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Family-friendly vacation rentals in Kennebunk

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Top-rated family-friendly rentals in Kennebunk

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

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A dedicated office space features a custom-built desk with an ergonomic chair and a computer monitor. Natural light fills the room through two large windows with subtle shades. A vacuum cleaner is positioned near the entrance, while the open layout allows views of the adjoining living area.

Apartment in Ogunquit

4.94 out of 5 average rating, 150 reviews

Step to Perkins Cove From The Loft in Ogunquit

Architect-designed loft just steps from the Marginal Way& Perkins Cove with the best in relaxation, comfort and finishes. Two guest suites meet with open and spacious living. Enjoy a bright and open living space with gourmet kitchen. The outdoor space is perfect for grilling out or just welcoming the morning sun with a cup of coffee, or ending the night with a great glass of wine. With private parking for up to two cars, leave them and walk to any of the attractions Ogunquit is known for.

Top guest favorite

A modern building with a light-colored exterior features large windows and a steeply pitched roof. A set of stairs leads to an upper entry, while two wooden garage doors are present at ground level. Surrounding greenery enhances the serene setting.

Guest suite in Cape Neddick

4.97 out of 5 average rating, 366 reviews

Peaceful Coastal Retreat

Tucked away in the woods along a stretch of rocky coastline, this hidden retreat is the perfect place to truly get away. Located midway between Ogunquit and York, guests can enjoy all the amenities of the towns, yet return to the quiet and peaceful seclusion of the Peaceful Coastal Retreat. Listen to the wind blow and the birds chirp as you gaze into the surrounding forrest or the star speckled sky; there is no place more perfect to relax and experience the magnificent Maine coastline.

A cozy seating area features a dark leather sofa adorned with a colorful throw and red accent pillows. A small wooden table and a soft rug complement the space, where a light stands beside a vibrant orange wall. Natural light enters through a window dressed with light curtains.

Guest suite in Kennebunk

4.85 out of 5 average rating, 283 reviews

We welcome Canadian guests with 20 % off

CANADIAN RESIDENTS: inquire with dates for a special offer to include the discount. Our spacious suite with private bath is comfortable, well appointed, close to everything. 1 mile to the beach. Many extras included ! The suite consists of a large studio, with private bath. The second room rents for $55 per night for a second or third person in the group and shares the bath. Free amenities include use of beach parking pass, chairs, pack-n-play, kayaks, gas grill, picnic table, fire pit

A wide sandy beach stretches along the coastline, with gentle waves breaking at the shore. Two figures walk along the water's edge, while a clear blue sky enhances the tranquil atmosphere of the scene.

Condo in Old Orchard Beach

4.9 out of 5 average rating, 105 reviews

Oceanfront Condo with Awesome Views

Wake up to a full ocean view on a seven mile sandy beach! Enjoy this one bedroom condo's great views, private balcony, and fully furnished decorated living space, along with a full kitchen with dishwasher, and even including a washer and dryer! Walk to everything downtown Old Orchard Beach has to offer: Amusement park, restaurants, clubs, shopping, and the famous Pier. Downstairs is a bar/restaurant that features live bands seven days a week in summer. Enjoy the fireworks every Thursday!

Top guest favorite

A cozy outdoor seating area features two wooden chairs arranged around a circular stone fire pit. The space is surrounded by landscaped mulch and bordered by a winding pathway. Lush greenery and a home can be seen in the background, contributing to a serene atmosphere.

Loft in Barrington

4.96 out of 5 average rating, 534 reviews

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 5 year old daughter. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

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

Top guest favorite

The exterior view shows a spacious lawn bordered by a wooded backdrop, featuring a mix of rustic wooden and modern structures. A yellow volleyball net is set up on one side, with large rocks and a gravel driveway visible in the scene.

Guest suite in Kennebunkport

4.99 out of 5 average rating, 218 reviews

Get back to nature in this new woodsy retreat.

Perfect for "leaf peeping". Beautiful 2nd floor two bedroom apartment with great light, nestled in the woods. Listen to the owls at night and wake to the birds chirping. Comfortably sleeps 5 in two queen beds and a twin XL bunk. Easy access to Goose Rocks Beach as well as Smith Preserve conservation trails for biking, hiking, trail running, snow shoeing and cross-country skiing. Located 6 miles from the center of Kennebunkport and 3 1/2 miles from Cape Porpoise.

The entryway features a blend of natural wood and modern design elements. A staircase with a wooden railing leads to an upper level. A vibrant area rug lies beneath a plant and a bar cart, while large windows allow natural light to brighten the space.

Farm stay in Kennebunkport

4.96 out of 5 average rating, 114 reviews

Farmhouse Experience in a Beachside Community

2025 Summer Rentals: 7 night min requirement (Friday Check-in) / Inquire for alternative dates. Enjoy being equidistant between Dock Square and Cape Porpoise, where you be immersed in a world of top chefs, fine wines, beautiful homes, acclaimed artists, and the quintessential oceanfront charm of Kennebunkport. Relax in this inspired barn house restored design with modern touches in a farm to table community. Weather the storm with our newly installed generator.

Top guest favorite

The Birch Ledge Guest House is a two-story structure nestled among trees, featuring a rustic exterior with a metal roof. A small patio with two chairs is positioned at the entrance, and a staircase leads to the loft area. Lush greenery surrounds the home.

4.99 out of 5 average rating, 429 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

A light-filled living area is highlighted by exposed wooden beams overhead, complemented by modern furnishings. An open kitchen features a gray countertop and red barstools. A comfortable sectional sofa offers a cozy seating option, with a flat-screen TV mounted on the wall.

Apartment in Kennebunk

4.96 out of 5 average rating, 211 reviews

Dock Square Pied-A-Terre Loft Beachy Vibes!

The Sail Loft Unit is a brand new (since 2018) 2nd floor 1 bedroom, 1 full bathroom Suite. Our Property has 5 apartments and we are proud to say we have over 1000 5 Star Reviews!! Discover the delightful town of Kennebunk and enjoy your ideal seaside retreat in our snug 1-bedroom holiday house. Situated just a short walk from the vibrant Dock Square, you'll be immersed in the heart of the local community, with easy to all beaches and attractions!

Top guest favorite

A bright sunroom features large windows offering natural light and views of the surrounding landscape. Comfortable seating includes a light blue couch with decorative pillows and two woven chairs. A small wooden coffee table sits in the center, complemented by a lamp on a dark side table.

Home in Kennebunk

4.97 out of 5 average rating, 171 reviews

350 Steps to Gooch’s Beach! Water Views

Ideal location 350 steps to beautiful Gooch’s beach. Easy walk or short drive to Kennebunkport's Dock Square with shops and restaurants. This is the upper floor of a 2 floor, 2 unit building. Sunny and cheerful w/open floor plan, gas fireplace, and large back deck. WiFi and live streaming tv are included. Outdoor shower. Beach chairs/towels provided. Walk to beach & town. 7 day minimum, Saturday check in/check out July through August 2025.

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, 152 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.

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Popular amenities for Kennebunk family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with air conditioning

Top guest favorite

A dining area is visible with a granite countertop set with turquoise plates and clear glassware. A vase of flowers adds a decorative touch, while a wall-mounted television can be seen in the background alongside a plant. Natural light enters from nearby windows.

Apartment in Wells

4.96 out of 5 average rating, 122 reviews

Ogunquit by the Riverbend

Guest suite in Wells

4.98 out of 5 average rating, 139 reviews

The Coastal Getaway-peaceful place in a beach town

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, 294 reviews

Coastal Maine & 10 Min to Portsmouth+ Hot Tub Too!

Top guest favorite

The studio's interior displays rustic charm with original rough-hewn beams overhead. A spacious bed is visible in the back area, while a comfortable seating arrangement and TV are situated in the front. Natural light streams through multiple windows, enhancing the welcoming atmosphere.

Guesthouse in Harpswell

4.95 out of 5 average rating, 464 reviews

Harpswell Studio on Waterview Property! Lobster!

Top guest favorite

A bright living area features high ceilings with decorative molding and wooden floors. Comfortable seating includes a light-colored sofa and two dark recliners. A wooden dining table is visible in the background, accompanied by a staircase leading to the upper level.

Home in Ogunquit

4.98 out of 5 average rating, 102 reviews

Home on Perkins Cove / Marginal Way

Top guest favorite

A spacious backyard features a landscaped area with vibrant flowers and stone terraces. The home, set above, includes an elevated deck shaded by a canopy. Lush greenery surrounds the property, providing a sense of seclusion in a serene environment.

4.99 out of 5 average rating, 154 reviews

Beautiful Home In Gorham Maine

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, 230 reviews

awesome private cabin

A charming cottage is viewed from the front, featuring a gabled roof and a welcoming entryway. Large windows allow light to fill the space, surrounded by lush greenery and stone landscaping. A small chair is placed near the entrance, inviting guests to relax outdoors.

Cottage in Ogunquit

4.85 out of 5 average rating, 268 reviews

The Little Cottage - Under the Trees & By the Sea

Family-friendly home rentals with Wifi

A bright and airy living area is showcased with large glass doors letting in natural light. Potted plants are positioned throughout, and a sectional sofa offers comfortable seating. A media console holds a television, complemented by a small dining table and chairs in the background.

Condo in Old Orchard Beach

4.91 out of 5 average rating, 433 reviews

Luxury Beach Front Condo! Prime Location!

A cozy bedroom features a spacious bed with a floral quilt and decorative pillows. Natural light filters through curtains adorned with floral patterns, enhancing the inviting atmosphere. A bedside table and a wooden dresser are present, contributing to the room's functionality.

Apartment in Old Orchard Beach

4.93 out of 5 average rating, 199 reviews

The Upstairs Moose

Top guest favorite

The cottage, featuring rustic cedar shingles, is set among lush greenery. A screened porch with large windows invites fresh air and natural light. The spacious yard is accented by varied plant life, contributing to a serene and private outdoor environment.

Cottage in Kittery

4.96 out of 5 average rating, 299 reviews

Charming Coastal Maine Cottage

Top guest favorite

A private deck is showcased with a large, colorful umbrella over a table and chairs. The ocean view is evident, with the shoreline visible in the distance. Nearby structures offer a glimpse of the surrounding area, enhancing the outdoor space's charm.

Apartment in Old Orchard Beach

4.91 out of 5 average rating, 190 reviews

Beachside Penthouse Paradise on Old Orchard Beach

A classic Cape Cod-style home is presented, featuring crisp white siding and a welcoming American flag displayed on the front porch. Lush green grass surrounds the house, complemented by mature trees and vibrant shrubbery, creating a serene outdoor setting.

Home in Kittery

4.98 out of 5 average rating, 294 reviews

Family Friendly 2BR 1 BA Coastal Kittery Home

A serene lakeside view reveals a wooden dock with a reclining chair near the water's edge. Vibrant autumn leaves frame the scene, contrasting with the clear blue sky and calm lake. Rocky terrain adds natural texture to the tranquil environment, inviting relaxation.

Cabin in Raymond

4.93 out of 5 average rating, 155 reviews

Rustic, cozy cabin on Sebago Lake. A hidden gem.

A bright kitchen features a central island with bar seating, surrounded by modern cabinetry and stainless steel appliances. Large windows provide natural light, highlighting the rustic dining table, and wooden beams draw attention to the vaulted ceiling.

Home in Yarmouth

4.92 out of 5 average rating, 540 reviews

Beautiful Coastal Maine Getaway

A private deck overlooking the water features a round table with four surrounding chairs, sheltered by a large umbrella. The scene includes lush trees lining the opposite shore, with clear blue skies reflecting on the calm water.

Cottage in Harpswell

4.91 out of 5 average rating, 117 reviews

Seal Ledge - water's edge cottage with kayaks

Family-friendly home rentals with a pool

The image displays a landscaped area featuring a swimming pool surrounded by well-maintained grass. Nearby, picnic tables and green adirondack chairs are arranged along a white picket fence. Several cottage units with red doors are visible in the background, contributing to a relaxed outdoor atmosphere.

Apartment in Conway

4.89 out of 5 average rating, 132 reviews

NoCo Village 1-Bedroom

A historic lake-front cottage is presented with its red siding and white trim, featuring numerous windows that enhance natural light. A cupola tops the building, while a porch extends along the front. A sandy area in front leads to the water.

Cottage in Poland

4.61 out of 5 average rating, 18 reviews

Lake Beach House at Poland Spring Resort

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, 187 reviews

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

A spacious outdoor pool area is seen, surrounded by a paved deck. Sun loungers are positioned neatly along the perimeter, with blue umbrellas providing shade. A clubhouse with a large deck overlooks the pool, set against a backdrop of trees.

Cottage in Wells

4.88 out of 5 average rating, 42 reviews

Beach Dreaming

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, 122 reviews

Beautiful Beach Studio

An outdoor area is captured, showcasing a heated inground pool surrounded by lounge chairs. The backdrop consists of a multi-level building with several windows allowing natural light in, set against a clear blue sky.

4.95 out of 5 average rating, 41 reviews

Chic 1 bedroom condo only 1 Mile from Wells Beach!

An aerial view of a spacious backyard showcases a well-maintained heated pool surrounded by a patio area with seating. Lush greenery and trees frame the property, enhancing the outdoor space, while a shaded fire pit area and landscaped garden beds are visible.

Home in Portland

5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

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

Total rentals
560 properties
Nightly prices starting at
€ 52 before taxes and fees
Total number of reviews
16K reviews
Pet-friendly rentals
120 properties allow pets
Rentals with a pool
100 properties have a pool
Rentals with dedicated workspaces
230 properties have a dedicated workspace

Destinations to explore