Vacation rentals in Windsor

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Windsor

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
A large blue house with multiple sections is pictured beside a clear lake. A private dock extends into the water, and outdoor seating in the form of two chairs is visible on the lawn, surrounded by lush trees.
Home in Augusta
4.96 out of 5 average rating, 229 reviews

Lakefront: Private Hot Tub, Sauna & Free Massages!

Make memories at our updated, 2500 sq. ft., lakefront home. Use our kayaks, canoes & peddle boats for the family! Great fishing - 648 acre lake. We offer many outside games, range of indoor games & arcade systems. Amazing 4-seasons room with outdoor dining setup viewing the lake. Enjoy our new hot tub, and grilling deck right outside master bedroom. Lavish soaking tub in master bath. Only 4 minutes to golf, 10 minutes to capital city, Augusta, and 45 minutes to skiing as well as Atlantic Ocean!

Guest favorite
A serene lakeside view is framed by trees as dusk approaches, showcasing calm waters reflecting soft evening light. A small table and comfortable chairs sit on a stone patio, while a dock is visible nearby, perfect for relaxing by the water.
Cottage in China
4.98 out of 5 average rating, 89 reviews

Lake House on Three Mile Pond with Amazing views

Enjoy Three Mile Pond from a private cottage with amazing views, Quiet and private to enjoy Maine the way it should be, deck, dock, kayaks are available, grill, fire pit and wood for the fire. Sleeps 6, 2 Queen size beds in loft and a queen size sleeper sofa on the main floor. Second floor deck with seating Wake up in the morning and walk directly outside to enjoy coffee and breakfast while enjoying the loons. Linens, towels, pillows and blankets supplied, groceries, laundry, restaurants nearby.

Top guest favorite
Cabin in Whitefield
5.0 out of 5 average rating, 130 reviews

Maybelle the Tiny Cabin on 100 acres

Maybelle is an 8x18 cabin with a full-size loft bed, a Cubic Mini Woodstove (wood provided), Natures Head Composting Toilet and Jetsetter massaging hot tub. Kayaks, paddle board, & canoe included . Hiking trails (some solar lit) surround your cabin. Outside is a fire pit and a quick path to the water. Maybelle's kitchen has all the cooking essentials and there's a small propane grill outside & the fire pit for cooking. Cell reception is okay in the cabin, wifi is from a Starlink booster!

Top guest favorite
Apartment in Augusta
4.95 out of 5 average rating, 21 reviews

Perfectly Located 1 Bedroom

Perfectly located in Augusta, walking distance to Hallowell. Step into this beautifully updated one bedroom apartment that blends modern finishes with cozy charm. Don't miss the stylish updates to this 100-year-old house. Features a plush queen bed and a pullout couch for an additional guest. Full bath , stylish kitchen, and a spacious living area including a 55 inch TV with streaming capability. The property is well maintained and managed by inhouse staff. Contact us with any questions.

Top guest favorite
A charming two-story building features warm wood siding and a green metal roof. The entrance is framed by a covered porch and surrounded by well-maintained landscaping. Tall trees provide shade in the foreground, enhancing the welcoming appearance of the property.
Apartment in Washington
4.97 out of 5 average rating, 141 reviews

The Washington Suite on u-pick blueberry farm.

This unique place has a style all its own. No, he didn’t sleep here, Washington that is, but now you can. Our one-hundred-acre farm is located in the small rural village of Washington. It is located just 2/10 of a mile from the village center where the general store, library and town offices are located. Easy commute east to the coast and the must-see towns of Rockland, Rockport and Camden or west to our capitol, Augusta. One hour and forty minutes to Bar Harbor and Acadia national park.

Top guest favorite
The tranquil water reflects a colorful sky at dawn, with soft pinks and blues blending above a tree-lined shore. Gentle ripples disrupt the mirrored surface, enhancing the serene ambiance of the scene.
Cottage in Augusta
4.92 out of 5 average rating, 90 reviews

Super cute waterfront cottage

Beautiful four-season waterfront cottage located on the outskirts of Augusta. The main living space has a full kitchen, living room/dining space, bathroom with laundry, and bedroom (queen bed). The walk-out basement, with its own bathroom, offers a cabin-style space to lounge in or as a second bedroom. Or stay outside and enjoy the water views from the second-story deck or ground-level fire pit. Either spot is an amazing place to enjoy the night sky and listen to the loons and eagles!

Top guest favorite
A wooden deck is positioned among trees, offering views of a calm lake. A dining table with chairs is visible on the deck. Two kayaks are moored at a nearby dock, surrounded by lush greenery and reflections of the sky on the water.
Cabin in Augusta
5.0 out of 5 average rating, 44 reviews

Quintessential Maine cabin w/ private waterfront

Experience the historic Fox Glen Cabin with all the 1930s charm—updated with everything you need for a restful lakeside vacation! Enjoy your coffee on the screened-in porch overlooking the water or watch the sunset during a leisurely kayak. 15 minutes from the historic downtown, a microbrewery & local restaurants. This cozy cabin is pet friendly and perfect for up to 7 people, includes a full kitchen, beautiful stone hearth & gas fireplace, washer/dryer, fire pit, & 2 kayaks.

Top guest favorite
Cabin in Liberty
4.93 out of 5 average rating, 45 reviews

Modern Cabin on Crie Hill

Unwind at this secluded hillside hideaway. Perched above the valley with sweeping ridge views, this newly built cabin blends comfort with privacy. Begin your day soaking in the outdoor tub as morning mist drifts up from the valley below, or gather around the granite fire pit in the evening while grilling under the open sky. Designed with sustainability in mind, the retreat runs on solar power backed by a quiet propane generator to ensure a worry-free stay even on cloudy days.

Top guest favorite
The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.
Treehouse in Appleton
4.97 out of 5 average rating, 452 reviews

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Top guest favorite
Guest suite in Augusta
4.95 out of 5 average rating, 44 reviews

Twin Maple Nook

Welcome to our cozy studio space, nestled in a quiet corner of our home! With a private entrance and plenty of natural light, this comfortable retreat is perfect for solo travelers or couples. Enjoy a kitchenette with microwave and fridge and a spacious bathroom. Take a short drive to nearby cafes, parks, or restaurants. We're excited to host you! Welcome to the capital of Maine, centrally located with access to loads of breathtaking locations Maine offers.

Guest favorite
A private dock extends into Threemile Pond, bordered by calm water and surrounded by lush greenery. Two lawn chairs are positioned at the end of the dock, offering unobstructed views of the serene lake and clear blue sky dotted with fluffy clouds.
Cottage in Windsor
4.94 out of 5 average rating, 31 reviews

Duck Lane Cottage | Lakefront w/ Dock & Kayaks

Escape to Duck Lane on Threemile Pond—your peaceful, lakefront getaway! Enjoy a private dock, enclosed porch, 2 kayaks, firepit, and a fully stocked kitchen with a Nespresso bar. Cozy up in 2 bedrooms plus a sleeper sofa, with a remodeled bathroom featuring heated floors. Great for fishing, swimming, or relaxing year-round. Just 15 mins from Augusta and close to Maine’s best coastal towns. Book your stay and make lasting memories in a low-tox environment!

Guest favorite
Home in Vassalboro
5.0 out of 5 average rating, 5 reviews

Dragonfly Haven at ThreeMile Pond

Welcome to Dragonfly Haven. This peaceful home overlooking the lovely ThreeMile Pond is a great place to vacation and relax with your friends or family. Unwind and enjoy all that Maine has to offer in this 3-bedroom, 2-bath waterfront haven. You can't beat the impressive 180-degree views of ThreeMile Pond. From sunrises to sunsets that take your breath away, this summer oasis literally has it all. It's just waiting for you to make your family memories!

Popular amenities for Windsor vacation rentals