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Family-friendly vacation rentals in Drakes Island Beach

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Drakes Island Beach

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

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Top guest favorite

A multi-level cabin constructed from wood blends seamlessly into the surrounding greenery. A spacious deck extends from the second floor, offering shaded seating under an umbrella. Stairs lead down to the ground level, where a welcoming entrance is accessible amidst the natural landscape.

Cabin in Kennebunk

4.95 out of 5 average rating, 184 reviews

C-Howder Cabin Dog Oasis Fenced Yard

Don’t forget your dogs! Enjoy the peacefulness of this cozy tranquil cabin tucked away in the woods. The cabin has the best of both worlds; private & secluded, while being close to town. Kick your feet up on the deck. Breathe in the pine, listen to the birds & frogs. Or take a lovely stroll down Bufflehead Cove Lane, walk quietly you may see a heron or egret on the pond. Left at Port Rd. & continue down to Western Ave. Lots of stairs. Driveway very steep, requires 4-wheel drive in winter.

Top guest favorite

The exterior of a private entrance features a charming blue door framed by natural wood shingles. Flowering plants and greenery line the pathway, enhancing the inviting atmosphere. A trellis with climbing vines is visible beside the door, contributing to the tranquil setting.

Apartment in Kennebunk

4.99 out of 5 average rating, 162 reviews

Birch Sea

This new, very private apartment attached to our home is in a quiet and picturesque environment minutes away from Dock Square. It's great for couples, solo adventurers and families with one child. If you are seeking to spend the day at one of the beautiful Kennebunk beaches they are just minutes away. We are committed to environmental sustainability and the apartment is powered by solar energy. A new outdoor hot tub was recently installed in February, 2024! We look forward to your visit!

A two-story apartment building is situated near the beach, featuring spacious decks on both levels. Bright white railings and chairs are visible on the decks, creating an open and inviting outdoor space. Lush greenery and decorative elements surround the base of the structure.

Apartment in Wells

4.92 out of 5 average rating, 136 reviews

Wells Beach - Baywatch North

North Side 2 story apartment on 2nd and 3rd floors. Large deck with Weber gas grill and patio table and chairs. Large deck off of master bedroom with king size bed. There are 1 1/2 baths with a washer and dryer. Both decks overlook the bay with amazing sunsets. The bay has striped bass, seals, Egrets, Great Blue Herons and many other birds. Mitsubishi heat pumps for heat and air conditioning. Kayaks are available for use in the bay. Enjoy a short walk across the street to the beach (100 yards)

The living room is bright and airy, featuring large windows that fill the space with natural light. Comfortable seating is provided on two white couches and a blue chair. A neutral area rug complements the wooden flooring, and a television is mounted on the wall.

Cottage in Ogunquit

4.95 out of 5 average rating, 103 reviews

Sunny Beach Cottage / Sleeps 7 + Walk to the beach

Your perfect getaway! Just a brief walk to the beach & steps away from the trolley! This adorable, super clean 2 bedroom/ 1 bath cottage (sleeps 7) is located on a private cul-de-sac within walking distance to (.25 miles) Footbridge Beach and local restaurants, and 1 mile from Ogunquit’s center. You'll love the cottage's charming appeal, with its fresh & inviting ambiance. Every inch of this beautiful space has been thoughtfully furnished ensuring a truly memorable experience inside and out!

Top guest favorite

The exterior of a multi-level beach house is visible, featuring a spacious deck with railings and steps leading to the sandy area by the water. The house is painted white with green accents, and tall windows allow for natural light to enter. A brick chimney is located at one end.

4.97 out of 5 average rating, 113 reviews

Family Beach House, Wells Beach, Maine

Family Beach House on the Harbor/River of Wells Beach. House Sleeps 8 adults, plus 3 - 4 children. Full kitchen, 4 bedrooms plus Sleeping Loft, 3 baths, Dining Room, large deck, patio, laundry, outdoor shower, fire pit. Private access back beach. Bring your kayaks, paddle boards, surf boards, or boat. Water behind house at High Tide. Approx. 100 yard walk across Atlantic Ave to beach. Parking for 5 cars Max. Optional in-law apartment available, sleeps 5, for $115 per night/$800 per week

A bright kitchen area features modern white cabinetry and a spacious countertop. Barstools with woven seats are positioned at the counter. Natural light floods in through a nearby door, illuminating the polished wooden floor and light blue walls.

Cottage in Wells

4.94 out of 5 average rating, 159 reviews

Cozy Cottage with Ocean Views, Wells Maine

Ocean breezes, panoramic views of the Atlantic, comfortable cottage to relax & enjoy your time in Maine, what more could you ask for on a getaway?! This cozy cottage for 6 boasts near panoramic views of the Rachel Carlson preserve and the Atlantic Ocean. Tastefully decorated and newly updated, our cottage offers AC/heat, ceiling fans, fully equipped kitchen with dishwasher, outdoor gas grill, cable TV in all rooms, WiFi, cabled phone, skylights, in unit W/D & a large screened in porch.

The barn house features a rustic design with large, welcoming doors framed by vibrant greenery and colorful flower beds. Two red chairs are positioned invitingly on a pebble pathway leading to the entrance. A soft pink and purple sky complements the charming exterior.

Farm stay in Kennebunkport

4.95 out of 5 average rating, 117 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 exterior entrance of the property features a paved pathway leading to a dark blue front door, flanked by two windows. A small bench is positioned nearby, and an American flag is displayed on the ground. Lush greenery surrounds the area.

4.95 out of 5 average rating, 224 reviews

3-Bed | 2-Bedroom | Hot Tub | Close To Beach

If you've never stayed in Wells before, make your first stay at the oldest established property in Wells, dating back to 1604, but updated for today's modern needs with wifi, streaming, jacuzzi, grill, outdoor furniture, and hammock all within a short drive to Wells beach in a peaceful neighborhood on a dead end street. Let the Webhannet Falls and River lull you to sleep as they flow through the backyard and see the foundation of the historic gristmill and sawmill.

A serene view of the beach stretches before a grassy path leading to the shoreline. Waves gently lap at the sandy beach under a clear sky, where soft clouds drift above. The outdoor space is bordered by tall grass, providing a natural frame.

4.81 out of 5 average rating, 102 reviews

Private home on the beach with 360 degree views!

Directly on the beach with views of the water on both sides. This 4 bed/2 bath house has a modern feel with lots of windows and natural light. Very white, bright, and clean and can sleep up to 12 people. Amazing views and location, and it's one of a kind. The sunrises and sunsets can be seen on both sides of the home. The kitchen is stocked with everything from a microwave to a blender...you'll have what you need...and parking for 4 cars.

Top guest favorite

The exterior of the bunkhouse is shown, featuring a grey clapboard siding and a welcoming front porch with white railings. A bright blue door contrasts the muted tones, while greenery surrounds the property, creating a natural, serene setting.

4.99 out of 5 average rating, 171 reviews

Charming Wells Bunkhouse near Drakes Island Beach

This 675 sq ft bunkhouse is the perfect spot for your next beach stay! Situated on an oversized lot with plenty of parking, outdoor grill, and outdoor furniture. It has been designed and decorated with loads of Maine charm. It boasts a full kitchen, smart tv with cable and WiFi. Keyless entry will allow you to check yourself in, at your own convenience. Let me know if you need beach chairs or a cooler to complete your trip!

A sandy beach stretches into the distance, visible from a coastal property. The exterior features a light-colored shingle design, with a covered porch offering seating. Green shrubbery lines the foreground, creating a natural border against the ocean backdrop and clear blue sky.

4.87 out of 5 average rating, 123 reviews

Drakes Island Beach Front Breathtaking Property !

Ocean views from Kennebunkport to Cape Neddick and a gorgeous half mile sandy beach right outside your door! Watch the sunrise and the sunset over the sandy Drakes Island shores. Enjoy daily walks on the beach or take a walk on the peaceful trails nearby alongside the Rachel Carson Wildlife Refuge & Laudholm Farm, and go to town for restaurants, arcades and more fun. It doesn’t get better than this !

A cozy bedroom features a spacious bed with a patterned coverlet. A wooden table and chair are positioned by the window, allowing natural light to illuminate the room. Wooden walls contribute to a warm ambiance, and window treatments provide privacy.

Apartment in Wells

4.83 out of 5 average rating, 338 reviews

The Crow's Nest

This is a one bedroom unit with its own private bathroom close to Wells Beach, and Route 1 Shopping, restaurants , etc. High-speed WiFi, AC/Heat, comfy queen sized bed, mini fridge, microwave, table with 2 chairs, ceiling fan, first aid kit, iron, and blow dryer. I don't do long term rentals for the summer but please message me if you'd like to do a long term rental from October to May.

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Popular amenities for Drakes Island Beach family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An outdoor hot tub is positioned on a gravel patio, surrounded by lush greenery. Beyond the tub, glass doors lead to an inviting indoor space. Comfortable seating is nearby, creating a relaxing atmosphere for guests.

Guest suite in Kittery Point

4.95 out of 5 average rating, 317 reviews

Warm Coastal Days and Cool Hot Tub Nights

A spacious hot tub is filled with bubbling water, featuring three water jets creating gentle splashes. The area is enclosed by a wooden fence, providing privacy for guests. Bright sunlight reflects off the water's surface, enhancing the inviting atmosphere.

Apartment in Sanford

4.85 out of 5 average rating, 242 reviews

Renewed & cozy with spa

The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.

4.99 out of 5 average rating, 147 reviews

LUX Designer Private Waterfront

A lakefront chalet is framed by lush trees, featuring a spacious deck with seating and a view of the water. A kayak rests on the sandy shore, leading to a clear lake that reflects the surrounding greenery and the home's inviting design.

Cabin in Barnstead

4.95 out of 5 average rating, 238 reviews

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

A private jacuzzi with bubbling water is positioned on a stone patio, accompanied by two lounge chairs. In the background, a wooden sauna structure is nestled among greenery, while a spacious deck allows for easy outdoor access.

Guest suite in Durham

4.93 out of 5 average rating, 134 reviews

Luxurious Spa Suite: Sauna, Jacuzzi, Steam Shower

A rustic cabin is nestled among lush greenery, showcasing a stone patio with comfortable seating around a firepit. The outdoor area is surrounded by trees, enhancing the tranquil atmosphere, and features stepping stones leading to the entrance of the cabin.

Guesthouse in York

4.88 out of 5 average rating, 269 reviews

Cozy Cabin with hot tub, walk to beach, rock cove

A charming coastal home is showcased with light-colored siding and a bright blue front door. Surrounding greenery includes tall trees and manicured shrubs. The property is set back from a grassy area, adding to its inviting curb appeal.

Home in Falmouth

4.89 out of 5 average rating, 271 reviews

Amazing Bay View Home with Hot Tub

A serene lakeside view is presented, featuring a well-maintained garden with colorful flowers and lush greenery. Smooth stones create a path leading towards the calm waters of Sunrise Lake. The dock and surrounding trees are visible under a bright blue sky with scattered clouds.

Cottage in Middleton

4.96 out of 5 average rating, 197 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Family- and pet-friendly home rentals

The exterior of The Word Barn is illuminated against a twilight sky, showcasing its distinct architectural features. Warm lights line the entrance, and large windows reveal a welcoming interior. Surrounding greenery adds to the tranquil ambiance of the private setting.

4.87 out of 5 average rating, 535 reviews

The Word Barn, Exeter, NH

A serene grassy courtyard is framed by shaded trees, featuring white adirondack chairs and a pathway leading through the area. Tables and umbrellas are set up for outdoor gathering, while the nearby cottages are visible among the greenery.

Cabin in Old Orchard Beach

4.82 out of 5 average rating, 220 reviews

Alluring 1 Bedroom cabin just 50ft from beach no.6

A cozy beach house is set within a spacious backyard featuring a wooden deck. A circular fire pit area is surrounded by several chairs, while lush green grass and colorful flowers enhance the outdoor setting. The house is adorned with a simple 'BEACH HOUSE' sign.

Cottage in Old Orchard Beach

4.93 out of 5 average rating, 323 reviews

#1 Cozy cottage minutes from the beach!

Top guest favorite

A charming cottage is seen behind raised garden beds featuring green plants and flowering chives. The building's white exterior is complemented by wooden decking and natural surroundings of trees and greenery.

Tiny home in Kittery

4.95 out of 5 average rating, 534 reviews

water view property "The Little House"

Top guest favorite

A serene snowfall blankets the landscape, with a quaint house visible in the background. The house features a front porch and is surrounded by tall trees. A smooth, snowy path leads up to the entrance, highlighting the peaceful, winter setting.

Home in Lebanon

4.97 out of 5 average rating, 387 reviews

Beautiful, Peaceful, Maine Getaway House

An open floor plan is showcased, featuring a cozy futon couch with decorative pillows. A wooden staircase leads to the loft, while large windows allow natural light to illuminate the space. Basic kitchen supplies are visible on the wooden countertop.

Cabin in Standish

4.98 out of 5 average rating, 137 reviews

THE LILLIPAD.Off-grid A frame. Sebago lake region!

Top guest favorite

A cozy studio space features a double size bed dressed in a red coverlet and accented with colorful throw pillows. A small wood stove is positioned near the bed, with a television mounted on the wall opposite. Natural light filters through windows adorned with lace curtains.

Tiny home in Wells

4.94 out of 5 average rating, 124 reviews

COZY&RELAXING Studio-Home, Wells ME 3.5 mi 2beach

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.

4.94 out of 5 average rating, 277 reviews

Fire Fly Yurts on Funky Bow Lane

Family-friendly home rentals with a pool

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, 197 reviews

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

A clear view of a heated pool surrounded by a spacious deck, featuring white lounge chairs and vibrant blue poolside furniture. Tall trees provide shade nearby, and a fence surrounds the pool area, ensuring privacy and safety. The open area beyond the pool includes green grass and additional cottage units.

Cottage in York

4.97 out of 5 average rating, 149 reviews

Tiny house living close to Ogunquit center!

Top guest favorite

Home in Portland

4.96 out of 5 average rating, 141 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Top guest favorite

Place to stay in Shapleigh

5 out of 5 average rating, 91 reviews

Historic Schoolhouse c1866 / Pets OK / Hot tub

Top guest favorite

Home in Ogunquit

5 out of 5 average rating, 70 reviews

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

A clear swimming pool is framed by lounge chairs and vibrant greenery. A colorful towel featuring a flamingo and tropical designs is laid out on the poolside, providing a pop of color against the light concrete deck.

4.88 out of 5 average rating, 42 reviews

Drake's Island Beach Area Studio

Top guest favorite

The spacious loft is highlighted by 16-foot ceilings and multiple skylights. A queen bed is positioned near a cozy seating area, complemented by a wooden dining table. Eye-catching artwork adorns the walls, and natural light fills the room through large windows.

Loft in Falmouth

4.95 out of 5 average rating, 643 reviews

Loft Apartment on Tree-Lined Street in Falmouth

A spacious outdoor pool area is surrounded by lounge chairs and umbrellas, with vibrant blue water reflecting the sun. Nearby, a landscaped garden features colorful flowers and greenery, enhancing the serene environment and creating a welcoming atmosphere for relaxation.

Cottage in Wells

4.95 out of 5 average rating, 64 reviews

Beach Cottage on the Marsh Wells, ME

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