Vacation rentals with outdoor seating in Kennebunkport

4.94 out of 5 average rating, 463 reviews

A cozy outdoor seating area is set up on a gravel surface, featuring two wooden lounge chairs and a small table under a white umbrella. The blue exterior of the guest house is visible in the background, with steps leading to the entrance.

Cottage in Saco

Deja Blue~Guest Beach House

Our beach guest house is an oceanfront dream for a couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. All 4 seasons are beautiful here. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

4.93 out of 5 average rating, 104 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

4.95 out of 5 average rating, 194 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.

4.9 out of 5 average rating, 556 reviews

A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.

Treehouse in Sanford

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

4.98 out of 5 average rating, 358 reviews

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.*

5 out of 5 average rating, 200 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.

4.99 out of 5 average rating, 139 reviews

A modern coastal home featuring a light grey shingle exterior and a contrasting dark roof. The entrance showcases a well-defined porch with elegant lanterns and large windows, while a driveway leads to a two-car garage. Lush greenery surrounds the property, enhancing the seaside setting.

Home in Cape Neddick

Luxurious Oceanfront Property

Welcome to The Luxurious, where a unique boat feeling awaits you. Completely remodeled with high-end finishing, an elevator accesses all three levels. An open floor concept invites the ocean breeze and offers unique views. A modern fitness room, a year-round hot tub and firepit will enhance your stay. After a day at the beach, enjoy the sunset from the house and walk to the Nubble Light House to savor Maine's famous blueberry ice cream and pie ! Fishing dock not available at the moment.

5 out of 5 average rating, 123 reviews

A modern kitchen features sleek countertops and high-end appliances, including a stainless steel oven and range. Black pendant lights hang above a spacious island with bar stools. Multiple windows allow for abundant natural light, with a patterned rug adding warmth to the wooden floors.

Guesthouse in Hiram

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

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.

4.94 out of 5 average rating, 120 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.

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, 350 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

Guest suite in Kennebunkport

A polished tray is displayed with two glasses and a can of Cranberry Island cocktail, complemented by a small vase of white flowers. The arrangement evokes a welcoming ambiance, signaling a thoughtful touch for guests.

4.98 out of 5 average rating, 168 reviews

Cape Porpoise Private Guest Suite with King Bed

Come relax in the guest suite of our new modern farmhouse, one mile from Cape Porpoise's village town centre in Kennebunkport. Enjoy a private entrance and outdoor seating space/ fire pit overlooking a wooded lot. The 1000 sq. ft. space is bright and roomy. It has a king-sized bed with tv, kitchenette, office area and a 50 inch smart tv in the comfy living room. Walk outside our home and find 27 miles of interconnecting conservation land trails.

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, 182 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.

Popular amenities for Kennebunkport outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.97 out of 5 average rating, 229 reviews

The kitchen features modern stainless steel appliances, a spacious countertop, and white cabinetry. Bar stools provide seating at the side counter, while a large clock hangs prominently on the wall. Ample natural light enters through windowed areas, enhancing the airy design.

Home in Kennebunkport

The Trolley House - Close to Goose Rocks Beach

4.96 out of 5 average rating, 287 reviews

The living area features a blend of comfortable seating, including a dark brown recliner and a soft sofa. A wooden coffee table is centrally placed, adorned with decorative items. Natural light illuminates the space, complemented by neutral walls and subtle décor.

Home in Lebanon

Tranquility, Relaxation, Family, Romance

4.99 out of 5 average rating, 160 reviews

The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.

Home in Naples

LUX Designer Private Waterfront

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.

4.8 out of 5 average rating, 123 reviews

Farmhouse Retreat Upstairs | Walk to Downtown|

4.93 out of 5 average rating, 190 reviews

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.

Home in Kennebunkport

Seaglass Cottage

The exterior of the house is set amidst a lush green lawn with dappled sunlight filtering through the trees. A spacious deck features white Adirondack chairs, and the facade showcases large sliding doors and simple architectural details.

5 out of 5 average rating, 119 reviews

4 Bufflehead Cove

4.97 out of 5 average rating, 252 reviews

A bright and airy bathroom features a freestanding bathtub and a walk-in shower with clear glass doors. Wood-paneled walls complement a light wood floor. Accessory details include a small shelving unit with neatly arranged towels and a potted plant on a side table.

Home in Acton

The ZEN welcomes you, your home away from home.

4.98 out of 5 average rating, 331 reviews

A cozy living room features a white-brick fireplace, with a functional gas flame. Stylish furniture includes a patterned armchair and a soft couch, complemented by a light-colored striped wooden floor. Large windows allow natural light and offer views of the surrounding area.

Home in Rye

*Beachfront* Vintage Coastal Cottage - Relaxation

Apartment rentals with outdoor seating

Apartment in Kennebunkport

The exterior of a two-story building is displayed, featuring a gray facade with white trim. A wooden deck wraps around the second floor, providing multiple seating options. Stairs lead to the upper deck, where a satellite dish is visible. The clear blue sky complements the autumn foliage.

4.99 out of 5 average rating, 103 reviews

#2Marsh Views, Cozy quiet spot on river&preserve

4.99 out of 5 average rating, 176 reviews

A well-appointed bedroom features a spacious bed dressed in soft white linens and a decorative pillow. Natural light filters through the large windows, framed by patterned curtains. A small lamp and a decorative plant highlight the bedside, contributing to a calming atmosphere.

Apartment in Kennebunk

Sea Road Suite

4.97 out of 5 average rating, 180 reviews

A cozy living space features light blue walls and a sloped ceiling. A gray sofa is centered on a neutral area rug, with a wooden coffee table in front. Natural light floods in from a window above, providing a bright ambiance complemented by a floor lamp.

Apartment in York

Cute 1-Bedroom apartment in the woods by the sea

4.98 out of 5 average rating, 259 reviews

An open layout features a kitchen area and dining space with a wood table and two chairs. The cozy sleeping area includes a spacious bed against a wooden accent wall. Pendant lights hang above, while natural light from the windows highlights the wood flooring.

Apartment in Kittery

Goose Point Getaway (a boutique AirBnB experience)

4.92 out of 5 average rating, 255 reviews

A light-filled living area features a comfortable beige sofa and a vibrant blue rug. A round dining table with blue chairs is positioned by the bay window, allowing natural light to enhance the cheerful atmosphere. A framed artwork adds a touch of character to the space.

Apartment in Kennebunk

Prime Dock Square Location! Walk Everywhere!

4.98 out of 5 average rating, 172 reviews

A compact sleeping area features a queen-sized bed with a decorative white throw. Flanking the bed are two bedside tables, each topped with a lamp. Neutral-colored walls and soft lighting create a calm and inviting ambiance.

Apartment in Windham

The Roost - lovely one bedroom efficiency unit

4.98 out of 5 average rating, 103 reviews

A cozy living room is featured, furnished with a green couch and a wooden coffee table. Natural light is provided by two large windows, framed with gray curtains. A flat-screen TV is positioned on a contemporary media console, complemented by a leather ottoman.

Apartment in Kittery

Charming retreat in Kittery

4.99 out of 5 average rating, 636 reviews

A well-lit bedroom features a spacious bed with white linens and decorative pillows. A wooden dresser and side table provide storage and surface space. Natural light filters in through two angled windows above the bed, and a door leads to a small balcony.

Apartment in West End

*Serene* West End 2BR w/ Balcony: The Mermaid Cove

Condo rentals with outdoor seating

4.92 out of 5 average rating, 110 reviews

Four red Adirondack chairs are arranged on a grassy lawn, facing a panoramic view of rolling hills and distant mountains under a partly cloudy sky. The vibrant greenery adds a natural touch to the serene outdoor space.

Condo in Bartlett

Million Dollar View Mt Wash & Carters @ Story Land

Condo in Old Orchard Beach

A wide sandy beach stretches along the coastline, with gentle waves breaking at the shore. Two figures walk along the water's edge, while a clear blue sky enhances the tranquil atmosphere of the scene.

4.89 out of 5 average rating, 116 reviews

Oceanfront Condo with Awesome Views

4.77 out of 5 average rating, 287 reviews

A sandy pathway bordered by lush grass leads to a tranquil beach, with gentle waves reflecting soft colors of the sky at dusk. The horizon showcases a gradient of pastel shades, creating a serene landscape inviting relaxation.

Condo in Scarborough

Modern Industrial Beach Cottage

4.86 out of 5 average rating, 107 reviews

A clean studio condo is highlighted by natural light streaming through large sliding glass doors. A spacious bed occupies the room with a soft blue throw draped over it. A small dining table is positioned nearby, and a kitchenette is visible with modern amenities.

Condo in Hampton Beach

Sunny Beach Studio Condo with Sunset View

4.92 out of 5 average rating, 231 reviews

A scenic view from the balcony reveals rolling hills and lush landscapes, highlighted by vibrant autumn foliage. A wooden table with two chairs sits on the balcony, overlooking a grassy expanse with benches and a charcoal grill in the distance.

Condo in Bartlett

Bartlett Condo; Great Views, Resort Access

Condo in Old Orchard Beach

4.74 out of 5 average rating, 145 reviews

Attractive 1 bedroom cabin only 50 ft from beach#1

4.96 out of 5 average rating, 284 reviews

A cozy living area features wooden beams and paneling, with a comfortable sofa and an ottoman. Natural light enters through the windows, highlighting decorative shelves and a compact kitchen area. A small table and lamp add functionality to the space.

Condo in Scarborough

Comfy condo with loft by the beach!