Cottage holiday rentals in Scarborough

4.99 out of 5 average rating, 106 reviews

The outdoor waterfront area features sandy beach access with chaise lounges and two offset umbrellas providing shade. Colorful kayaks are positioned nearby, and a landscaped garden adds greenery to the setting. The rustic steps lead up to the Carriage House, surrounded by trees.

Cottage in Wakefield

Gorgeous Romantic Lakefront Getaway

Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

4.97 out of 5 average rating, 169 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, 457 reviews

An open-concept living space features a comfortable gray sofa with a decorative pillow. The modern kitchen is equipped with stainless steel appliances. The dining area showcases a wooden table illuminated by a pendant light. Stairs lead to the loft area, enhancing the airy feel of the cottage.

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.

4.96 out of 5 average rating, 275 reviews

The exterior of a three-story cottage is shown, featuring a light-colored wood siding and a set of stairs leading to double glass doors. A flag flutters in the breeze, and neatly trimmed shrubs and plants surround the entrance.

Cottage in Portland

4br2ba House+parking@PeacefulOasis on Munjoy Hill

This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning restaurants, breweries and the Old Port. -Main floor: well-equipped kitchen + open concept living/dining room -Upper floor: 3BR (1 queen, 1 full, 1 twin) + bath -Garden level: 1BR/1 bath (queen) with private entrance - Off-street parking for 1 car This charming home @ A Peaceful Oasis offers plenty of space, privacy & comfort, making it the perfect home base for your stay.

4.97 out of 5 average rating, 258 reviews

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!

4.94 out of 5 average rating, 508 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

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.

4.88 out of 5 average rating, 104 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!

4.99 out of 5 average rating, 290 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, 132 reviews

A private outdoor deck features two wicker chairs with soft cushions, set against a backdrop of greenery. Natural light reflects off the white siding of the cottage, while views of the surrounding marshland can be glimpsed beyond the deck railing.

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

4.91 out of 5 average rating, 169 reviews

Cottage in Saco

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, 126 reviews

A serene view of the water is framed by a white railing in the foreground, with a comfortable lounge chair suggesting a space for relaxation. The calm surface of the water reflects the surrounding greenery and distant buildings, creating a peaceful atmosphere.

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 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 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

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 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.

4.99 out of 5 average rating, 67 reviews

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

4.99 out of 5 average rating, 233 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 York

Adorable cottage by Shorts Sands Beach

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

4.92 out of 5 average rating, 12 reviews

Cozy rustic cottage near the beach

Pet-friendly cottage rentals

4.98 out of 5 average rating, 114 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.

4.91 out of 5 average rating, 206 reviews

The serene view showcases a sunrise over the calm waters of the Sasanoa River, reflecting golden hues. Lush greenery frames the scene, while the distant treeline adds depth to the landscape. Soft clouds linger above, enhancing the tranquil atmosphere of the setting.

Cottage in Woolwich

Pet Friendly Audubon Bring Your Fishing Gear!

4.9 out of 5 average rating, 102 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, 227 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, 207 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

Pine Point Beach Cottages - Unit 1

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

Private cottage rentals

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.

4.81 out of 5 average rating, 31 reviews

Cozy cottage with great yard

The exterior of a quaint cottage is depicted, featuring white wood siding and a black shingled roof. A brick pathway leads to the front door, accompanied by a small gathering of white lounge chairs and a blue umbrella, surrounded by grass and mature trees.

4.89 out of 5 average rating, 53 reviews

Cheerful 1 Bedroom Cottage Steps From The Ocean

4.94 out of 5 average rating, 72 reviews

A bright and open kitchen area is showcased, featuring wooden countertops and bar stools. Large windows allow natural light to fill the space, complementing the neutral wall tones. A dining table with chairs is visible in the background, emphasizing a welcoming atmosphere.

Cottage in Saco

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

The exterior of a cottage is visible, featuring a screened porch with two chairs and a small table. Lush greenery and flower beds adorn the entrance, while a patio area with a decorative umbrella can be seen nearby. The cottage's light-colored siding complements its welcoming appearance.

4.95 out of 5 average rating, 21 reviews

Sea Bisquit Cottage by the Ocean

A cozy living area features wooden walls and an inviting atmosphere. A blue sofa is complemented by two distinct seating options, including a patterned chair and a wicker armchair. A round coffee table sits at the center, adorned with a flower arrangement, enhancing the space's charm.

4.86 out of 5 average rating, 84 reviews

SKIP to the BEACH - YES, it's THAT close!

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

4.9 out of 5 average rating, 93 reviews

A spacious sunroom features wooden walls and beams, with large glass doors that open to a natural setting. A wooden dining table is positioned centrally, complemented by a bench and upholstered chairs. A flatscreen TV is visible on a colorful side table, enhancing the communal atmosphere.

Cottage in Naples

Lakeside Story - Log Cabin, Fire Pit, Beach!