Home Vacation Rentals By Owner In Windham, ME

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$1038.22

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Private Vacation Home

Sebago Basin Retreat | Walk to Lake | Mooring | Kayaks | Fire Pit

Windham, Maine, United States

Summary:brbrThis spacious Windham vacation home is located just a short 2–3 minute walk from Sebago Lake Basin, with shared beach access, two kayaks, and mooring. The setting is quiet and wooded, yet you’re only a few minutes’ drive from Windham’s shopping, dining, and everyday conveniences.brbrbrbrThe home’s open layout makes it well suited for families and groups, with comfortable living areas, a full kitchen ideal for shared meals, and indoor and outdoor spaces designed for gathering. After a day on the water, guests enjoy evenings around the fire pit or relaxing indoors.brbrbrbrSebago Lake Basin offers calm waters for swimming, kayaking, and boating in summer, while fall and winter bring opportunities for hiking, snowmobiling, ice fishing, and skiing nearby. With easy access to Naples Causeway, Sebago Lake State Park, golf courses, and Portland’s Old Port, the location works for both relaxation and exploration.brbrbrbrA great choice for short vacations or extended stays, this home offers year-round comfort, lake access, and proximity to town.brbrbrbrThe Space:brbrNeighborhood and Attractions:brbrbrbrExplore the beauty of Sebago Lake, Maine's deepest and second-largest lake, offering a wealth of recreational activities year-round. While the warm summers bring the enjoyment of watersports, hiking or golf to name a few, the winters bring snowmobiling and ice fishing as well as downhill and x-country skiing. The town of Windham, which is minutes away, offers any and all resources to make your visit enjoyable with many shopping and dining options. Further exploration of the area reveals additional points of interest, such as local artisan shops and seasonal events that enhance the community's appeal. The region also boasts a rich history, with historical sites and landmarks that offer insights into the area's heritage. The availability of local produce and farmers' markets adds to the charm, providing fresh, seasonal goods. Whether enjoying the outdoors, exploring nearby nature, or strolling on the beach, this neighborhood offers the perfect balance of tranquility, recreation, local convenience and appeal. brbrbrbr⭐️ Richardson's Marina/Boat Rentals (0.9 miles)brbr⭐️ Deck House Tavern/Seacoast Adventures (1.1 miles) brbr⭐️ Donnabeth Lippman Park/Chaffin Pond (1.3 miles)brbr⭐️ Tassel Top Park/Beach (3.7 miles)brbr⭐️ Dundee Park/Presumpscot River (5.4 miles)brbr⭐️ East Windham Conservation Area (6.0 miles)brbr⭐️ Lowell Nature Preserve Trailhead (6.7 miles)brbr⭐️ Maine Wildlife Park (8.7 miles)brbr⭐️ Point Sebago Golf Course (10.3 miles)brbr⭐️ Frye Island/Frye Island Ferry/Frye Island Golf Course (11.7 miles)brbr⭐️ Sebago Lake State Park (12.2 miles)brbr⭐️ Naples Causeway/Long Lake (14.3 miles)brbr⭐️ Old Port/Portland, Maine (19.1 miles)brbr⭐️ Pleasant Mountain Ski Area (28.4 miles)brbrbrbrOther Things to Note:brbr• Maximum number of pets is 2. Pet fee will be applied. brbr• Only park in the designated areas. brbr• No extra guests are allowed unless permitted by the owner. brbr• No parties, events and smoking inside allowed. brbr• The guest must comply with the rules under the guest rental agreement.brbr• The guest booking the property must be at least 21 years of age when they book and stay with us. This policy is in place to ensure the safety and comfort of all guests, as well as to comply with local laws and regulations.brbr• The booking price includes a property damage protection fee to cover up to $3,000 of coverage for accidental contents damage and accidental property damage. Property damage protection is included for any damages, subject to exclusions and limitations, that occur to the premises during your rental period. Any damage or accident that is not covered under the policy will be the responsibility of the guest. Damage amounts in excess of the damage insurance will be charged to the guest.brbr• All primary guests must complete the online pre-arrival form/contract via the PMI Vacationland Guest Portal prior to their check-in date. This will help to ensure that all guests have easy access to the property and arrival information needed for a hassle-free check-in process.brbr• PMI Vacationland utilizes a third-party to screen guest identity and check criminal databases to confirm the reservation. Complete terms regarding the guest screening can be provided by the property manager. You may receive an email to complete your screening. Please check your spam inbox for this email and contact the property manager if you have any questions.
Bed 6

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Bath 2

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Sleep 12

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Exceptional(5)

$415.56

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Cabin

Classic Maine Cabin, Private Waterfront Easy Access to Nearby Amenities

Windham, Maine, United States

Take a step back in time and a step forward towards relaxation. Consider this cabin your home away from home while you visit Windham This camp Is on Pettingill Pond in Windham Maine. It has water views, boating, fishing, indoor/outdoor fireplaces, and amazing proximity to amenities for those seeking creature comforts. It has heat and air conditioning to keep you comfortable in hot or cold weather.brIncluded with your stay are three stand-up paddle boards, two fishing rods and fishing accessories, a canoe, and a Kayak. Life jackets and paddles are also provided.brThe spacebrFor those looking for a hotel-type of experience, this is not it! :) It smells like a Maine camp and looks like a camp inside, and out. To me, though, that’s where it shines. You can get a hotel room, just about anywhere, but this Maine camp is just the right place to make memories that can last a lifetime. And if for some reason you want a little bit of civilization after spending some time on the beautiful, quiet, and peaceful Pettingill Pond, you can ride a bike or drive to a large number of attractions just minutes away. Your options for off-pond activities include an Amusement park (Seacoast Adventure), a movie theater where you can eat dinner while enjoying the movie (Smitty’s), a classic drive-in movie theater (Prides Corner), Starbucks, Walmart, Chipotle, and too many other shops and restaurants to list here. For those with Electric vehicles who need EV charging (Tesla, Rivian, Ford, Nissan, etc) - electric charging stations are 3 minutes away (Supercharger and ChargePoint).brbrSo book your stay today and make some wonderful Maine Memories.brbrThings that guests should know:br1) There is a bedroom in the smaller building separate from the main house (the “bunk house). It is a separate structure that’s about 10-15 steps from the main house. The main house has a pull-out couch with a memory foam mattress and an air mattress is available. The main house is the second bedroom. There are no doors in between rooms in the main house (the bathroom does have its own door.)br2) While there is a tub in the bathroom in the main house, the only water heater in the main house is not large enough to make use of the tub.br3) The water heaters on the property are small and intended for quick showers. You won’t be able to take a long, hot shower in there.br4) There is a laundromat (Pratt Abbot) less than 4 minutes away that takes credit / debit cards and cash and can be used via mobile app. There is no washer / dryer on site, but there is a laundromat less than a mile away.brGuest accessbrGuests may access the main house, the dock area, and the bunkhouse at their convenience.brOther things to notebrThings that guests should know:br1) There is a bedroom in the smaller building separate from the main house (the “bunk house). It is a separate structure that’s about 10-15 steps from the main house. The main house has a pull-out couch with a memory foam mattress and an air mattress available. The main house is the second bedroom. There are no doors in between rooms in the main house (the bathroom does have its own door.)br2) While there is a tub in the bathroom in the main house, the only water heater in the main house is not large enough to make use of the tub.br3) The water heaters on the property are small and intended for quick showers. You won’t be able to take a long, hot shower in there.br4) There is a laundromat (Pratt Abbot) less than 5 minutes away that takes credit / debit cards and cash and can be used via mobile app. There is no washer / dryer on site.br You'll have access to WiFi, a hair dryer, AC, an iron, coin laundry, and heating. Kickback, relax, and enjoy everything Windham and our cabin has to offer.br
Bed 2

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Bath 1

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Sleep 6

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Exceptional(17)

$747.71

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Cottage

Little Sebago Lake - Private Sandbar With A White Sand Beach - Full Sun

Windham, Maine, United States

Grandview Point offers you an opportunity to enjoy a traditional Maine Lake experience in an updated summer cottage established in 1924. The Lake offers 9 miles of pristine water protected by the Little Sebago Lake Association for water, sand, vegetation, fish, and wildlife quality. There are three basins that make up the miles of water to explore, the middle basin of the lake has a public boat ramp where you can launch your boat and moor it on Grandview Point’s dock. Near the cottages dock there is a canoe and a rowboat with life preservers for your use; each person is required to wear a preserver in the State of Maine. The cottage is surrounded by three sides of water with a private sandy-bottomed beach in a cove and has a gradual entry that is safe for swimming. From the beach you have a view of “The Narrows” which enters back into the middle basin. The lake is stocked with brown/rainbow trout and bass by Maine’s Inland Fisheries. Five-pound bass have been caught off Grandview’s dock, just a note: A Maine fishing license is required for each person. A permit can be purchased from the Town of Windham or at the local Walmart that is 2-3 miles from cottage. The beach has full-sun all day with some birch trees if you prefer shade, there under the birch trees you will find four lounge chairs that can be moved about. On the beach closer to the cottage is a gas fire pit with four adirondack chairs; we supply one full tank of propane for your visit. There is also a gas grill with one full tank of propane.brbr Grandview Point is a two story summer cottage, the first floor has a fully stocked kitchen: refrigerator, stove/oven, microwave, toaster, blender, coffee pot, Keurig, pans, lobster pots, grilling utensils, dish soap, dish/hand towels, cleaning supplies, a dining room, and a living room with fireplace. Off the living room is a porch with an eight-foot picnic table that looks out onto the beach and lake; this is where everyone gathers for meals. The second floor has four bedrooms with the bathroom. There are two rooms that have king-size iron beds, and two rooms with queen-size iron beds. The beds have allergy covers on the mattresses and pillows, a mattress pad, and sheets with a comforter. The bathroom has a hand towel, soap, and cleaning supplies, you will need to supply bath/beach towels. Each of the rooms is finished with pine board floors, walls, and pine board ceilings with a ceiling fan. There are antique bureaus and decor that keeps with the original charm of the cottage. brbr Grandview Point is also conveniently located in the town of Windham. You will find that a 2-3 mile drive will bring you onto route 302 where there are super markets, restaurants, laundry, movie theater, amusement park with miniature golf, and an 9-hole golf course on Frye Island, Sebago Lake. A 10 mile drive will bring you to the town of Gray that has a wildlife sanctuary, 18-hole golf at Spring Meadow Golf Course, and access to route 95 that can bring you further north or south. A 20 mile drive east will bring you to Freeport with shopping at LL Bean and outlets, Wolfe’s Neck Woods State Park, and the Desert of Maine, and a 25 mile drive east will bring you to the city of Portland with it’s ocean views, wooden wharves, traditional lobster/clambakes, fine dining, shopping in the Old Port historic area, and many cultural events. brWhen making a reservation the payment should be made by e-check.
Bed 4

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Bath 1

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Sleep 8

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Exceptional(75)

$1088.44

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Private Vacation Home

Sunny Waterfront Family Friendly Little Sebago Home

Windham, Maine, United States

Summer 2026 is almost fully reserved! Enjoy our 7th year on VRBO with a short stay in early summer (late June to early July)!brbrCamp Cal-a-Mac-ki is a 5 bedroom, 3.5 bath private home situated on .75 waterfront acres. brbrShared spaces:brThe great room features couches and chairs around a wood burning stove and cathedral ceilings with amazing lake views through floor-to-ceiling windows. Two sets of French doors open onto the deck, which provides comfortable seating for sharing a drink or tucking into a book while keeping an eye on the action down at the lake. The deck also features a large dining set for al fresco eating as well as a grill. brbrThe kitchen is stocked with everything you'll need to feed a crowd, and the 10' dining table just adjacent is perfect for shared meals inside.brbrThe basement television room is equipped with a 65 TV, a sectional sofa and an air hockey table. There are also many board games and puzzles for both kids and adults which can be played here or on the second floor game table.brbrFinally, at the waterfront you'll find plenty of chairs to sit on the beach and a seasonal dock to tie up your boat (bring your own or rent one nearby). There's also a swim platform offshore, as well as a canoe, kayaks, and a paddle board to use.brbrBedrooms and bathrooms:brThe primary bedroom is located on the first floor. It features a queen bed, a full bath, large closet, and a television. There are ceiling and portable fans for warm nights.brbrThe second floor contains queen and king bedrooms, as well as a bunk room that sleeps eight kids in grand camp style (4 twin beds with two twin trundles). Each room has ceiling and portable fans. There's a full bathroom on this level as well.brbrIn the basement you'll find a king bedroom and another bathroom with a shower. brbrEach bedroom and bathroom is stocked with quality bed linens and towels.brbrLocation:brLittle Sebago Lake is the smaller sister of Big Sebago. The lake occupies just over 2000 acres and is divided into three basins, each connected by a navigable sandy narrow. Our house is located on the lower basin, where there is great fishing to be had around several small islands. The house is less than 10 minutes from major shopping in Windham, 10 minutes to I-95, and 30 minutes to Portland. brbrWe've rented vacation homes on three continents. Come see why we chose to settle on Little Sebago Lake, and enjoy the comfort we've put together at Camp Cal-a-Mac-ki.
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Bath 3

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Sleep 16

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Exceptional(2)

$449.82

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Private Vacation Home

Windham Lakefront: Fire Pit and Modern Comforts

Windham, Maine, United States

Summary:brbrEscape to this tranquil 3-bedroom, 2-bathroom retreat in the heart of Windham, ME. Built in 2019, this bright and modern 1,776 sq ft home features lake access, a fully equipped kitchen, high-speed Wi-Fi, and cozy indoor/outdoor living spaces. Whether you’re hitting the slopes or relaxing by the water, this home offers year-round comfort and convenience for families, couples, or small groups.brbrbrbrThe Space:brbrKey Amenities & Featuresbrbr- 3 spacious bedrooms and 2 full bathroomsbrbr- High-speed Wi-Fibrbr- Fully equipped kitchen with modern appliances, cookware, coffee & wine glassesbrbr- In-unit washer, dryer, iron, and hangersbrbr- Free parking for up to 4 carsbrbr- Deeded lake access just a short walk awaybrbr- Backyard with hammock, firepit, patio, and outdoor seatingbrbr- Fire extinguisher, smoke alarm, CO detector, and first aid kitbrbr- Pet-friendly with approvalbrbr- Propane heating system, and water filtration systembrbrbrbrbrbrThe SpacebrbrbrbrBedroomsbrbr- Three thoughtfully furnished bedrooms featuring bed linens, extra pillows, clothing storage, and room-darkening shades for a restful stay.brbrbrbrBathroomsbrbr- Two full bathrooms with bathtub, towels, and toiletries including shampoo, conditioner, and body soap. Please use provided bamboo toilet paper, it's easier on the septic system.brbrbrbrLiving Areabrbr- Relax in a bright, cozy living room complete with TV, board games, books, and comfy seating— perfect for family evenings or lazy afternoons.brbrbrbrKitchen & Diningbrbr- Cook with ease in the fully stocked kitchen featuring refrigerator, freezer, oven, microwave, toaster, dishwasher, coffee maker, and all cooking basics. A dining table is available for shared meals and game nights.brbrbrbrOutdoor Spacebrbr- Enjoy the private backyard with a hammock and outdoor furniture. Whether sipping coffee on the balcony or enjoying summer evenings lakeside, this outdoor space is a guest favorite.brbrbrbrLaundrybrbr- Washer and dryer included, with iron and hangers for your convenience.brbrbrbrParkingbrbr- Large driveway accommodates up to 4 vehicles. Parking is free and on premises.brbrbrbrNeighborhood & SpotsbrbrLocated in a peaceful neighborhood, this home is 15 minutes from the center of Windham:brbrbrbr~15-minute drive to downtown Windham for local restaurants, coffee shops, and boutique storesbrbr~Under an hour to Pleasant Mountain Ski AreabrbrbrbrGuest Access:brbrGuests have full access to the entire home, including lake views, backyard, and all interior living areas. Access is governed by a keyless smart lock. Wi-Fi login and appliance instructions are included in check-in instructions.brbrbrbrOther Things to Note:brbrSafety Featuresbrbr- Smoke alarmbrbr- Carbon monoxide detectorbrbr- Fire extinguisherbrbr- First aid kitbrbr- Private entrancebrbrbrbrbrbrPlease Notebrbr- Quiet hours are from 10 PM to 8 AMbrbr- No parties or eventsbrbr- Pets allowed with prior approvalbrbr- Smoking is prohibited on the propertybrbr- Guests must climb stairsbrbr- Deeded lake access is seasonal and weather-dependentbrbr- Septic system: Please use only bamboo toilet paper providedbrbr- Trash cans located in the garage for bagged trashbrbr- Check-in after 4 PM | Check-out by 10 AMbrbrbrbrInteraction with Guests:brbrIf you need anything during your stay, don’t hesitate to reach out, we're here for you! You can message us here on Airbnb, or if you prefer, feel free to give us a call - we’re here to help however we can. We want to make sure you have a relaxing and enjoyable stay, so please let us know if there’s anything we can do!brbrbrbrWarmly,brbrRise & Shine Retreats Team
Bed 3

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Bath 2

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Sleep 8

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Exceptional(1)

$390.57

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Private Vacation Home

Little Sebago Lake Teahouse Retreat, Sand Beach on Half Acre Private Point

Windham, Maine, United States

Relax and unwind at our Little Sebago Teahouse lakeside retreat designed in the style of a traditional Japanese teahouse, set on a private half acre wooded point. Lake views from every room, a sand beach framed by pine trees, sand-bottom swimming area with a dock and raft to enjoy, and your own sandbar for water play or sand castles on beautiful Little Sebago Lake - over 400 feet of shoreline in all. There's also an outdoor ping pong table and a sunny clearing for croquet, badminton, horseshoes, and other games. Inside you'll find books and board games for indoor fun, as well as authentic Japanese paintings, screens, and other decorative items.br. brA history of the Teahouse and many more photos of the lake and home can be found on our website LittleSebagoTeahouse.com. brbrThe main level features a high ceilinged, timbered open space with living and dining areas, fireplace, a fully-equipped kitchen, laundry area, a large screened porch with gas grill, and wrap-round deck and patio with views of beautiful Litle Sebago lake from every direction.brbrUpstairs, shojii screens set off the master bedroom suite with a king-size bed, and European-style bathroom. A window in the tiled shower and the private balcony overlook a pine grove. The guest bedroom sits on the first floor, a tatami-floored space with its own private entrance, and sleeps two adults or two children. It is set off from its adjoining bathroom (also with shower) by more sliding screens. brbrA sleeping loft with two futons and its own circular staircase that looks down over the living room is perfect for kids. brbrOur family has been coming to this spot on Little Sebago every summer since 1904 - we'd love to have you visit and learn for yourself just how special it is!
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Bath 2

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Sleep 6

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