Cottage holiday rentals in Scarborough

4.97 out of 5 average rating, 165 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.

4.99 out of 5 average rating, 170 reviews

A modern two-story home is set amidst a wooded area, featuring a spacious outdoor seating arrangement with a picnic table and various chairs. A fire pit and grill are present, with the soft glow of twilight highlighting the inviting exterior.

Cottage in Acton

Eclectic Lakefront Cottage on Great East Lake

Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

4.97 out of 5 average rating, 256 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!

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.

4.94 out of 5 average rating, 504 reviews

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.

Cottage in Old Orchard Beach

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!

4.9 out of 5 average rating, 173 reviews

A tranquil view of the ocean is visible from a spacious wooden deck, featuring several white Adirondack chairs. The calm water reflects the clear blue sky and surrounding greenery, while distant islands can be seen along the horizon.

Cottage in Harpswell

Classic Maine Cottage - dock, sauna & kayaks

The Perfect Maine Cottage! On the edge of the ocean, carefully preserved with traditional details. Charming, open floor plan, with a wall of windows to the ocean. Sunny large wrap-around deck and screen porch creates beautiful outside spaces to enjoy. Perfect for listening to waves and watch lobstermen pull up their traps. Cathedral ceilings and Scandinavian design gives the cottage an exclusive feeling. Gentle stairs lead to the private deep water dock for all kinds of boating.

Cottage in Old Orchard Beach

4.94 out of 5 average rating, 405 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.

4.9 out of 5 average rating, 166 reviews

Bright & Cozy Beachside Cottage in Camp Ellis

HOUSE IS FULLY FUNCTIONAL - NO STORM DAMAGE. Chill with family or friends, work remotely, and/or do a whole lot of nothing at this chic, freshly renovated beach house in the best coastal neighborhood of Southern Maine. Unobstructed water view, a 1 block walk to Huot's restaurant & bar, the neighborhood beach, and a buzzing marina with wave runners and sailing trips are at your disposal. Old Orchard Beach & solid restaurant options are within 5-10 min drive.

4.86 out of 5 average rating, 125 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

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.

4.85 out of 5 average rating, 158 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 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

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

4.95 out of 5 average rating, 37 reviews

The exterior of a private guest cottage is illuminated at dusk, surrounded by trees. A well-maintained courtyard includes decorative lighting, stone pathways, and gravel. The cottage features a charming facade with a rooftop dormer and windows that invite natural light.

Cottage in Portland

Charming 2-Story Cottage w/ Hot Tub, Near Downtown

4.94 out of 5 average rating, 63 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 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 spacious living area features large windows with natural light entering from outside, highlighting the blue walls. Comfortable seating includes a sectional and a leather ottoman. A decorative lamp and stylish clock add to the serene ambiance, while views of the surrounding greenery are visible.

4.98 out of 5 average rating, 66 reviews

2 BR house, close to Ogunquit, w/ AC + golf cart!

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

Pet-friendly cottage rentals

5 out of 5 average rating, 57 reviews

Cottage in Falmouth

Highland Lake Beachfront Oasis | Near Portland

Cottage in Old Orchard Beach

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

4.67 out of 5 average rating, 12 reviews

Cottage in Scarborough

Pine Point Beach Cottages - Unit 1

4.78 out of 5 average rating, 338 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

Private cottage rentals

5 out of 5 average rating, 85 reviews

Cottage in Cornish

The Lil'house - A Mountain Top Modern Cottage

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.

4.94 out of 5 average rating, 71 reviews

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

5 out of 5 average rating, 74 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, 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

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.

4.94 out of 5 average rating, 16 reviews

Saco Cozy Cottage! Minutes From Old Orchard Beach!

4.95 out of 5 average rating, 63 reviews

A charming coastal cottage features a two-level structure with a spacious deck overlooking lush greenery. Large windows allow natural light to fill the interior, while potted plants add a touch of greenery to the outdoor space.

Cottage in Biddeford

Stunning Views, Renovated Beach Cottage~Maine

4.91 out of 5 average rating, 32 reviews

A wooden dock extends over calm waters, with two sturdy posts visible at the edge. Lush trees line the opposite shore, offering a natural backdrop under a clear blue sky.

Cottage in Waterboro

Quintessential Maine Lakefront Cottage.