Cottage holiday rentals in Kennebunk

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.

4.9 out of 5 average rating, 593 reviews

An entryway features a red door, two clocks on the walls, and a small bar table with two stools. A mirror is mounted above the table, and the space is complemented by wood accents and light-colored flooring leading to the kitchenette.

Cottage in Portland

Cozy & Quiet Modern Cottage

Modern studio cottage designed and maintained with sustainability and eco-friendliness in mind, located in a quiet and very safe Portland neighborhood only a 7-10 minute drive (and $10-13 Uber/Lyft ride) from downtown Portland, the Old Port, and most local attractions. The cottage is a walkable mile (+/-) from Allagash Brewing (and the 4 other breweries there), and is within walking distance (.5 mi) of the restaurants and bars at Morrill's Corner. This is an LBGTQIA- and BIPOC-friendly space.

4.97 out of 5 average rating, 160 reviews

Cottage in Buxton

Peaceful Cottage on Maine Flower Farm

Maine’s Peaceful Off-Season Escape Nestled just next door to Ferris Farm, our family-run flower farm, this charming cottage offers the perfect private space to rest and recharge. Even as the gardens rest for winter, there’s beauty all around. Stay in and enjoy slow, coffee-filled mornings, quiet walks around the property, and cozy, starlit evenings by the fire pit. Or take a drive and explore Portland’s diverse food scene. Perfect for a romantic retreat, solo escape, or remote work getaway.

4.96 out of 5 average rating, 118 reviews

The welcoming living area features a comfortable navy sofa, adorned with a light-colored throw pillow. A wooden coffee table displays a potted plant. The kitchen is visible in the background, equipped with modern appliances, while artwork depicting animals is mounted on the walls.

Cottage in Bartlett

Lazy Bear Cottage-Rustic & Peaceful Winter Retreat

Experience rustic charm at our lovely Bartlett property-perfectly situated to be a year-round oasis! Only a mile to Attitash and under 30 min to 5 other ski resorts! In the summer your backyard is the Saco river with hundreds of trailheads minutes away! For foliage, 2 miles to Bear Notch and the Kanc - the best starting point! Seeking serenity? Spring it is! Enjoy the valley without the high season craze. With a fenced yard for your pups and the comforts of N. Conway nearby, it can't be beat!

5 out of 5 average rating, 187 reviews

A serene waterfront scene features a small boat gliding across calm waters, reflecting the surrounding buildings. A cluster of white cottages stands on pilings, with a dock visible, under a soft pastel sky as day transitions to evening.

Cottage in Brunswick

Lobstermen's ocean-front cottage

Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

4.78 out of 5 average rating, 317 reviews

A charming cottage exterior is showcased, featuring a sloped roof and wooden steps leading to the entrance. Lush greenery and well-maintained shrubs surround the home, while a patio umbrella provides shade on the deck. A spacious yard with mature trees adds to the serene setting.

Cottage in Cape Neddick

Sweet cottage in quiet convenient coastal setting.

Our cottage is featured i n Terry John Woods "Summer House" as a quintessential cottage of Maine. Relax in our private, romantic Cape Neddick cottage, overlooking a 2 acre meadow and woodland, close by foot, bike, to the amenities of York, Ogunquit, Kennebunk, Kittery, and Portsmouth and within a ten minute ride to five beautiful beaches. Cape Neddick Beach being the closest one, a five minute ride. Our cottage is off the beaten path on a quiet private way, near the Cape Neddick River .

4.99 out of 5 average rating, 429 reviews

The exterior of a post and beam cottage is shown, featuring a light wood facade and a brown shingled upper section. Two black Adirondack chairs are placed on a wooden deck, accompanied by potted plants. Large windows offer a view of the forested surroundings under a partly cloudy sky.

Cottage in Pownal

Dreamy Post&Beam Hideaway Near Portland & Freeport

Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

4.98 out of 5 average rating, 112 reviews

A cozy living area features a plush blue-and-white patterned chair, positioned next to a modern fireplace. A wall-mounted television is displayed above a wooden mantel. The open kitchen area can be seen in the background, with stylish bar stools and kitchen shelving.

Cottage in Kennebunkport

Charming Designer Cottage on Marsh

Cozy renovated Cottage w/ stunning marsh views is short walk to beautiful Goose Rocks Beach. No need to pack gear, cottage comes equipped w/ 2 kayaks, 2 bikes/helmets & beach buggy. Stroll to general store for morning coffee, walk on beach or head out and explore the Kennebunks & Cape Porpoise. Our community offers world class dinning, boutique shopping , entertainment and beautiful hiking trails all close by. At days end kick back & relax by the fire pit...”The way life should be”

Cottage in Old Orchard Beach

A cozy living area is displayed, featuring a combination of modern and vintage furnishings. A potted plant sits on a light blue coffee table, while a dining area with a round table is seen. The kitchen area and sliding barn door are visible in the background.

4.92 out of 5 average rating, 336 reviews

#1 Cozy cottage minutes from the beach!

3 night Min. 6/1 to Labor Day. This charming one bedroom cottage is beautifully decorated with a blend of vintage pieces and modern decor, creating a cozy and stylish atmosphere. It features a fully stocked kitchen, complete with pots and pans, perfect for cooking when you choose to stay in. The cottage also includes a private patio with a gas grill and outdoor seating for your enjoyment. Just a short 7-minute walk to the beach and pier. And yes, pets are welcome at no extra charge.

4.99 out of 5 average rating, 272 reviews

A cozy cottage is framed by lush greenery and colorful landscaping, featuring a welcoming front porch and a sunroom with large windows. A picnic table is positioned nearby, inviting outdoor relaxation. The property is set against a backdrop of trees, contributing to a private and serene environment.

Cottage in Brownfield

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

4.86 out of 5 average rating, 276 reviews

A charming cottage is viewed from the front, featuring a gabled roof and a welcoming entryway. Large windows allow light to fill the space, surrounded by lush greenery and stone landscaping. A small chair is placed near the entrance, inviting guests to relax outdoors.

Cottage in Ogunquit

The Little Cottage - Under the Trees & By the Sea

It's been called Magical Maine and that it is. Located just 1.5 hours from Boston, Ogunquit is a quaint coastal town offering restaurants, shopping, wild-life & hiking at Mt Agamanticus and, best of all, the beach! Our little home is tucked away on a 1/2 acre of wooded land just down the way from a frog pond, but still within walking distance to town and the beach. Perfect for a family vacation, romantic weekend getaway, reunion amongst friends or even solo trip!

4.95 out of 5 average rating, 146 reviews

A cozy living area features a warm color palette with a sectional sofa adorned with textured blankets and cushions. A rustic coffee table sits in front of a mounted television. Natural light floods the space, highlighted by wall art depicting wildlife and an appealing area rug.

Cottage in Yarmouth

Modern cozy cottage in historic coastal Maine

Contemporary, newly-renovated cottage between Portland and Freeport. Spotless interior w/ full kitchen, Netflix/AppleTV+, premium Tuft+Needle bed, and washer/dryer. EV charging available. Walk down Main Street to shops, restaurants, and the scenic Royal River. Easy drives to downhill skiing and iconic beaches, Portland's renowned restaurants, LL Bean flagship, and top-rated Maine Brewing. Half way between Boston and Sugarloaf. Your ideal base for Maine adventures.

Popular amenities for Kennebunk cottage rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A single-story cottage is shown, featuring a welcoming front porch with steps leading to the entrance. Large windows allow natural light to flow in, while lush greenery, including hydrangeas, surrounds the home, enhancing its inviting appearance.

4.93 out of 5 average rating, 55 reviews

Make this family-friendly cottage your summer spot

The exterior of a charming yellow cottage is presented, with white trim surrounding inviting windows. A well-maintained pathway of pavers leads to the entrance, flanked by green shrubs and small plants. Tall trees provide a natural backdrop, enhancing the serene atmosphere.

4.71 out of 5 average rating, 52 reviews

Cottage 225 "Beach House"

A modern kitchen features white cabinetry paired with stainless steel appliances. A large island with four wooden stools provides ample space for dining or work. Natural light fills the area through a window, enhancing the clean, inviting design.

4.97 out of 5 average rating, 72 reviews

Freshly Renovated, Family-Friendly Coastal Cottage

5 out of 5 average rating, 27 reviews

Cottage in Shapleigh

Quaint New England Cottage in the Pines | Lakeside

A cozy beach cottage is depicted, featuring a red front porch with two blue chairs. The exterior is characterized by white siding and a sloped roof, complemented by green grass and surrounding foliage.

5 out of 5 average rating, 3 reviews

"Secret Summer" Savings

5 out of 5 average rating, 73 reviews

Paradise Found Minutes from Ogunquit

The exterior of the studio is shown, featuring a main entrance with large windows that provide natural light. A charcoal grill is positioned nearby, along with two blue adirondack chairs on a simple porch. The area is surrounded by gravel and concrete, with green grass visible in the background.

4.93 out of 5 average rating, 68 reviews

Cottage in Wells Maine

4.99 out of 5 average rating, 204 reviews

An open-concept living area is showcased with a light wooden ceiling and modern decor. Comfortable seating is arranged around a coffee table, with a dining table visible in the background. A lofted area and kitchen appliances complete the well-lit space.

Cottage in Cape Neddick

Adorable cottage by Shorts Sands Beach

Pet-friendly cottage rentals

4.99 out of 5 average rating, 141 reviews

A single-story cottage is nestled among trees, featuring a light yellow exterior with dark shutters. The well-kept front yard showcases a carpet of fallen leaves, and a small deck is visible to the right, enhancing access to the inviting outdoor space.

Cottage in Alton

“Stay Awhile in the Lake's Region”

4.98 out of 5 average rating, 112 reviews

The lake-front cottage is surrounded by trees and features a spacious deck with seating. Colorful adirondack chairs are arranged in a circular pattern near a stone-bordered landscaping area, adding inviting outdoor space for relaxation. A screen porch is visible on the side of the house.

Cottage in Middleton

Lovely cottage on Sunrise Lake, Middleton, NH.

4.95 out of 5 average rating, 122 reviews

An open living area is presented with a cozy navy sofa and a light-colored area rug. A coffee table sits in front of a stylish fireplace, complemented by light woven chairs around a dining table. Large windows offer views of the outdoors.

Cottage in Plum Island

Plum Island Sunset Cottage

A newly renovated cottage is set in a spacious yard, framed by trees with a clear sky above. The exterior features a mix of gray siding and large windows, while a gravel driveway leads to the entrance. Lush grassy areas surround the property.

4.95 out of 5 average rating, 41 reviews

Sleeps 10, 1.1 mi. to Beach, Fully Renovated 2025

4.91 out of 5 average rating, 218 reviews

A charming red cottage is nestled among tall trees, with a sloped roof showing patches of moss. The front features a large window and a welcoming yellow door, while a grill is visible on the side patio. The peaceful lakeside is glimpsed through the trees.

Cottage in Gray

Sunset Haven - Little Sebago Lake

4.9 out of 5 average rating, 205 reviews

The cottage features a rustic wooden exterior with a large wrap-around porch. Two Adirondack chairs are positioned on the porch, offering a welcoming spot to enjoy the surrounding nature. A large window allows light to enter the space, enhancing the warm atmosphere.

Cottage in Bridgton

True Maine Artist Cottage with Outdoor Shower

4.85 out of 5 average rating, 123 reviews

A bright living room features a vaulted ceiling with exposed wooden beams. A stone fireplace is centered against a soft blue wall. Comfortable seating includes light-colored sofas and armchairs. A glass coffee table sits atop a patterned rug, with a contemporary chandelier providing overhead lighting.

Cottage in Plum Island

20 min from Salem & topsfield fair awesomeness

4.91 out of 5 average rating, 53 reviews

A charming home nestled among trees, with a spacious deck extending from the front. Large windows offer views of the serene surroundings, while a pathway leads from the house to the water's edge. The exterior features a mix of natural elements and a carefully maintained yard.

Cottage in Raymond

The Great Escape - Picturesque Sebago Lake

Private cottage rentals

4.87 out of 5 average rating, 95 reviews

A light-filled living area features a spiral staircase ascending to the upper level. A cozy sofa is complemented by a white coffee table and a media console with a television. Large windows allow natural light to brighten the space, while indoor plants add a touch of nature.

Cottage in Portsmouth

Portsmouth Waterfront Cottage

4.94 out of 5 average rating, 65 reviews

The exterior of a charming house features a wooden shingle facade with a warm, earthy tone. A covered porch is outlined by large windows, while red chairs are arranged around a small fire pit in the yard. A fence encloses part of the property, adding to its cozy appeal.

Cottage in Saco

Beach Cottage. 2-Bedroom/1-Bath. Steps to beach!!

5 out of 5 average rating, 83 reviews

The spacious living area features large windows allowing ample natural light, with modern furnishings including a comfortable gray sofa and decorative plants. A circular staircase leads to the loft space, while a cozy area rug adds warmth. A television is mounted on the wall for entertainment.

Cottage in Cornish

The Lil'house - A Mountain Top Modern Cottage

4.9 out of 5 average rating, 98 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

5 out of 5 average rating, 64 reviews

A charming cottage exterior is presented, featuring a white clapboard façade and a welcoming front door painted in soft pink. Two large windows are adorned with brown shutters, while flower boxes sit beneath each window, enhancing the serene appearance of the home.

Cottage in Kennebunk

*River Rose Cottage* River I Tub I Fireplace

5 out of 5 average rating, 62 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

4.96 out of 5 average rating, 122 reviews

The sandy beach area features several white adirondack chairs arranged for relaxation. Gentle waves lap at the shoreline, where boats are anchored in the distance. A staircase leads up from the beach to a grassy area, surrounded by trees, under a clear sky.

Cottage in Wolfeboro

Lake Winnie Cozy Cottage Getaway

A comfortable living area features two patterned chairs and a blue accent chair. A mounted TV is positioned above a dark wooden console table. Natural light pours in through a nearby window, illuminating the space, which is adorned with a soft area rug.