Waterfront holiday rentals in Winthrop

Find and book unique waterfront rentals on Airbnb

Quick stats about waterfront rentals in Winthrop

  • Total holiday rentals

    Explore 50 holiday rentals in Winthrop

  • Nightly prices starting at

    Winthrop holiday rentals start at €35 per night before taxes and fees

  • Verified guest reviews

    Over 1,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Winthrop holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winthrop rentals

  • 4.9 Average rating

    Winthrop stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated waterfront rentals in Winthrop

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

1 of 1 pages1 / 1
Top guest favourite
A cozy red cottage is framed by lush green foliage, with a welcoming wooden door adorned with a decorative handle. A small deck features two white chairs and is adorned with colorful flowers at the base, enhancing the inviting exterior.
Cabin in Mount Vernon
5 out of 5 average rating, 113 reviews

The Nest at Camp Skoglund

Sitting 125 feet from the east shore of Echo Lake is the Nest at Camp Skoglund. A cozy cottage for two with all of the amenities you will need. Your deck provides a wooded view of the lake and we offer a fully equipped waterfront for your relaxation and fun on the water. A fire pit is also available. If you need lodging for more than 2, please inquire about our other cabin, Pop's (also on AirBnb). We are open seasonally starting in early June until Columbus Day or later depending on the weather.

Top guest favourite
Home in Winthrop
5 out of 5 average rating, 28 reviews

Quiet Lakefront Home, Private Dock!

Spacious four-season lakefront camp on peaceful Dexter Pond in central ME. Enjoy great fishing, canoeing, stand-up paddle boarding, kayaking, or relax and watch the sunsets and loons from the large porch overlooking the pond. The home is in a great location close to Winthrop Center and Wayne (10 mins to local grocery store/ farmers market) 30 mins to Augusta/airport. Many hiking trails nearby and lots of other areas to explore. It's beautiful in all seasons. Private dock, firepit, and laundry!

Top guest favourite
The image captures an aerial view of a serene landscape with lush green trees surrounding calm waters. The shoreline curves gently, leading to a private dock that extends into the water. A soft sunset glow reflects off the surface, creating a peaceful ambiance.
Home in Georgetown
4.99 out of 5 average rating, 129 reviews

Moss House: A Modern Waterfront Cabin in the Woods

Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Top guest favourite
A private hot tub is surrounded by trees displaying vibrant autumn leaves, with a gentle stream flowing nearby. A fire pit sits beside the hot tub, offering a cozy gathering space. The cabin's exterior features wooden siding and large windows that invite natural light.
Tiny home in Norway
4.94 out of 5 average rating, 257 reviews

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Top guest favourite
The A-frame cabin features a striking triangular design, set amidst lush greenery. Large windows allow natural light to fill the interior, while a spacious deck showcases comfortable seating options. The structure's wooden exterior complements the surrounding forest, creating a serene and inviting ambiance.
Cabin in Readfield
4.99 out of 5 average rating, 77 reviews

Pet-Friendly Lakefront A-Frame

Escape to this charming 3-BR, 1-bath A-frame camp in Readfield, Maine, tucked in the woods steps from the clear waters of Maranacook Lake. Spend your days swimming, kayaking, canoeing, and fishing surrounded by nature. The cabin blends rustic charm with modern comfort, featuring exposed wood interiors, new appliances, Smart TVs, and thoughtful furnishings. Relax on the screened porch, listen for loons, and explore trails in the Lakes Region. Ideal for guests seeking a peaceful lake retreat.

Guest favourite
Home in West Gardiner
4.9 out of 5 average rating, 10 reviews

Lakefront 4BR Home on Peninsula | Private Dock!

New listing from Airbnb Superhost! Welcome to your private 4BR lakefront home on Cobbosseecontee Lake with panoramic lake views and all the comforts of home. This fully stocked Maine lakehouse features a private dock, waterfront access, spacious yard, deck, patio, grill, hammock, fast WiFi, and smart TVs. Perfect for families and groups looking to enjoy boating, fishing, kayaking, swimming, and relaxing just 20 minutes from Augusta and 40 minutes from Waterville in beautiful central Maine!

Guest favourite
A glamping Geodome stands elevated against a twilight sky, illuminated by warm lights. A small fire burns in a metal pit near a seated figure. Surrounding trees add greenery to the serene outdoor setting, creating a calming atmosphere.
Dome in Buckfield
4.85 out of 5 average rating, 267 reviews

StreamSide Getaway- HOT TUB / AC/ Wi-Fi

The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

Top guest favourite
Home in Winthrop
4.94 out of 5 average rating, 18 reviews

Lake house on Annabessacook

Your peaceful lakefront getaway awaits!  This cozy and comfortable lake house sits right on the shores of Annabessacook Lake, offering the perfect mix of outdoor adventure and modern convenience. Whether you’re relaxing by the water, exploring nearby towns, or making memories with family and friends this is the spot for your next Maine escape. Guests have access to Augusta West Kampground from May 15th to October 15th. Enjoy seasonal pool access, and all campground events.

Top guest favourite
Cabin in Georgetown
5 out of 5 average rating, 201 reviews

Near Beach+Cedar Sauna+Outdoor Shower+Pond+FirePit

Unwind at your own studio cabin with forest views, private sauna & pond! * New Private Cedar & Glass Barrel Sauna * Minutes to Reid State Park Beach & 5 Island🦞 * Fire Pit * Outdoor Shower * Rain Shower & Heated Bathroom Floor * AC/Heat * TV & Record Player w/Vinyl * Fast Wifi *Spruce Studio is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart & separated by a privacy screen and natural landscaping.

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, 120 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.

Top guest favourite
A relaxing hot tub is positioned on a wooden deck surrounded by trees, overlooking the serene landscape. A person sits at the edge, holding a glass, with soft sunlight filtering through the foliage, creating a peaceful atmosphere.
Treehouse in Belgrade
5 out of 5 average rating, 135 reviews

SkyView Treehouse | Lakefront • Private Hot Tub

Welcome to your dream treehouse escape — tucked among the pines with stunning lake views, a private hot tub, and direct access to Belgrade Stream. Designed for couples, honeymooners, and small families, SkyView Treehouse offers a luxurious retreat in nature. Enjoy starry nights in the hot tub, cozy evenings by the fireplace, and peaceful mornings on your private deck. Rustic charm meets upscale comfort in this unforgettable lakeside getaway.

Superhost
A charming cottage is nestled among trees along the lakefront, featuring a sloped roof and large windows. A wooden dock extends into the water, with steps leading up to the home, providing easy access to the serene surroundings.
Home in Winthrop
5 out of 5 average rating, 11 reviews

Serene Lakeside Retreat

Relax with the family at this peaceful lakefront retreat on Cobbosseecontee Lake. Lovingly remodeled with care, this cozy 2-bedroom cottage blends Maine cabin charm with modern updates. Enjoy a full kitchen, spacious living area, two baths, a screened porch, and a deck with stunning lake views. Kayaks included! Unwind, explore, and make lifelong memories at this beautiful waterfront escape.

Popular amenities for waterfront rentals in Winthrop

When is the best time to visit Winthrop?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€239€262€230€234€228€263€263€263€207€210€218€262
Avg. temp-6°C-5°C0°C6°C12°C17°C21°C20°C16°C9°C3°C-2°C
  1. Airbnb
  2. United States
  3. Maine
  4. Kennebec County
  5. Winthrop
  6. Waterfront rentals