Pet-friendly holiday rentals in Kennebunk

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.

4.93 out of 5 average rating, 107 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

Place to stay in Shapleigh

5 out of 5 average rating, 112 reviews

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym

Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

4.92 out of 5 average rating, 257 reviews

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.

Flat in Kennebunk

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

4.93 out of 5 average rating, 134 reviews

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

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

Get away from the chaos of everyday life & relax in this studio-style home, nestled by nature. Located just 3.5 mi. from Wells Beach, this peaceful space is just far enough away to make for a wonderful place to call your own. Relax by the glow of a campfire after a sunny day at the beach. Kick off your shoes, enjoy your favorite cold drink & a burger on the grill! Unwind & listen to natures "symphony" ~ the wind in the trees, the crickets, the owls, the frogs ~ truly delightful!

Cottage in Old Orchard Beach

A cozy living area is presented with a gray sofa and a vibrant orange chair, alongside a small black, patterned table. Brightly colored wall art enhances the surroundings, while a TV is mounted on the wall. Natural light enters through glass doors leading to a fenced backyard.

4.94 out of 5 average rating, 388 reviews

#2 Walk to the beach Vintage Cottage

3 night Min. stay 6/1 to Labor day. Cottage #2 is a classic one-bedroom with soothing beach colors and well-appointed with comfortable furnishings and updated finishes. It is outfitted with vintage and modern decor mixed in. The cottage has a fully stocked kitchen with pots and pans and utensils for those times when you may just want to stay in and cook. Private fenced backyard with a gas grill, table and chairs. Just a short 5-minute walk, to the beach. Yes we allow pets.

An aerial view shows a classic multi-story home positioned near the beach, surrounded by lush greenery. The coastline is visible, along with gentle waves and neighboring houses, highlighting the inviting ocean setting.

4.93 out of 5 average rating, 103 reviews

Ocean/Beach Unique Views: THE New England !

QUIET NEIGHBORHOOD, WELCOME TO FAMILIES! GAS FIREPLACE ! Classic architectural details all sited on an enviable ocean/beach location. An alluring home, lovingly maintained for 110 years, encompasses the true understated elegance of the era in which it was created. Amidst the 3,500 sq ft+, find 6 gracious bedrooms accented by 4 and a half baths, updated granite kitchen, pantry, glassed in front porch with mesmerizing views of the ever-changing sea.

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, 163 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.

4.96 out of 5 average rating, 219 reviews

The tiny home is set in a snowy wooded area, with its natural wood exterior complementing the surrounding environment. A fire pit and seating area are visible in front, surrounded by a blanket of snow, indicating a tranquil retreat in winter.

Tiny home in Biddeford

Tiny house near the beach!

Enjoy a wooded retreat just minutes from Maine's stunning Fortune's Rocks beach. This newly constructed tiny home welcomes you for a memorable stay near the coast. We strive to offer a thoughtful balance between modern amenities and a natural setting. This space is perfect for two guests, with a maximum of four who are comfortable sharing tiny accommodations. We are pet friendly for an additional fee - one dog maximum per reservation.

4.96 out of 5 average rating, 156 reviews

A stylish bathroom is showcased with wooden paneling, featuring a deep claw-foot tub and a round shower enclosure. Modern fixtures, a circular mirror, and decorative plants provide a fresh ambiance. A wooden bath tray rests on the tub, enhancing functionality and comfort.

Cabin in Newfield

The NEST Haven awaits you.

You found your ultimate relaxation spot, sandy beaches on Rock Haven Lake (only 800' from your front door) infrared Sauna (accessible through the secret door) , 3 person hot tub, outdoor (seasonal) shower, luscious king seize bed, 6' TIPI daybed, firepit, outdoor tipi swing, a balcony and deck to enjoy the peaceful neighborhood. Round shower and deep claw foot soaker tub. Enjoy, relax and let your soul ponder.

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.

4.93 out of 5 average rating, 193 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!

4.95 out of 5 average rating, 203 reviews

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

CHowder Cabin Dog Oasis Fenced Yard

🐾 Dog Welcoming Cabin with Fully Fenced Yard Escape to a peaceful, cozy cabin tucked away in the woods — the perfect balance of private seclusion and close proximity to town. Kick your feet up on the deck, breathe in the pine, listen to the birds and frogs, or take a gentle stroll down Bufflehead Cove Lane. Walk quietly and you may spot a heron or egret on the pond!

4.98 out of 5 average rating, 200 reviews

The cabin is illuminated warmly at dusk, featuring a hot tub in the backyard. Outdoor seating arrangements with four chairs are positioned around a fire pit, set against a backdrop of trees, creating a serene and inviting atmosphere.

Cabin in Kennebunk

HotTub/5min to K-port, Pet friendly, @anchorunwind

Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."

Popular amenities for Kennebunk pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.95 out of 5 average rating, 128 reviews

A wooden staircase winds through lush greenery, leading down to a private dock on the tranquil lake. The water reflects the clear blue sky, framed by tall trees on either side, creating a serene outdoor setting.

Home in Standish

Lake House with a View!

4.93 out of 5 average rating, 136 reviews

A red post and beam house is nestled among trees, featuring multiple windows and a sloped roof. A wooden deck extends from the entrance, leading to a gently sloping yard surrounded by lush greenery. Sunlight filters through the leaves overhead.

Home in Limerick

Lakefront Getaway

4.96 out of 5 average rating, 133 reviews

Home in Epsom

Epsom Lakefrnt Escape~Dock~Grill~Firepit-Woodstove

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.

4.95 out of 5 average rating, 94 reviews

Classic, calm river view & centrally located home

A modern living area features a sleek fireplace surrounded by built-in shelves displaying decorative items. Two striped armchairs are positioned facing the fireplace, with a coffee table in between. A soft rug covers the floor, creating a comfortable gathering space.

5 out of 5 average rating, 18 reviews

Downtown Coastal Charm Cottage in Kennebunk

4.98 out of 5 average rating, 191 reviews

Home in Wakefield

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

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 out of 5 average rating, 85 reviews

Cozy updated colonial, 5 minute walk to town!

4.88 out of 5 average rating, 146 reviews

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.

Home in Cape Neddick

Rocky Acres at York Beach

Pet-friendly home rentals with a pool

Home in Old Orchard Beach

A clear blue swimming pool is featured at the center, surrounded by lounge chairs on the sunbaked concrete deck. A fenced area and trees in the background provide a natural setting, with additional homes visible nearby, creating a welcoming community atmosphere.

4.92 out of 5 average rating, 13 reviews

Family Fun with Community Pool

4.97 out of 5 average rating, 58 reviews

A spacious bedroom is presented, featuring a dark wooden bed frame with a light-colored bedding set. Two nightstands with lamps are positioned on either side. Natural light enters through three windows, complementing the warm tones of the wooden floor and subtle wall color.

Home in Kittery

Fantastic Kittery Home with Pool

Apartment in Old Orchard Beach

An aerial view captures the condo community and its proximity to Old Orchard Beach. The clear blue ocean stretches in the background, with sandy shores visible. The surrounding area includes recreational facilities and parking, illustrating the convenient access to nearby attractions.

5 out of 5 average rating, 16 reviews

Condo in Old Orchard Beach

4.91 out of 5 average rating, 11 reviews

Home in Alfred

Old Falls Retreat-4BR w Gorgeous River View & Pool

4.96 out of 5 average rating, 153 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 North Deering

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

4.91 out of 5 average rating, 91 reviews

A weathered wooden dock extends over a tranquil pond, surrounded by lush greenery and trees. Flickering lanterns are placed along the edges, adding a soft glow to the quiet natural setting. The scene reflects the changing colors of foliage in the background.

Guest suite in Biddeford

Heron's Hide-Away

4.92 out of 5 average rating, 116 reviews

A welcoming living area features warm wood flooring and natural light from multiple windows. Comfortable seating includes a sofa and chairs arranged around a central table. A ceiling fan provides gentle airflow, while double French doors lead to an outdoor space.

Guest suite in Standish

Steep Falls Escape, river & falls just steps away

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, 48 reviews

Lovely Beach house in GRB - Heated pool!

Private, pet-friendly home rentals

5 out of 5 average rating, 16 reviews

A quaint tiny house is positioned beside a serene marsh area, where various birds are observed wading in shallow waters. Lush greenery surrounds the home, and the calm landscape extends toward the horizon, indicating a peaceful setting.

Guest house in Wells

Dream Catcher at the beach

4.94 out of 5 average rating, 480 reviews

A beverage sits on a small table beside a glass bottle filled with sticks. The view through a window reveals the sandy beach and calming ocean waves, with a colorful sunset casting soft hues in the sky. An American flag is partially visible in the background.

Cottage in Saco

Deja Blue~Guest Beach House

4.92 out of 5 average rating, 97 reviews

A two-story farmhouse-style cabin is situated amidst autumn foliage, showcasing a spacious front porch with steps leading to the entryway. The surrounding yard features a well-maintained lawn and a gravel path, creating an inviting outdoor space.

Cabin in Wells

Relaxing Coastal Escape Near Beaches with Hot Tub

Camper van/Motorhome in Wells

A modern interior of a camper features a bright seating area with a fold-down table surrounded by two built-in benches. Light wood flooring complements the stylish white cabinetry, while a cozy reclining chair rests nearby, enhancing the overall inviting space.

4.96 out of 5 average rating, 81 reviews

Private, Bright, Cozy, and Close to Beaches

4.92 out of 5 average rating, 63 reviews

The modern kitchen is equipped with white cabinetry and stainless steel appliances, including an oven and microwave. A stylish countertop is complemented by a vase of fresh flowers, and natural light floods in from the adjacent room, enhancing the inviting ambiance.

Apartment in Kennebunk

Gorgeous Coastal Getaway

4.99 out of 5 average rating, 70 reviews

A cozy den area features a comfortable sofa and a matching armchair. A ceiling fan provides airflow. A granite-topped table sits centrally, with a table lamp casting warm light. A wall art piece adds character, and wooden flooring complements the space.

Guest suite in Arundel

Rustic and cozy one bedroom

4.85 out of 5 average rating, 112 reviews

An outdoor area features a wooden deck with a railing overlooking the ocean. Two round tables are positioned beside four wicker chairs, providing a comfortable space for relaxation. The calm water and distant shoreline are visible in the background under a clear sky.

Cottage in Saco

Coastal Charm! 4-BR Oceanfront Escape, Huge Porch!

A charming coastal house is surrounded by a white picket fence and lush green grass. The exterior features wooden shingles and a gray roof, complemented by several windows that reflect the clear blue sky. Mature trees can be seen in the background.