Pet-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.

4.93 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

4.91 out of 5 average rating, 571 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.

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.

Apartment 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

4.94 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

Our year round beach guest house is an oceanfront dream for a single or couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

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!

Popular amenities for Kennebunkport 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

4.99 out of 5 average rating, 169 reviews

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.

Home in Naples

LUX Designer Private Waterfront

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

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!

5 out of 5 average rating, 108 reviews

A modern blue house is nestled within lush greenery, featuring multiple large windows and a rooftop deck with an umbrella. The tranquil marshland, dotted with tall grasses, stretches into the distance under a sky filled with soft clouds.

Home in Salisbury

Pirates Hideaway - Sanctuary on the Marsh

4.96 out of 5 average rating, 181 reviews

A bright living space features large windows that invite natural light. A light-colored sofa is positioned next to a minimalist table. An open kitchen with modern seating is visible, with light wood accents and a clean design on display.

Home in Freeport

Spacious Cozy Home in Freeport, ME

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 110 reviews

A spacious two-story building is featured, characterized by green siding and a brown roof. Large windows create a bright appearance, while a front staircase leads to the main entrance. Surrounding pine trees and a plaque at the entrance enhance the natural setting.

Condo in Bartlett

White Mountains Hiking Dogs Storyland Family

Superhost

A modern kitchen is equipped with stainless steel appliances, including an oven, microwave, and dishwasher. White cabinetry provides ample storage, complemented by a stylish backsplash. A small area rug adds a touch of warmth, while soft lighting illuminates the workspace.

Apartment in Bartlett

4.79 out of 5 average rating, 133 reviews

Ski, snowboard, skate, hike, clubhouse and more

4.89 out of 5 average rating, 298 reviews

A spacious room features a large bed with plush bedding against a warm-toned wall. A relaxing jetted tub is positioned beside it, with soft lighting provided by bedside lamps. A window allows natural light to enter, enhancing the overall calm and comfortable ambiance.

Apartment in Bartlett

Attitash Retreat

4.86 out of 5 average rating, 123 reviews

A spacious living area features warm wood paneling and a cozy wooden fireplace. Comfortable seating is arranged around a coffee table, and large glass doors allow natural light to fill the room, leading to the scenic outdoors. A ladder provides access to the loft area.

Chalet in Bridgton

Charming Chalet 3 min to SKIING & PVT beach access

4.87 out of 5 average rating, 166 reviews

A collage showcases the winter season. The top left displays a group enjoying snowmobiling on a snowy landscape. The top right captures expansive ski trails across a mountain range. The bottom left features a heated indoor pool surrounded by lounge chairs, while the bottom right highlights a game room equipped with pool and arcade tables.

Condo in Bartlett

Spacious Condo-Attitash Ski-Storyland-Saco & More!

Superhost

A hot tub filled with bubbling water overlooks a serene landscape of rolling green hills and distant mountains. The sky is lightly clouded, and the surrounding trees frame the view, creating a peaceful atmosphere for relaxation.

Apartment in North Conway

4.79 out of 5 average rating, 131 reviews

The 1785 Suite, Amazing Views, Walk to River

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!

4.97 out of 5 average rating, 110 reviews

Cabin in Bartlett

Saco River Private Chalet: 2BR/2BA

Private, pet-friendly home rentals

Home in Old Orchard Beach

A charming cottage exterior showcases fresh landscaping and a well-maintained lawn. A welcoming porch features a small entryway, while flowering plants and shrubs add greenery. The surrounding white fence provides privacy, and the sky is clear with scattered clouds.

5 out of 5 average rating, 30 reviews

Robin’s Retreat

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

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

4.99 out of 5 average rating, 184 reviews

An inviting living area is highlighted by a plush blue sectional sofa, paired with a modern coffee table. Natural light enters through multiple windows with soft drapes, illuminating the warm wood accents and an area rug on the polished floor.

Guesthouse in Yarmouth

Private Guesthouse in the Woods

4.92 out of 5 average rating, 72 reviews

The front exterior of the house is showcased, featuring a welcoming red door and a wide staircase leading to the entry. The landscaped yard includes a stone patio area, surrounded by greenery and neatly arranged stones, contributing to the inviting presence of the home.

Home in Ogunquit

Cozy cape in the Heart of Ogunquit Center

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.

Condo in Kennebunk

Gorgeous Coastal Getaway

Guest suite in Ferry Village

A serene beach scene is captured, featuring a gentle shoreline with soft sand. Small boats are anchored in the calm water, while a lush green landscape forms the backdrop under a partly cloudy sky. Sunlight reflects off the waves, creating a sparkling effect.

4.92 out of 5 average rating, 397 reviews

Apartment Walking Distance to Willard Beach

A tranquil view of a calm waterway, reflecting the sky and surrounding landscape. A small white boat is anchored nearby, and a charming oceanfront cottage is visible in the distance. Soft hues of blue and green create a peaceful atmosphere.