North Windham holiday homes

We found 564 holiday rentals — enter your dates for availability
Discover a selection of 13 homes and other holiday rentals in North Windham that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the amenities that you need and want, which might include cable TV and a washer and dryer. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – North Windham

Showing deals for:18 Dec - 25 Dec

Brandy Pond has marinas to rent boats.
Library to read a book with a cool breeze from the water!
Visit for the holidays!
View of the river that leads into Sebago Lake.
Exceptional
(162 reviews)

Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!

Naples

8% off
NZ$1,857
for 7 nights, 1 cottage
NZ$265 per night
includes taxes & fees
Leave it All Behind! 4-Season Sebago Lake Area, Kayak, Canoe & Fish, Pets Free!
Property grounds
Living area
Dining
Room
Exceptional
(11 reviews)

Luxury Lakefront home on Sebago Lake W/ Sandy Beach

Raymond

8% off
NZ$9,737
for 7 nights, 1 home
NZ$1,391 per night
includes taxes & fees
Luxury Lakefront home on Sebago Lake W/ Sandy Beach
Cool breeze from the river!
Rent a boat during your stay. Many marinas in the area.
Pet-friendly w/ large yard facing the water.
Firepit photo taken from the riverbank, free use of the canoe
Exceptional
(129 reviews)

Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free

Naples

8% off
NZ$1,893
for 7 nights, 1 cottage
NZ$270 per night
includes taxes & fees
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
Interior
Living area
Exterior
Private kitchen
Exceptional
(21 reviews)

Entire House - three suites - conferences, reunions, retreats

Westbrook

8% off
NZ$14,458
for 7 nights, 1 home
NZ$2,065 per night
includes taxes & fees
Entire House - three suites - conferences, reunions, retreats
Living area
Private kitchen
Outdoor dining
Exterior
Wonderful
(5 reviews)

Lakefront 15 mins from Portland with Private Beach and Fenced in Yard

Windham

20% off
NZ$8,833
for 7 nights, 1 home
NZ$1,262 per night
includes taxes & fees
Lakefront 15 mins from Portland with Private Beach and Fenced in Yard
Check out this view of the house at dusk in March ... such tranquility.
The newly renovated lakeside deck is the hub of activity Spring, Summer & Fall.
The new kitchen has everything needed to prepare a meal and feed eight.
... or work on the kitchen island.
Exceptional
(77 reviews)

Tranquil, Serene Sebago Lakefront House on 2 Wooded Acres - 300ft Waterfront!

Casco

8% off
NZ$10,387
for 7 nights, 1 home
NZ$1,484 per night
includes taxes & fees
Tranquil, Serene Sebago Lakefront House on 2 Wooded Acres - 300ft Waterfront!
Exterior
Terrace/patio
Interior
Interior
Exceptional
(7 reviews)

LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard

Naples

8% off
NZ$8,775
for 7 nights, 1 home
NZ$1,254 per night
includes taxes & fees
LUX Designer Private Waterfront Crooked River SEBAGO - GLASS WALLS - Huge Yard
Private kitchen
Property grounds
Interior
Interior
Exceptional
(10 reviews)

Peaceful Lakeside Oasis Near City Amenities

Windham

8% off
NZ$4,401
for 7 nights, 1 home
NZ$629 per night
includes taxes & fees
Peaceful Lakeside Oasis Near City Amenities
kitchen
one of our two decks
kitchen table
nearby attraction
Exceptional
(81 reviews)

☼ Maine Lakefront Getaway ☼

New Gloucester

8% off
NZ$3,129
for 7 nights, 1 home
NZ$447 per night
includes taxes & fees
☼ Maine Lakefront Getaway ☼
Private kitchen
Walk around behind the garage to access the apartment.
Room
Space for shoes and coats before going upstairs into the living space.
Exceptional
(16 reviews)

Private studio nestled in woods outside Portland

Westbrook

13% off
NZ$2,672
for 7 nights, 1 apartment
NZ$382 per night
includes taxes & fees
Private studio nestled in woods outside Portland

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Delight in the lakeside landscape of North Windham

The lake and surrounding scenery provide a peaceful ambience to your holiday home in North Windham. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around North Windham

Do you want to discover top things to see and do while you're in town? Venture out of your cosy holiday rental and check out everything that makes North Windham a fun spot to go on holiday. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Point Sebago Golf Resort (9.1 mi / 14.7 km)
  • Seacoast Adventure (2.4 mi / 3.9 km)
  • Spring Meadows Golf Course (7.2 mi / 11.5 km)
  • Blacksmiths (7.9 mi / 12.7 km)
  • Riverside Municipal Golf Course (9.5 mi / 15.3 km)
  • Happy Wheels Skate Center (10.6 mi / 17.1 km)

Exploring the natural features in North Windham

Whether you're looking for fun outdoor activities or just want to take in the scenery, North Windham is a great place to spend some time outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Little Sebago Lake (4 mi / 6.4 km)
  • Sebago Lake (6.6 mi / 10.6 km)
  • Panther Pond (7.6 mi / 12.2 km)
  • Crescent Lake (9.9 mi / 15.9 km)
  • Desert of Maine (13.6 mi / 22 km)
  • Thompson's Point (13.7 mi / 22 km)

How to get to and around North Windham

Fly into Portland, ME (PWM-Portland Intl. Jetport), the closest airport, located 13.4 mi (21.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 17 mi (27.4 km) away.

Frequently asked questions

What is the best area to stay in North Windham when booking a holiday rental?
When considering a holiday rental in North Windham, Maine, a popular area to stay is the vicinity around the scenic Sebago Lake. This charming area not only offers a variety of properties, including cosy cabins and more spacious family homes, but it also provides easy access to some of the region's top attractions. Visitors can enjoy the natural beauty of Sebago Lake State Park, which features opportunities for hiking, swimming, and picnicking, making it a great spot for outdoor enthusiasts.Another appealing neighbourhood is the area near Windham's Main Street, where you'll find a delightful mix of local shops and eateries. This vibrant stretch is great for those who wish to experience the small-town charm while still being close to essential amenities. Additionally, the nearby Windham Town Beach offers a relaxing environment for families looking to enjoy a day by the water.
When is the best time to visit North Windham for a holiday rental?
The peak travel season in North Windham is during the summer months from June to August, with July being the most popular month for visitors. This vibrant period attracts families and outdoor enthusiasts alike, drawn by the area's beautiful lakes and numerous recreational activities. The warm temperatures, often ranging from 20 to 30 degrees Celsius, create a great backdrop for hiking, boating, and exploring the stunning scenery.During this time, you can enjoy a variety of local events and festivals that highlight the community spirit and Maine's rich culture. The lively option makes it an ideal choice for those looking to engage in both outdoor adventures and social activities.If you're seeking a more budget-friendly option, consider visiting North Windham in November. This month might be quieter, but it offers the chance to experience the serene beauty of the area as it transitions into winter. Crisp air and the onset of early snow create a picturesque setting, superb for peaceful walks and enjoying the local charm at a more leisurely pace.
What are the top attractions in North Windham?
In North Windham, visitors can enjoy a variety of attractions that cater to both outdoor enthusiasts and those seeking a relaxing getaway. The nearby Sebago Lake State Park offers stunning natural scenery and recreational activities such as hiking, swimming, and fishing, ideal for families and nature lovers alike. The park features numerous trails and picnic areas, providing a great spot for a day out.For those interested in local culture, Windham's historic district showcases charming architecture and has a selection of quaint shops and eateries that highlight the region's character. The area is also known for its proximity to the Maine Wildlife Park, where guests can see native animals in a beautiful natural setting.Additionally, outdoor activities abound in the surrounding areas, with opportunities for boating and water sports on Sebago Lake, making it a popular destination during the warmer months. In winter, the nearby ski resorts and snowmobiling trails provide ample opportunities for winter sports enthusiasts.
Are all fees included in the North Windham holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any North Windham holiday homes with parking?
Bookabach offers a wide selection of holiday homes in North Windham with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for North Windham holiday homes?
You can find great discounts on holiday homes in North Windham on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my North Windham holiday home booking on Bookabach?
To find North Windham holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in North Windham?
A long-stay holiday home in North Windham is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a North Windham holiday home?
Book your North Windham holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in North Windham?
Prices for holiday homes in North Windham vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in North Windham to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.