Chatham vacation rentals

We found 3,237 vacation rentals — enter your dates for availability

Select from 281 homes, 30 cottages, and other vacation rentals in Chatham to find one that's perfect for your trip. Vacation homes offer the amenities you expect for your family, friends, or furry companion, such as parking and a pool. At the end of the day, you're sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.
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Find out more about Chatham

Find out more about Chatham

Why visit Chatham

  1. Stunning Beaches: Chatham boasts beautiful sandy beaches perfect for sunbathing, swimming, and beachcombing.
  2. Historic Lighthouses: Explore charming lighthouses that offer a glimpse into the region's maritime history.
  3. Cultural Experiences: Enjoy local museums and art galleries that showcase the vibrant culture of Cape Cod.
  4. Outdoor Activities: Take advantage of nature trails, kayaking, and biking for an adventurous getaway.
  5. Welcoming Atmosphere: Experience the friendly locals and charming ambiance that make Chatham a memorable destination.

Popular types of accommodation in Chatham

Discover the charm of Chatham with our diverse vacation rentals. Whether you’re looking for a cozy cottage, a spacious apartment, or a private vacation home, we have options that cater to every need. Enjoy beach rentals and waterfront homes that offer stunning views, or unwind on a deck amidst the beauty of Chatham. With spacious bedrooms and family-friendly amenities, your perfect getaway awaits!

  • Houses: The top choice for vacationers in Chatham, these homes offer a spacious and comfortable setting, perfect for families or groups.
  • Cottages: These charming, often coastal retreats provide a cozy atmosphere, ideal for a relaxing getaway.
  • Apartments: A convenient option for travelers looking for a home-like experience with essential amenities.
  • Condos: Offering a blend of luxury and convenience, condos are popular for those seeking modern facilities.
  • Villas: These upscale accommodations provide a lavish experience for those wanting an indulgent stay.**

Top attractions in Chatham

Chatham, Massachusetts, is a perfect destination for beach and outdoor enthusiasts. Explore its stunning beaches, historic lighthouses, and intriguing museums. Ideal for those seeking cultural experiences and relaxation, visitors can enjoy nature trails and book outdoor activities. Whether you're planning a Cape Cod vacation or simply looking to unwind, Chatham offers a delightful blend of scenery and adventure for everyone.

  1. Harwich Port: A charming seaside neighborhood with a vibrant town atmosphere, Harwich Port offers delightful shops, restaurants, and scenic views. Enjoy leisurely strolls along the waterfront and experience the local culture.
  2. Chatham Lighthouse: This historic lighthouse is a symbol of Chatham's maritime heritage. With stunning architecture and breathtaking views of the Atlantic, it's a perfect spot for photography and appreciating the area's rich history.
  3. Chatham Lighthouse Beach: Located just a mile from Chatham, this picturesque beach features soft sands and gentle waves, ideal for sunbathing, swimming, and beachcombing while enjoying the serene coastal scenery.

Things to do recommended for couples

Embark on a romantic getaway in Chatham! Enjoy a concert at the Cape Cod Melody Tent, pamper yourselves at Sol Spa for ultimate relaxation, and challenge each other at Cape Escape Adventure Golf for some lighthearted fun. Create unforgettable memories together in this charming seaside town!

Things to do recommended for families

Your family will love the excitement at Veterans Field, where sports vibes abound. For more adventure, head to Cape Cod Inflatable Park, just 14 miles away, or enjoy fun at Cape Cod Baseball & Bumper Boats, located 7 miles from Chatham. Great memories await!

Things to do recommended for groups

Start your adventure at the bustling Chatham Fish Pier, then hit the greens at Ocean Edge Golf Club, just 7 miles away. For a scenic experience, explore the Cape Cod Rail Trail, located 10 miles from Chatham, perfect for outdoor enthusiasts and adventure seekers.

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

If you're planning a trip with a group, family, pets, or seeking extended stays, be sure to filter your options according to your key priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Chatham with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group get-togethers. Luckily, you can easily narrow down your options on Vrbo to find exactly what you need and more.
  • Traveling to Chatham with young kids: Traveling with little ones can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions to make your trip more enjoyable.
  • Taking your pets with you to Chatham: For many families, a vacation wouldn't be the same without their furry companions. If you relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that your entire family feels comfortable and at home.
  • Planning for a long term stay visiting Chatham: If you're in search of vacation rentals that offer 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 like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Chatham

Chatham, Massachusetts, is a delightful vacation spot that offers stunning beaches, breathtaking scenery, and a trendy art scene. Just a short distance from downtown Chatham, visitors can explore charming Cape Cod and enjoy family-friendly excursions. Whether you're seeking a romantic getaway or a relaxing retreat, Chatham's welcoming atmosphere and friendly locals make it a memorable destination for everyone.

  • Nantucket: Nantucket is a charming island city located 28 miles from Chatham, renowned for its stunning beaches and picturesque scenery. This destination offers a quintessential New England experience with its historic cobblestone streets and beautiful lighthouses. Visitors can enjoy outdoor activities such as golfing at scenic courses or relaxing on breathtaking beaches. Popular spots include the family-friendly beaches and the captivating Cape Cod National Seashore. With its rich maritime history, Nantucket is perfect for those seeking a blend of relaxation and exploration.
  • Eastham: Situated 10 miles from Chatham, Eastham is a delightful town that emphasizes natural beauty and outdoor adventure. Known for its scenic landscapes and pristine beaches, Eastham is an ideal spot for nature lovers. Visitors can hit the hiking trails or enjoy a round of golf at one of the local courses. The area is also famous for its family-friendly beaches and proximity to the stunning Cape Cod National Seashore, making it a perfect destination for a day of exploration and relaxation by the water.
  • North Chatham: Just 1 mile away from Chatham, North Chatham offers a serene atmosphere with easy access to beautiful beaches and scenic outdoor spaces. This quaint locale is perfect for families, featuring playgrounds and theaters for entertainment. Outdoor enthusiasts can take advantage of the local golf courses and enjoy the area's stunning coastline. With its welcoming community vibe and proximity to the beach, North Chatham is an excellent spot for those looking to unwind while enjoying the natural beauty of Cape Cod.

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 August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6°F (2.0°C)Light RainMostly CloudyAverageModerately Low
February35.4°F (1.9°C)Light RainMostly CloudyAverageModerately Low
March38.5°F (3.6°C)Light RainMostly CloudyAverageModerately Low
April45.3°F (7.4°C)Light RainMostly SunnyAverageAverage
May53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
June61.7°F (16.5°C)Light RainMostly SunnyModerately HighModerately High
July69.6°F (20.9°C)Light RainMostly SunnyModerately HighModerately High
August70.3°F (21.3°C)Light RainMostly SunnyModerately HighModerately High
September65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
October57.9°F (14.4°C)Light RainMostly SunnyModerately LowAverage
November48.6°F (9.2°C)Light RainMostly SunnyModerately LowAverage
December41.5°F (5.3°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to unlock even more savings. To discover a Vrbo property that meets your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect place for your getaway!

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash™ on the full booking amount. Being the organizer truly has its perks! Become a member of our OneKey rewards program to unlock special savings and earn OneKeyCash™ on qualifying stays. Sign up now and begin accumulating rewards.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform where you can easily plan new trips, continue from where you previously paused, or manage your travel arrangements. You'll see your saved or booked properties organized into categories: Potential, Upcoming, and Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Find beachfront fun with a Chatham house rental

Enjoying the most coastline of any town in the area, Chatham features Cape Cod house rentals with plenty of space and very short walks to the water. Gorgeous sunsets make this lovely town glow by evening. Visit the picturesque Chatham Lighthouse or some of the many historic homes and buildings to learn the area’s history. If you visit in July, don’t miss the Cape Cod Hydrangea Festival, which features tours of meticulously maintained private backyard gardens and benefits local nonprofits.

 

Tourist attractions near Chatham vacation rentals

Chatham offers many points of interest for history lovers and is a great place to explore Cape Cod’s maritime past. Originally a fishing village, the town still boasts its famous lighthouse, with many of the buildings dating back to the 18th century. Visit Chatham’s popular railroad museum, which dates back to 1887 and houses hundreds of exhibits, including both models and full-size engines that the whole family will enjoy. Experience the area’s colonial past at Caleb Nickerson Homestead, or see how life in the area used to be at Chatham’s Old Grist Mill, built in 1797.

Things to do near Chatham vacation homes

No visit to Chatham is complete without a day at one of the area’s pristine, white sandy beaches. You may even catch a glimpse of the local seals at the famous Chatham Lighthouse Beach, or handsome Harding Beach. The area is well-suited to sea lovers, with many exciting ways to enjoy the waves. Chatham vacation rentals mean you're in a prime position to get involved in the local sport-fishing scene, hire a boat for the day, or take a windsurfing lesson. Alternatively, sign up for a seal tour and get a close-up view of these fascinating creatures.

Local weather for your trip to Chatham vacation homes

You can't beat Chatham for a warm, sunny beach holiday complemented by Cape Cod’s cool, Atlantic breeze. The town is at its most lively in the summer months when the weather is reliably warm, with comfortable average highs of around 70 F between June and September. The weather makes the area perfect for outdoor activities such as hiking, biking, or golfing, with wonderful views of the Atlantic Ocean from the Seaside Links. Many Chatham vacation rentals are located within walking distance of the area’s white, sandy beaches.

Keep an eye out for nature in charming, coastal Chatham

With a Chatham vacation rental, you'll be a hop, skip, and a jump from some of the northeast's most compelling natural splendor. Thanks to its position on the Atlantic, the area has plenty of broad, sandy beaches and rocky coastline, most of which offers scenic views of the calm Nantucket Sound. If you enjoy birdwatching then don't forget to pack your binoculars. A complex ecosystem of marshland and sandy dunes, the 7,600-acre Monomoy National Wildlife Refuge is a popular destination where you can see intertidal life and numerous species of migratory birds.

How to get to and around Chatham

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 16.8 mi (27 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Nantucket, MA (ACK-Nantucket Memorial), which is 29.9 mi (48.1 km) away.

Family attractions near Chatham vacation rentals

Chatham has plenty of family-friendly attractions for kids of all ages. Vacation homes are close to places like the Cape Cod National Seashore, a shoreline with miles of dunes, sandy beaches, salt marshes, and hiking trails, and the Chatham Lighthouse, a historic lighthouse with a keeper’s cottage and spectacular views. You may also like Monomoy National Wildlife Refuge, a protected habitat for migratory birds and salt and freshwater marshes.

Romantic vacation homes in Chatham

Couples looking for romance can enjoy an array of attractions in Chatham. Vacation rentals can be found near places like Atwood Museum, a restored historic home with galleries exploring the history and culture in the region, and Kate Gould Park, a vibrant park with recreation areas and festivals. You'll also like Linnell Landing Beach, a bayside beach with scenic sunsets and calm waters for swimming and kayaking.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Chatham?
Based on our data, cottages are the most popular type of property in Chatham. But naturally, everyone’s idea of an awesome stay can vary. Vrbo has vacation homes in a variety of shapes and sizes, so you’re sure to find your ideal match.
How much does it cost to rent a vacation rental in Chatham?
The average price for a vacation home in Chatham depends on several factors, such as time of year, length of stay and property type. Whether you’re dreaming about a sprawling villa with lots of bedrooms or a quaint cabin perfect for just you and the kids, just enter your dates of travel to discover some great-value stays.
How much does it cost to rent a beach house in Chatham?
Prices for beach houses in Chatham will vary depending on the type and size of the property and when you plan to travel. Simply enter your travel dates into Vrbo and the number of guests to view your options and prices. From there you can use our filter tool to refine your search results by amenities, nearby activities, ratings and more.
Are there pet-friendly vacation rentals in Chatham?
With 456 vacation rentals that host pets, your furry little friend can also come along on your Chatham vacation. Use our filter tool to browse our pet-friendly vacation rentals and find a pad that’ll set tails wagging on Vrbo.
Can I rent a house with a pool in Chatham?
Grab your swimwear and inflatable lounger, because there are 47 houses with a private pool in Chatham. Book one of these superb vacation rentals and enjoy a pool day every day. Simply enter your dates into Vrbo, then use the “pool” filter to find a place to make a splash!
What are popular rental amenities in Chatham?
The most popular rental amenities guests are looking for in Chatham are an electric car charging station, a swimming pool and a barbecue grill. Whether you’re hitting the road with pals, family or even pets, Vrbo vacation properties feature the best amenities for making epic memories with the people that matter most.
Are there large group vacation rentals in Chatham?
You’ll find 117 properties in Chatham that can host 10 or more guests. Whether you’re organizing time away with the family or an event like a party, there’s ample room to get your favorite people together under one roof.
Are there vacation rentals in Chatham that welcome kids?
With 449 family-friendly vacation rentals available in Chatham, now is a fantastic time to introduce the kiddos to the joys of travel. Check our “Properties good for families” filter box to view stays that feature conveniences ideal for vacationing families, such as multiple bedrooms, outdoor spaces, entertainment areas and hot tubs.
What are the top attractions for families in Chatham?
Keeping the kids amused during your Chatham vacation is easy with these leading family-friendly attractions:

  • Chatham Fish Pier
  • Chatham Drama Guild
  • Chatham Lighthouse

Are there one-bedroom vacation rentals in Chatham?
There are 24 one-bedroom properties in Chatham to choose from. A one-bedroom vacation rental is a great option if it’s just the two of you or if you’re vacationing solo. Add in more convenience, space and privacy than a regular hotel, and you’ll be sure to have a trip to remember.
Can I find two-bedroom vacation rentals in Chatham?
Chatham has 69 two-bedroom vacation properties to select from. Enjoy a vacation home with all the comfort and space you’re looking for at an attractive price on Vrbo.
Are there vacation rentals with WiFi in Chatham?
You’ll have a choice of 147 vacation rentals with WiFi in Chatham. If you’d like to disconnect from daily life during your trip, but still want to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Chatham?
There are 426 vacation homes with air conditioning in Chatham giving you that cooling breeze and extra bit of comfort. Just enter your preferred dates of travel and then use our handy filter tool to help you find properties with air conditioning.
How old do you have to be to rent a vacation rental in Chatham?
The minimum required age is normally 16, 18 or 21. It can change from one property to another on Vrbo, so check the rules of your preferred Chatham stay before making a booking.
How long can I rent a vacation rental in Chatham for?
It’s down to the Chatham property. To browse available options offering extended stays, simply type your travel dates and number of people into the Vrbo search page. Enjoy having the whole place to yourself, along with home comforts like air conditioning, a fully-equipped kitchen and a yard where the kids can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Chatham?
In Chatham, you’ll find some fabulous discounts and deals for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether it’s a short getaway or an extended stay, we offer a variety of options to suit your style.

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