House holiday rentals in Kennebunkport

An aerial view showcases the lush greenery of the property, framed by the coastline and tranquil waters of Cape Porpoise. The landscape reveals homes, docks, and boats dotting the cove, all under a bright sky with scattered clouds.

4.97 out of 5 average rating, 150 reviews

Luxurious 5 bedroom on the ocean, w/ dock & kayaks

Historic 1735 home on a spacious one-acre property overlooking the ocean. Enjoy swimming from the dock in Cape Porpoise’s protected cove. Two kayaks provided for exploring the lighthouse & picnicking on nearby islands. Stroll past picturesque lobster boats to the town pier, where restaurants serve fresh local lobster & drinks. Walk to morning coffee, pastries, a local grocery store, athe renowned Nunan’s Lobster Hut. Just two miles from Kennebunkport and a nine-minute drive to Goose Rocks Beach.

ValueLocationCleanliness

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, 120 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

ValueLocationCleanliness

4.95 out of 5 average rating, 229 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!

ValueFamilyHospitality

4.92 out of 5 average rating, 189 reviews

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.

Home in Wells

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

FamilyValueAmenities

4.95 out of 5 average rating, 107 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

We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.

LocationFamilyBathroom

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, 372 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

FamilyValueWi-Fi

4.8 out of 5 average rating, 170 reviews

Cape | Hot Tub · Golf Simulator · Arcade

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.

FamilyLocationAmenities

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, 116 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.

LocationValueIndoor spaces

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, 187 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.

LocationFamilyHospitality

5.0 out of 5 average rating, 146 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.

LocationValueIndoor spaces

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, 247 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.

LocationValueCleanliness

A charming cape-style house is framed by a well-maintained garden, with lush green grass and vibrant shrubbery. The light blue front door is complemented by white shutters on the windows. A wooden picket fence lines the yard, providing a welcoming boundary.

4.94 out of 5 average rating, 201 reviews

Seaglass Cottage

Three bedroom antique cape located perfectly between Dock Square, Cape Porpoise, and the ocean! Close to everything Kennebunkport has to offer including renowned Cape Arundel golf course yet still have your privacy with the large backyard and deck. 2 bedrooms with Queen beds and 1 bedroom with two single beds. Plenty of parking, washer/dryer, large backyard, fire pit, and much more!

ValueFamilyCleanliness

Popular amenities for Kennebunkport house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5.0 out of 5 average rating, 103 reviews

A heated pool is set within a stone patio, surrounded by lush greenery. Two lounge chairs are positioned nearby, while modern heating units stand along the patio's edge. The pool's clear water reflects the surrounding area, offering a serene outdoor retreat.

Home in Ogunquit

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach

ValueLocationHeating

Home in Old Orchard Beach

OOB Oasis: 6BR Home w/ Private Pool Near Beach

ValueLocationSleep quality

4.95 out of 5 average rating, 155 reviews

4.97 out of 5 average rating, 197 reviews

Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

LocationFamilyBathroom

4.97 out of 5 average rating, 174 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 Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

ValueFamilyAir conditioning

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.

Faith Lane with community pool

FamilyValueAccess

4.96 out of 5 average rating, 123 reviews

4.84 out of 5 average rating, 126 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

LocationValueAccuracy

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, 58 reviews

Lovely Beach house in GRB - Heated pool!

FamilyLocationPets

Superhost

5.0 out of 5 average rating, 3 reviews

Wanderer House | Private 3BR Home + Pool & Bikes

Weekly house rentals

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, 169 reviews

Quiet cozy cottage close to restaurants, beach

FamilyValueLaundry

4.96 out of 5 average rating, 128 reviews

The exterior of a multi-level beach house is visible, featuring a spacious deck with railings and steps leading to the sandy area by the water. The house is painted white with green accents, and tall windows allow for natural light to enter. A brick chimney is located at one end.

Home in Wells

Family Beach House, Wells Beach, Maine

LocationFamilyView

4.79 out of 5 average rating, 107 reviews

The Timeless Retreat . Close Kennebunkport

ValueLocationDecor

5.0 out of 5 average rating, 247 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☀️🏖

LocationValueQuiet

5.0 out of 5 average rating, 204 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

LocationFamilyHospitality

4.97 out of 5 average rating, 105 reviews

An open living area features a dark sofa with decorative cushions, surrounded by light wood flooring. Natural light fills the space through large windows. A dining area with a light-colored table and chairs is visible, along with decorative woven wall art enhancing the room's charm.

Home in Saco

3 Bedroom Seaside Oasis | 3 Minute Walk to Beach

FamilyValueBathroom

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.

5.0 out of 5 average rating, 93 reviews

Cozy updated colonial, 5 minute walk to town!

FamilyLocationCheck-in

The exterior of a two-story home is shown, featuring light-colored wood siding and blue shutters. A wooden fence runs along the front, with well-maintained landscaping including shrubs and plants. The surrounding trees add greenery to the scene, revealing a clear sky above.

4.97 out of 5 average rating, 66 reviews

Walk to Dock Square/1.2 to Goochs, deck+hot tub!

LocationFamilySleep quality

Private house rentals

5.0 out of 5 average rating, 27 reviews

Downtown Coastal Charm Cottage in Kennebunk

LocationFamilyHospitality

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.

4.97 out of 5 average rating, 33 reviews

Ocean Views! Charming & Fresh 4BR Beach Retreat

FamilyValueBackyard

A sunlit corner features a light-colored armchair alongside a small, round side table. Large glass doors open to a natural setting, while a stylish floor lamp adds warmth to the contemporary space. Wooden bar stools are arranged at the kitchen counter.

4.96 out of 5 average rating, 76 reviews

New home, amazing location

LocationFamilyTV

The charming cottage is surrounded by a well-maintained lawn and picket fence, featuring a multi-story design with shingle siding and large windows. A decorative front door with a small porch provides access, while lush greenery enhances the inviting exterior.

4.92 out of 5 average rating, 65 reviews

Charming Cottage walk to beach/port

FamilyLocationCheckout

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.

4.98 out of 5 average rating, 84 reviews

Family-Friendly Retreat in Cape Porpoise

LocationFamilyKitchen

Superhost

5.0 out of 5 average rating, 7 reviews

Summer Breeze at Goose Rocks Beach

FamilyLocationAccuracy

5.0 out of 5 average rating, 40 reviews

A charming blue house featuring a well-maintained exterior with multiple windows and a balcony. A deck area is furnished with white adirondack chairs and a picnic table, providing an inviting outdoor space. Lush greenery and a serene sky enhance the tranquil setting.

Home in Biddeford

“Call of the Sea”Beachfront Fortunes Rocks Beach

FamilyLocationIndoor spaces

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.