Cottage holiday rentals in Old Orchard Beach

5.0 out of 5 average rating, 105 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

Escape to Thistle Pond Cottage, a peaceful coastal retreat in southern Maine. Nestled on 2 acres with pond views, lush gardens, and local wildlife, it’s minutes from beaches and Portland. Every stay begins with homemade bread from our kitchen and thoughtful, locally sourced welcome accompaniments. Weather and seasonal permitting, guests may occasionally savor a host-prepared wood-fired pizza made with fresh garden ingredients. Cozy, bright, and full of garden-to-table charm and seasonal delight.

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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, 130 reviews

The Pine Grove

Rebuilt 3 years ago. the Pine Grove is air conditioned and features a 10 by 14 ft deck, a 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.

ValueFamilyOutdoor spaces

4.97 out of 5 average rating, 301 reviews

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.

LocationFamilyParks

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, 179 reviews

Cozy Cottage with Ocean Views, Wells Maine

Ocean breezes, panoramic views of the Atlantic, comfortable cottage to relax & enjoy your time in Maine, what more could you ask for on a getaway?! This cozy cottage for 6 boasts near panoramic views of the Rachel Carlson preserve and the Atlantic Ocean. Tastefully decorated and newly updated, our cottage offers AC/heat, ceiling fans, fully equipped kitchen with dishwasher, outdoor gas grill, cable TV in all rooms, WiFi, cabled phone, skylights, in unit W/D & a large screened in porch.

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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.

4.97 out of 5 average rating, 274 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!

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4.96 out of 5 average rating, 106 reviews

A cozy cottage exterior is depicted, featuring white siding and a green roof. A screened-in porch with comfortable seating is prominently displayed, along with a wooden entrance staircase. The surrounding area includes natural vegetation and a pathway made from red bricks, providing a welcoming access point.

Cottage in Standish

The Loon's Nest Cottage

Located only 30 minutes from Portland this adorable and cozy cottage sits 10 feet from Watchic Lake. Listen to the loons all day, paddle to an island, stare at the glassy lake from the breakfast nook, swim forever, read a book in the screened-in porch or toast marshmallows in the firepit, whichever it may be you'll simply enjoy the peace and tranquility of this very private Maine lake house nestled in the woods. If you’re feeling like a hike, a dinner out there are options a plenty!

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4.97 out of 5 average rating, 183 reviews

Cottage in Buxton

Peaceful Cottage on Maine Flower Farm

Maine’s Peaceful 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.

ValueFamilyLong stay

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.

4.95 out of 5 average rating, 526 reviews

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.

FamilyValueLong stay

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.

4.89 out of 5 average rating, 123 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!

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A cozy living area is presented with natural light filtering through large windows. A flat-screen TV is mounted on a white wall, accompanied by a wooden console. Two comfortable armchairs and a round wooden coffee table are positioned, complemented by decorative plants.

5.0 out of 5 average rating, 115 reviews

Fair Winds Cottage~1 mi to beach~

Our home, a renovated 1930’s Maine summer cottage, is located 1 mile from Kennebunk beaches and 1.5 miles from dining and shopping in Kennebunkport’s Dock Square. Close to golf, nature trails and only a 1/2 mile from the Mousam River for fishing and kayaking, it’s a great location to take in all southern coastal Maine has to offer. The cottage provides plenty of outdoor space, so come relax, dine on the back deck and take in the night sky with s'mores by the fire pit.

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The exterior of the cottage features a shingled façade, an American flag displayed prominently. A window offers a glimpse of the interior, and a flower box filled with vibrant blooms enhances the welcoming entrance. The surrounding yard includes grassy areas and a stone pathway.

4.91 out of 5 average rating, 185 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.

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Cottage in Cape Elizabeth

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. ***WEEKEND STAY WE REQUIRED FRIDAY/SATURDAY/SUNDAY NIGHTS***

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4.86 out of 5 average rating, 162 reviews

Popular amenities for Old Orchard Beach cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

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, 213 reviews

Wells Maine Home with a View

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4.79 out of 5 average rating, 33 reviews

Surf Inn #2

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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.

4.92 out of 5 average rating, 76 reviews

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

ValueFamilySleep quality

A charming cottage exterior is showcased with a bright blue front door. The welcoming porch features white rocking chairs and potted plants. Large windows with dark shutters allow natural light into the home, enhancing the inviting presence of the property.

4.98 out of 5 average rating, 88 reviews

Super cute one bedroom with hot tub and pool.

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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.

4.92 out of 5 average rating, 38 reviews

Beautifully renovated 2-bedroom cottage

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5.0 out of 5 average rating, 88 reviews

Paradise Found Minutes from Ogunquit | Heated Pool

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A comfortable sleeping area features a spacious bed dressed in gray bedding. A bedside lamp and a decorative framed picture adorn the space. Natural light floods in through a window with white blinds, showcasing views of the grassy exterior.

4.81 out of 5 average rating, 26 reviews

Contemporary Cottage With Ocean View 13

LocationFamilyCleanliness

A vibrant display of autumn foliage fills the top image, showcasing various shades of yellow, orange, and red among trees. The lower images feature a scenic pool area, a charming coastal view with boats, and a whimsical pumpkin display in a local shop, capturing the essence of the area.

4.93 out of 5 average rating, 40 reviews

Cozy Foilage Retreat w/Hot Tub on Private Resort

LocationFamilyPool

Pet-friendly cottage rentals

4.78 out of 5 average rating, 354 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.

ValueFamilyCondition

4.95 out of 5 average rating, 102 reviews

The cottage entrance features a bright yellow door that adds a cheerful touch to the clean, white brick facade. The porch steps are flanked by landscaped greenery, leading to the front door. Gravel pathways and a textured mat provide access to the home.

Cottage in Falmouth

Osprey Cottage, peaceful setting, walk to beach

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Aerial view of Kinney Shores beach showcases a wide expanse of sandy shoreline bordered by calm ocean waters. Beachgoers can be seen in the distance, while nearby residential homes line the street, contributing to the welcoming coastal community.

4.98 out of 5 average rating, 64 reviews

Saco Beach cottage w/ gorgeous marsh views

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4.81 out of 5 average rating, 16 reviews

Historical Beach Cottage in Peaceful Neighborhood

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The entrance to the cottage is accessed by a wooden deck with white railings. A comfortable, light-colored seating arrangement is positioned against the wall. Lush greenery and a birdbath are visible in the garden area, adding to the welcoming exterior.

4.6 out of 5 average rating, 20 reviews

Pine Point Beach Cottages - Unit 2

LocationFamilyNearby

The cottage exterior features a bright blue door complemented by a red awning. Seating is arranged outside on a paved area. Lush landscaping includes a colorful flower pot. Trees with autumn foliage create a scenic backdrop, while a clear blue sky enhances the inviting appearance.

4.95 out of 5 average rating, 58 reviews

Saco/Old Orchard Beach Cottage

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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, 63 reviews

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

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4.96 out of 5 average rating, 28 reviews

Intimate Ocean View - 1 mi. to beaches, 2 to Kport

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Private cottage rentals

4.96 out of 5 average rating, 179 reviews

Cottage in Yarmouth

Buoys on Bates | Couples' Cottage near Portland

LocationFamilySleep quality

An outdoor seating area features a circular stone fire pit surrounded by cozy, cushioned seating. Potted plants enhance the greenery, while a string of lights provides gentle illumination. A tall umbrella offers shade, and a fenced area contributes to the space's privacy.

4.95 out of 5 average rating, 291 reviews

Spacious Coastal Cottage

ValueFamilyTV

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.

4.9 out of 5 average rating, 101 reviews

Quaint Year round Cottage

FamilyValueHospitality

4.95 out of 5 average rating, 130 reviews

The living room is bright and airy, featuring large windows that fill the space with natural light. Comfortable seating is provided on two white couches and a blue chair. A neutral area rug complements the wooden flooring, and a television is mounted on the wall.

Cottage in Ogunquit

Sunny Beach Cottage / Sleeps 7 + Walk to the beach

LocationFamilyHeating

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.

4.95 out of 5 average rating, 76 reviews

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

LocationFamilyLong stay

A charming cottage features white wood siding and a welcoming porch with railings. Stairs lead to the entryway, surrounded by a well-maintained grassy lawn. Sunlight enhances the exterior, accentuated by nearby trees and landscaping elements.

4.88 out of 5 average rating, 65 reviews

Cozy Cottage - 100 Steps to Sand!

ValueFamilyBeach

A cozy living area is seen with warm wood paneling, featuring a blue sectional sofa and a uniquely patterned armchair. Natural light floods the space through skylights and windows, illuminating a round coffee table decorated with fresh flowers and complemented by a woven area rug.

4.84 out of 5 average rating, 89 reviews

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

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