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, 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!

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.

4.91 out of 5 average rating, 163 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, 181 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, 136 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!!

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, 274 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.

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, 150 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, 125 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.

Popular amenities for Kennebunk 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

5 out of 5 average rating, 38 reviews

Home in Shapleigh

Cottage on 50 Acres | Lakeside + Pool + Hot Tub

4.93 out of 5 average rating, 261 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, 63 reviews

Home in Standish

Unique Church Stay • 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, 161 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!

Weekly house rentals

5 out of 5 average rating, 15 reviews

A modern kitchen is displayed, featuring a large central island with a light countertop and stylish pendant lighting. Large windows provide views of the surrounding greenery, while a cozy sitting area with a fireplace is seen in the background, complemented by natural light.

Home in Kennebunkport

Stunning Dock Sq Waterfront Home

4.93 out of 5 average rating, 44 reviews

A charming coastal cottage is framed by lush trees, emphasizing its private wooded setting. The entrance features a welcoming porch with two seating chairs and American flag decor. A circular brick pathway leads to the front door, adding a touch of warmth to the inviting exterior.

Home in York

Beautiful House 2.5 Miles from Ogunquit 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

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!

4.96 out of 5 average rating, 25 reviews

Kennebunk Retreat-Free Beach Pass

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

4.97 out of 5 average rating, 36 reviews

In-town, walk to cafés, beach mins away!

Private house rentals

5 out of 5 average rating, 14 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

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!

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, 23 reviews

The White Oar 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, 38 reviews

Happy Days at Wells Beach

Superhost

Home in Barrington

5 out of 5 average rating, 4 reviews

Lakefront Cabin | Private Dock, Hot Tub & Fire Pit

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

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 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.