Pet-friendly holiday rentals in Kennebunk

4.9 out of 5 average rating, 230 reviews

An open living space showcases a modern kitchen with a stainless steel refrigerator and a two-seater kitchen island featuring vibrant green bar stools. A comfortable gray sofa is adorned with decorative pillows and is positioned alongside a colorful area rug, all under soft, natural light.

Apartment in Kennebunk

Over 1000 Five Star Reviews! Walk to Dock Square !

Free onsite parking for 1 car. Beautiful coastal décor and modern amenities makes this a perfect choice for your vacation. Walking distance to EVERYTHING! Dock Square is a 1 minutes walk. Music, Art and Fine Dining surrounds you. Lots of windows and a slider to the deck make this location bright and airy 2 private decks for your enjoyment, two bedrooms, 2 full bathrooms. Perfect for couples or families. Parking for one car in lot, added public park across s NO PARTIES Pets considered

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, 109 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

An expansive in-ground pool is surrounded by a spacious wooden deck, featuring comfortable lounge chairs. The house, with gray siding, is visible in the background, flanked by trees that provide privacy. Soft clouds pass overhead, contributing to a tranquil outdoor setting.

4.83 out of 5 average rating, 163 reviews

Kennebunk/Kennebunkport Beach House w/Pool!

Perfect home for hosting and entertaining! Private in-ground pool, 600+ sq. ft. sprawling deck, large yard, and close proximity to beaches, restaurants, and shopping. Brand new renovations throughout! Amenities and features include: Newly renovated top to bottom 2 beautiful kitchens w/ granite, stainless steel appliances In-ground pool and 600 sq. ft. wrap-around deck Spacious 2 acre yard One mile from the beach Walking distance to Kennebunk Lower Village/Kennebunkport Dock Square Pet friendly!

4.91 out of 5 average rating, 584 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.

4.98 out of 5 average rating, 369 reviews

Flat in Arundel

Cape Arundel Cottage 1 mile to downtown KPT

Tastefully appointed 1 bedroom apartment one mile from desirable Dock Square, Kennebunkport. This apartment features Panoramic views of the famous Cape Arundel Golf Course and Goff's Brook Tidal River. Private, secluded back deck with dining and lounge areas, Cozy furnishings throughout, King sized bed with memory foam topper, Fully Equipped Kitchen, and more! At Cape Arundel Cottage, guest experience is our highest priority! *See “other things to note” for additional important information.*

4.99 out of 5 average rating, 106 reviews

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.

Flat in Kennebunkport

#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)

4.98 out of 5 average rating, 179 reviews

The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.

Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

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.

4.94 out of 5 average rating, 109 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, 233 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 spacious hot tub is nestled next to the house, featuring clear, bubbling water underneath a partially raised cover. Sunlight filters through nearby trees, enhancing the serene outdoor setting, inviting relaxation and comfort.

4.98 out of 5 average rating, 123 reviews

CozyKennebunkEscape|Nearbeaches|HottubLgPatio&Yard

Welcome to your perfect getaway in the charming vacation town of Kennebunk, Maine! Nestled in one of the most sought-after vacation destinations, our delightful retreat offers the ideal blend of convenience and relaxation. Just a stone's throw away from pristine beaches, shopping districts, and delectable dining options, as well as the picturesque Lover Village and vibrant Kennebunkport, every adventure is within reach.

4.98 out of 5 average rating, 116 reviews

Cabin in North Berwick

The Red Lake House

(LAKEFRONT PROPERTY) Located in a peaceful cove on Bauneg Beg Lake in North Berwick, Maine. The Red Lake House is the perfect place to relax and enjoy hot New England Summers and colorful Falls! Just a 30 minute drive to Wells Beach and 45 minutes from Portland! Your safety and comfort is our first priority so custom keyless entry codes, life jackets, and a Welcome Binder full of all the need to know info. is provided.

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, 129 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!

4.97 out of 5 average rating, 453 reviews

A serene snowfall blankets the landscape, with a quaint house visible in the background. The house features a front porch and is surrounded by tall trees. A smooth, snowy path leads up to the entrance, highlighting the peaceful, winter setting.

Home in Lebanon

Beautiful, Peaceful, Maine Getaway House

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

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, 96 reviews

Classic, calm river view & centrally located home

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!

4.97 out of 5 average rating, 36 reviews

In-town, walk to cafés, beach mins away!

4.91 out of 5 average rating, 127 reviews

A comfortable living area features a sectional sofa and two patterned armchairs positioned around a white coffee table. A fireplace is centered on the wall, and a large television is mounted above. Natural light enters through diamond-paned windows, complemented by patterned curtains.

Home in Wells

Cozy home, close to Ogunquit!

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.

5 out of 5 average rating, 9 reviews

New dates. Renovated! Steps away from Gooch Beach!

Pet-friendly home rentals with a 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

4.98 out of 5 average rating, 58 reviews

Home in Biddeford

35x18Pool| Hot Tub| Private Oasis w/ Deck | Yard

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, 156 reviews

A private pool area features a colorful inflatable parrot floating in clear water. Surrounding the pool are several lounge chairs arranged for relaxation. Lush trees provide shade, and a fence ensures privacy for the space, which is brightly illuminated by natural sunlight.

Home in North Deering

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Place to stay in Shapleigh

5 out of 5 average rating, 122 reviews

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

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

4.95 out of 5 average rating, 57 reviews

A serene saltwater pool is set within a natural landscape, featuring smooth stone borders and surrounded by green trees. The clear water reflects the blue sky, creating a calming environment for relaxation. Nearby, a stone patio is visible, enhancing the outdoor area.

Cabin in Wakefield

Cabin in the woods with pool and lake access

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, 51 reviews

Lovely Beach house in GRB - Heated pool!

Private, pet-friendly home rentals

Superhost

A charming white house stands in a lush green setting, framed by a white picket fence. Large windows offer glimpses of the interior, while colorful autumn leaves create a pleasant backdrop. A gravel driveway leads to the home, enhancing its inviting curb appeal.

4.83 out of 5 average rating, 18 reviews

Historic Summer's Landing!

4.96 out of 5 average rating, 24 reviews

A spacious living area features a comfortable sectional couch arranged around a circular coffee table. Natural light fills the room through a large window dressed with light curtains. A decorative mirror and wall shelves add to the cozy decor, complemented by a patterned area rug.

Home in Wells

Captain's Quarters

4.88 out of 5 average rating, 73 reviews

A bright and inviting bedroom features a spacious bed dressed in crisp white linens and decorative throw blankets. Natural light filters through sheer curtains, illuminating the room. A cozy seating area is provided by a bench, and a decorative rug adds texture to the hardwood floor.

Apartment in Kennebunk

Cozy Contemporary River's Edge Retreat

Superhost

The exterior of a well-maintained house is depicted, featuring a gray siding and a peaked roof. A large lawn surrounds the property, complemented by mature trees. Two garage doors are visible, and a picnic table sits on the grass near the entrance, offering outdoor seating.

Home in Wells

4.71 out of 5 average rating, 48 reviews

All Season Wells Beach Retreat attractions close

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

5 out of 5 average rating, 6 reviews

Home in Biddeford

Cozy, Waterfront, Pet Friendly, No Chores, Cottage

Serviced apartment in Downtown Portland

A bright living area is illuminated by natural light, featuring large arching windows draped with soft curtains. A comfortable sectional sofa is paired with a modern accent chair, and a round coffee table centers the space, anchored by a textured area rug.

4.99 out of 5 average rating, 92 reviews

Luxurious Two Bedroom Loft Adorned with Local Art