Photo by Linda Barreira

Windham holiday lettings

We found 116 holiday rentals — enter your dates for availability

Discover a selection of 6 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)
  • Fun World (9.1 mi / 14.7 km)
  • Zorvino Vineyards (10.6 mi / 17.1 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)
  • The Cove (9.2 mi / 14.9 km)
  • Mascuppic Lake Beach (9.5 mi / 15.3 km)
  • Mine Falls Park (10.6 mi / 17 km)
  • Lake Massabesic (14.6 mi / 23.6 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 Windham Town Centre is an excellent choice. This charming neighbourhood is conveniently located and offers a delightful blend of natural beauty and local amenities. Staying here places you within easy reach of the picturesque Windham Town Beach, where you can enjoy swimming, picnicking, or simply relaxing by the water. Additionally, the nearby Windham Rail Trail is superb for those who enjoy hiking or cycling amidst scenic views.
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 the best ski resort rentals in Windham, New Hampshire, travellers should focus on the area surrounding the Windham Mountain Resort, which is a popular destination for skiing enthusiasts. Rentals nearby often include a variety of accommodation types, from cosy chalets to spacious condos, many of which come equipped with amenities such as fireplaces, ski storage, and fully equipped kitchens, great for relaxing after a day on the slopes.

In the nearby town of Windham, visitors can find charming cabins and lodges that offer a rustic atmosphere, often featuring outdoor decks with scenic views of the mountains. Some properties may also include hot tubs for unwinding in the evenings, as well as easy access to local hiking trails for those looking to explore the area in the warmer months.
What is the most popular type of holiday rental accomodation in Windham?
In Windham, cottages and holiday houses are the most popular types of holiday rental accommodations, with several options available throughout the area. These properties typically offer a charming, rustic atmosphere, making them ideal for families or groups seeking a home-like experience. Most rentals feature fully equipped kitchens, spacious living areas, and outdoor patios or decks, great for enjoying the scenic surroundings.
Are there any family house rentals in Windham?
In Windham, New Hampshire, there are several family-friendly house rentals available, superb for those looking to enjoy a getaway. This charming town is situated near beautiful natural landscapes and outdoor activities, making it an ideal destination for families.

Visitors can choose from homes that often feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore. Many properties also provide convenient amenities such as Wi-Fi and air conditioning to ensure a comfortable stay.
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 that cater to travellers with furry companions. The area offers a variety of accommodations, including spacious homes that often feature amenities such as fully equipped kitchens, outdoor spaces for your pets to enjoy, and comfortable living areas for relaxation after a day of exploring. Many of these rentals are situated close to parks and nature trails, allowing for leisurely walks and outdoor activities with your pets.
Are there any remote work holiday rentals in Windham?
In Windham, New Hampshire, there are several holiday rentals that cater to remote work needs. Many of these properties are equipped with essential amenities such as Wi-Fi, dedicated office spaces, and comfortable desks with chairs, ensuring a productive work environment. 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 rental amenities include kitchens equipped with essential appliances such as microwaves, refrigerators, and stovetops, making it easy for guests to prepare their own meals. Many holiday rentals feature spacious living areas, allowing for relaxation after a day of exploring the scenic surroundings. These amenities cater to families and groups looking for the convenience of home while enjoying their stay in this charming part of New Hampshire.
When is the best time to visit Windham for a holiday rental?
April is the most popular month to visit Windham, making it an ideal time for holiday rentals. This period, from March to May, marks the peak season when visitors flock to the area to enjoy the vibrant spring atmosphere and the blooming landscapes. Outdoor activities abound, with hiking trails opening up and scenic views waiting to be explored, all set against the charming backdrop of New England.

During April, temperatures in Windham typically range from 5 to 15 degrees Celsius, providing a comfortable climate for sightseeing and enjoying the local attractions. Spring flowers begin to bloom, adding a splash of colour to the scenery, and it's a wonderful time to explore the nearby parks and nature reserves.

For those looking for a more budget-friendly option, consider planning your visit in December. While this month is quieter in terms of tourism, it offers a unique charm with winter activities and a peaceful atmosphere, superb for relaxation and enjoying the festive season.
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.
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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