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Family-friendly vacation rentals in Drakes Island Beach

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Top-rated family-friendly rentals in Drakes Island Beach

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A light-filled living area features a comfortable grey sofa and natural wood coffee table. A textural area rug complements the space, while a vibrant aqua and white patterned wall adds visual interest. Nearby, a dining table with woven pendant lighting offers an inviting space for meals.

Apartment in Ogunquit

4.86 out of 5 average rating, 111 reviews

Twenty Shore - 2 Ocean Suite

Suite 2 - Ocean Suite This condo is located at the rear of the property. The Ocean Suite is inspired by the bold ever changing surface of the tides in a combination of aqua, sea-blue & white-water color palette. The floor plan features an open-concept kitchen with farm-sink, stainless appliances, floating oak shelving, & is fully equipped with the needed essentials. A private terrace off the bedroom with retractable awning & bistro table set is an ideal space to enjoy a book or soak up the sun.

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

4.93 out of 5 average rating, 134 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)

Top guest favorite

A dynamic scene showcases a gas fire pit, with flames dancing above dark stones. Two glasses are positioned on the edge, one filled with ice, the other with a warm beverage. The horizon displays a soft sunset over the water, adding a serene backdrop.

Guest suite in Dover

4.87 out of 5 average rating, 223 reviews

Lovely Waterfront Suite, New Hampshire Seacoast

Great location to enjoy the New Hampshire Seacoast. Just a few minutes to Portsmouth and Durham, perfect romantic getaway, or convenient spot to visit your student at the University of New Hampshire. Wonderful one bedroom suite, private patio. Enjoy the waterfront deck, have your breakfast or cocktail there. This is place is truly magical. You will enjoy how special it is. Close and convenient spot on the New Hampshire Maine boarder. New this summer an outdoor KITCHEN! Everything you’ll need

A bright living room features large windows that offer natural light and views of greenery. A comfortable sofa is arranged alongside a modern coffee table situated on a patterned area rug. A gas fireplace is built into the wall, with a flat-screen TV mounted above.

Apartment in Ogunquit

4.94 out of 5 average rating, 152 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, 370 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, 285 reviews

Beautiful & spacious. 1 mile to the beach

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

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 light-filled living area features a comfortable beige sofa and a vibrant blue rug. A round dining table with blue chairs is positioned by the bay window, allowing natural light to enhance the cheerful atmosphere. A framed artwork adds a touch of character to the space.

Apartment in Kennebunk

4.92 out of 5 average rating, 243 reviews

Prime Dock Square Location! Walk Everywhere!

Welcome to Kennebunk Coastal Suites. (Cove Side Suite unit 3) Best location! 2 minute walk to Dock Sq ONSITE PARKING FOR 1 CAR Dozens of Shops, restaurants, and music surrounds you and all your senses! This is the perfect place for your Maine vacation. We painstakingly renovated this 1880’s charmer into 5 charming apartments complete with all your necessities including a washer/dryer. There are many houses for rent in the Kennebunks but none as convenient as this Kport charm

Top guest favorite

A cozy cottage is framed by lush greenery and colorful landscaping, featuring a welcoming front porch and a sunroom with large windows. A picnic table is positioned nearby, inviting outdoor relaxation. The property is set against a backdrop of trees, contributing to a private and serene environment.

Cottage in Brownfield

4.99 out of 5 average rating, 253 reviews

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

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

4.96 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.

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, 269 reviews

The Little Cottage - Under the Trees & By the Sea

It's been called Magical Maine and that it is. Located just 1.5 hours from Boston, Ogunquit is a quaint coastal town offering restaurants, shopping, wild-life & hiking at Mt Agamanticus and, best of all, the beach! Our little home is tucked away on a 1/2 acre of wooded land just down the way from a frog pond, but still within walking distance to town and the beach. Perfect for a family vacation, romantic weekend getaway, reunion amongst friends or even solo trip!

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, 433 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.

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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

Top guest favorite

A serene outdoor patio features a functional hot tub surrounded by snow. Soft blue lighting emanates from the hot tub, while a small fire pit is framed by two cozy chairs. The fenced area includes a door leading to the house and festive string lights adding warmth.

Home in Portland

4.97 out of 5 average rating, 226 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

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, 301 reviews

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

A stone statue of a woman is depicted sitting gracefully, holding a wreath. An American flag flutters above, while a multi-story building is visible in the background, suggesting a seaside location.

Condo in Hampton

4.89 out of 5 average rating, 37 reviews

Hampton 100 yards to beach

A serene lake reflects the surrounding mountains under a clear blue sky. The still water mirrors the lush forests and gentle hills, creating a harmonious blend of nature. Soft clouds are visible above the landscape, adding depth to the tranquil scene.

Home in Tamworth

4.82 out of 5 average rating, 102 reviews

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

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

4.89 out of 5 average rating, 45 reviews

Beach Dreaming

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, 555 reviews

Cozy hot tub haven

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

4.96 out of 5 average rating, 153 reviews

Luxury 6 bedroom Beach House 50 ft from beach

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, 233 reviews

awesome private cabin

Family- and pet-friendly home rentals

A rustic cabin is nestled among tall trees, showcasing wooden logs and a slanted roof. Sturdy stairs lead to a porch, where a warm entry invites nature lovers. Leafy surroundings create a serene atmosphere, highlighting the cabin's rustic charm.

Treehouse in Conway

4.95 out of 5 average rating, 585 reviews

Tree House at the Shire

Top guest favorite

A two-story house with a light grey exterior is framed by a manicured lawn. Bright green accents are present on the front door, which is complemented by a small porch and steps. Surrounding shrubs and trees enhance the outdoor setting.

Home in Kittery

4.96 out of 5 average rating, 107 reviews

Spacious 2 BR Kittery Home - Walk to Portsmouth!

Top guest favorite

A cabin with a spacious deck overlooks a natural setting. The structure features large windows and a bright red umbrella set over a wooden table. Surrounding green trees and shrubs create a serene environment, while a canoe rests nearby on the ground.

Home in Wolfeboro

4.99 out of 5 average rating, 130 reviews

Tranquil Pondside Retreat

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, 298 reviews

Family Friendly 2BR 1 BA Coastal Kittery Home

A bright living room is filled with natural light from two large windows. A soft blue sectional sofa, accentuated by coordinating pillows, faces a round coffee table. A vibrant piece of wall art and potted plants enhance the space. A comfortable armchair is situated in the corner.

Home in Portsmouth

4.94 out of 5 average rating, 561 reviews

Private Sunny Apartment in hip Portsmouth West End

The cottage features a rustic wooden exterior with a large wrap-around porch. Two Adirondack chairs are positioned on the porch, offering a welcoming spot to enjoy the surrounding nature. A large window allows light to enter the space, enhancing the warm atmosphere.

Cottage in Bridgton

4.92 out of 5 average rating, 190 reviews

True Maine Artist Cottage with Outdoor Shower

Top guest favorite

The living area features a combination of seating, including a couch and armchair, positioned near windows that allow natural light. A small dining table with checkered fabric sits adjacent, while framed artwork adorns the walls, adding character to the space.

Apartment in Lee

4.93 out of 5 average rating, 165 reviews

In the country but near the action.

Top guest favorite

A quaint turquoise house is surrounded by a spacious lawn, with a winding path leading to the entrance. Large windows provide natural light, while a chimney adds a traditional touch. Lush greenery and colorful flowers are visible around the exterior.

4.88 out of 5 average rating, 139 reviews

Rocky Acres at York Beach

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, 192 reviews

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

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

4.74 out of 5 average rating, 123 reviews

Beautiful Beach Studio

A serene lakeside view captures a sunset reflected on calm water. Silhouetted trees frame the scene, with a picnic table and a bench positioned on the sandy shore. Gentle waves are visible, and a distant boat rests peacefully as the sky radiates soft colors.

Cottage in Frye Island

5 out of 5 average rating, 11 reviews

Sebago Lake - A-frame cottage on Frye Island

A refreshing pool area is surrounded by well-kept landscaping and seating options. Two blue umbrellas provide shade over metal chairs and tables. Colorful pool floats are positioned in the clear water, and a charming white structure is visible in the background.

Apartment in Falmouth

4.97 out of 5 average rating, 98 reviews

Poolside Suite-Gateway to Portland

5 out of 5 average rating, 22 reviews

Walk To WELLS BEACH! fully furnished near lots

Top guest favorite

A large, multi-story building is visible behind a spacious swimming pool, which reflects soft evening light. Lounge chairs line the pool area, and umbrellas provide shade. The setting is surrounded by trees, creating a serene and private atmosphere.

Cottage in Wells

4.95 out of 5 average rating, 79 reviews

Beach Dreams Cottage - Wells, ME

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, 44 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

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