Chatham holiday rentals

We found 818 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Chatham 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 cable TV and a washer and dryer. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

  • 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

Choose a holiday rental for your Chatham getaway

Learn about the unique charm of Chatham with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Chatham

Do you want to find things to do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Chatham has to offer. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Baltusrol Golf Club (3.8 mi / 6.1 km)
  • The Funplex (4.8 mi / 7.8 km)
  • Turtle Back Zoo (5.7 mi / 9.2 km)
  • Galloping Hill Golf Course (6.9 mi / 11 km)
  • Hyatt Hills Golf Course (8.5 mi / 13.7 km)
  • Jumpnasium Kids Parties & More (11 mi / 17.7 km)

Exploring the natural features in Chatham

Whether you're an outdoor enthusiast or just want to take in the scenery, Chatham is a great place to spend some time outside. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Reeves-Reed Arboretum (2 mi / 3.3 km)
  • South Mountain Reservation (4.8 mi / 7.7 km)
  • Frelinghuysen Arboretum (5.8 mi / 9.3 km)
  • Morristown Green (6.4 mi / 10.3 km)
  • Pleasantdale Chateau (7.8 mi / 12.5 km)
  • Eagle Rock Reservation (8.6 mi / 13.8 km)

Travelling to and around Chatham

The nearest airport is in Morristown, NJ (MMU-Morristown Municipal), located 4.3 mi (6.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Caldwell, NJ (CDW-Essex County), which is 10.8 mi (17.4 km) away.

If you'd prefer to travel by train, the main station serving the city is Chatham Station.

Frequently asked questions

What is the best area to stay in Chatham when booking a holiday rental?
When considering a holiday rental in Chatham, New Jersey, the best area to stay is the charming downtown district. This vibrant neighbourhood is known for its picturesque streets lined with boutique shops, cafes, and restaurants, making it an ideal spot for visitors looking to experience local culture and cuisine.In downtown Chatham, you'll find the historic Chatham Train Station, which not only provides convenient access to New York City for a day trip but also showcases the town's rich history. Additionally, the nearby Chatham Fish & Game Club offers a unique glimpse into local recreational activities.The area boasts a variety of properties, from quaint cottages to more spacious family homes, suiting different preferences and group sizes. Staying in this lively part of Chatham allows you to enjoy the warm community atmosphere while still being close to some of the region's top attractions, such as the beautiful Taylor Park, superb for leisurely strolls or picnics.
When is the best time to visit Chatham for a holiday rental?
The best time to visit Chatham for a holiday rental is during the peak season, which runs from February to April. This period brings a lovely array of activities for both adventure seekers and those looking to unwind in the charming New Jersey town. March, in particular, is a highlight, as the weather begins to warm up, providing a comfortable climate for outdoor sightseeing, with temperatures typically ranging from around 5 to 15 degrees Celsius.As spring unfolds, visitors can explore the beautiful local parks and partake in outdoor activities that showcase Chatham's scenic beauty. The vibrant setting during these months attracts families and couples alike, making it an ideal time to experience community events and enjoy the blooming landscapes.For those looking for a more budget-friendly option, consider visiting in October. This month offers a unique charm, with the opportunity to witness the stunning fall foliage and partake in various seasonal festivities. The quieter ambiance allows for a more relaxed exploration of the area, great for leisurely strolls through the historic downtown or enjoying local dining.
What are the top attractions in Chatham?
In Chatham, New Jersey, visitors can enjoy a variety of attractions that showcase the charm of this suburban town. The downtown area features a selection of quaint shops, cafes, and restaurants, great for leisurely strolls and discovering local flavours. The Chatham Train Station, a historic site, offers easy access to New York City for those looking to explore beyond the town.For outdoor enthusiasts, the nearby Columbia Park provides ample green space, walking trails, and sports facilities, making it a great spot for family activities. Additionally, the Chatham Borough Hall, with its distinctive architecture, offers a glimpse into the town's history. Just a short drive away, the Great Swamp National Wildlife Refuge presents opportunities for hiking and birdwatching, immersing visitors in nature.
Are all fees included in the Chatham holiday homes prices shown on Stayz?
Stayz 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 Chatham holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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 Chatham holiday homes?
You can find great discounts on holiday homes in Chatham on Stayz, 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 Chatham holiday home booking on Stayz?
To find Chatham holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Chatham?
A long-stay holiday home 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 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 Stayz?
Stayz'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 Chatham holiday home?
Book your Chatham 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Chatham?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Chatham to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas