Pet-friendly holiday 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

Place to stay in Shapleigh

5 out of 5 average rating, 111 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.

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, 106 reviews

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

Enjoy this 2nd floor getaway in this totally quiet & cozy spot with beautiful sunrises and awesome views off the back deck. Close to beaches and town but far enough away to be secluded from the hecticness. Lots of nature trails very close by. Roads have bike/ walking lanes. Many fresh seafood restaurants & eateries close by. Kayaks & bikes for use are available. Free parking on site. Enjoy a complimentary bottle of wine when you visit. **(Waivers must be signed for kayak & bike usage)

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

5 out of 5 average rating, 104 reviews

An open living area is highlighted by large windows that frame scenic views of the marsh. A modern gas fireplace serves as a focal point, while a light-colored sofa and a small table with a plant create a welcoming ambiance. Bar seating for four extends to the kitchen.

Home in Higgins Beach

Higgins Beach *New* Beach Home & Private Offices

Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

Cottage in Old Orchard Beach

A cozy living area is displayed, featuring a combination of modern and vintage furnishings. A potted plant sits on a light blue coffee table, while a dining area with a round table is seen. The kitchen area and sliding barn door are visible in the background.

4.92 out of 5 average rating, 345 reviews

#1 Cozy cottage minutes from the beach!

3 night Min. 6/1 to Labor Day. This charming one bedroom cottage is beautifully decorated with a blend of vintage pieces and modern decor, creating a cozy and stylish atmosphere. It features a fully stocked kitchen, complete with pots and pans, perfect for cooking when you choose to stay in. The cottage also includes a private patio with a gas grill and outdoor seating for your enjoyment. Just a short 7-minute walk to the beach and pier. And yes, pets are welcome at no extra charge.

4.91 out of 5 average rating, 162 reviews

The exterior of the cottage features a shingled façade, an American flag displayed prominently. A window offers a glimpse of the interior, and a flower box filled with vibrant blooms enhances the welcoming entrance. The surrounding yard includes grassy areas and a stone pathway.

Cottage in Saco

Bright & Cozy Beachside Cottage in Camp Ellis

HOUSE IS FULLY FUNCTIONAL - NO STORM DAMAGE. Chill with family or friends, work remotely, and/or do a whole lot of nothing at this chic, freshly renovated beach house in the best coastal neighborhood of Southern Maine. Unobstructed water view, a 1 block walk to Huot's restaurant & bar, the neighborhood beach, and a buzzing marina with wave runners and sailing trips are at your disposal. Old Orchard Beach & solid restaurant options are within 5-10 min drive.

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, 217 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.

A classic Cape style house is shown during twilight, with large windows reflecting soft sunset light. The exterior features a blue siding, complemented by a manicured lawn and surrounding trees. The backyard is enclosed by a wooden fence, adding to the home's charm.

4.8 out of 5 average rating, 144 reviews

Charming Kennebunk Cape - Walk to Dock Square!

Explore Kennebunk/Kennebunkport from this classic Cape style house, recently renovated and perfect for big groups! Originally built in the 1800s, charm and character abound in this 5 bedroom/3 bathroom home that can sleep up to 13 guests. Walk to the restaurants, cafes, and shops in Lower Village in 5 minutes or 10 minutes to Dock Square. Other highlights include the courtyard hot tub, relaxing sunroom, and backyard fire pit.

4.96 out of 5 average rating, 155 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.

Popular amenities for Kennebunkport pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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

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

4.99 out of 5 average rating, 168 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, 93 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!

4.94 out of 5 average rating, 594 reviews

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

Private Sunny Apartment in hip Portsmouth West End

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.

4.93 out of 5 average rating, 29 reviews

Ocean Front Cottage in Cape Porpoise Kennebunkport

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

4.89 out of 5 average rating, 297 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

4.87 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!

4.82 out of 5 average rating, 152 reviews

Two red chairs are positioned on a snow-covered balcony, offering views of the surrounding mountains and valley. The scene captures the serene beauty of the landscape, with distant hills under a partly cloudy sky.

Apartment in Bartlett

Nordic Village Resort | Highland Top Floor Room

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

4.91 out of 5 average rating, 169 reviews

The exterior of the townhouse features a wooden facade with large windows that allow ample natural light. A welcoming entrance is marked by a front door and the number '13.' An American flag and seasonal decorations add to the inviting appearance.

Townhouse in Bartlett

Centrally located, Spacious: Ski, Hike, Swim, Bike

4.99 out of 5 average rating, 125 reviews

A spacious living area features a large sectional sofa with cozy cushions, complemented by a wooden coffee table. A spiral staircase ascends to the upper level. Light flows through windows, illuminating the warm tones of the carpet and walls. A stone fireplace adds a focal point.

Apartment in Bartlett

Stunning 2BR with Mountain Views | Nordic Village

Private, pet-friendly home rentals

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

5 out of 5 average rating, 27 reviews

Home in East End

Stylish Home in the Heart of the East End

A bright living area features a mix of comfortable couches in shades of blue and white, arranged around a central coffee table. Colorful poufs add extra seating. A colorful rug anchors the space, while natural light floods in from the open layout leading to the kitchen.

5 out of 5 average rating, 32 reviews

Luxury 5 BR, 4.5 BA walk to town, close to beach

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

5 out of 5 average rating, 47 reviews

A serene view of the shoreline features a calm body of water dotted with boats. The gentle waves reflect hues of blue under a clear sky. Smooth rocks and wooden seating areas are visible along the beach, creating a peaceful atmosphere for relaxation.

Home in Saco

Mémère House Hidden Gem 3 Bedrooms 2 Bathroom

4.86 out of 5 average rating, 37 reviews

A spacious living area is showcased with a comfortable sectional sofa, positioned beneath large windows offering views of the ocean marsh. Light curtains frame the windows, while a small side table holds drinks. A cozy throw blanket is draped over the sofa.

Cottage in Wells

The Salt Box | Water Views & Cozy Fire Pit

A charming coastal cottage features a classic white shingle exterior with black shutters and a vibrant red door. Lush greenery and a stone wall line the front yard, providing an inviting entrance. The house is set in a peaceful neighborhood with a sunny atmosphere.

4.97 out of 5 average rating, 70 reviews

Dog Friendly 3 BR Kennebunkport Cottage + Deck/BBQ