered Dogtown Cabin at Applecart Farm
Wonderful getaway in the woods, but close to restaurants and shop in Rockport. We loved being greeted by the dogs and the hiking trails right outside the front door are amazing.

The Upstairs Moose
We arrived and saw either the hosts or prior renters had left a few key basic unopened items in the fridge to help ease us into our stay: items like half and half, some eggs and butter were present. The hosts had also made the effort to leave a small welcome and departing treat for me and the family that was a nice touch. The building was older but with that comes the charms of different features liked slightly raised floors at times and other anomalies. The rooms were freshly painted and we never saw any signs of pests inside.The location was close to the shore and walkable to the pier and attractions. The beach was extremely clean and though we only went at off hours (late night or sunrise) it was always relaxing. There is an active set of train tracks nearby so don't be alarmed, it's about a mile off I'd guess but you will hear them pass through.The roads were pretty quiet in the neighborhood and kids plays on the inactive street for hours. Thanks for the enjoyable stay, The Hornes

The Salt March Loft/Downtown Location/Views
This was absolutely perfect for our needs. The location was central to Salem, Gloucester, and not too far from Boston. Very close to wonderful local restaurants and Marla was very attentive to our requests.

Quaint Little New Hampshire Lake House Getaway!
We really enjiyed our stay and would recommend to anybody else.

Lakefront Nature Getaway - Wood fired Cedar Sauna
Cozy spot with scenic views of Silver Lake. Our host Eric was responsive and provided detailed instructions on how to access the space and all of the perks included with the rental. Will definitely rebook if I ever find myself back in the area.

Comfortable house, close to beach and downton IPSW
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!

In the country but near the action.
I stayed at Alan's place before and I specifically booked his place again. I would have worked my flights around availability if I needed to. I love the location and the apartment layout is absolutely the best. Peaceful and relaxing and everything anyone could need or want is there. Alan and his wife are so friendly and welcoming. I plan on staying with them again for sure. I love looking out the windows at the surrounding trees and I took pictures of the wild turkeys enjoying their surroundings as well this year!

Lakefront, Beach Private, Amazing Views, & pets!
Helen's home was in the most beautiful location, very peaceful and the perfect spot to unwind. Sitting out on the deck looking off into the water was the most amazing feeling and we also had amazing weather to enjoy some canoe rides with our dog, which was her first time so that made a wonderful memory. The layout of the home, the sliders to the deck and access to the water, there is no other way vacation! We didn't want to leave, hoping to be back!
Family-friendly home rentals with a pool

Basecamp in the White mountains
My college roommate and I took a hiking and fishing trip and absolutely loved our stay at Gunnar’s Tiny House. The location is perfect for New Hampshire outdoor adventures - you're fully immersed in nature, and the property feels like a little slice of NH paradise. Gunnar and Heather are incredibly friendly, thoughtful hosts and genuinely fascinating people to talk to. From the solar shower to the luge track to the MOH, their creativity and lifestyle were inspiring. We especially loved cooking over the fire and soaking in the peaceful atmosphere. Our stay was memorable in all the best ways, and we’re so grateful to the hosts for making it special. Thank you, Gunnar and Heather! We hope to return someday.

NoCo Village 1-Bedroom
Perfect stay for 4 adults, 1 infant, and 1 dog! Love the two-bedroom, two-bathroom layout, plus the kitchenette to make oatmeal and toast in the morning before hitting the ski trails. Clear check-in instructions, no hassle at all even when we arrived around midnight.

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

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!

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee
I had a great experience at Mike’s AirBNB. It was very nice and clean. The AirBNB is in a great location within walking distance to local restaurants and shopping plaza’s. This AirBNB is listed at a very reasonable and fair price. Mike reached out to make sure I didn’t have any trouble checking in. This was a perfect place to stay for Laconia Bike Week. I had a great stay. Highly recommend!

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.

Large vacation home with a view
The house was amazing, the view off the back porch was gorgeous so many things to do around the house. Very responsive to questions, place was so clean looked exactly like how it was described. All around such an amazing experience can’t wait to go back!!

Cody's Place Boston Airport Pool/Beaches ParkFree
We had a wonderful stay! It's very close to Boston, and other area attractions like Salem and beaches, but still peaceful. We enjoyed sitting at the pool. Kathy was very responsive and checked in with us to make sure we had everything we needed. They provided clear instructions for getting into the space and I had no issues navigating in and out of the neighborhood or to the basement apartment. I would definitely stay again if I'm needing a place in the area!
Quick stats about holiday rentals that are family-friendly in Kittery
Total rentals
240 properties
Nightly prices starting at
$117 NZD 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
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Scarborough Beach
- Lynn Beach
- York Harbor Beach
- North Hampton Beach
- Long Beach
- Surfside Beach
- Canobie Lake Park
- Crane Beach
- Long Sands Beach
- Good Harbor Beach
- Rye North Beach
- Bear Brook State Park
- Wentworth by the Sea Country Club
- Cliff House Beach
- East End Beach
- Palace Playland
- The Golf Club of New England
- Ferry Beach
- Funtown Splashtown USA
- Manchester Country Club - NH