Chatham vacation rentals

We found 3,257 vacation rentals — enter your dates for availability

Select from 274 homes, 31 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.

Vacation rentals with weekly discounts - Chatham

Showing deals for:Jun 12 - Jun 19

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Find out more about Chatham

Why visit Chatham

  • Beautiful Beaches: Enjoy sun-soaked days at Chatham's stunning sandy shores, perfect for swimming and relaxation.
  • Chatham Lighthouse: Visit the iconic lighthouse, offering picturesque views and a glimpse into maritime history.
  • Charming Neighborhoods: Explore quaint areas like South Chatham, featuring delightful homes and scenic walks.
  • Outdoor Activities: Engage in various activities such as golfing and family-friendly adventures in the great outdoors.
  • Variety of Accommodations: Choose from cozy cottages to modern condos, catering to every traveler's needs.

Popular types of accommodation in Chatham

Planning a getaway to Chatham, MA? The next step is finding the perfect place to stay. Explore a range of accommodations, from charming houses and cozy cottages to modern condos. Whether you’re looking for ideal house rentals with spacious bedrooms or a relaxing retreat, Chatham offers something for everyone. Discover your dream vacation rental and make your trip unforgettable.

  • Houses: The top choice for travelers in Chatham, these homes offer a spacious and comfortable environment, perfect for families or groups.
  • Cottages: A charming option, cottages provide a cozy, quaint atmosphere ideal for a relaxing getaway by the sea.
  • Condos: These modern accommodations combine convenience and comfort, often featuring amenities like pools and fitness centers.
  • Apartments: A practical choice for visitors, apartments offer a home-like feel with facilities for cooking and living.
  • Cabins: Rustic and inviting, cabins are a delightful option for those seeking a nature-inspired retreat.**

Top attractions in and around Chatham

Chatham, Massachusetts, is a perfect destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a charming town atmosphere. Visitors can explore popular attractions like the beautiful beaches, the iconic Chatham Lighthouse, and picturesque waterfront homes. Golf enthusiasts will also find excellent courses nearby, making Chatham an ideal spot for a memorable vacation filled with culture and outdoor experiences.

  • Chatham Lighthouse: A historic lighthouse that offers picturesque views of the Atlantic Ocean. Its charming structure and surrounding beach provide a perfect backdrop for photography, and the cultural vibes make it a must-visit landmark.
  • Harwich Port: A vibrant town neighborhood located 5 miles from Chatham, Harwich Port features delightful shops, restaurants, and a bustling marina. Experience the city vibes while enjoying fresh seafood and local boutiques.
  • Ocean Edge Golf Club: A beautiful golf course accommodation set 7 miles away, offering stunning views and challenging play. Perfect for golf enthusiasts, the club combines luxury and leisure in a scenic setting.

Things to do recommended for couples

For a romantic escape in Chatham, consider a round of golf at Twin Brooks Golf Course, a luxurious private club just 18 miles away. Enjoy breathtaking views and a tranquil atmosphere, perfect for couples seeking a memorable experience together.

Things to do recommended for families

Families can explore the beautiful beaches of Chatham, enjoy a scenic bike ride along the Cape Cod Rail Trail, and visit the Chatham Marconi Maritime Center for hands-on exhibits. Don't miss the chance to spot seals on a boat tour or enjoy a day at the local fish pier.

Things to do recommended for groups

Explore the scenic Cape Cod National Seashore, take a whale watching tour from Chatham Harbor, or indulge in a seafood feast at local restaurants. Don't miss the charming Chatham Lighthouse and the vibrant local shops for a true taste of New England coastal life.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip, whether you're traveling with a group, your family, or pets, or if you're seeking extended stays, it's important to prioritize your preferences. Here are some helpful booking tips for using Vrbo.

  • Traveling to Chatham with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and 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 age-appropriate amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your travel experience.
  • Taking your pets with you to Chatham: For many families, a vacation isn't truly fulfilled without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that both you and your pets feel comfortable and at home.
  • Planning for a long term stay visiting Chatham: If you're searching for vacation rentals that offer great deals 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 amenities like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Chatham

Chatham, Massachusetts, is a charming coastal destination perfect for a relaxing beach vacation. With its stunning beaches, picturesque scenery, and trendy atmosphere, visitors can explore the nearby neighborhoods of South Chatham and other Cape Cod gems. Enjoy leisurely strolls past charming homes, indulge in family-friendly activities, or savor romantic sunsets by the shore. This quaint town offers a delightful blend of luxury and laid-back vibes, making it an ideal getaway for every traveler.

  • Brewster: Nestled about 8 miles from Chatham, Brewster is a charming town known for its stunning outdoor scenery and recreational opportunities. Visitors flock to Brewster for its beautiful beaches, making it a perfect spot for sunbathing, swimming, and family outings. The town features excellent golf courses and abundant recreational areas, providing plenty of activities for nature enthusiasts. Don't miss the picturesque Cape Cod Bay, where you can enjoy breathtaking sunsets and coastal views.
  • West Chatham: Just 2 miles from Chatham, West Chatham is a delightful destination for beach lovers and outdoor adventurers. The local beaches offer a serene atmosphere, perfect for relaxing or engaging in water sports. Families can enjoy the playgrounds, while golf enthusiasts have easy access to well-maintained courses. The beauty of the surrounding landscape enhances the experience, making it a great place to unwind and appreciate the natural charm of Cape Cod.
  • North Chatham: Located a mere mile from Chatham, North Chatham combines scenic beauty with a relaxed beach vibe. This area is a haven for those seeking outdoor experiences, with its lovely beaches and recreational areas inviting exploration. Golfing is a popular pastime here, alongside leisurely walks along the coastline. The proximity to the Cape also offers unique attractions, ensuring visitors have plenty of options to enhance their stay.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly CloudyAverageSlightly Low
February35.4°F (1.9°C)Light RainMostly CloudyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly CloudyAverageSlightly 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 HighSlightly High
July69.6°F (20.9°C)Light RainMostly SunnyModerately HighSlightly High
August70.3°F (21.3°C)Light RainMostly SunnyModerately HighSlightly 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 next adventure? Being flexible with your travel dates can help, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner definitely has its perks. By enrolling in our travel rewards program, One Key, you can immediately access member discounts and earn OneKeyCash on eligible reservations. Sign up today and begin your savings journey.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient way to plan new trips, manage your existing plans, and keep track of your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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 best area to stay in Chatham, Massachusetts, United States of America when booking a vacation rental?
One of the best areas to stay in Chatham, Massachusetts, is the charming downtown neighborhood. This area is vibrant and offers a delightful mix of boutique shops, restaurants, and art galleries, making it an ideal spot for visitors looking to immerse themselves in local culture. With a variety of vacation rentals available, you'll find options that range from cozy cottages to spacious homes, accommodating different group sizes and preferences.

While staying downtown, you can easily explore the beautiful Chatham Lighthouse Beach, known for its picturesque views and soft sands, superb for a relaxing day by the ocean. Another highlight is the Chatham Fish Pier, where you can watch the local fishermen at work and sometimes even spot seals lounging nearby.
How much does it cost to rent a vacation home in Chatham?
Prices for vacation 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 vacation 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.
Where are the best areas for renting a beach house in Chatham?
For renting a beach house in Chatham, the area around Chatham Lighthouse Beach is highly recommended. This picturesque spot not only offers stunning views of the Atlantic Ocean but also a sandy beach great for swimming and sunbathing. Vacation rentals here often feature amenities such as outdoor decks for soaking in the sun, fully equipped kitchens for convenient meal preparation, and sometimes even private access to the beach.

Additionally, the area near Hardings Beach is another great option, where families can find spacious properties with easy access to the water. Many of these homes come equipped with outdoor showers, grills for summer barbecues, and ample yard space for children to play. The proximity to local shops and restaurants enhances the appeal, allowing travelers to enjoy fresh seafood and local cuisine without venturing far from their accommodations.

For those interested in a more tranquil setting, the neighborhoods along Pleasant Bay offer stunning views and a peaceful atmosphere. Here, travelers can find charming cottages and larger homes with amenities like kayaks or paddleboards available for use, ideal for exploring the bay's serene waters. Find your rental near the beach in Chatham.
What is the most popular type of vacation rental accomodation in Chatham?
In Chatham, vacation houses are the most popular rental option, with approximately 236 available throughout the area. These homes are often situated in charming neighborhoods close to the beaches and scenic harbor, providing a superb base for exploring the Cape Cod region. Most vacation houses come equipped with modern amenities, including fully stocked kitchens, spacious living areas, and outdoor decks or patios ideal for enjoying the fresh coastal air.

Additionally, there are about 24 cottages available for those seeking a more quaint, cozy retreat. These cottages typically feature a rustic charm, with comfortable furnishings and access to lovely outdoor spaces. There are also around 15 condos and several apartments, which cater to travelers looking for more compact accommodations.
Are there any family house rentals in Chatham?
In Chatham, Massachusetts, families can choose from a wide selection of vacation homes, with around 188 rentals available throughout the area. The town is known for its charming New England atmosphere and beautiful coastal scenery, making it an ideal destination for family gatherings. Properties often come equipped with spacious living areas, full kitchens for preparing meals together, and outdoor decks or patios where family members can enjoy the fresh sea air.

Travelers will find these homes conveniently located near popular attractions such as Chatham Lighthouse Beach, superb for a day of sand and surf, as well as the Monomoy National Wildlife Refuge, which offers opportunities for hiking and wildlife observation. Many rentals also include amenities like Wi-Fi, air conditioning, and sometimes even private yards where children can play.
Can I rent a vacation home with a pool or hot tub in Chatham?
In Chatham, Massachusetts, there are plenty of vacation homes available for rent that come with pools or hot tubs, with around 29 options to choose from. This picturesque coastal town is known for its charming New England atmosphere, beautiful beaches, and scenic views. Many of these rentals can be found in neighborhoods close to the shoreline, offering easy access to local attractions and the ocean.

Travelers can expect a range of amenities in these properties, including private pools, relaxing hot tubs, outdoor patios, and well-equipped kitchens, making them ideal for both relaxation and family gatherings. Some homes may also feature spacious living areas, outdoor dining spaces, and lush gardens, allowing guests to enjoy the serene surroundings. Find your rental in Chatham with a pool or a hot tub.
Can I find long-stay vacation rentals in Chatham?
A long-stay vacation rental in Chatham is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Chatham?
In Chatham, Massachusetts, travelers will find a variety of pet-friendly house rentals, with over 130 options available. These rentals typically feature amenities such as spacious backyards, outdoor decks, and fully equipped kitchens, making them ideal for families or groups traveling with pets. Many properties are designed for comfort, offering cozy living spaces and multiple bedrooms.

Chatham is known for its beautiful beaches, and many of the rentals are conveniently located near areas like Lighthouse Beach and Hardings Beach, where pets may be allowed during certain hours. Additionally, the town has nearby parks and scenic walking trails, providing ample opportunities for outdoor activities with pets.
Are there any remote work vacation rentals in Chatham?
In Chatham, Massachusetts, there are numerous remote work-friendly vacation rentals available—around 274 options throughout the area. This charming coastal town offers a variety of properties that cater to remote workers, featuring amenities such as reliable Wi-Fi, dedicated office spaces, and comfortable living areas conducive to productivity. Many rentals come with fully equipped kitchens, allowing for convenient meal preparation, and some even offer outdoor spaces to enjoy fresh air during breaks.

Travelers can find accommodations near popular attractions like the Chatham Lighthouse and the picturesque beaches along the Cape Cod shoreline. The local community is rich in history and culture, providing plenty of opportunities for leisure activities after work hours, including quaint shops, seafood restaurants, and scenic walking trails. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Chatham vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Chatham with parking available—perfect for families or travelers 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 Chatham?
In Chatham, popular vacation rental amenities include a fully equipped kitchen, allowing travelers to prepare their own meals during their stay. Many rentals also feature a deck or patio, providing a great space for outdoor relaxation or dining while enjoying the coastal views. Onsite parking is commonly available, making it convenient for guests traveling with their own vehicles. Additionally, many properties come equipped with a coffee or tea maker, enhancing the morning routine.
When is the best time to visit Chatham for a vacation rental?
The best time to book a vacation rental in Chatham is during the peak season from June to August, with July being the most popular month for visitors. This vibrant period attracts beachgoers and families eager to soak up the sun along the Cape Cod coastline. Warm temperatures, typically ranging from the mid-60s to mid-80s Fahrenheit, create an inclusive setting great for outdoor activities like swimming, sailing, and exploring local shops and restaurants.

While summer brings bustling crowds and lively events, many travelers find joy in the sense of community during this time, whether it's at local farmers' markets or beach bonfires. If you prefer a quieter experience, visiting in November can be a great alternative. During this time, you can enjoy Chatham's beautiful coastal scenery without the summer rush, and the tranquility offers a chance for reflective walks along the shore or visiting the charming local galleries.

Ultimately, your ideal time to visit Chatham will depend on whether you thrive in the energetic summer atmosphere or seek the peaceful charm of the off-season.
How early should I book a Chatham vacation rental?
Book your Chatham vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Chatham, Massachusetts, United States of America?
In Chatham, visitors can enjoy a variety of attractions that showcase the charm of Cape Cod. The Chatham Lighthouse, located near the coast, offers picturesque views and is a popular spot for photos. Nearby, the Chatham Fish Pier provides a glimpse into the local fishing industry, and visitors can watch the boats come in with their daily catch.

The charming Main Street is lined with boutiques, galleries, and eateries, making it a delightful area for shopping and dining. At the end of Main Street, travelers can find the scenic Chatham Bars Inn Beach, great for relaxing by the ocean.

For nature enthusiasts, the Monomoy National Wildlife Refuge offers trails and opportunities for birdwatching and seal watching, while the nearby Cape Cod National Seashore features beautiful beaches and scenic landscapes.
Can I change or cancel my Chatham home rental booking on Vrbo?
To find Chatham vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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