South Chatham vacation rentals

We found 708 vacation rentals — enter your dates for availability

Select from 96 homes, 14 cottages, and other vacation rentals in South Chatham to find one that's perfect for your trip. Whether you're traveling with your kids or with friends, vacation homes have the best amenities for hanging out with the people that matter most, which might include cable TV and a washer and dryer. You'll be able to choose a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - South Chatham

Showing deals for:Dec 5 - Dec 12

Image gallery for Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View

View of property
10 out of 10 rating
Exceptional
(17 reviews)

Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View

South Chatham, MA

9% off
Price is $905
$6,332 for 7 nights
All fees included
Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about South Chatham

Find out more about South Chatham

Why visit South Chatham

  • Beautiful Beaches: South Chatham boasts stunning beaches perfect for sunbathing, swimming, and leisurely strolls along the shore.
  • Historic Lighthouses: Explore the iconic lighthouses that dot the coastline, offering a glimpse into the area's maritime history.
  • Charming Downtown: Discover quaint shops, local eateries, and vibrant galleries in the picturesque downtown Chatham.
  • Outdoor Activities: Engage in various outdoor pursuits like kayaking, fishing, and hiking amidst the scenic landscapes.
  • Diverse Vacation Rentals: Enjoy a range of comfortable accommodations, from cozy cottages to luxurious waterfront homes.

Popular types of accommodation in South Chatham

Discover the charm of South Chatham with Vrbo's diverse vacation rentals. Whether you're seeking a cozy cottage, a spacious private home, or a luxurious waterfront retreat, we have options that cater to every traveler. Enjoy beach rentals that put you steps from the sand, or unwind in beautifully appointed condos with ample bedrooms. Whatever your preference, South Chatham has the perfect getaway waiting for you.

  • Houses: The top choice for visitors in South Chatham, these spacious homes offer a cozy atmosphere for families or groups.
  • Cottages: Charming and often nestled near the beach, cottages provide a quaint getaway for those seeking relaxation.
  • Condos: Modern and convenient, condos are ideal for travelers looking for amenities and easy access to local attractions.
  • Apartments: A practical choice, apartments offer a home-like feel with the freedom to cook and unwind.
  • Cabins: Perfect for nature enthusiasts, cabins provide a rustic retreat surrounded by the natural beauty of South Chatham.**

Top attractions near South Chatham

South Chatham, Massachusetts, is perfect for beach lovers and outdoor enthusiasts seeking scenic beauty. Explore popular attractions such as local beaches, historic lighthouses, and charming historic houses. This coastal destination offers a blend of culture and outdoor experiences, making it ideal for travelers. Don’t forget to check out Chatham rentals for a comfortable stay while you enjoy all the wonderful activities and sights in and around South Chatham.

  • Harwich Port: A charming coastal neighborhood with a vibrant town atmosphere, Harwich Port offers delightful shops, local eateries, and stunning waterfront views. Stroll along the harbor and enjoy the relaxing ambiance of this picturesque town just 2 miles from South Chatham.
  • Ocean Edge Golf Club: Set 6 miles away, this premier golf course and resort features beautifully manicured greens and breathtaking views of Cape Cod. Whether you're an avid golfer or seeking a tranquil retreat, Ocean Edge provides an unforgettable experience.
  • Chatham Lighthouse Beach: Located 4 miles from South Chatham, this stunning beach boasts soft sands and picturesque views of the iconic lighthouse. Perfect for sunbathing, swimming, or beachcombing, it captures the quintessential Cape Cod beach vibe.

Things to do recommended for couples

Searching for a romantic getaway in South Chatham? Indulge in a rejuvenating experience at The E Spa, just 6 miles away. This serene body treatment center offers a perfect atmosphere for relaxation and wellness, making it an ideal retreat for couples looking to unwind together.

Things to do recommended for families

Families visiting South Chatham will have a blast at Cape Cod Baseball & Bumper Boats and Bud's Go Karts for an adventure-filled day. For sports enthusiasts, Veterans Field offers exciting games just a short drive away, making it a perfect family-friendly destination.

Things to do recommended for groups

Groups visiting South Chatham can hike the scenic Cape Cod Rail Trail, visit the bustling Chatham Fish Pier, and enjoy a round of golf at the Cranberry Valley Golf Course, all within a short drive, offering a blend of outdoor adventure and local charm.

*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 South Chatham

If you're traveling with a group, family, or pets, or if you're planning an extended stay, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to South Chatham with a group: Think about how many bedrooms you'll require, as well as 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 South Chatham with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to attractions that are fun for families.
  • Taking your pets with you to South Chatham: For many, a family vacation wouldn’t feel complete without their beloved pet by their side. If that resonates with you, be sure to explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer amenities like food bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting South Chatham: If you're searching for vacation rentals that offer great deals for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near South Chatham

South Chatham, Massachusetts, offers an unforgettable vacation experience filled with scenic beauty and family-friendly vibes. Visitors can relax at spectacular beaches, explore the charming downtown Chatham, and enjoy the tranquil atmosphere of West Chatham. Whether you're seeking a romantic getaway or a fun-filled family trip, the region's friendly people and picturesque surroundings make it the perfect destination for a relaxing retreat.

  • Chatham: Located 3 miles from South Chatham, Chatham is a picturesque coastal town known for its stunning beaches, scenic views, and rich maritime history. Visitors flock to Chatham to enjoy outdoor activities like golfing at local courses and exploring its beautiful family-friendly beaches. The town's charming Main Street offers unique shops, art galleries, and delightful dining options. Don't miss the iconic Chatham Lighthouse, which provides a glimpse into the area's nautical past and offers breathtaking views of the coastline.
  • Dennis Port: Situated 6 miles away from South Chatham, Dennis Port is a delightful beach community that attracts travelers seeking sun and adventure. Known for its beautiful beaches and outdoor recreational opportunities, visitors can enjoy a round of golf or a family outing at local playgrounds. The area features a laid-back atmosphere, perfect for relaxing by the water. The scenic coastline and serene surroundings make it an ideal spot for families and beachgoers alike, with plenty of opportunities to create lasting memories.
  • South Yarmouth: Located 9 miles from South Chatham, South Yarmouth is a vibrant town that combines beach fun with a variety of activities. Here, you'll find popular attractions like water parks and golf courses, making it a great choice for families and outdoor enthusiasts. The sandy beaches are perfect for sunbathing and swimming, while local playgrounds provide entertainment for children. With its charming local shops and dining options, South Yarmouth offers everything you need for a memorable vacation experience on Cape Cod.

Best time to go to South Chatham

If you're planning a trip to South 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 January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly CloudyLowSlightly Low
February35.4°F (1.9°C)Light RainMostly CloudyLowSlightly Low
March38.5°F (3.6°C)Light RainMostly CloudyLowSlightly 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 SunnyHighSlightly High
July69.6°F (20.9°C)Light RainMostly SunnyHighSlightly High
August70.3°F (21.3°C)Light RainMostly SunnyHighSlightly High
September65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
October57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
November48.6°F (9.2°C)Light RainMostly SunnyAverageAverage
December41.5°F (5.3°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

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

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on the full booking amount. Being the planner definitely has its perks. When you join our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash on eligible bookings. Sign up today and begin reaping the savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a user-friendly platform to help you plan new trips, resume where you left off, or keep track of your travel arrangements. You can easily find your saved or booked properties organized into categories like Potential, Upcoming, or Current Trips. To start utilizing Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Delight in the beachside landscape of South Chatham

The beaches and forests provide a pleasant backdrop to your vacation home in South Chatham. Travelers appreciate the seafood restaurants in this relaxing city. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around South Chatham

Are you looking for attractions to visit while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes South Chatham a one-of-a-kind vacation spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Ocean Edge Golf Club (5.9 mi / 9.6 km)
  • Cape Cod Inflatable Park (11.1 mi / 17.9 km)
  • Cape Codder Water Park (14.8 mi / 23.9 km)
  • Adventure Chatham (1.3 mi / 2.1 km)
  • Cranberry Valley Golf Course (2.3 mi / 3.7 km)
  • Cape Cod Lavender Farm (3 mi / 4.9 km)

Exploring the natural landscape of South Chatham

Whether you're an adventurous traveler or just want to appreciate the scenery, South Chatham is a great place to get outside. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Ridgevale Beach (1.1 mi / 1.8 km)
  • Red River Beach (1.3 mi / 2.1 km)
  • Hardings Beach (1.5 mi / 2.4 km)
  • Bank Street Beach (2.8 mi / 4.5 km)
  • Chatham Lighthouse Beach (3.9 mi / 6.2 km)
  • Earle Road Beach (4 mi / 6.5 km)

Seasonal weather averages in South Chatham

If warm-weather activities are high on your list, August, July, September and June are the hottest months to visit, when temperatures average 67°F.

How to get to and around South Chatham

Fly into Hyannis, MA (HYA-Barnstable Municipal), the closest airport, located 13.6 mi (21.9 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Provincetown, MA (PVC-Provincetown Municipal), which is 29 mi (46.7 km) away.

Frequently asked questions

What is the best area to stay in South Chatham when booking a vacation rental?
When considering a vacation rental in South Chatham, Massachusetts, a popular area to stay is near Pleasant Street Beach. This charming neighborhood offers easy access to the beautiful sandy shores of Nantucket Sound, making it ideal for families and beach lovers alike. The area is dotted with vacation homes, providing a cozy and welcoming atmosphere that enhances the overall experience of your getaway.

Another appealing option is the area surrounding Stage Harbor, where you can enjoy stunning views of the harbor and watch the boats come and go. This location is not only picturesque but also offers proximity to some great local dining options and quaint shops. Nearby, you can explore the Chatham Lighthouse, a historic landmark that provides a fantastic backdrop for photography and a glimpse into the town's maritime history.

While the exact number of vacation rental properties can fluctuate, you can typically find a decent selection in both neighborhoods, suiting various budgets and preferences.
How much does it cost to rent a vacation home in South Chatham?
Prices for vacation rentals in South 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 South 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 South Chatham vacation house rentals?
You can find great discounts on house rentals in South 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 South Chatham?
For renting a beach house in South Chatham, Massachusetts, the area around the picturesque Chatham Harbor is an excellent choice. This charming coastal community offers a variety of vacation rentals with easy access to the beach, scenic views, and the serenity of Cape Cod. Many properties in this vicinity come equipped with amenities such as spacious decks for outdoor dining, private yards, and fully equipped kitchens, ideal for family gatherings or relaxing getaways.

In addition, the nearby Lighthouse Beach is another popular spot, where travelers can find beach houses that feature direct beach access, outdoor showers, and fire pits for evening gatherings under the stars. The area is known for its quaint New England charm, with close proximity to local shops, seafood restaurants, and art galleries, providing guests with plenty of options for entertainment and dining.

Moreover, the nearby Monomoy National Wildlife Refuge offers opportunities for nature enthusiasts, with hiking trails and wildlife viewing. Rentals in this area often include cozy living spaces, comfortable bedrooms, and amenities like Wi-Fi and air conditioning, ensuring a comfortable stay while exploring both the beach and natural surroundings.
What is the most popular type of vacation rental accomodation in South Chatham?
In South Chatham, vacation houses are the most popular type of rental, with about 92 available across the area. These homes are often located near the scenic beaches and charming local shops, providing a great base for exploring the Cape Cod region. Most vacation houses come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor decks or patios for enjoying the pleasant coastal weather.

Additionally, there are around 12 cottages, which offer a quaint and cozy atmosphere, ideal for couples or small families looking for a more intimate stay. These cottages typically feature charming interiors and easy access to local attractions like the nearby Chatham Lighthouse and the picturesque Chatham Fish Pier. While there are several condos available, they are less common compared to houses and cottages.
Are there any family house rentals in South Chatham?
In South Chatham, Massachusetts, families will find a wide selection of vacation rentals—approximately 78 available options. This charming area is characterized by its scenic beaches and proximity to local attractions, making it an ideal spot for family getaways. Properties often feature spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and enjoy the fresh sea air.

Many homes are conveniently located near the picturesque Chatham Lighthouse Beach, offering opportunities for swimming, beachcombing, and enjoying stunning ocean views. Additionally, families can explore the nearby Chatham Fish Pier, where they can witness the daily catch and enjoy fresh seafood from local vendors.
Can I rent a vacation home with a pool or hot tub in South Chatham?
In South Chatham, there are several vacation homes available for rent that feature pools and hot tubs, making it an excellent choice for travelers looking to relax and unwind. This picturesque town, located on Cape Cod, offers a serene coastal atmosphere with access to beautiful beaches and charming local shops.

Many of the vacation rentals in South Chatham come with amenities such as private pools, hot tubs, spacious outdoor decks, and fully equipped kitchens, ideal for family gatherings or group getaways. Some properties may also include outdoor dining areas and lush gardens, providing a superb setting for enjoying the pleasant summer weather.
Can I find long-stay vacation rentals in South Chatham?
A long-stay vacation rental in South 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 South Chatham?
In South Chatham, there are a variety of pet-friendly house rentals available, with around 47 options for travelers seeking accommodations that welcome furry companions. The area is known for its picturesque coastal scenery and charming New England ambiance, making it an excellent destination for pet owners. Many of these vacation rentals come equipped with amenities such as spacious backyards, outdoor decks, and full kitchens, allowing guests to enjoy the comforts of home while on vacation.

Additionally, the proximity to local beaches and scenic parks provides plenty of opportunities for pet-friendly outings. Nearby, the Chatham Lighthouse Beach offers a beautiful shoreline where pets can enjoy walks along the sand, while the surrounding area features several walking trails and nature reserves ideal for exploring with your dog.
Are there any remote work vacation rentals in South Chatham?
In South Chatham, Massachusetts, there are numerous options for remote work vacation rentals, with around 97 available throughout the area. This charming coastal town offers a peaceful atmosphere ideal for productivity while enjoying a getaway. Many of these rentals are equipped with essential remote work amenities, including high-speed Wi-Fi, dedicated office spaces, desks, and comfortable chairs, allowing for an efficient work environment.

Travelers can expect a variety of accommodations, from cozy cottages to spacious homes, often featuring additional comforts such as fully equipped kitchens for convenient meal preparation and outdoor spaces for relaxation during breaks. The picturesque surroundings, including nearby beaches and local parks, provide a refreshing backdrop for those balancing work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any South Chatham vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in South 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 South Chatham?
In South Chatham, popular vacation rental amenities include WiFi, kitchens, patios, coffee and tea makers, and outdoor decks or patios. These features enhance the comfort of stays, allowing guests to stay connected, prepare meals, and enjoy the beautiful surroundings. Many rentals are designed for relaxation, providing inviting outdoor spaces where travelers can unwind after a day of exploring the charming coastal area.
How early should I book a South Chatham vacation rental?
Book your South 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 South Chatham?
In South Chatham, visitors can enjoy a variety of attractions that highlight the charm of Cape Cod. The neighborhood is known for its beautiful beaches, with Chatham Lighthouse Beach offering stunning views and a picturesque lighthouse that's great for photos. Nearby, the charming Main Street features quaint shops, galleries, and restaurants, providing a delightful atmosphere for leisurely strolls.

For nature enthusiasts, the Monomoy National Wildlife Refuge is a short drive away and offers opportunities for birdwatching, hiking, and enjoying the natural beauty of the coastal landscape. The scenic trails and salt marshes make it a great spot for outdoor activities.
Can I change or cancel my South Chatham home rental booking on Vrbo?
To find South 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the South 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.

More Vacation Ideas

More Vacation Ideas