Holiday houses in Windsor

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Windsor

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

1 of 1 pages1 / 1
Guest favourite
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 favourite
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, 228 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!

Top Guest favourite
Cabin in Whitefield
5 out of 5 average rating, 128 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 favourite
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, 136 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.

Guest favourite
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, 87 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 favourite
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 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.

Guest favourite
Home in Augusta
5 out of 5 average rating, 14 reviews

Country Charm, City Convenience

Escape to the perfect blend of peaceful country living and modern convenience. This newly renovated, clean 3 bedroom ranch offers a comfortable relaxing stay just minutes from downtown Augusta. Inside, you'll find a bright and inviting living room with plenty of space to unwind. The brand new kitchen is fully equipped for preparing meals. Each bedroom is thoughtfully furnished for a comfortable nights sleep, making the home ideal for families, friends, and business travelers.

Top Guest favourite
A cozy bedroom features a king-sized bed with a textured blue coverlet and accent pillows. Two windows provide natural light, while decorative lamps sit atop the bed's headboard. A fan is positioned nearby, and a vibrant orange door adds a pop of color.
Home in Brooks
4.98 out of 5 average rating, 149 reviews

Secluded Retreat w/ Luxe Hot Tub & Forest Views

Tucked near the woods of Maine, this peaceful cabin offers the perfect escape. Soak in the private hot tub under the stars, curl up by the electric woodstove, or work remotely with fast Wi-Fi and forest views. The cabin features a comfy king bed, full kitchen, clean modern bath, and self check-in. Enjoy your morning coffee in the sunroom or take a short drive to explore Belfast and the coast. Quiet, cozy, and surrounded by nature—ideal for rest, romance, or reflection.

Top Guest favourite
Home in Augusta
5 out of 5 average rating, 19 reviews

Lakefront Escape | Private Dock, Kayaks & Fire Pit

Escape to a private waterfront getaway on Three Cornered Pond. Relax on the dock, swim out to the raft, explore by kayak and paddleboard, or unwind by one of two fire pits. This pet-friendly home blends Maine's rustic charm with modern comfort: a gourmet kitchen, arcade games, fast WiFi, and spa-like heated bidets. Ideal for families, friends, couples, or a quiet work retreat. Create precious memories in a warm, welcoming home designed for good times together.

Guest favourite
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
4.93 out of 5 average rating, 30 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!

Superhost
Home in Vassalboro

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!

Top Guest favourite
The cabin is viewed from the water, framed by lush greenery and tall trees. A spacious porch extends across the front, highlighting the cabin's inviting structure, while the calm water reflects the surrounding nature and the bright exterior of the building.
Cabin in Augusta
5 out of 5 average rating, 117 reviews

Price's Point - Cabin on the water

Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.

Popular amenities for Windsor holiday rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Kennebec County
  5. Windsor