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!

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

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)

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!

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.

Summer Camp, Refined: Stunning Lakefront Retreat

Whether you're looking to relax as you watch the sunset or you'd prefer an action-packed getaway, there's something for everyone here. Savor your morning cup of coffee on the deck. Play yard games. Jump off the dock with your loved ones. Read in a hammock as you listen to the waves. Grab a canoe and explore the islands. Kayak to the state park beach and walk up the road for ice cream. This lakeside retreat offers a perfect setting to make memories that will last a lifetime.

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.

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!

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!