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.

4.93 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

4.96 out of 5 average rating, 212 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 comfortable living area features a dark sofa adorned with cushions, accompanied by a red recliner. A wooden coffee table sits at the center, displaying a brochure. Large windows dressed in sheer curtains allow natural light to illuminate the space.

4.98 out of 5 average rating, 125 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!

5 out of 5 average rating, 215 reviews

A modern beach house is positioned along a serene shoreline, featuring large windows that reflect the colorful sunset. The exterior showcases a blend of natural materials and white accents, with a deck that offers expansive ocean views. Rocky shores frame the property, enhancing the coastal setting.

Home in Saco

Oceanfront w/ Stunning views and Private Deck☀️🏖

Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

The exterior of a two-story wooden house is surrounded by lush greenery, showcasing a large wraparound deck with outdoor seating. A pathway leads to the entrance, with soft light spilling from the windows at dusk, creating an inviting atmosphere in the natural setting.

4.87 out of 5 average rating, 197 reviews

Kennebunkport House - Walk to Dock Square!

Guests are sure to enjoy a memorable vacation in this fully furnished, 5 bedroom/5 bath house, which can comfortably sleep up to 12 people. With two kitchens, an open concept dining room with farm style table, and 600+ square foot deck, this house is perfect for families and large groups. Located near the beach and within walking distance to Dock Square, guests can enjoy an afternoon of fun activities and later watch the sunset from the deck or spend time around the fire pit at night.

Superhost

The exterior entrance of the property features a paved pathway leading to a dark blue front door, flanked by two windows. A small bench is positioned nearby, and an American flag is displayed on the ground. Lush greenery surrounds the area.

4.92 out of 5 average rating, 259 reviews

3-Bed | 2-Bedroom | Hot Tub | Close To Beach

If you've never stayed in Wells before, make your first stay at the oldest established property in Wells, dating back to 1604, but updated for today's modern needs with wifi, streaming, jacuzzi, grill, outdoor furniture, and hammock all within a short drive to Wells beach in a peaceful neighborhood on a dead end street. Let the Webhannet Falls and River lull you to sleep as they flow through the backyard and see the foundation of the historic gristmill and sawmill.

4.99 out of 5 average rating, 468 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, 352 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

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, 119 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 sandy beach stretches into the distance, visible from a coastal property. The exterior features a light-colored shingle design, with a covered porch offering seating. Green shrubbery lines the foreground, creating a natural border against the ocean backdrop and clear blue sky.

4.87 out of 5 average rating, 133 reviews

Drakes Island Beach Front Breathtaking Property !

Ocean views from Kennebunkport to Cape Neddick and a gorgeous half mile sandy beach right outside your door! Watch the sunrise and the sunset over the sandy Drakes Island shores. Enjoy daily walks on the beach or take a walk on the peaceful trails nearby alongside the Rachel Carson Wildlife Refuge & Laudholm Farm, and go to town for restaurants, arcades and more fun. It doesn’t get better than this !

Popular amenities for Kennebunkport house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House 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

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, 58 reviews

Home in Biddeford

4.96 out of 5 average rating, 57 reviews

A charming church-style house is presented with a distinctive peaked roof and a red door. The exterior is surrounded by lush trees and landscaped gardens, with a white picket fence enclosing a welcoming path to the entrance.

Home in Standish

Cozy Maine Church Retreat Near Portland • Fire Pit

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

4.96 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!

4.89 out of 5 average rating, 115 reviews

Home in North Conway

Last minute opening vacation week! Downtown NoCo!

5 out of 5 average rating, 14 reviews

An aerial view captures a community pool framed by lush greenery. The pool features a sandy area with scattered lounge chairs, while vibrant trees surround the space, enhancing the natural setting. Nearby buildings and pathways suggest a welcoming atmosphere for guests.

Home in Arundel

Maritime Meadows - Charming Resort-Style Home!

Weekly house rentals

5 out of 5 average rating, 20 reviews

Home in Biddeford

Bluebell Cottage Beach Vacation

5 out of 5 average rating, 87 reviews

Home in Kittery

Seacoast Escape with a View

5 out of 5 average rating, 12 reviews

Coastal Maine Cottage

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

4.93 out of 5 average rating, 15 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 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

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 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

Private house rentals

A beachside view shows a charming house with a light blue facade, large windows, and a porch. Sun loungers and beach chairs are placed on the sandy shore, indicating a welcoming outdoor space. The surrounding houses reflect a coastal architecture style.

4.95 out of 5 average rating, 19 reviews

Stunning Beachfront Home: Spectacular Ocean Views

The outdoor space is highlighted by well-maintained garden beds featuring a variety of flowers and plants. A wooden playset with a slide stands in the background, while a spacious home with multiple stories is visible, surrounded by lush greenery.

4.97 out of 5 average rating, 78 reviews

Family-Friendly Retreat in Cape Porpoise

5 out of 5 average rating, 11 reviews

New Cozy Coastal Escape, near beach!

4.92 out of 5 average rating, 52 reviews

The exterior of a two-story home is displayed, featuring a screened-in front porch with multiple seating options. A gravel driveway leads to a two-car garage. Surrounding foliage adds a natural touch to the property, which is set against a clear blue sky.

Home in Biddeford

Fenced Yard | King Bed | Close 2 Beaches & Kport

5 out of 5 average rating, 10 reviews

An airy living room features a light grey couch and a matching armchair, complemented by decorative cushions. A round wooden coffee table is positioned on a patterned area rug. Exposed wooden beams enhance the ceiling, while a mirror and a cabinet create a cozy atmosphere.

Home in Saco

Bayview Beach Bungalow

5 out of 5 average rating, 23 reviews

A large window frames the ocean view, where waves gently roll towards rocky outcrops. A cozy seating area, featuring a leather sofa and a wooden coffee table, is positioned to allow for a serene observation of the changing tides.

Home in Cape Elizabeth

"Periwinkle" ~ a Charming Oceanfront Cottage

4.98 out of 5 average rating, 49 reviews

A renovated kitchen area features a farmhouse-style table with benches, surrounded by light green cabinetry and modern appliances. Natural light floods the space through multiple windows, highlighting a decorative plant in a woven basket. A door leads outside, enhancing the inviting atmosphere.

Home in Cornish

Moody Farm Retreat

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.