House 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.

4.94 out of 5 average rating, 111 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

4.96 out of 5 average rating, 219 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!

An inviting outdoor space features a cozy fire pit surrounded by comfortable seating. White chairs are positioned beside an accent table, and vibrant blue cushions add a pop of color. Lush greenery and decorative planters create a tranquil atmosphere in this private patio area.

4.98 out of 5 average rating, 127 reviews

DriftRose, Bestlocation/AC/Beachpass/patio/grill

This home belonged to my grandmother and has loads of personality. It has been recently updated while still preserving its charm. Fast internet, new AC, all the necessities in the kitchen, new bedding, and a relaxing outdoor space! The location is perfect. Walk to the best the area has to offer or spend the day just 1 mile away at the beach (parking pass included) or unwind and relax on the deck or patio and enjoy a gorgeous view of the Drift Roses when in season. Cheers to making memories!

4.98 out of 5 average rating, 183 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!

5 out of 5 average rating, 184 reviews

A welcoming living area showcases a large screen displaying Netflix. Two brown armchairs with throw pillows are positioned beside a modern coffee table. A cozy fireplace adds warmth, while soft gray and blue tones create a relaxing atmosphere. Natural light filters through the windows.

Home in Kittery Point

A water view slice of heaven at Pepperrell Cove

Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away!

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, 358 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

4.8 out of 5 average rating, 152 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.

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, 133 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.

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.

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, 126 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.

A brick pizza oven features two uncooked pizzas placed on its floor, surrounded by a lively fire. The oven's interior shows a warm glow from the flames, highlighting the rustic brickwork and setting a welcoming tone for cooking.

4.92 out of 5 average rating, 240 reviews

Unique Home w/ Pizza Oven, Minutes from the Beach

Enjoy a cozy and relaxing stay in a beautiful Maine family home just minutes from Goose Rocks Beach. The house sits at the end of a long dirt driveway in an incredibly quiet location. It’s hard to believe a home with this much privacy is just 3/4 of a mile from serene Goose Rocks Beach! The space is perfect for a romantic getaway, families with kids, large groups and of course, your four-legged friends.

Popular amenities for Kennebunkport house rentals

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

4.98 out of 5 average rating, 60 reviews

Home in Biddeford

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

4.97 out of 5 average rating, 63 reviews

Home in Standish

Unique Church Accommodation • Sebago Lake • Pool • Fire Pit

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, 162 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 Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

5 out of 5 average rating, 7 reviews

Home in Arundel

Designers Dream Home with Pool!

4.89 out of 5 average rating, 117 reviews

The living room features dark leather seating arranged around a wooden coffee table. Natural light flows through multiple windows, complemented by soft curtain panels. A large flat-screen television is positioned on a shelf, alongside an assortment of books and decorative items.

Home in Conway

Downtown North Conway with private pool & hot tub!

4.83 out of 5 average rating, 117 reviews

A two-story home is presented, featuring a yellow exterior and dark blue shutters. A welcoming front porch is adorned with decorative elements. Lush green grass and various shrubs frame the entrance, while a driveway leads to a garage on the left side.

Home in Portland

There's No Place Like Home

Weekly 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

Home in Old Orchard Beach

The exterior of a classic cottage showcases shingle siding and a front porch with large windows. Lush greenery frames the entrance, while a gravel pathway leads to the door. Pine trees rise in the background under a clear blue sky.

5 out of 5 average rating, 24 reviews

The White Oar Cottage

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

4.95 out of 5 average rating, 98 reviews

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.

Home in Arundel

Classic, calm river view & centrally located home

4.94 out of 5 average rating, 16 reviews

A wooden deck overlooks the tranquil bay, featuring a seating area with wicker chairs and a round table. Nearby, a grill is positioned alongside umbrellas offering shade. The view captures water and greenery under a clear sky, creating a peaceful outdoor setting.

Home in Saco

Beach front home with deck and balcony

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, 71 reviews

Dog Friendly 3 BR Kennebunkport Cottage + Deck/BBQ

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, 94 reviews

Cozy cottage - Summer Whales

A well-manicured lawn leads to a serene waterfront area. Two red chairs are positioned near the grassy edge, offering views of the water and surrounding greenery. The scene is complemented by nearby trees and a glimpse of a coastal town in the distance.

5 out of 5 average rating, 32 reviews

Rare, waterfront home walking distance to the Port

Private house rentals

5 out of 5 average rating, 15 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

5 out of 5 average rating, 18 reviews

The exterior of the two-story beach house is showcased, featuring wraparound decks and a stone façade. A flag is displayed prominently, and the property is bordered by a gravel driveway and manicured lawn. Nearby houses are also visible in the background.

Home in Wells

Classic Wells Beach House

5 out of 5 average rating, 39 reviews

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.

Home in Wells

Happy Days at Wells Beach

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.

4.89 out of 5 average rating, 89 reviews

LOCATION! STEPS TO DOCK SQUARE - RENOVATED HOUSE

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

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, 64 reviews

The Driftwood - Oceanfront in Kennebunk Sleeps 11

5 out of 5 average rating, 23 reviews

A fire pit area is surrounded by four wicker chairs with red cushions, positioned on a stone patio. The grass is well-kept, leading to the calm lake that reflects the trees and colorful foliage in the background.

Home in Sanford

Tall Pines Lakeside Cottage

A two-story coastal house features a classic shingle exterior and large windows, allowing natural light to fill the interior. A wide front porch with railings offers space for seating, and a manicured lawn surrounds the property, contributing to a welcoming charm.