House holiday rentals in Kennebunk

4.94 out of 5 average rating, 109 reviews

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.

Home in Kennebunkport

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

4.96 out of 5 average rating, 218 reviews

A charming two-story house is framed by vibrant yellow flowers. The white exterior features large windows that glow warmly, highlighting the inviting entrance. A manicured lawn leads to a driveway with decorative plants flanking the path, contributing to a welcoming atmosphere.

Home in Arundel

NewBuilt/HotTub/Great Location-4 min Kennebunkport

Follow us on IG @anchorunwind. Welcome to Mama Bear's House! Perfect girlfriends' getaway or to celebrate a special someone. Sit back and relax in our brand new and fully equipped stylish home just 5 minutes away from Kennebunkport's Dock Square. Spend time reading and sipping a fresh grounded coffee on our cozy egg chair, looking in our peaceful backyard while the sunset closes another memorable chapter of your vacation. Enjoy the firepit with hot cocoa and s'mores or fall for a cornhole game!

A vibrant sunset casts shades of orange and pink across the sky, framed by the silhouette of trees. The edge of a white deck is visible in the foreground, creating a serene backdrop for outdoor gatherings.

4.92 out of 5 average rating, 159 reviews

Boho Farmhouse by the Fields

Your Maine Boho Farmhouse awaits you! You’ll be tucked into the farm fields of Wells and just four miles to Drakes Island Beach. You’ll have everything you need and more at this coastal oasis. 7 miles to Wells Beach 7 miles to Kennebunk Beach 8 miles to Kennebunkport 10 miles to Ogunquit Beach Grocery stores within 4 miles: Spillers Farm Store, Wells IGA, Wells Hannaford Emergency Walk In: 2.5 miles 2 miles to closest gas station 5 miles to Wells Police Station/Wells Fire Department

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!

Superhost

4.8 out of 5 average rating, 134 reviews

Farmhouse Retreat Upstairs | Walk to Downtown|

Experience the charm of our beautifully renovated 1870 farmhouse, a spacious upper unit Kennebunk vacation rental, offering comfort and relaxation, just a 5-minute walk from downtown!! Enjoy easy access to local coffee shops, restaurants, the farmers market and popular Garden Street Bowling Alley. Ideal for a cozy, convenient getaway. Need more space? Check out our profile to book the full-house rental, perfect for up to 8 guests. Beach Parking Permit for Kennebunk Beaches included!!

4.99 out of 5 average rating, 478 reviews

The Birch Ledge Guest House is a two-story structure nestled among trees, featuring a rustic exterior with a metal roof. A small patio with two chairs is positioned at the entrance, and a staircase leads to the loft area. Lush greenery surrounds the home.

Home in Hollis

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

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, 355 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

4.98 out of 5 average rating, 170 reviews

A lofted bedroom features a spacious bed adorned with a vibrant striped blanket. Light filters through a window, highlighting the sloped whitewashed ceilings and simple artwork on the walls. Warm wood accents complement the soft, neutral tones throughout the room.

Home in Bridgton

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

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, 147 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, garage golf simulator, relaxing sunroom, and backyard fire pit.

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, 111 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 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, 183 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.

5 out of 5 average rating, 132 reviews

A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.

Home in South Berwick

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Popular amenities for house rentals in Kennebunk

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Old Orchard Beach

A serene community pool is surrounded by a spacious deck with lounge chairs for relaxation. Tall trees in the background provide a natural setting, while neighboring homes are visible, enhancing the sense of community.

4.96 out of 5 average rating, 106 reviews

Faith Lane with community pool

4.93 out of 5 average rating, 253 reviews

A spacious living room features a large sectional couch and an accent chair, both positioned on a patterned area rug. A wall-mounted TV is visible, with light streaming through the windows, highlighting the natural wood flooring and airy design.

Home in Derry

Sanctum by the Lake

4.97 out of 5 average rating, 61 reviews

Home in Standish

Unique Church Accommodation • Sebago Lake • Pool • Fire Pit

A charming white cottage is depicted with a well-maintained lawn and surrounding greenery. A small porch is visible at the entrance, complemented by simple outdoor seating. The clear blue sky provides a bright backdrop, while the cottage features a symmetrical design with a gable roof.

5 out of 5 average rating, 9 reviews

Cozy Beach Cottage - Wells, ME

An open-concept living space features a well-equipped kitchen with bar seating and a cozy seating area. Natural light floods through the sliding glass doors, leading to an outdoor area. A ceiling fan hangs above, complemented by a neutral color palette and subtle decorative accents.

4.99 out of 5 average rating, 71 reviews

2BR, Sea & Relax w/ Wells Reserve View

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!

5 out of 5 average rating, 6 reviews

Home in Arundel

Designers Dream Home with Pool!

Weekly house rentals

5 out of 5 average rating, 13 reviews

A spacious corner sectional sofa is adorned with multiple throw pillows, positioned beneath tall, triangular windows that invite natural light. The surrounding walls feature a soft grey hue, and the wooden flooring adds warmth to the seating area.

Home in Alfred

Rustic Forest Escape

An aerial view captures the coastal neighborhood, showcasing the home with beach access. Nearby residences are visible, alongside a street leading to the ocean. The sky displays a blend of blue hues and soft clouds, while the calming presence of the sea lies in the background.

5 out of 5 average rating, 37 reviews

Happy Days at Wells Beach

The charming cottage exterior is framed by lush greenery, with a vibrant red door as the focal point. Flanking windows offer a glimpse of warm light, and hydrangea bushes bloom near the entrance. A stone pathway leads through a manicured lawn to the inviting front door.

4.88 out of 5 average rating, 43 reviews

Sandpiper

4.96 out of 5 average rating, 23 reviews

Kennebunk Retreat-Free Beach Pass

The exterior of a coastal cottage is shown, featuring a cozy patio area with two wicker chairs and a small table. A large red umbrella provides shade, while a charcoal grill is positioned nearby. Lush greenery surrounds the cottage, and soft outdoor lighting enhances the evening ambiance.

5 out of 5 average rating, 39 reviews

The Cottage at Kennebunk!

A spacious beachfront home is presented with a distinct gabled roof and shingle siding. The front porch features multiple chairs and is lined with potted plants. An American flag is displayed prominently. Large glass windows allow for ample natural light, offering views of the surrounding landscape.

4.98 out of 5 average rating, 63 reviews

The Driftwood - Oceanfront in Kennebunk Sleeps 11

A single-story cottage is set amidst a lush green lawn, with a welcoming front porch accessed by a set of stairs. Surrounding trees provide natural shade, while flower beds and shrubs enhance the exterior's charming appearance.

4.98 out of 5 average rating, 92 reviews

Cozy cottage - Summer Whales

4.95 out of 5 average rating, 44 reviews

A serene coastal view emerges during sunset, featuring soft reflections on the water. A mailbox is positioned in the foreground, partially obscured by lush green foliage, while boats rest gently on the horizon against a backdrop of calm waters.

Home in Biddeford

The Blowfish - Oceanside Escape

Private house rentals

The exterior of the cottage is depicted, featuring light-colored siding and a welcoming front porch. Two Adirondack chairs are positioned in the foreground, accompanied by a small ornamental plant. A mature tree provides shade, while the surrounding greenery adds to the charm of the setting.

5 out of 5 average rating, 27 reviews

Kennebunk Cottage

A modern kitchen sink area features a double basin beneath large windows offering views of the river and ocean. Light-colored granite countertops are complemented by a stylish faucet and a small decorative plant, creating an inviting space for meal preparation.

4.91 out of 5 average rating, 93 reviews

Modern, Family Beach House, Right on Wells Beach!

A welcoming two-story cottage features a gray exterior with white trim and a cozy front porch. Lush greenery surrounds the home, while a manicured lawn invites outdoor relaxation. A decorative well stands near the entrance, set against a backdrop of trees for added privacy.

5 out of 5 average rating, 25 reviews

Sailor'sCottage-Walk to DockSq, Deck,2 BeachPasses

Two individuals are walking along a sandy beach, with waves gently lapping at their feet. The ocean extends in the background under a clear blue sky, creating a serene coastal atmosphere.

4.93 out of 5 average rating, 54 reviews

The way life should be

4.89 out of 5 average rating, 89 reviews

The exterior of a two-story colonial home features a blue façade complemented by white trim. A well-maintained lawn and vibrant pink flowers surround the entrance, enhancing the welcoming appearance. Mature trees offer shade, and clear skies provide bright lighting.

Home in Kennebunkport

LOCATION! STEPS TO DOCK SQUARE - RENOVATED HOUSE

The exterior of the home displays a charming shingle-style facade under a partly cloudy sky. A stone patio with seating is surrounded by greenery and flower beds, creating a serene outdoor space. The entrance features a welcoming door framed by windows.

4.87 out of 5 average rating, 15 reviews

Family getaway on Mousam River!

An aerial view captures the scenic coastline along Kennebunk Beach, showcasing a curving road lined with residential homes. Lush greenery and marshland complement the shoreline, with the vibrant blue ocean contrasting against sandy stretches and rocky outcrops.

4.89 out of 5 average rating, 18 reviews

Kennebunk Beach - Gorgeous Views