Cottage holiday rentals in Scarborough

A charming cottage is nestled among tall pine trees, showcasing a spacious front porch with planters beneath the windows. The exterior features light green siding and a dark shingled roof. A parked scooter and a tree stump can be seen in the foreground, hinting at a relaxed atmosphere.

4.87 out of 5 average rating, 120 reviews

The Pine Grove

Newly rebuilt - the Pine Grove is air conditioned and features a 10 by 14 ft deck, a brand new bathroom with tub, bedroom closets, and a full kitchen. It is one half of two charming rustic cottages set on a single plot on a leafy side-street. This cottage is wedged in a "grove" of tall majestic pine trees that provide an abundant supply of shade and breeze, pine cones, needles and all. It is great for families with children and a short walk (.4 of a mile) through the neighborhood to the beach.

4.97 out of 5 average rating, 166 reviews

Cottage in Buxton

Peaceful Cottage on Maine Flower Farm

Maine’s Peaceful Off-Season Escape Nestled next door to Ferris Farm, our family-run flower farm, this charming cottage offers a private place to rest and recharge. Enjoy slow, coffee-filled mornings, quiet walks, and cozy evenings by the fire pit. Use the cottage as your home base to explore nearby beaches (30 minutes) or head into Portland (35 minutes) for breweries, coffee shops, and great dining. Perfect for a couple retreat, solo escape, or remote work getaway, with dedicated workspace.

4.99 out of 5 average rating, 456 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.

4.97 out of 5 average rating, 257 reviews

A cozy cottage is surrounded by lush trees and greenery. Two blue chairs are placed outside near the entrance, with a small table between them. A gas grill is positioned nearby, creating a welcoming space for outdoor relaxation and dining.

Cottage in Scarborough

Bright, clean, private cottage near Higgins Beach!

Nestled amongst the trees and located just 2 miles from beautiful Higgins Beach and just 5 miles to Portland, this recently renovated, sparkling clean, bright, private, stunning cottage is waiting just for you! Your private entrance is just steps away from your parked car. The cottage is 16 x 20 so it's super cozy! We live on the property (so we're here if you need us) but you are 100 feet from us, way out in the backyard. (It's private!) Our location is perfect for your Maine vacation!

4.98 out of 5 average rating, 218 reviews

Cottage in Kennebunkport

Sunrise at 15 Mills Road. Fully renovated Cottage.

In the beautiful and quaint village of Cape Porpoise, Kennebunkport, you’ll find our cottage, just two doors down from Nunans Lobster Hut and a 3-minute walk to Cape Porpoise Kitchen and Bradbury’s Market. Built in 1880, and after a complete renovation, we’d love to have you as our guests! We added many windows, to bring the outdoors in. Lots of light! The two added balconies make for a wonderful place to sit and talk or just stare into space. Lots of stars! Air conditioning!

4.94 out of 5 average rating, 504 reviews

A beverage sits on a small table beside a glass bottle filled with sticks. The view through a window reveals the sandy beach and calming ocean waves, with a colorful sunset casting soft hues in the sky. An American flag is partially visible in the background.

Cottage in Saco

Deja Blue~Guesthouse-Maine’s Best Oceanfront view!

Our year round beach guest house is an oceanfront dream for a single or 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. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

A charming cottage exterior is shown, featuring green wood siding and white window shutters. Planters with flowers are visible beneath the windows. A welcoming front door with a small porch leads into the home. Lush grass surrounds the entrance, and a paved pathway is seen.

4.87 out of 5 average rating, 101 reviews

Close Enough

This sweet little two bedroom, just 5 streets from the beach and along the trolley line, is the newest in our Close Enough family! It is packed with charm and convenience, while being nestled in one of OOB's quietest neighborhoods. This cottage has just enough of everything to make your beach vacation complete, from vintage kitchen charm, to full size laundry facilities , to an adorable private patio for regrouping after a day at the beach! Ask us about discounts for longer stays!

A cozy living area is presented with a gray sofa and a vibrant orange chair, alongside a small black, patterned table. Brightly colored wall art enhances the surroundings, while a TV is mounted on the wall. Natural light enters through glass doors leading to a fenced backyard.

4.94 out of 5 average rating, 406 reviews

#2 Walk to the beach Vintage Cottage

3 night Min. stay 6/1 to Labor day. Cottage #2 is a classic one-bedroom with soothing beach colors and well-appointed with comfortable furnishings and updated finishes. It is outfitted with vintage and modern decor mixed in. The cottage has a fully stocked kitchen with pots and pans and utensils for those times when you may just want to stay in and cook. Private fenced backyard with a gas grill, table and chairs. Just a short 5-minute walk, to the beach. Yes we allow pets.

4.99 out of 5 average rating, 288 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.

4.94 out of 5 average rating, 130 reviews

A charming white cottage is set amidst greenery, featuring a welcoming entrance with a teal door. A small porch is equipped with two outdoor chairs and a grill, offering a cozy space for relaxation. The surroundings include a grassy area and a neighboring shed.

Cottage in Ogunquit

Cottage at Footbridge Beach Ogunquit

Our one bedroom cottage is a perfect spot to enjoy all the beach life has to offer! This charming cottage is just a few minute walk to the Footbridge and Ogunquit beach and close to many popular restaurants and bars. The bedroom has a queen size bed , tiled bathroom, cozy living area and a kitchenette with a refrigerator, microwave, toaster oven and coffee maker. Limited marsh views from the private outdoor space with room to grill and relax. All linens provided

4.86 out of 5 average rating, 125 reviews

Cottage in Portsmouth

Portsmouth Waterfront Cottage

Our waterfront cottage is a unique property offering style, tranquility, and walking access to Portsmouth’s Market Square. The theme is a blend of New England charm and Scandinavian modern. We offer an amazing view, two decks, a modern kitchen, laundry, and free parking for one vehicle. This premium property sleeps four, counting children. It offers a quiet romantic escape for the discerning traveler, and yet is just a ten minute walk to Market Square.

Cottage in Cape Elizabeth

A sandy beach scene under clear blue skies is depicted, featuring a red bicycle positioned on the shoreline. The calm water extends to the horizon, with small boats visible in the distance, highlighting a serene coastal environment.

4.86 out of 5 average rating, 159 reviews

Beach, Parks, Trails, Tranquil, Quiet, Peaceful

The Kettle Cove neighborhood is beautiful, relaxing, safe, quiet. Kettle Cove and Crescent beaches are a stroll away. We live in a 200 year-old farmhouse, and we love to host guests at our guesthouse, which is separate and private. The wide lawn, fire-pit, and BBQ are open for our guests. We are quiet, friendly, inviting, and respectful of our guests' space and privacy. ***WEKND STAY REQUIRED FRIDAY/SATURDAY/SUNDAY NIGHTS***

Popular amenities for cottage rentals in Scarborough

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A light-filled living area features a spacious grey sofa and a ceiling fan. Large sliding glass doors open to a screened porch, allowing for natural light. A dining area with a dark table is accompanied by a vase of flowers, adding a touch of color.

4.85 out of 5 average rating, 13 reviews

Contemporary Cottage With Ocean View 18

The cottage exterior features a welcoming entrance with a wooden porch and steps leading to a pink door. Large windows framed in white allow natural light to fill the space, surrounded by well-maintained landscaping with green grass and colorful flowers.

4.93 out of 5 average rating, 41 reviews

Beautiful 2 bedrm cottage in Beach Dreams complex

4.94 out of 5 average rating, 64 reviews

A bright living area features a comfortable gray sofa adorned with patterned cushions, complemented by a cozy teal accent chair. A round wooden coffee table sits in front, surrounded by a light area rug. Bookshelves and decorative elements enhance the inviting ambiance.

Cottage in Kennebunk

Fully Renovated/4min to K-port/HotTub/Game Room

A modern kitchen features a sleek countertop with a variety of fresh ingredients arranged on plates. A coffee maker is visible in the background, alongside a stainless-steel kitchen appliance. Natural light enters through a window, illuminating the stylish grey and white color scheme.

4.9 out of 5 average rating, 30 reviews

Beautifully renovated 2-bedroom cottage

A grassy area features seating made up of Adirondack chairs and a patio table set, facing a row of cottages with large windows. The clear sky above is dotted with clouds, complementing the peaceful surroundings.

4.93 out of 5 average rating, 211 reviews

Wells Maine Home with a View

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, 70 reviews

Cottage in Wells Maine

A bright bedroom features a spacious bed with a teal blanket and white pillows. Natural light filters through the blinds of a large window, casting striped shadows across the room. Unique wall art is displayed above the bed, complementing the light blue walls.

4.95 out of 5 average rating, 87 reviews

Beach Dreams Cottage - Wells, ME

A bright kitchen area features modern white cabinetry and a spacious countertop. Barstools with woven seats are positioned at the counter. Natural light floods in through a nearby door, illuminating the polished wooden floor and light blue walls.

4.95 out of 5 average rating, 167 reviews

Cozy Cottage with Ocean Views, Wells Maine

Pet-friendly cottage rentals

An open concept kitchen features modern stainless steel appliances, including a stove and microwave. A wooden dining table with a chair sits alongside a gray sofa in the adjacent living area. A patterned rug adds texture to the space, illuminated by natural light from a nearby window.

4.79 out of 5 average rating, 19 reviews

Charming Cozy Cabin-short walk to Beach & Pier

4.9 out of 5 average rating, 100 reviews

A two-story cottage is presented with a vibrant green exterior and a spacious wrap-around deck. Multiple large windows allow natural light to fill the interior. A shaded outdoor dining area is visible, complemented by a colorful umbrella. Surrounding greenery enhances the serene setting.

Cottage in York

Cozy York Beach Nubble Cottage

4.91 out of 5 average rating, 226 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, 206 reviews

The cottage features a charming exterior with a wrap-around porch, complemented by wooden siding and decorative string lights. Tall trees provide shade around the property, creating a sense of tranquility. The house showcases multiple windows, allowing for natural light to brighten the interior.

Cottage in Bridgton

True Maine Artist Cottage with Outdoor Shower

4.78 out of 5 average rating, 339 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 York

Sweet cottage in quiet convenient coastal setting.

4.89 out of 5 average rating, 276 reviews

The exterior of Pebble Cottage is shown, featuring a charming yellow facade with a welcoming front porch. Two large windows adorned with flower boxes are displayed, offering a glimpse of the landscaped yard framed by a white picket fence.

Cottage in Bridgton

Rustic Pebble Cottage in beautiful Bridgton, Maine

4.73 out of 5 average rating, 215 reviews

The exterior of a green craftsman-style home is shown, featuring a spacious yard surrounded by privacy hedges. Lush greenery and flower-filled bushes add to the landscape, with a deck visible at the back of the house. A bright sky peeks through scattered clouds.

Cottage in Falmouth

Historic Seaside Cottage 5 min from Portland!

4.94 out of 5 average rating, 271 reviews

An open living area features a comfortable gray sofa with decorative pillows, a wooden coffee table on a textured rug, and two light-colored armchairs. The space is illuminated by natural light from nearby windows, with a modern kitchen visible in the background.

Cottage in Kittery

Maine Harbor Escape | Porch&BBQ, Walk 2 Portsmouth

Private cottage rentals

5 out of 5 average rating, 25 reviews

Cottage in Saco

Beach Cottage 600 steps to Kinney Shores! 4BR/2BA

4.81 out of 5 average rating, 31 reviews

A sandy path leads through tall grass towards a calm body of water. A person is seen walking along the path, with gentle waves visible in the distance under a clear blue sky.

Cottage in Scarborough

Cozy cottage with great yard

5 out of 5 average rating, 85 reviews

A covered porch features two wicker chairs and a small table. The wood surface extends outward, leading to scenic views of distant mountains and open landscapes. Warm sunlight enhances the inviting atmosphere of this outdoor space.

Cottage in Cornish

The Lil'house - A Mountain Top Modern Cottage

5 out of 5 average rating, 75 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

4.93 out of 5 average rating, 130 reviews

The exterior of the house is visible, featuring a light grey façade with multiple windows allowing natural light inside. A wooden deck is seen on the left, surrounded by trees. A patio area with stone accents is also present, offering potential for outdoor gatherings.

Cottage in Standish

Peaceful Lakeside Maine Retreat

5 out of 5 average rating, 20 reviews

A private dock extends into calm waters, featuring a small table and two lounge chairs beneath a vibrant red umbrella. Surrounding trees create a serene backdrop, with autumn leaves scattered across the wooden deck.

Cottage in Shapleigh

Serene Lakefront Retreat in Southern Maine

4.94 out of 5 average rating, 16 reviews

A charming cottage is displayed with light-colored siding and a welcoming red awning over the entrance. The front porch features wooden railings and a vibrant flower pot. Lush green grass surrounds the area, providing a refreshing touch to the outdoor space.

Cottage in Saco

Saco Cozy Cottage! Minutes From Old Orchard Beach!