Photo by Robbie Martin

Chatham holiday lettings

We found 1,325 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Chatham to find one that's perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and parking. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Chatham

Showing deals for:17 Jul - 24 Jul

Image gallery for Gorgeous Mountainside Chalet in Jackson, NH

Living area
10 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

Gorgeous Mountainside Chalet in Jackson, NH

Jackson

16% off
Price is £1,865
for 7 nights, 1 chalet
£266 per night
includes taxes & fees
Gorgeous Mountainside Chalet in Jackson, NH

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Travel to adventurous Chatham

Learn about the unique charm of Chatham with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Chatham

Are you hoping to discover attractions to see while you're in town? Venture out of your cosy holiday rental and experience everything that Chatham has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Black Mountain Ski Area (7.7 mi / 12.3 km)
  • Cranmore Mountain Resort (8.6 mi / 13.9 km)
  • Wentworth Golf Club (8.7 mi / 14 km)
  • Story Land (9.1 mi / 14.6 km)
  • North Conway Country Club (9.6 mi / 15.5 km)
  • Kahuna Laguna (10.1 mi / 16.3 km)

Exploring the natural landscape of Chatham

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Chatham is a great place to spend some time outside. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Kezar Lake (6.8 mi / 10.9 km)
  • White Mountain National Forest (6.9 mi / 11.1 km)
  • Jackson Falls (8.4 mi / 13.6 km)
  • Diana's Baths (10.2 mi / 16.4 km)
  • Cathedral Ledge Lookout (10.4 mi / 16.8 km)
  • Echo Lake State Park (10.6 mi / 17 km)

Travelling to and around Chatham

Fly into Fryeburg, ME (FRY-Eastern Slopes Regional), the closest airport, located 12.5 mi (20.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Whitefield, NH (HIE-Mount Washington Regional), which is 30.1 mi (48.4 km) away.

Frequently asked questions

What is the best area to stay in Chatham when booking a holiday rental?
When considering the best area to stay in Chatham, New Hampshire for a holiday rental, the charming neighbourhood of Cape Chatham stands out as an excellent choice. This picturesque area offers a delightful blend of natural beauty and local attractions. One of the highlights is the breathtaking Cape Chatham Lighthouse, which not only provides stunning coastal views but also serves as a great spot for photography enthusiasts. Additionally, the nearby Monomoy National Wildlife Refuge is a fantastic destination for nature lovers, offering opportunities for birdwatching and scenic walks through its diverse landscapes.

In terms of holiday rentals, there is a varied selection of properties available in Cape Chatham, ranging from quaint cottages to larger family homes, ensuring that visitors can find accommodations that suit their needs.
How much does it cost to rent a holiday home in Chatham?
Prices for holiday rentals in Chatham 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 Chatham 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 Chatham holiday house rentals?
You can find great discounts on house rentals in Chatham 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.
Can I find long-stay holiday rentals in Chatham?
A long-stay holiday rental in Chatham 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 any Chatham holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Chatham 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.
How early should I book a Chatham holiday rental?
Book your Chatham 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 Chatham?
In Chatham, New Hampshire, visitors can enjoy a range of attractions that highlight the area's natural beauty and outdoor activities. The White Mountain National Forest is a major draw, offering stunning landscapes for hiking, skiing, and wildlife observation. For those interested in water activities, the nearby Kezar Lake provides opportunities for swimming, fishing, and kayaking, making it a great spot for summer relaxation.

The quaint downtown area has charming shops and local eateries that capture the essence of New England hospitality. Additionally, the nearby Mount Washington area is popular for its scenic drives and breathtaking views, especially from the summit, where visitors can experience some of the highest peaks in the northeastern United States.
Can I change or cancel my Chatham home rental booking on Vrbo?
To find Chatham 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 Chatham 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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