Holiday rentals in Windsor

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!

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

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 . Walking trails surround your cabin. Outside there’s 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! & Window A/C

Most Sought After Property on Lake Damariscotta!

Nestled on 3 acres with 450 feet of premier Lake Damariscotta frontage, this home has everything you could possibly dream of for the ideal family vacation, special occasion or company retreat. A perfectly spacious home for ALL seasons in Maine. Enjoy an exclusive dock, prime fishing, wine & smore's by the fire, snowmobiling trails, morning kayak excursions, tasteful ambiance thoughtfully put together by the owners of Row C and so much more! "Doing Something Common Uncommonly Well!" Cheers!

Ollie's Cottage on the Sheepscot River

Lovingly restored riverfront cottage in the small village of Coopers Mills. 20 minutes from midcoast Maine (Camden, Rockland, Damariscotta) in the heart of a rural farming community in Lincoln County. This 100+ year old home, once owned by the host's great Aunt Ollie, is fully outfitted to accommodate up to 7 guests and always delivered sparkling clean. Explore the Sheepscot River, eat locally at Swallowtail Farm and Sheepscot General, treasure hunt at Elmer's Barn, and enjoy the quiet.

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!

Lakefront Cottage on China Lake

Escape to this charming 2-bedroom, 2-bathroom lakefront cottage on the serene south shore of China Lake in China, Maine. Perfect for a relaxing getaway, this cozy retreat offers breathtaking water views, a private dock, and direct access to swimming, fishing, and kayaking. Inside, enjoy a fully equipped kitchen, a comfortable living space with large windows overlooking the lake. Conveniently located 20 minutes from Augusta, 25 minutes from Waterville and 45 minutes from Belfast.

Lakeside retreat on quiet cove on Cobbessee Lake!

Nothing beats summer days on the lake in Maine. Not only is this lake home situated on a quiet cove on central Maine's Cobbossee Lake, but it is near amenities in Augusta and close to I-95! Enjoy two large docks, a large lawn and gently sloping swimming area, and a newly renovated five bedroom house with two full bathrooms. This is the Maine vacation home you are looking for! Two of the bedrooms and one bathroom are in the basement, which is still under some small construction.

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.

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.

Cozy Lakefront Cabin on a Pond in Augusta, Maine

Escape to a private waterfront getaway on Three Cornered Pond. Watch fall color light up the shoreline, walk the pines, 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, warm heat pumps, 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.

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!