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Family-friendly vacation rentals in Kittery

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Top-rated family-friendly rentals in Kittery

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

The exterior of a three-story house is presented, featuring a modern porch with steps leading to a dark front door. Flanked by lush greenery and vibrant orange flowers, the property is highlighted by tall windows that allow natural light indoors.

Apartment in East End

4.96 out of 5 average rating, 562 reviews

Peaceful Oasis on Munjoy Hill -1st flr/3BR+parking

Spacious, light-filled 3 Bedroom/1 bath 1st-floor apartment with tasteful art, contemporary furnishings, + a well-appointed kitchen. Fantastic location! -A 5-minute walk to the Eastern Promenade with its food trucks, beach & scenic trails -Nearby are bakeries, cafes, world-class restaurants and popular breweries -Relax in the serene garden w/ outdoor seating -A 15-minute walk takes you to the Old Port. Discover the best of Portland, then return to A Peaceful Oasis, a place to truly call home.

A spacious outdoor deck features a white railing, providing a clear view of the expansive marsh and river landscape. The sky is bright and blue, enhancing the natural beauty of the surrounding greenery and water.

Home in Salisbury

4.9 out of 5 average rating, 129 reviews

NEW 3BR home, incredible views - Beach across St

Enjoy sunrises and sunsets with an expanse of windows that offer breathtaking views of the river and marsh in a new construction, BEAUTIFUL, single family home. Over 2000 Sq Ft wTile & hardwood floors. 1st level has Open living room/kitchen, half bath & 1 bedroom. 2nd Floor has 2 bedrooms, bath, laundry & Large outdoor deck. Beach is a 2 minute walk across the street. 10 minutes to Browns Seafood restaurant, Ice Cream, Groceries & more. 2+ Parking spots. We follow the Advanced Clean Protocol.

A comfortable living area features two armchairs and a spacious sofa, arranged around a wooden coffee table. Large windows provide views of the mountains, while soft lighting enhances the cozy atmosphere. Dining space is visible in the background, with a table for gathering.

Home in Gilford

4.88 out of 5 average rating, 201 reviews

Fun & Fabulous Getaway

Welcome to our exceptional vacation home, where stunning mountain views meet the serene beauty of Lake Winnipesaukee. Just minutes from Gunstock Mountain Resort, our home offers year-round fun and relaxation Enjoy a spacious interior ideal for socializing and dining. The lower-level family room is perfect for entertainment with a foosball table, air hockey, PlayStation, board games, and a flat-screen TV. Unwind in our hot tub for 8 and take in the beautiful surroundings both in summer and winter

A moderate-sized home is positioned among snow-covered ground and surrounded by slender birch trees. The exterior features light yellow siding, with large windows allowing natural light. The roof is partially covered in snow, showcasing a sloping design.

Home in Gilford

4.87 out of 5 average rating, 202 reviews

Family Home Near the Mountains & Lake

Moderate size home, with three bedrooms (one king, one queen, one full) located in Gunstock Acres. The house is in walking distance near a number of small hiking trails and a short-driving distance to a number of more advanced trails, like Mount Major. The house is located 2.5 miles from Gunstock Mountain Resort with a number of family activities, 8 miles from Weirs Beach in Laconia and 13 miles from Meredith; all with a number of restaurants and fun family activities, including the ice castles.

Top guest favorite

The living room showcases a leather couch accompanied by two upholstered chairs with decorative cushions. A coffee table is centered on a patterned rug, while framed artwork adorns the walls. Light filters in through multiple windows, creating a bright and inviting space.

Apartment in Falmouth

4.9 out of 5 average rating, 195 reviews

Falmouth 3br near Town landing

Enjoy the rocky coast of Maine with lobster rolls on Town Landing pier. Watch the Lobster fishers work and buy fresh lobster right off the boat. With Portland Maine’s iconic Foodie city with artisan brewers and fun dining and night life just down the road. (6.6 miles) Our classic New England Cape home is the perfect place to meet family and cook and eat around the counter in our amateur chef’s kitchen. Crack some fresh Lobster from Shaws on Rt One they are happy to cook them for you.

The exterior of a two-story wooden house is surrounded by lush greenery, showcasing a large wraparound deck with outdoor seating. A pathway leads to the entrance, with soft light spilling from the windows at dusk, creating an inviting atmosphere in the natural setting.

Home in Kennebunkport

4.86 out of 5 average rating, 177 reviews

Kennebunkport House - Walk to Dock Square!

Guests are sure to enjoy a memorable vacation in this fully furnished, 5 bedroom/5 bath house, which can comfortably sleep up to 12 people. With two kitchens, an open concept dining room with farm style table, and 600+ square foot deck, this house is perfect for families and large groups. Located near the beach and within walking distance to Dock Square, guests can enjoy an afternoon of fun activities and later watch the sunset from the deck or spend time around the fire pit at night.

A large two-story white house is depicted, featuring multiple gabled roofs and blue accent doors. Surrounding trees provide shade, and a driveway is visible leading to a side parking area. The property is situated on a quiet road with ample outdoor space.

Townhouse in Kennebunkport

4.94 out of 5 average rating, 167 reviews

Great get away spot,historic home in Kennebunkport

Located 1.8 mi-dock square, 2.6 mi- Colony Beach, .7 mi -Cape Arundel Golf Course. Plenty of onsite parking, beach pass provided for Kbunk Beaches, a large back yard for fun and relaxation. Just on the outside of town in a country setting. Comfortable setting for relaxation. This is a daily reservation from Oct.1st-June. I love to make sure my guests have as much fun as they can while they are visiting and will help out in anyway possible. No dogs of any kind are allowed

A coastal view is captured, featuring distant houses and the ocean merging into the horizon. Power lines stretch across the scene, while lush green foliage adds a natural frame to the image. The clear sky complements the tranquil atmosphere.

Home in Ipswich

4.88 out of 5 average rating, 104 reviews

Hillside Ocean View 2BR with Private Beach Access

Cozy, light-filled home just a 10-min walk to Pavilion Beach with access to private Clark Beach too. Open living space with ocean views, comfy seating, fast WiFi, and streaming. Enjoy sunrises from the queen bed in the main bedroom; second bedroom also has a queen. Fully equipped kitchen with lobster pot and dishwasher. Relax in the ocean-facing sunroom or grill on the balcony with stunning views. Perfect for families or small groups seeking a relaxing beach escape.

A modern kitchen features sleek cabinetry and a granite countertop, with appliances and cookware neatly arranged. A color-coordinated backsplash adds depth to the design. In the background, a living area is visible, furnished with comfortable seating and a smart TV on the wall.

Home in Kennebunk

4.95 out of 5 average rating, 151 reviews

Quiet cozy cottage close to restaurants, beach

Winter-wonderland, close to skiing and a walk from great dining. In the summer, enjoy the quiet backyard or walk to the beach! No need to find parking, my place is 3/10 of a mile from downtown Kennebunkport and 7/10 of a mile to Gooch's Beach. You will love my place because of the kitchen, the coziness, and the location. My place is good for couples. It has a tempurpedic king-sized bed and a queen sized pull out bed in the living room.

A comfortable living room features two distinct seating areas, including a gray sofa and a striped armchair. A white coffee table sits in the center, accompanied by decorative items. Natural light enters through large windows, illuminating the space, while a television is positioned against the wall.

Apartment in East End

4.83 out of 5 average rating, 140 reviews

Fall in LOVE With PORTLAND, MAINE

Portland and its surrounding areas is a FOODIE's paradise. Our comfortable home is perfect for Family or Friends to enjoy Portland's charm. Approx 3 miles from Portland Jetport and 90 miles from Boston Logan airport. Walk to downtown or the Old Port on the waterfront. The surrounding areas offer fine beaches and beautiful scenic towns guaranteed to make you want to come back and visit this best kept secret again!

The exterior of a cedar home is highlighted, surrounded by lush greenery and trees. The structure features large windows and a spacious deck, showcasing a distinct A-frame design. A stone pathway leads to the entrance, enhancing accessibility to the outdoor space.

Home in Kennebunk

4.91 out of 5 average rating, 111 reviews

A Great Space in a Great Place

This Lindal Cedar Home overlooks the tidal marsh. Walking distance to beach and Kennebunkport. Second story duplex with master bedroom loft. Complete kitchen. Children's play park, pitch and putt golf, kayak and bike rentals, bakery, restaurants, market, antiquing, whale watching, Shipyard brewery and retail shopping; all within walking distance. Owners on site.

A modern kitchen is presented with white cabinetry and gray countertops. Essential appliances include a microwave, coffee maker, and dishwasher. A window allows natural light to brighten the space. A blue and white patterned mat lies on the floor near the sink.

Guesthouse in Hampton Beach

4.88 out of 5 average rating, 163 reviews

Cute Beach Cottage

Our updated cottage is located steps from the Beach, Boardwalk and beach activities. Quiet, safe street, AC, Smart TV, WIFI, Deck, BBQ grill. Why stay in a hotel room when you can vacation in our cozy cottage by the sea ! Nice updated kitchen. new paint and very clean. The boardwalk has many restaurants music, casino, gift shops Fireworks on Wednesday’s

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Kittery family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A private backyard oasis is surrounded by lush greenery and blooming flowers. A swimming pool is featured in the foreground, reflecting blue skies. Outdoor seating areas are visible, providing space for relaxation and enjoyment.

Home in North Andover

4.94 out of 5 average rating, 154 reviews

Nana-tucket Inn

Outdoor dining tables are set under large umbrellas, with guests enjoying a waterfront view. Sailboats are anchored in the calm water during sunset, creating a serene coastal atmosphere. The soft colors of the sky reflect on the water, enhancing the picturesque dining experience.

Guest suite in Kittery Point

4.95 out of 5 average rating, 291 reviews

Steps to the Harbor & Outdoor Dining. Hot Tub Too

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 Dollar View w/ kitchenette

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

The three-story beach house features a prominent grey exterior with multiple large windows allowing natural light. A spacious patio is surrounded by landscaped greenery, offering seating areas with chairs and sun beds. Balconies extend from the upper levels, providing outdoor spaces with relaxing views.

Home in Old Orchard Beach

4.97 out of 5 average rating, 144 reviews

Luxury 6 bedroom Beach House 50 ft from beach

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

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, 325 reviews

Spectacular log home with private pool and hot tub

A spacious stone courtyard features a large stone fireplace surrounded by seating areas. Potted plants add greenery to the space, with outdoor furniture, including a table and chairs, positioned for relaxation. Strings of lights outline the patio, creating a welcoming ambiance.

Cabin in Rochester

4.94 out of 5 average rating, 228 reviews

awesome private cabin

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

Top guest favorite

A spacious living area features high wooden ceilings and large windows that allow natural light to fill the room. Comfortable seating arrangements are visible, complemented by decorative wall-mounted deer heads. A television and entertainment unit are positioned for relaxation.

Cabin in Gilford

4.94 out of 5 average rating, 107 reviews

Tom’s Cabin The Place to be on Lake Winnipesaukee

A charming yellow house with white trim is featured, surrounded by vibrant foliage. The welcoming porch area is framed by greenery, while a sign indicating 'Pianoforte' is prominently displayed at the front. The roof has a gentle slope, and the layout suggests a cozy residential atmosphere.

Apartment in Chocorua

4.82 out of 5 average rating, 203 reviews

Sweet 2 bedroom apartment

A yurt is set against a wooded backdrop, surrounded by trees. A wooden deck features a seating area and an umbrella, providing shade. Access to the deck is facilitated by a small ramp, ensuring easy entry.

4.93 out of 5 average rating, 262 reviews

Fire Fly Yurts on Funky Bow Lane

A cozy living area features a light gray sectional sofa with decorative pillows. A small star decoration hangs on the wall, and a flat-screen TV is positioned on a dark wooden console. Soft natural light enters from the adjacent room, creating a welcoming ambiance.

Apartment in Ipswich

4.84 out of 5 average rating, 281 reviews

Comfortable house, close to beach and downton IPSW

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

4.91 out of 5 average rating, 148 reviews

Locally Owned Pet Friendly N. Lakes One Level Home

A charming two-story home is showcased with a striking red exterior. Large windows allow natural light to flood in, while well-maintained landscaping features lush greenery and a stone wall lining the front yard. The inviting porch adds a welcoming touch.

Home in Portland

4.9 out of 5 average rating, 126 reviews

Charming Portland Colonial, In Town

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, 303 reviews

Monument SWEET!

Family-friendly home rentals with a pool

An outdoor recreational area features a large swimming pool surrounded by lounge chairs and umbrellas. A multi-level deck provides additional seating and a shaded gazebo for relaxation. Lush greenery creates a natural backdrop, enhancing the inviting atmosphere of this community space.

Home in Campton

4.95 out of 5 average rating, 94 reviews

Cozy Hideaway at Waterville Estates!

Home in Campton

4.96 out of 5 average rating, 68 reviews

Perfect Getaway in Waterville Valley, Campton NH

An indoor swimming pool is visible, featuring clear water and a hot tub adjacent to it. Large windows allow natural light to fill the space, and a door leads outside. Poolside access is provided by a metal ladder.

Condo in Hampton Beach

4.89 out of 5 average rating, 36 reviews

Hampton 100 yards to beach

A large outdoor pool area is surrounded by lounge chairs in vibrant colors. The pool is complemented by neighboring buildings with multiple windows, providing a welcoming atmosphere. The concrete patio offers ample space for relaxation and sunbathing, with a barbecue area visible in the background.

4.85 out of 5 average rating, 181 reviews

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

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, 156 reviews

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee

A spacious outdoor pool area features lounge chairs arranged around a clear blue pool. Tables and chairs provide seating options for relaxation. Lush greenery and wooden decks enhance the open atmosphere, with additional poolside seating visible in the background.

Townhouse in Thornton

4.92 out of 5 average rating, 87 reviews

WATERVILLE VALLEY SNOWOOD

An enclosed pool area features a clear water pool with a bubbling spa section. The pool is bordered by a smooth, tiled surface, and steps lead into the water. Large windows allow natural light to fill the space, and a door provides access to the exterior.

Apartment in Hampton Beach

4.74 out of 5 average rating, 121 reviews

Beautiful Beach Studio

The serene lake is framed by trees, reflecting the soft colors of the sunset sky. Gentle ripples disturb the water's surface, creating a tranquil atmosphere. In the distance, the silhouettes of trees and properties are visible along the shore, enhancing the peaceful landscape.

4.82 out of 5 average rating, 135 reviews

Beautiful Lakefront Vacation

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

Total rentals
240 properties
Nightly prices starting at
R1,261 ZAR 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