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Chatham vacation rentals

We found 667 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Chatham that are perfect for your trip. Whether you're staying in a vacation rental with friends, family, or just with your pet, you'll find the amenities you need and want, which might include a fireplace and a washer and dryer. You'll be able to choose a rental for everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Chatham

Showing deals for:Nov 21 - Nov 28
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Find out more about Chatham

Find out more about Chatham

Why visit Chatham

  1. Family-Friendly Adventures: Chatham offers numerous activities perfect for families, ensuring memorable experiences for all ages.
  2. Charming Neighborhoods: Explore picturesque streets and friendly locals that enhance the area’s welcoming atmosphere.
  3. Outdoor Relaxation: Enjoy urban parks and nearby beaches for sun-soaked days and peaceful nature walks.
  4. Cultural Experiences: Immerse yourself in local arts centres and community events that reflect Chatham's rich culture.
  5. Variety of Accommodations: Choose from cozy condos, charming apartments, or private vacation homes for a comfortable stay.

Popular types of accommodation in Chatham

Planning a getaway to Chatham? You're in for a treat! Explore a variety of popular vacation rental options, including charming apartments, houses, and cozy condos. Whether you're searching for Chatham vacation rentals on Cape Cod, hotels, or motels, you'll find the perfect spot to relax and create lasting memories. Enjoy transparency, savings, and reassurance as you select your ideal accommodation for a delightful stay in this picturesque destination.

  • Apartments: The top choice among travelers in Chatham, offering convenience and comfort for solo adventurers or groups.
  • Houses: A popular selection, ideal for families or friends seeking spacious, homey accommodations.
  • Condos: A great option for those who enjoy modern amenities and communal facilities while staying in Chatham.
  • Cottages: These charming retreats provide a cozy atmosphere, perfect for romantic getaways or peaceful escapes.
  • Chalets: A unique choice for those craving a mountain-like experience, blending comfort with nature.**

Top attractions in Chatham

Chatham, New Jersey, is an ideal destination for family-oriented and outdoor-themed vacations, offering a blend of urban parks, modern colleges, and arts centres. Visitors can immerse themselves in the local culture while enjoying various family experiences. Explore reviews of Chatham vacation rentals, discover great local experiences, and consider day trips to make the most of your visit to this charming area.

  1. Statue of Liberty: An iconic symbol of freedom, this magnificent statue offers a cultural experience with stunning views of New York Harbour. You can explore the museum and learn about its history.
  2. American Dream: A vibrant entertainment and shopping destination, this tourist precinct is perfect for families. Enjoy outdoor activities, shopping, and attractions like an indoor amusement park and water park.
  3. Drew University: A historic institution nestled in a scenic campus, it showcases beautiful architecture and offers a rich cultural atmosphere. Explore the gardens and art galleries during your visit.

Things to do recommended for couples

For a romantic getaway in Chatham, indulge in a live concert at Wellmont Theatre, unwind at the luxurious Essex County Country Club, or pamper yourselves at Hand & Stone Massage And Facial Spa for a rejuvenating experience. Each destination offers a unique atmosphere perfect for couples.

Things to do recommended for families

In Chatham, families can cheer on their favourite teams at the Prudential Center, enjoy thrilling games at The Funplex, or unwind at Jumpnasium Kids Parties & More, perfect for relaxation and wellness. Each activity offers unique experiences to create lasting memories!

Things to do recommended for groups

Experience the vibrant Mall at Short Hills for shopping, enjoy a round of golf at the picturesque Baltusrol Golf Club, or immerse yourselves in the arts at the Shakespeare Theatre of New Jersey for a captivating performance. Perfect for creating lasting memories with friends!

What do I need to keep in mind when booking a vacation in Chatham

When planning your trip—whether you're heading out with a group, spending time with family, bringing along your pets, or seeking longer accommodations—it's important to focus on the right priorities while filtering your options. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Chatham with a group: Think about how many bedrooms you'll require, as well as additional features like a full kitchen or outdoor area for group get-togethers. Thankfully, you can easily refine your search to include these options and much more on Vrbo.
  • Traveling to Chatham with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Chatham: For many, a family vacation feels incomplete without their furry companion. If you can relate, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Chatham: If you’re in search of vacation rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Chatham

Chatham, New Jersey, offers a delightful blend of family-friendly adventures and outdoor relaxation. Explore charming neighborhoods and discover ideal vacation rental homes that cater to all your needs. With nearby beaches perfect for a day of sun, and the romantic atmosphere that envelops the area, Chatham is an excellent choice for a memorable getaway. Don't miss the chance to experience the unique coastal vibe and friendly locals that make this destination truly special.

  • Summit: Located a mere 3.2km from Chatham, Summit is a vibrant city that offers a delightful blend of family-friendly activities and outdoor experiences. Known for its charming shopping areas, including a notable shopping centre and mall, visitors can enjoy a leisurely day exploring unique boutiques and dining options. The local landmark, a modern square, serves as a hub for community events and gatherings, making it a great spot to soak in the local culture. Whether you’re looking to shop or simply enjoy the urban atmosphere, Summit provides a welcoming experience for tourists.
  • Madison: Also situated 3.2km from Chatham, Madison is an inviting city that appeals to families and outdoor enthusiasts alike. The area is rich in educational opportunities, with its historic college university adding to the local charm. Visitors can explore an array of shopping areas and enjoy the lively arena entertainment facility, perfect for a day out with the family. Madison's proximity to beautiful parks and family-friendly attractions, including a beach, offers a great balance of city and outdoor experiences, ensuring there's something for everyone to enjoy.
  • Madison Heights: Just 4.8km from Chatham, Madison Heights is a quaint village that provides a peaceful retreat for those seeking both city and outdoor experiences. With its charming shopping areas and focus on education, this village is ideal for families looking to explore. Visitors can stroll through the scenic square and modern college university, immersing themselves in the local atmosphere. The combination of family-friendly venues and outdoor spaces makes Madison Heights a delightful stop on your vacation journey.

Best time to go to Chatham

If you're planning a trip to Chatham, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in February to March and July, while off-peak times, like August and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January30.2°F (-1.0°C)Light RainMostly SunnyAverageSlightly Low
February32.0°F (0.0°C)Light RainMostly SunnySlightly HighSlightly Low
March39.6°F (4.2°C)Light RainMostly SunnySlightly HighSlightly Low
April50.5°F (10.3°C)Light RainMostly SunnyAverageAverage
May60.8°F (16.0°C)Light RainMostly SunnyAverageSlightly High
June69.4°F (20.8°C)Light RainMostly SunnyAverageAverage
July75.7°F (24.3°C)Light RainMostly SunnySlightly HighAverage
August73.8°F (23.2°C)Light RainMostly SunnySlightly LowSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October55.9°F (13.3°C)Light RainMostly SunnySlightly LowAverage
November44.1°F (6.7°C)Light RainMostly SunnySlightly LowAverage
December36.1°F (2.3°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's groundbreaking Trip Board offers you a dedicated area to plan new adventures, pick up right where you left off, or review and arrange your travel plans. You can easily access the properties you've saved and booked, now categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Chatham getaway

Experience the unique character of Chatham with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. 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

Are you searching for attractions to see while you're in town? Venture out of your cozy vacation rental and experience everything that Chatham has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Jumpnasium Kids Parties & More (11 mi / 17.7 km)
  • Staten Island Zoo (16.2 mi / 26 km)

Exploring the natural features in Chatham

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Chatham is a great spot to appreciate mother nature. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • South Mountain Reservation (4.8 mi / 7.7 km)
  • Morristown Green (6.4 mi / 10.3 km)
  • Pleasantdale Chateau (7.8 mi / 12.5 km)
  • Morristown National Historical Park (8.1 mi / 13 km)
  • Eagle Rock Reservation (8.6 mi / 13.8 km)
  • Warinanco Park (9.5 mi / 15.3 km)

Traveling to and around Chatham

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

If you prefer train travel, the main station serving the city is Chatham Station.

Frequently asked questions

How much does it cost to rent a vacation rental in Chatham?
Different factors can influence what you'll pay for your vacation rental in Chatham, like the season, length of stay and type of property. Still, all of our vacation homes have one thing in common — excellent value. Simply add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Chatham?
The average price for a vacation home by the beach in Chatham will depend on when you're going and the style and size of property you're searching for. Find prices quickly and easily on Vrbo by entering your preferred travel dates and destination. Then make use of the filter tool to pick the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a hot tub.
What are the top attractions for families in Chatham?
There are loads of amazing things to do and see with the family in Chatham, such as:

  • The Funplex
  • Hanover Lanes
  • Washingtons Headquarters Museum

How old do you have to be to rent a vacation rental in Chatham?
You'll need to check with the Chatham vacation home you'd like on Vrbo as the minimum age differs. However, typically it's 16, 18 or 21.
How long can I rent a vacation rental in Chatham for?
The length of time you can rent a vacation rental in Chatham is up to the property. Just enter your desired dates to view a list of options offering extended stays. With a range of features such as washing machines and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to discover the perfect place to call your home away from home in Chatham.

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