Cottage holiday rentals in Oxford County

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Top-rated cottage rentals in Oxford County

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Guest favourite

A serene view of a cottage perched among trees, featuring a spacious deck with blue chairs. A dock is seen below, with seating and steps leading to the water, creating an inviting space for relaxation and outdoor activities.

Cottage in Windham

4.9 out of 5 average rating, 102 reviews

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

Guest favourite

A charming log cabin is surrounded by greenery, featuring a red metal roof and large glass sliding doors. A wooden deck is adorned with vibrant seating options, creating an inviting outdoor space. Lush plants and trees frame the entrance to the cabin.

Cottage in Naples

4.9 out of 5 average rating, 91 reviews

Lakeside Story - Log Cabin, Fire Pit, Beach!

Built in 1963, this classic Maine Log Cabin is a real charmer! You'll love the warmth of the natural wood interior and exposed beams throughout, which all add to character that could never be recreated in this one-of-a-kind property. Steps to a spacious semi-private beach on Long Lake, and an easy walk to the Naples Causeway, the cabin is a perfect home base for a family vacation, or a group getaway. Fully updated amenities including super-comfy beds, streaming media, and a cook's kitchen.

Top guest favourite

An outdoor deck is furnished with a large table and several wooden chairs, providing ample seating. A large umbrella offers shade, while a view of the serene lake and lush greenery enhances the tranquil setting.

Cottage in Casco

4.98 out of 5 average rating, 57 reviews

Serenity - Stunning Sebago Lake scenery

Discover a cozy, pet-friendly lakefront retreat in Casco, on beautiful Sebago Lake! This charming home offers 50 feet of pristine lakeshore with amazing views of the sparkling water and surrounding natural beauty. With 5 bedrooms and 10 beds, it sleeps up to 12 guests, ideal for family gatherings or group getaways. Enjoy a welcoming open living area, a wood-burning fireplace, a game room, and 3 full bathrooms. Outside, gather around the firepit for memorable evenings. Book your stay today!

Guest favourite

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

4.89 out of 5 average rating, 268 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 hammock, very quiet retreat. Please note it's old!

Guest favourite

A spacious outdoor setting features a fire pit surrounded by multiple wooden Adirondack chairs in varying colors. The cozy cottage is visible in the background, nestled among trees and greenery. A picnic table and a shed are also present, contributing to the inviting atmosphere.

Cottage in Bethel

4.88 out of 5 average rating, 100 reviews

Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit

A quick 2 min. drive to the awesome village of Bethel, recently voted best ski town in North America. The house is only 12 minutes to Sunday River. You and your family will feel right at home in this cozy, private cottage with it's own pond. Also, a short drive to Woodstock, Mt. Abram, and more Western Maine adventures! Come stay, relax in the fenced in yard and enjoy the stars around the fire pit. Fast wifi, RokuTV, BBQ grill , foosball and more! Dogs allowed but please let us know :)

Top guest favourite

A serene lake view is depicted, showcasing calm waters reflecting the sky and surrounding trees. A private dock is visible at the water’s edge, adding to the tranquil atmosphere. The natural landscape features a variety of green hues from the trees lining the shore.

Cottage in Raymond

4.92 out of 5 average rating, 120 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, campfire, 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.

Superhost

A view from water level shows a bright blue kayak in the foreground, with a forest of tall green trees surrounding a cabin in the background. The cabin features multiple windows that reflect the natural light and scenery.

Cottage in Parsonsfield

4.86 out of 5 average rating, 180 reviews

RiverPine Retreat - Clean & Bright Waterfront Home

Tucked away in a small town, minutes away from the New Hampshire border, located 2 minutes off of rt. 25 (direct route from Portland ME to NH) The ultimate family or couples getaway. Plenty of room in the back yard for any and all yard games, while also enjoying the firepit, "game shed" and 75ft of water frontage where you can swim, fish, or launch your kayaks from the dock into the Ossipee River. Wireless internet is available and reaches the back yard. The 'cabin' has 2 bedrooms.

Guest favourite

The cottage features a rustic wooden exterior with a large wrap-around porch. Two Adirondack chairs are positioned on the porch, offering a welcoming spot to enjoy the surrounding nature. A large window allows light to enter the space, enhancing the warm atmosphere.

Cottage in Bridgton

4.9 out of 5 average rating, 206 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 favourite

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

4.99 out of 5 average rating, 281 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 favourite

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

4.91 out of 5 average rating, 222 reviews

Sunset Haven - Little Sebago Lake

Sunset Haven is a beautiful 3BR, 1.5 bath year round lakeside cottage on Little Sebago Lake in Gray, Maine. It boasts a private beach and water frontage in the heart of Maine's Sebago Lakes Region. Located only about half an hour max from Portland, Maine and the Atlantic coastline, approximately an hour or less from Shawnee Peak and the Sunday River Ski areas, 40 minutes from Oxford Casino, this area is truly a great destination for four season recreation.

Guest favourite

A charming cottage features a sloped metal roof and a welcoming entrance. Two chairs are positioned on the front porch, with a small table nearby. Lush green grass surrounds the cabin, complemented by flowerbeds and a large tree stump serving as a natural accent.

Cottage in Windham

4.83 out of 5 average rating, 157 reviews

Cozy camp near highland lake

If you're looking for a quiet, cozy get a-way steps from the lake this is the place. Lake is private with no public access so it’s not crowded. Close to everything but far enough away; highway (95), Portland, Sebago Lake Area. Boating, swimming, fishing, hiking at your finger tips. 4 kayaks provided. Big yard, great for games, BBQ or sitting by the fire pit. Listen to the loons from the front deck. Sorry no pets so please don’t ask if you bring one!

Top guest favourite

Tall trees frame a serene pond, with calm waters reflecting the surrounding greenery. The landscape features gentle hills in the background, adding depth to the natural setting. Soft sunlight filters through the leaves, creating a peaceful ambiance by the water's edge.

Cottage in Waterford

4.99 out of 5 average rating, 169 reviews

Tall Pines Hideaway

Classic Maine cottage on Papoose Pond, nestled among the trees. Enjoy the peace and quiet of this small pond, whether reading a book, or paddling a kayak, canoe or paddleboard. All the equipment is waiting for you. Lots to explore in the area as well, being close to Bethel and Sunday River, Fryeburg, North Conway and the White Mountains. Enjoy the glow of the fire pit at night, or gather inside for games or a movie.