Cottage vacation rentals in Bridgton

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Top-rated cottage rentals in Bridgton

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Top guest favorite

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

4.99 out of 5 average rating, 387 reviews

Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike

Relax and unwind at this cozy post-and-beam cottage in a woodsy setting. Complete with all the modern amenities you will feel at home after exploring all that Maine has to offer. At day’s end ascend to the loft bedroom for a great night's sleep. Please note the current Maine travel restrictions: https://www.maine.gov/covid19 This custom post and beam cottage is brand new. Designed by John Libby, one of the most respected timber frame builders in New England, (www.housesandbarns.com) this space was thoughtfully designed and meticulously built specifically for your enjoyment. This cottage resides on the owner’s property, but is sited on its own two acres nestled among a beautiful stretch of Maine hardwood forest. Accessible via its own private driveway and surrounded by acres of pristine forest, it is the perfect place to relax among nature. No matter the season the exposed weathered Douglas Fir beams of the building will both welcome you and wrap you in a feeling of comfort and contentment. This complete home has all of the amenities. The kitchen includes natural unpolished granite countertops and brand new appliances including a stainless steel gas oven/range, dishwasher and refrigerator. The whitewashed walls of the hallway and bathroom provide a more modern feel, while showcasing all the wonderful knots of the Maine white pine from which it was milled. An easy-to-access, low/no step corner shower complete with floor to ceiling tile and an oversized vanity make time in the bathroom a pleasure. The open concept makes for a natural flow through the space and the sitting area comes complete with a queen sofa bed, TV and a gas fired wood-stove. The vaulted ceilings rise 22’ above the floor providing a spacious and beautiful feel. Radiant heat in the finished concrete floors make the space cozy and keep your feet warm. Oversized and lit stairs lead to the loft where you’ll find a king sized bed providing the opportunity for a great night’s sleep. Large windows make you feel as though your sleeping in the tree tops…come Fall this Oak and Maple forest comes alive with color. A ceiling fan keeps you cool, in the Summer and moves the heat around come Winter. Enjoy the beautiful outdoors on either the front or back deck, or from your own personal fire pit complete with granite bench. Don’t forget the s’mores! Guests have access to the post and beam cottage as well as the immediate surrounding area. We ask that the property boundaries are respected and that the guests do not go past the rock wall or onto the main house property or neighboring properties/horse farm. The post and beam cottage is on the same property as our primary residence but has it’s own driveway and is situated in a private clearing surrounded by beautiful forest. We will usually be available to welcome you personally and are happy to meet new people and make new friends but we also respect our guests privacy as we expect the same in return. Thank you! This post and beam cottage is in the small town of Pownal, 20 minutes from the wonderful restaurants, sights, and sounds of Portland. It's a 10-minute drive to Freeport and the L.L.Bean flagship store. Bradbury Mountain State Park is two miles away.

Top guest favorite

A bright living and dining area is showcased, featuring a glass dining table surrounded by wooden chairs. A comfortable grey armchair sits beside a small side table, and a patterned area rug adds warmth to the hardwood floor. Natural light floods through the double doors.

Cottage in East End

4.97 out of 5 average rating, 168 reviews

3BR Cottage+Parking@A Peaceful Oasis on MunjoyHill

Stay in the Top 2 Floors of a Charming 3-Story Cottage This spacious, light-filled retreat is in a prime location- close to the Eastern Prom, cafes, award-winning restaurants, breweries & the Old Port. The main floor features a well-equipped kitchen + open-concept living/dining area. Upstairs, you’ll find 3 bedrooms (1 queen, 1 full, 1 twin) and full bath. Discover the best of Portland, then return to the comfort of A Peaceful Oasis. (Note: The garden level below is a separate studio rental)

Superhost

A fire pit area is surrounded by several dark adirondack chairs, situated on a grassy lawn that slopes gently toward the pond. Two kayaks are visible near the water's edge, and tall trees frame the serene view of the pond in the background.

Cottage in Conway

4.89 out of 5 average rating, 108 reviews

Cozy Pondside Retreat with direct water access!

Overlooking Pequawket Pond, close to everything the Mount Washington Valley has to offer! 1 mile from Kancamagus Highway, the gateway to hiking, scenic drives, or leaf peeping. A quick drive to North Conway shopping, Cranmore, and King Pine. 15 mins to Fryeburg, ME - 25 mins to Attitash and Story Land. Less than a mile to Tuckerman Brewing and Ham Ice Arena. Great spot for all seasons, working from home, or to just relax (cable/HBO and high speed wifi). Pond is great for boating and fishing.

Superhost

A charming backyard is nestled on a hillside, featuring lush greenery and various plants. Two metal chairs and a small table are positioned on the grass, surrounded by colorful shrubs and trees, providing a serene outdoor space for relaxation.

Cottage in East End

4.93 out of 5 average rating, 321 reviews

Cozy Urban Cottage on Munjoy Hill

Snack and sip your way through the food mecca that is Portland, Maine from this conveniently located, newly renovated 1860s vintage/modern cottage. The artfully appointed two bedroom home is easy walking distance from the Eastern Prom, the Old Port, and Bayside, the craft-brewing district, allowing guests a one-of-a-kind getaway. Original wood floors are paired with modern furniture, soft linens, and techy touches (Bluetooth speakers, Apple TV). Come for the lobster, stay for the lifestyle.

Guest favorite

A wooden dock extends over the calm lake water, surrounded by lush greenery and rocks. The distant shoreline is outlined by trees under a cloudy sky, while a buoy can be seen floating in the water, adding a touch of color to the serene landscape.

Cottage in Raymond

4.91 out of 5 average rating, 110 reviews

Relax by a Quiet Lake

Charming lakeside cottage only 29' from the waterline, w/65' of private waterfront. The cottage is a 3-season, classic L.C. Andrews, log-sided Maine summer lake home. Cozy atmosphere and a wonderful enclosed porch with amazing waterfront views. Enjoy fishing off the dock, hiking, canoeing, camp fire, and exploring surrounding areas. Air conditioning units will ensure your comfort on warm summer nights and high-speed internet will keep your devices connected. Furnishings are family mix.

Top guest favorite

Cottage in Bridgton

4.9 out of 5 average rating, 235 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

Pebble Cottage is a one hundred year old quirky camp that was enlarged some years back. It is located in Bridgton near plenty of lakes and skiing. The public beach is a short skip down the hill. The cottage is a rustic little haven that was saved from demolition, and updated with a brand new bathroom, a cute little kitchen with a dishwasher, with two heat pumps to keep the space cozy and three homey comfortable bedrooms, a large yard with a picnic table, very quiet retreat.

Guest favorite

A charming cottage is nestled among tall trees, framed by a peaceful natural setting. A spacious wrap-around porch is visible, providing shaded outdoor seating to enjoy the surrounding landscape.

Cottage in Bridgton

4.91 out of 5 average rating, 180 reviews

True Maine Artist Cottage with Outdoor Shower

Featured on Huckberry!! Beautifully decorated seasonal artist cottage with brand new soaking tub and outdoor shower. Solo stove fire pit and Adirondack chairs. Huge wrap-around porch with outdoor seating and glorious sunset views across blueberry fields. Also amazing stargazing!! Close to Naples, Bridgton, Sebago Lake. Tons of lakes nearby, hiking, swimming, boating, restaurants, music and local beer! Great place to stay to explore the area or also just relax and hang out.

Top guest favorite

Two wooden chairs are positioned across from each other on a grassy area, facing a small fire pit. Lush greenery surrounds the space, while trees are visible in the background under a clear blue sky.

Cottage in Buxton

4.98 out of 5 average rating, 142 reviews

Peaceful Cottage on Maine Flower Farm

Overlooking vibrant flower fields at Ferris Farm, this charming cottage offers a peaceful retreat to relax and reconnect with nature. Wake up to scenic views, sip coffee on the deck, and explore the farm before spending the afternoon kayaking the Saco River. Use the cottage as a home base to visit Old Orchard and Saco beaches or experience Portland’s craft breweries, coffee shops, and incredible dining. Ideal for a solo retreat, romantic escape, or remote work getaway.

Top guest favorite

A pair of wooden Adirondack chairs is positioned on a grassy area, facing a rustic stone wall covered with ferns. The natural setting is surrounded by trees, offering a serene outdoor space for relaxation.

Cottage in Brownfield

4.99 out of 5 average rating, 246 reviews

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.

Top guest favorite

Cottage in Jackson

4.99 out of 5 average rating, 177 reviews

Just the Two of Us

The Cottage is the perfect get away spot for private time together. There is a designated work space upstairs with windows for fresh air, great WiFi, space to move, comfortable and peaceful. Picturesque, close to hiking trails or just lying in the grass listening to the brook, enjoying a snooze in the sun. Opportunities for rock climbing, hiking, bird watching with guides are available thru a variety of sources. Truly a place to work, rest, and play.

Guest favorite

A vibrant tree showcases bright red leaves, contrasted by hints of green from adjacent foliage. The scene captures the essence of autumn with nature's colors creating a warm visual display along the roadside.

Cottage in Norway

4.92 out of 5 average rating, 137 reviews

Cottage with Whirlpool tub - McLeod

The town of Norway has recently been recognized in the top 3 coolest small Towns in Maine you may never have heard of. Hillside Cottages offers that special something that every vacation needs. If you’re looking for a friendly vacation destination which offers a truly relaxing getaway, then look no further. Close to the shores of Norway Lake in the Lakes and Highlands of Western Maine, Hillside Cottages are waiting for you.

Guest favorite

A cozy outdoor seating area features comfortable, modern furniture arranged on a stone patio. Tall trees provide shade, and a staircase leads up to the cottage. Large windows allow natural light to illuminate the nearby entrance.

Cottage in Conway

4.96 out of 5 average rating, 145 reviews

Tiny Lakefront Cottage

This cottage was completely redesigned to better utilize space and maximize comfort. This home sits on beautiful Pequawket Pond in the White Mountains of New Hampshire. Just a few steps away from the water, this studio is one of 7 cottages in a private homeowners association. Guests are able to use our kayak and 2 paddle boards to explore or, enjoy our brand new patio and grill while taking in the gorgeous views.