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Vacation rentals with lake access in Windham

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Quick stats about vacation rentals with lake access in Windham

  • Total vacation rentals

    Explore 110 vacation rentals in Windham

  • Nightly prices starting at

    Windham vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

  • Verified guest reviews

    Over 4,400 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Windham vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Windham rentals

  • 4.9 Average rating

    Windham stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated lake access rentals in Windham

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

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Top guest favorite
A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.
Earthen home in Sanford

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

4.92 out of 5 average rating, 132 reviews
Top guest favorite
A bright living space features a comfortable dark sofa facing a small wooden coffee table. A round dining table with two chairs is visible in the background. Large windows allow natural light to fill the room, complemented by pale curtains and wooden flooring.
Cottage in Windham

The Purple House by Pettingill Pond

Welcome to Maine. The way life should be! The Purple House (bc the paint color is a happy shade of light purple) is 2 floor home ACROSS the gravel road from Pettingill Pond. Less than 100 ft away from the dock with SHARED access with two super friendly neighbors in the Summer. As a guest of this house you have access to this pond where it is perfect for swimming, rowing, kayaking, canoeing, paddle boarding, boating, floating, ice skating, & snow shoeing. Quick 5 mins from the city center!

4.9 out of 5 average rating, 102 reviews
Top guest favorite
A serene waterfront scene is presented, showcasing a calm lake framed by trees. In the foreground, a small dock extends into the water alongside a moored boat. Rocky shorelines feature boulders partially submerged, adding to the natural beauty of the landscape.
Guest suite in Raymond

Sebago Lake Waterfront Studio

Beautiful Lakehouse studio apartment located on Sebago Lake. A perfect spot to take in the gorgeous lake view w/sandy beach. The lake is great for swimming, boating, kayaking, and water activities. Backyard to enjoy lawn games, grill, and relax by the outdoor fire-pit. This space has a cozy modern feel, for a perfect summer vacation or fall leaf-peeping. Located within 40 minutes of Portland and the beautiful Maine coast. This space is furnished to sleep 4. Dock available for $100 per stay.

4.96 out of 5 average rating, 105 reviews
Top guest favorite
A serene waterfront scene features a small boat gliding across calm waters, reflecting the surrounding buildings. A cluster of white cottages stands on pilings, with a dock visible, under a soft pastel sky as day transitions to evening.
Cottage in Brunswick

Lobstermen's ocean-front cottage

Be our guests & experience the life & beauty of Midcoast Maine. Relax with ocean views, warm up in the sauna or take a refreshing dip. Our cottage is part of Gurnet Village, an over 100-year-old working lobstering & oyster farming property on historic Route 24, between Brunswick & Harpswell. Expect boats, workers, road traffic, gear, and the occasional sounds & smells of a real Maine working waterfront. All rooms have ocean views, with access to the tidal beach & floating dock (May-Dec).

5.0 out of 5 average rating, 226 reviews
Top guest favorite
Home in Oxford

The Modern Lakehouse

This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

5.0 out of 5 average rating, 248 reviews
Guest favorite
A scenic view of a tranquil lake is captured, with a boat dock extending into the water. A boat is anchored near the dock, surrounded by lush greenery. A picnic table sits on sandy ground nearby, inviting relaxation by the lakeside.
Cottage in Gray

Edgewater Retreat - Lakefront w/Sauna & EV Charger

Welcome to Edgewater Retreat! This custom-built cottage features lakefront views and access to three beaches: secluded pocket beach in front of cottage, boaters beach with docks, and a full sun sandy bottom swim beach. Enjoy an unforgettable Maine vacation. Paddlecraft on the water, lounge in the hammocks, S'mores by the campfire, canoe to nearby island for offshore yoga, and gril with friends & family. In winter, enjoy ice fishing and kids enjoy snow sledding on adjacent hill.

4.81 out of 5 average rating, 120 reviews
Guest favorite
Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

4.98 out of 5 average rating, 200 reviews
Top guest favorite
Two wooden chairs are situated on a dock overlooking a calm pond surrounded by dense trees. The water reflects the sky and greenery, creating a serene backdrop. A sense of tranquility is conveyed through the peaceful atmosphere of the natural setting.
Home in Oxford

Mirror Pond Cottage

A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

4.92 out of 5 average rating, 150 reviews
Top guest favorite
A charming waterfront cottage is presented with a bright blue door and two red chairs on a stone patio. Lush greenery surrounds the property, enhancing its inviting exterior. The tranquil waters of Pettingill Pond can be seen in the background, reflecting the sky.
Home in Windham

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Lakeside Tavern, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

4.95 out of 5 average rating, 205 reviews
Guest favorite
A charming cottage features a sloped metal roof and a welcoming entrance. Two chairs are positioned on the front porch, with a small table nearby. Lush green grass surrounds the cabin, complemented by flowerbeds and a large tree stump serving as a natural accent.
Cottage in Windham

Cozy camp near highland lake

If you're looking for a quiet, cozy get a-way steps from the lake this is the place. Lake is private with no public access so it’s not crowded. Close to everything but far enough away; highway (95), Portland, Sebago Lake Area. Boating, swimming, fishing, hiking at your finger tips. 4 kayaks provided. Big yard, great for games, BBQ or sitting by the fire pit. Listen to the loons from the front deck. Sorry no pets so please don’t ask if you bring one!

4.83 out of 5 average rating, 174 reviews
Top guest favorite
A spacious deck is shown, featuring a hot tub and a dining table surrounded by several chairs. An umbrella provides shade over the seating area, while comfortable outdoor furniture is arranged for relaxation. Lush green trees are visible in the background.
Vacation home in Windham

Sebago Lakehouse: Hot Tub and Private Beach Access

Lovely 3 bedroom/2 bathroom house in the woods with a Hot Tub and access to the private shared beach! Sebago Lake is a perfect family destination for swimming, boating, and fishing. It is ideally located for a day trip to Portland, Old Orchard Beach, Kennebunkport, or Freeport. Or stay home, enjoy the Lake or watch the stars from the Hot Tub. Close to grocery stores and restaurants. Lake and beach access is only a 5-minute walk.

4.99 out of 5 average rating, 108 reviews
Guest favorite
Home in Falmouth

Highland Lake Cottage/Waterfront/Dock/Kayaks

Welcome to your lakeside escape in Windham—where tranquility, nature, and comfort meet. Set on the shores of Highland Lake, this charming cottage is perfect for relaxing or exploring. Enjoy coffee with a view, kayaking days, and cozy sunsets. 20 min – Maine Wildlife Park 20 min – Shaw Park 20 min – Downtown Portland 25 min – East End Beach (Portland) 30 min – Portland Head Light 30 min – Casco Bay Ferry

5.0 out of 5 average rating, 7 reviews

Popular amenities for Windham lake access rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Lake access house rentals

Guest favorite
The master bedroom features a spacious bed with light-colored bedding, complemented by soft pink pillows. Natural light floods the room through sliding glass doors leading to the outdoor area. A rustic barn door adds character and provides access to the adjacent bathroom.
Home in Casco

Fully Updated Lake View Home on Thomas Pond

4.87 out of 5 average rating, 106 reviews
Top guest favorite
A fire pit area is surrounded by colorful Adirondack chairs on a gravel path. Large natural stones are placed near the pit. In the background, a cedar-shingled cottage is elevated with a spacious deck and features a green roof amidst a wooded setting.
Home in Naples

Kayak to the Causeway-50s cottage with modern vibe

4.98 out of 5 average rating, 188 reviews
Top guest favorite
The lakefront property is nestled among trees, showcasing a charming house with large windows and a deck. A private dock extends into the calm water, providing space for seating. A sandy beach area leads to the water's edge, creating a serene natural setting.
Home in Limerick

Waterfront, Wood stove & Private beach, Solo Stove

5.0 out of 5 average rating, 142 reviews
Top guest favorite
Home in Limerick

Lakefront Getaway

4.93 out of 5 average rating, 150 reviews
Guest favorite
Home in Auburn

The Loons' Nest: Lakefront oasis w/ hottub

4.9 out of 5 average rating, 125 reviews
Top guest favorite
A lofted bedroom features a spacious bed adorned with a vibrant striped blanket. Light filters through a window, highlighting the sloped whitewashed ceilings and simple artwork on the walls. Warm wood accents complement the soft, neutral tones throughout the room.
Home in Bridgton

Wren Cabin + Wood fired Sauna

4.98 out of 5 average rating, 201 reviews
Top guest favorite
Home in Wakefield

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

4.98 out of 5 average rating, 210 reviews
Guest favorite
Two houses are positioned near the water, showcasing a floating dock and a water trampoline. The exterior features a large deck with seating beneath trees, while lights illuminate the windows of the main house, hinting at a cozy interior with a welcoming atmosphere.
Home in Casco

Exceptional Private Lakefront Retreat | Hot Tub, S

4.92 out of 5 average rating, 108 reviews

Lake access apartment rentals

Top guest favorite
A spacious two-story home is shown with a welcoming front porch adorned with rocking chairs. Solar panels are visible on the roof, which is complemented by several skylights. Surrounding greenery enhances the peaceful setting under a partly cloudy sky.
Apartment in Harpswell

Comfortable studio apartment in quiet location

4.93 out of 5 average rating, 237 reviews
Top guest favorite
A cozy living space is featured, highlighted by a black leather sofa and matching armchairs. A wooden coffee table is positioned in front of the seating area. The soft carpet and warm lighting create an inviting ambiance, with a doorway leading to additional rooms in the distance.
Apartment in Waterford

A+ Classy Convenient Accommodation Western Maine

4.99 out of 5 average rating, 206 reviews
Top guest favorite
A serene lakeside scene features three dark Adirondack chairs arranged around a small table on a wooden dock. The calm water reflects vibrant autumn foliage, creating a harmonious view of trees in shades of orange, yellow, and green against a partly cloudy sky.
Apartment in Windham

The Nest

5.0 out of 5 average rating, 23 reviews
Guest favorite
Apartment in Windham

Lakeside Suite | Private | Projector Theater

5.0 out of 5 average rating, 19 reviews
Top guest favorite
A patio area features four dark chairs arranged to face the lake, with a white picket fence visible in the background. Lush green grass and shrubbery surround the space, while trees provide partial shade. The serene lake stretches into the distance, reflecting the sky.
Apartment in Standish

Sebago Retreat Suite

4.99 out of 5 average rating, 91 reviews
Top guest favorite
A natural landscape features a gentle slope leading to a serene waterway. Tall trees frame the view, with a path made of wooden steps guiding towards the water's edge. Lush green vegetation surrounds the area, creating a tranquil and inviting atmosphere.
Apartment in Limerick

The Getaway at Lake Arrowhead

5.0 out of 5 average rating, 16 reviews
Guest favorite
Apartment in Sebago

Studio apartment- sandy beach, walkable

4.97 out of 5 average rating, 29 reviews
Guest favorite
The exterior of a charming blue house is set among trees, featuring a welcoming front porch with steps leading up. Colorful flower pots and hydrangeas are visible in the garden, enhancing the inviting entrance to the home.
Apartment in Auburn

Private Apartment With Lake Access

4.89 out of 5 average rating, 66 reviews

Lake access cottage rentals

Guest favorite
The exterior of the house is visible, featuring a light grey façade with multiple windows allowing natural light inside. A wooden deck is seen on the left, surrounded by trees. A patio area with stone accents is also present, offering potential for outdoor gatherings.
Cottage in Standish

Peaceful Lakeside Maine Retreat

4.92 out of 5 average rating, 139 reviews
Guest favorite
A cozy cottage exterior is depicted, featuring white siding and a green roof. A screened-in porch with comfortable seating is prominently displayed, along with a wooden entrance staircase. The surrounding area includes natural vegetation and a pathway made from red bricks, providing a welcoming access point.
Cottage in Standish

The Loon's Nest Cottage

4.96 out of 5 average rating, 107 reviews
Top guest favorite
A serene lake view is depicted, showcasing calm waters reflecting the sky and surrounding trees. A private dock is visible at the water’s edge, adding to the tranquil atmosphere. The natural landscape features a variety of green hues from the trees lining the shore.
Cottage in Raymond

Relax by a Quiet Lake

4.93 out of 5 average rating, 137 reviews
Guest favorite
The exterior of Pebble Cottage is shown, featuring a charming yellow facade with a welcoming front porch. Two large windows adorned with flower boxes are displayed, offering a glimpse of the landscaped yard framed by a white picket fence.
Cottage in Bridgton

Rustic Pebble Cottage in beautiful Bridgton, Maine

4.89 out of 5 average rating, 288 reviews
Top guest favorite
A cozy cottage is nestled among trees by the beach, featuring a sandy shoreline and stacks of kayaks nearby. A serene dock extends into the water at sunset, offering tranquil views. Inside, a modern kitchen with stainless steel appliances and ample counter space invites home-cooked meals.
Cottage in Sebago

Recently renovated waterfront! Cedar Side Cottage

4.99 out of 5 average rating, 114 reviews
Guest favorite
Cottage in Lyman

Cozy Waterfront Cottage w/ Private Dock & Kayaks

4.83 out of 5 average rating, 121 reviews
Top guest favorite
A modern two-story home is set amidst a wooded area, featuring a spacious outdoor seating arrangement with a picnic table and various chairs. A fire pit and grill are present, with the soft glow of twilight highlighting the inviting exterior.
Cottage in Acton

Eclectic Lakefront Cottage on Great East Lake

4.99 out of 5 average rating, 187 reviews
Top guest favorite
Cottage in Oxford

Thompson Lake, No Cleaning Fee Pine Point Cottage,

4.96 out of 5 average rating, 188 reviews

When is the best time to visit Windham?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 1,010ﺩ.ﺇ 1,039ﺩ.ﺇ 1,010ﺩ.ﺇ 1,010ﺩ.ﺇ 973ﺩ.ﺇ 1,172ﺩ.ﺇ 1,414ﺩ.ﺇ 1,403ﺩ.ﺇ 1,120ﺩ.ﺇ 1,061ﺩ.ﺇ 1,054ﺩ.ﺇ 1,047
Avg. temp-6°C-4°C1°C6°C12°C18°C21°C20°C16°C10°C4°C-2°C

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