Family-friendly vacation rentals in Kennebunkport

A charming yellow house features white trim and black shutters, complemented by a large American flag adorning the front. Lush greenery surrounds the entry, with a neat pathway leading to the porch, where a shaded seating area is visible.

4.94 out of 5 average rating, 119 reviews

Historic Kennebunkport home .3 mile to Dock Square

Under 10 min walk to Dock Square, 2 min walk to Kennebunk River. Luxury linens, Casper pillows, SandCloud towels, Malin + Goetz toiletries, well-appointed kitchen and beach chairs included in your stay. 2 bikes & 2 kayaks available. Walk to Colony Beach, bike to Kennebunk Beach. 2 min walk to Perkins Park on the River, steps down to water for launching kayaks. Dock Square is a vacationer’s dream. Stroll along Ocean Ave on the water or grill fresh seafood on the cozy porch. 420 friendly outside

Indoor spacesKitchenValue

5.0 out of 5 average rating, 104 reviews

An inviting entryway is presented under a large, sloping roof supported by exposed wooden beams. Comfortable seating is arranged on the porch, with decorative pumpkins placed on the ground. Pathways made of stones lead to the entrance, surrounded by a tranquil natural setting.

Cottage in Biddeford

Secluded Coastal Home & Cottage 3 Minutes to Beach

Escape to Thistle Pond Cottage, a peaceful coastal retreat in southern Maine. Nestled on 2 acres with pond views, lush gardens, and local wildlife, it’s minutes from beaches and Portland. Every stay begins with homemade bread from our kitchen and thoughtful, locally sourced welcome accompaniments. Weather and seasonal permitting, guests may occasionally savor a host-prepared wood-fired pizza made with fresh garden ingredients. Cozy, bright, and full of garden-to-table charm and seasonal delight.

FamilyIndoor spacesNearby

4.91 out of 5 average rating, 600 reviews

A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.

Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

KitchenIndoor spacesCleanliness

Guest suite in Kennebunkport

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.

4.99 out of 5 average rating, 266 reviews

Get back to nature in this new woodsy retreat.

K-port License: STR-2100303 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.

Indoor spacesKitchenGetting around

5.0 out of 5 average rating, 107 reviews

Apartment in Kennebunk

Lower Village Lofts •South• Steps to Dock Square

The Lower Village Lofts *South* is a newly renovated large studio apartment located in the heart of the action - just steps from Dock Square (downtown Kennebunkport) and a half mile to the beach! This unit features a brand new fully equipped kitchen, all new designer and higher end furnishings, and a custom built-in room divider complete with an electric fireplace, and 50" smart TV. The bedroom area has a new queen bed with luxurious bedding, black out shades, and an additional smart TV.

KitchenFamilyCondition

4.95 out of 5 average rating, 107 reviews

An aerial view displays a colonial home surrounded by vibrant autumn foliage, set on an expansive lawn. The nearby Kennebunk River curves through the landscape, bordered by trees. The property includes a serene setting with open spaces and distant houses visible among the greenery.

Home in Arundel

Classic, calm river view & centrally located home

We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.

KitchenFamilyNearby

4.99 out of 5 average rating, 290 reviews

A charming home is surrounded by vibrant autumn foliage and a carpet of fallen leaves. The inviting exterior features a garage and large windows, while a colorful tree adds warmth to the scene. A playful atmosphere is enhanced by nearby decorations.

Guest suite in Kennebunk

The Nest! VERY CLEAN! Near downtown! Self check-in

**Please note: As of Summer 2026, Airbnb has shifted its service fee from guests to hosts. My rates & fees have been adjusted to reflect this change, not to increase my profit. The total ending cost to guests remains the same as before. :) Welcome to The Nest! We offer a beautiful private studio suite in Kennebunk, Maine! We are half a mile from downtown Kennebunk Village and less than 15 minutes to Kennebunkport and local beaches! A keyless entry makes check-in a breeze!

Indoor spacesFamilyCheckout

A spacious living area features a large, white, slipcovered sectional sofa adorned with decorative pillows. A light wooden coffee table sits in the center, highlighted by a small potted plant. Artwork adorns the walls, and soft lighting creates a bright, inviting atmosphere.

4.97 out of 5 average rating, 372 reviews

★"Life~at~Sea"★I mi to beach★W/D★Park★2 full baths

• Open floor plan/first floor bedroom+full bath • Fully stocked kitchen with coffee & tea bar • Peaceful neighborhood close to Dock Square & less than 1 mile to KBK Beaches • Shaded back+side yard/patio/grill/outdoor shower • Netflix+Sling+Hulu+HBO+Amazon Video+4 TVs • 1 car garage parking+driveway parking for 2-3 cars • washer+dryer+towels+bed linens provided • board games, pack N plays x 2 • 2 KBK beach passes+boogie boards+beach towels+chairs

FamilyIndoor spacesCheck-in

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.

4.97 out of 5 average rating, 187 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 2026.

FamilyKitchenAccuracy

A brick pizza oven features two uncooked pizzas placed on its floor, surrounded by a lively fire. The oven's interior shows a warm glow from the flames, highlighting the rustic brickwork and setting a welcoming tone for cooking.

4.92 out of 5 average rating, 247 reviews

Unique Home w/ Pizza Oven, Minutes from the Beach

Enjoy a cozy and relaxing stay in a beautiful Maine family home just minutes from Goose Rocks Beach. The house sits at the end of a long dirt driveway in an incredibly quiet location. It’s hard to believe a home with this much privacy is just 3/4 of a mile from serene Goose Rocks Beach! The space is perfect for a romantic getaway, families with kids, large groups and of course, your four-legged friends.

FamilyIndoor spacesGrill

4.88 out of 5 average rating, 142 reviews

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.

Home in Wells

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 !

Indoor spacesKitchenSleep quality

A charming cape-style house is framed by a well-maintained garden, with lush green grass and vibrant shrubbery. The light blue front door is complemented by white shutters on the windows. A wooden picket fence lines the yard, providing a welcoming boundary.

4.94 out of 5 average rating, 201 reviews

Seaglass Cottage

Three bedroom antique cape located perfectly between Dock Square, Cape Porpoise, and the ocean! Close to everything Kennebunkport has to offer including renowned Cape Arundel golf course yet still have your privacy with the large backyard and deck. 2 bedrooms with Queen beds and 1 bedroom with two single beds. Plenty of parking, washer/dryer, large backyard, fire pit, and much more!

KitchenFamilyBeach

Popular amenities for Kennebunkport family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 188 reviews

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

Birch Sea

Indoor spacesFamilyHospitality

4.95 out of 5 average rating, 179 reviews

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

Cozy Cottage with Ocean Views, Wells Maine

FamilyIndoor spacesBackyard

4.91 out of 5 average rating, 116 reviews

Condo in Wells

Starfish Condo Wells Beach

Indoor spacesFamilySleep quality

5.0 out of 5 average rating, 103 reviews

A heated pool is set within a stone patio, surrounded by lush greenery. Two lounge chairs are positioned nearby, while modern heating units stand along the patio's edge. The pool's clear water reflects the surrounding area, offering a serene outdoor retreat.

Home in Ogunquit

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

KitchenFamilyQuiet

4.99 out of 5 average rating, 140 reviews

CozyKennebunkEscape|Nearbeaches|HottubLgPatio&Yard

KitchenFamilyNearby

Place to stay in Shapleigh

5.0 out of 5 average rating, 138 reviews

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Indoor spacesFamilyNearby

Home in Old Orchard Beach

4.95 out of 5 average rating, 155 reviews

OOB Oasis: 6BR Home w/ Private Pool Near Beach

KitchenIndoor spacesDecor

Home in Old Orchard Beach

A spacious living area features a large sectional sofa adorned with patterned throw pillows. A wooden coffee table sits nearby, complementing the light wood flooring. Natural light fills the room through large windows, with a mounted television and decorative wall art enhancing the modern aesthetic.

4.96 out of 5 average rating, 232 reviews

Luxury Home w/HOT TUB & Fire Pit

FamilyIndoor spacesCleanliness

Family- and pet-friendly home rentals

A spacious bedroom features a large bed with neutral bedding, flanked by two windows fitted with leafy green curtains. A decorative mirror and bedside lamps on wooden tables complement the modern design. Natural light illuminates the room, creating a serene atmosphere.

4.9 out of 5 average rating, 145 reviews

Bungalow Wharf - Lower Village and 1 mile to beach

FamilyIndoor spacesAccuracy

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.

4.95 out of 5 average rating, 168 reviews

Quiet cozy cottage close to restaurants, beach

FamilyIndoor spacesHeating

Apartment in Kennebunkport

The exterior of a two-story building is displayed, featuring a gray facade with white trim. A wooden deck wraps around the second floor, providing multiple seating options. Stairs lead to the upper deck, where a satellite dish is visible. The clear blue sky complements the autumn foliage.

4.99 out of 5 average rating, 119 reviews

#2Marsh Views, Cozy quiet spot on river&preserve

Indoor spacesKitchenCleanliness

4.96 out of 5 average rating, 232 reviews

A view from the staircase leads to an open kitchen and dining area, featuring light-colored cabinetry and stainless steel appliances. Natural light floods the space through a nearby entryway, while wooden banisters and wide pine flooring add warmth to the contemporary loft.

Loft in Kennebunk

Swanky Loft! Dock Square,Over 1000 5 Star Reviews!

FamilyKitchenPets

Apartment in Kennebunkport

4.98 out of 5 average rating, 45 reviews

Feel at Home at Annette’s – A Coastal Retreat

FamilyIndoor spacesCleanliness

A classic beach house is situated amidst lush greenery, featuring a charming wraparound porch. The two-story structure is accentuated by large windows and a balcony above. A clear blue sky complements the inviting landscape, creating a serene setting just steps from the beach.

4.98 out of 5 average rating, 58 reviews

Lovely Beach house in GRB - Heated pool!

KitchenIndoor spacesPool

5.0 out of 5 average rating, 6 reviews

Near Dock Square • Free Beach Gear • Deck w/Grill

FamilyIndoor spacesPets

A newly renovated colonial house features a light grey exterior with black shutters and a welcoming front porch. An American flag hangs from the porch, adding a touch of character. A well-maintained garden with greenery surrounds the foundation, enhancing the quaint appearance.

5.0 out of 5 average rating, 93 reviews

Cozy updated colonial, 5 minute walk to town!

Indoor spacesKitchenWalkability

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 103 reviews

The living area features a plush gray sofa and an armchair beside a large area rug. Natural light filters through a skylight, illuminating the space. A coffee table sits at the center, accompanied by two lamps and a faux fireplace, creating a cozy ambiance.

Condo in Ogunquit

Newly designed one-bedroom condo- heart of OGT

KitchenFamilyComfort

4.88 out of 5 average rating, 116 reviews

The large, historical home features a spacious outdoor deck adorned with string lights, creating a soft glow during twilight. The manicured lawn is visible in the foreground, while the house showcases a combination of large windows, highlighting the inviting interior ambiance.

Home in Falmouth

Large Historic 7 Bedroom home with Pool & Hot Tub

KitchenIndoor spacesValue

5.0 out of 5 average rating, 113 reviews

A spacious suite is showcased with large windows allowing natural light. A comfortable couch faces a marble-topped coffee table, and a custom-built king bed is nestled against a natural pine headboard. The decor reflects minimalism, offering a peaceful setting for relaxation.

Apartment in Portland

Luxury Retreat In Back Cove | 10 Min to Downtown

KitchenFamilyWalkability

4.93 out of 5 average rating, 213 reviews

A grassy area features seating made up of Adirondack chairs and a patio table set, facing a row of cottages with large windows. The clear sky above is dotted with clouds, complementing the peaceful surroundings.

Cottage in Wells

Wells Maine Home with a View

FamilyKitchenLayout

4.96 out of 5 average rating, 129 reviews

A modern kitchen is showcased with white cabinetry and granite countertops. Stainless steel appliances include a refrigerator, microwave, and dishwasher. Kitchenware is neatly arranged, enhancing the functional space. A light blue wall adds a calm touch, while a throw pillow with 'BEACH.' text provides a decorative element.

Condo in Wells

Steps to Wells Beach + Pool | Coastal Retreat

Indoor spacesKitchenQuiet

4.95 out of 5 average rating, 700 reviews

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

Loft Apartment on Tree-Lined Street in Falmouth

FamilyKitchenCheck-in

4.97 out of 5 average rating, 174 reviews

A welcoming living area is furnished with two dark sofas adorned with vibrant orange cushions. A rustic coffee table is centered on a colorful area rug, while large windows allow natural light to fill the space, highlighting the wall art above.

Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Indoor spacesKitchenQuiet