Vacation rentals in Kennebunk

4.95 out of 5 average rating, 183 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

C-Howder Cabin Dog Oasis Fenced Yard

Don’t forget your dogs! Enjoy the peacefulness of this cozy tranquil cabin tucked away in the woods. The cabin has the best of both worlds; private & secluded, while being close to town. Kick your feet up on the deck. Breathe in the pine, listen to the birds & frogs. Or take a lovely stroll down Bufflehead Cove Lane, walk quietly you may see a heron or egret on the pond. Left at Port Rd. & continue down to Western Ave. Lots of stairs. Driveway very steep, requires 4-wheel drive in winter.

4.99 out of 5 average rating, 162 reviews

The exterior of a private entrance features a charming blue door framed by natural wood shingles. Flowering plants and greenery line the pathway, enhancing the inviting atmosphere. A trellis with climbing vines is visible beside the door, contributing to the tranquil setting.

Apartment in Kennebunk

Birch Sea

This new, very private apartment attached to our home is in a quiet and picturesque environment minutes away from Dock Square. It's great for couples, solo adventurers and families with one child. If you are seeking to spend the day at one of the beautiful Kennebunk beaches they are just minutes away. We are committed to environmental sustainability and the apartment is powered by solar energy. A new outdoor hot tub was recently installed in February, 2024! We look forward to your visit!

4.96 out of 5 average rating, 188 reviews

A modern sleeping area features a spacious bed with white linens and a decorative blue throw. Two nightstands are positioned on either side, each displaying a potted orchid. Framed artwork adorns the wall above the bed, enhancing the serene atmosphere.

Loft in Kennebunk

Private Modern Loft featured in Maine Home+Design

Experience the tranquility of staying in a PRIVATE STUDIO LOFT IN SEPARATE BLDG. overlooking 13 acres of private land abutting 600 acres of Alewive Brook Preserve while being 20 minutes to several area beaches and swimming lakes. The land is full of walking trails, fishing pond, biking trails and is conveniently only 7 minutes from the highway. Immaculate with wood floors, comfy queen size bed with Tempur-pedic mattress , 400 thread count soft 100 % cotton sateen sheets and high speed Internet.

4.98 out of 5 average rating, 349 reviews

A spacious living area features large windows that provide scenic views of the surrounding landscape. Comfortable seating arrangements include a light-colored sofa and armchairs, complemented by a wooden coffee table. A dining area is visible, with fresh blooms enhancing the inviting ambiance.

Apartment 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.*

Superhost

A contemporary kitchen features white cabinetry and stainless steel appliances, including a refrigerator and stove. A wooden dining table is accompanied by two chairs, located beside a cozy bench against the wall. Exposed wooden beams and a brick column add character to the space.

4.82 out of 5 average rating, 114 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!!

Farm stay in Kennebunkport

The barn house features a rustic design with large, welcoming doors framed by vibrant greenery and colorful flower beds. Two red chairs are positioned invitingly on a pebble pathway leading to the entrance. A soft pink and purple sky complements the charming exterior.

4.95 out of 5 average rating, 117 reviews

Farmhouse Experience in a Beachside Community

2025 Summer Rentals: 7 night min requirement (Friday Check-in) / Inquire for alternative dates. Enjoy being equidistant between Dock Square and Cape Porpoise, where you be immersed in a world of top chefs, fine wines, beautiful homes, acclaimed artists, and the quintessential oceanfront charm of Kennebunkport. Relax in this inspired barn house restored design with modern touches in a farm to table community. Weather the storm with our newly installed generator.

4.99 out of 5 average rating, 448 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, 342 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

4.86 out of 5 average rating, 294 reviews

A cozy seating area features a dark leather sofa adorned with a colorful throw and red accent pillows. A small wooden table and a soft rug complement the space, where a light stands beside a vibrant orange wall. Natural light enters through a window dressed with light curtains.

Guest suite in Kennebunk

Beautiful & spacious. 1 mile to the beach

Our spacious suite with private bath is comfortable, well appointed, close to everything. 1 mile to the beach. Many extras included ! The suite consists of a large studio, with private bath. The second room rents for $55 per night for a second or third person in the group and shares the bath. Free amenities include use of beach parking pass, chairs, pack-n-play, kayaks, gas grill, picnic table, fire pit

4.95 out of 5 average rating, 144 reviews

An aerial view captures the modern cabin surrounded by lush greenery, featuring warm string lights illuminating the outdoor area. A hot tub is positioned near a cozy seating arrangement, with a gravel path visible leading away from the cabin.

Cabin in Kennebunk

HotTub+Firepit/5 min to DockSquare, Dining, Beach

Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."

4.99 out of 5 average rating, 134 reviews

A bright living area displays soft yellow walls, complemented by natural light from two windows. A cozy sofa adorned with decorative pillows faces a simple wooden coffee table. Nearby, a small dining table with two stools is positioned, enhancing the space's inviting atmosphere.

Loft in Arundel

The Farm Loft - organic farm, 10 min to beaches

Come unwind in this upstairs apartment, tucked into the corner of our bustling organic vegetable & flower farm, Frinklepod Farm. Peruse our farm store (open May - October) for the freshest ingredients to use in your well-stocked kitchen, relax in the herb garden, and enjoy the close proximity to local beaches, trails, restaurants & shops!

4.87 out of 5 average rating, 238 reviews

A charming house is surrounded by greenery and trees, with a driveway leading to a garage. The exterior features blue siding and white trim, complemented by a welcoming front door. Fallen leaves decorate the well-maintained yard, evoking a peaceful autumn ambiance.

Apartment in Kennebunk

Suite in Seaside Maine

BOOK YOUR SPRING GETAWAY IN THE KENEBUNKS! FREE YOUTUBE TV, NETFLIX, AMAZON PRIME, AND A HUNDRED GREAT DVDS. I moved to Maine from Canada in 2003. I love Kennebunk. It's the perfect combination of small town New England, vibrant seaside vacationland and close neighbor to beautiful Portland and exciting Boston.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Kennebunk vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Kennebunk

Superhost

A spacious bedroom features a large, neatly made bed dressed in a white quilt. Nightstands with blue vases are positioned on either side. Two closet doors are visible, and above the bed, an elegant phrase is displayed on the wall, enhancing the room's serene ambiance.

Guest suite in Kennebunk

4.93 out of 5 average rating, 86 reviews

Beautiful PRIVATE Oasis - On the River's Edge

4.9 out of 5 average rating, 94 reviews

The exterior of the cottage is showcased, featuring gray siding and a prominent blue front door. Steps made of stone lead to the entrance, framed by small bushes and stones. Natural surroundings include trees in the background.

Cottage in Kennebunk

Quaint Year round Cottage

4.93 out of 5 average rating, 99 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

Apartment in Kennebunkport

A modern kitchen features light blue cabinetry and a large central island with bar seating. Pendant lights hang above the island, and stainless steel appliances are integrated into the design. Natural light fills the space through multiple windows, highlighting the wood flooring.

4.96 out of 5 average rating, 25 reviews

Bass Cove Point Water View Guest House Built 2025

5 out of 5 average rating, 51 reviews

An inviting entryway is presented under a large, sloping roof supported by exposed wooden beams. Comfortable seating is arranged on the porch, with decorative pumpkins placed on the ground. Pathways made of stones lead to the entrance, surrounded by a tranquil natural setting.

Cottage in Biddeford

Secluded Coastal Home & Cottage 3 Minutes to Beach

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, 7 reviews

New dates. Renovated! Steps away from Gooch Beach!

4.96 out of 5 average rating, 67 reviews

A charming cottage with light blue siding stands among lush greenery. A stone pathway leads to the entrance, framed by well-maintained flower beds. Large trees provide shade, enhancing the cottage's peaceful setting.

Cabin in Kennebunk

Sea Mist

The exterior of the beachside cottage features a manicured lawn bordered by garden beds filled with colorful flowers. A large tree provides shade in front of the house, while a patio area with seating is visible. The welcoming façade includes multiple windows, allowing natural light to filter inside.