Photo by Linda Barreira

Windham holiday lettings

We found 110 holiday rentals — enter your dates for availability

Discover a selection of 7 cottages and other holiday rentals in Windham that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll have the best amenities for spending time at your home away from home, which might include a garden and pool. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

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Choose a holiday rental for your Windham getaway

Learn about the unique charm of Windham with a stay in a holiday home rental. One of the city's many top draws is its golfing. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Windham

Do you want to find top things to see and do during your stay? Venture out of your cosy holiday rental and experience everything that Windham has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Windham Country Club (1.2 mi / 1.9 km)
  • Canobie Lake Park (2.9 mi / 4.7 km)
  • Cyclones Arena (4.5 mi / 7.3 km)
  • Atkinson Country Golf Course (6.5 mi / 10.4 km)
  • Crystal Lake Golf Club (8.3 mi / 13.3 km)
  • Fun World (9.1 mi / 14.7 km)

Exploring the natural features in Windham

Whether you're looking for adventure or just want to take in the scenery, Windham is a great place to get outside. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Windham Town Beach (1.1 mi / 1.7 km)
  • Arlington Mill Reservoir (5 mi / 8 km)
  • Benson Park (5.6 mi / 9 km)
  • Mascuppic Lake Beach (9.5 mi / 15.3 km)
  • Mine Falls Park (10.6 mi / 17 km)
  • Lake Massabesic (13.4 mi / 21.5 km)

Transport options to and around Windham

Fly into Nashua, NH (ASH-Nashua Municipal), the closest airport, located 10.4 mi (16.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Lawrence, MA (LWM-Lawrence Municipal), which is 11 mi (17.8 km) away.

Frequently asked questions

What is the best area to stay in Windham when booking a holiday rental?
When considering a holiday rental in Windham, New Hampshire, the area around the picturesque Canobie Lake is highly recommended. This charming neighbourhood not only offers a variety of rental properties, from cosy cabins to spacious family homes, but it also provides proximity to some delightful attractions. Canobie Lake Park, a popular amusement park, is a fantastic spot for families, featuring thrilling rides and seasonal events that cater to all ages.

Another appealing area to consider is the vicinity of Windham Town Forest. This lush green space boasts numerous walking trails, making it superb for outdoor enthusiasts and those seeking a peaceful retreat. Staying near the Town Forest allows you to enjoy nature while still being close to local amenities.
How much does it cost to rent a holiday home in Windham?
Prices for holiday rentals in 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Windham to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Windham holiday house rentals?
You can find great discounts on house rentals in Windham on Vrbo, 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.
Where are the best Windham ski resort rentals?
For renting near the Windham ski resort in New Hampshire, the area around the resort itself is ideal, offering convenient access to the slopes and a variety of accommodation options. Visitors will find a range of properties, from cozy cabins to spacious chalets, many of which are equipped with amenities such as fully stocked kitchens, fireplaces, and outdoor decks for enjoying the mountain views.

The nearby town of Windham provides additional rental options, including charming lodges that often feature communal amenities like hot tubs and game rooms, great for unwinding after a day on the slopes. Many properties in this area are designed for families and groups, with multiple bedrooms and living spaces that promote relaxation and togetherness.

Furthermore, the proximity to local dining options and shops adds to the convenience of staying in Windham.
What is the most popular type of holiday rental accomodation in Windham?
In Windham, cottages are the most popular type of holiday rental, with about 15 available throughout the area. These charming properties are typically located in tranquil settings, providing a cosy atmosphere ideal for relaxation. Most cottages come equipped with essential amenities such as fully stocked kitchens, comfortable living spaces, and often outdoor areas for enjoying the serene surroundings.

In addition to cottages, there are several holiday houses available, which cater to families or larger groups seeking more space. These houses generally feature multiple bedrooms, spacious living areas, and private gardens or patios, superb for gathering after a day of exploring the local scenery.
Are there any family house rentals in Windham?
In Windham, New Hampshire, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The area is known for its picturesque landscapes and proximity to outdoor activities. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for games or barbecues.

Visitors can enjoy amenities such as Wi-Fi, air conditioning, and sometimes even entertainment options like game rooms or media centres. The locale is also close to parks and recreational areas, providing plenty of opportunities for family outings, picnics, and nature walks.
Can I find long-stay holiday rentals in Windham?
A long-stay holiday rental in 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Windham?
In Windham, there are several pet-friendly house rentals available, suiting travellers seeking a comfortable stay with their furry companions. Many of these properties come equipped with modern amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam freely.

The town is located in a scenic area, providing easy access to local parks and nature trails that are great for walks with pets. The nearby Windham Town Forest offers lovely paths for hiking, while the picturesque Canobie Lake Park is also a short drive away, featuring open spaces where pets are welcome.
Are there any remote work holiday rentals in Windham?
In Windham, New Hampshire, there are numerous remote work-friendly holiday rentals available, with around 24 options to choose from. This picturesque town offers a tranquil setting, superb for those looking to balance work and leisure. Many of these properties come equipped with essential amenities such as free Wi-Fi, ensuring reliable internet access for remote work.

Travellers can expect comfortable living spaces, often featuring dedicated work areas, spacious lounges, and fully equipped kitchens, allowing for both productivity and relaxation. The area also boasts beautiful natural surroundings, with opportunities for outdoor activities, making it an inviting choice for remote workers seeking a peaceful retreat. Additionally, local attractions include parks and scenic spots ideal for unwinding after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Windham holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in 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 on Vrbo 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.
What are popular rental amenities in Windham?
In Windham, popular holiday rental amenities include well-equipped kitchens, allowing travellers to prepare their own meals, and spacious decks or patios for enjoying the outdoors. Many rentals also feature coffee and tea makers, ensuring guests can easily enjoy their morning beverages. Onsite parking is commonly available, providing convenience for those travelling with cars. Additionally, air conditioning is a standard amenity, making stays comfortable during warmer months.
When is the best time to visit Windham for a holiday rental?
The best time to visit Windham for a holiday rental is during the peak season from March to May, with April being particularly popular. This vibrant period attracts travellers eager to enjoy the beauty of spring, with the landscape bursting into colour and offering a plethora of outdoor activities.

As the snow melts, the warmer temperatures—ranging from around 5 to 15 degrees Celsius—make it an ideal time for hiking and exploring the scenic trails of the area. Visitors can take full advantage of the blossoming parks, superb for family picnics or leisurely strolls. The charming town also hosts various local events, enhancing the festive atmosphere.

If you're seeking a more budget-friendly option, consider visiting in December. While this is the low season, it's a wonderful time for those who appreciate a quieter environment and the enchanting sights of winter. You can enjoy peaceful walks in the snow and the festive spirit of the holiday season without the summer crowds.

Ultimately, choosing between the liveliness of spring or the serene beauty of winter depends on your personal preferences.
How early should I book a Windham holiday rental?
Book your Windham holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Windham?
In Windham, New Hampshire, visitors can enjoy a range of attractions that highlight the area's natural beauty and community spirit. The Windham Town Beach, located on Lake Cobbetts, is a popular spot for swimming, picnicking, and enjoying picturesque views. There are also trails around the lake great for walking and cycling.

For those interested in outdoor activities, the Windham Rail Trail offers a scenic route for walking, jogging, or biking, stretching through beautiful landscapes. Additionally, the nearby Canobie Lake Park provides family-friendly entertainment with rides and games, making it a great destination for visitors of all ages.

Windham's charming town centre features local shops and eateries, where one can experience the community vibe and sample regional cuisine.
Can I change or cancel my Windham home rental booking on Vrbo?
To find Windham holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Windham holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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