South Chatham vacation rentals

We found 684 vacation rentals — enter your dates for availability

Welcome to the enchanting shores of South Chatham, where pristine beaches meet charming coastal charm. Relax under the sun at Forest Beach, explore the historic Chatham Lighthouse, and wander through the inviting downtown brimming with local shops and eateries. Perfect for families and groups, our diverse selection of cozy cottages and spacious rentals ensures you have the comforts of home, complete with all the amenities you need for unforgettable memories by the sea.

Holiday rentals with weekly discounts - South Chatham

Showing deals for:Dec 18 - Dec 25

Well equipped chef's kitchen w. stainless steel appliances
Deeded access to nearby Mill Pond to launch your Kayak
Fabulous family room, a magnet for family gatherings
Light & bright second floor great room
Exceptional
(121 reviews)

Water View-Walk town/beach, pets considered, Linen Option

Chatham

21% off
$774
$5,418 for 7 nights
All fees included
Water View-Walk town/beach, pets considered, Linen Option
Downstairs bedroom
Private beach/dock area
Living room - French doors
View of property
Exceptional
(19 reviews)

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

South Chatham

9% off
$898
$6,285 for 7 nights
All fees included
Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View
Huge gourmet kitchen with 2 SubZero fridges, and high end appliances.
Sunny living space with large balcony, and spectacular views to the ocean.
Reclaimed hardwood floors shipped in from an old barn taken down in the mid-west
Elegant and bright living room with views from every window.
Exceptional
(64 reviews)

SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor

Chatham

9% off
$1,163
$8,141 for 7 nights
All fees included
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
Living room with cathedral ceiling - open floor plan
Deck with teak table and chairs
Flowering plantings including blue hydrangea, lilac and magnolia
Kitchen with island
Exceptional
(92 reviews)

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Chatham

8% off
$469
$3,280 for 7 nights
All fees included
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Property grounds
Living area
Dining
Private kitchen
Exceptional
(16 reviews)

Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball

Chatham

12% off
$340
$2,381 for 7 nights
All fees included
Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball
Hall
Kitchen/Dining
Dining
Living area
Exceptional
(88 reviews)

PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!

Chatham

5% off
$416
$2,915 for 7 nights
All fees included
PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!
Large dining room table.
Dusk in Chatham
King bed +2 twins in "the nook".  Great room for families with kids!
The Sound!
Exceptional
(44 reviews)

Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!

South Chatham

9% off
$507
$3,548 for 7 nights
All fees included
Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!
Private kitchen
Exterior
Dining
Living area
Wonderful
(5 reviews)

Newly Renovated Chatham Home overlooking Cranberry Bog.

West Chatham

8% off
$609
$4,261 for 7 nights
All fees included
Newly Renovated Chatham Home overlooking Cranberry Bog.
Living area
The Chatham downtown is filled with cute shops and restaurants.
Private kitchen
Room
Exceptional
(7 reviews)

Charming Chatham Bungalow- Minutes to Beaches and Downtown Chatham

North Chatham

8% off
$476
$3,333 for 7 nights
All fees included
Charming Chatham Bungalow- Minutes to Beaches and Downtown Chatham
Terrace/patio
Dining
Living area
Living area
Exceptional
(11 reviews)

Enjoy a relaxing retreat. Easy access: Beaches, Bike Path, & Great restaurants.

South Chatham

9% off
$815
$5,704 for 7 nights
All fees included
Enjoy a relaxing retreat. Easy access: Beaches, Bike Path, & Great restaurants.
Exterior
Welcome to the porch where you can relax after a day at the beach or golfing!
Built in microwave and range.
Eat in kitchen. Enjoy the lobsters!
Wonderful
(67 reviews)

Delightful Cottage for Two

Chatham

8% off
$210
$1,467 for 7 nights
All fees included
Delightful Cottage for Two
Private kitchen
Property grounds
Living area
Exterior
Exceptional
(14 reviews)

3BR, central air, washer & dryer, grill, near ocean beaches & freshwater ponds

Harwich

8% off
$321
$2,246 for 7 nights
All fees included
3BR, central air, washer & dryer, grill, near ocean beaches & freshwater ponds
Property grounds
Property grounds
Exterior
kitchen
Exceptional
(14 reviews)

Pristine Chatham home walkable to town, CBI, Fish Pier and baseball field

Chatham

9% off
$634
$4,437 for 7 nights
All fees included
Pristine Chatham home walkable to town, CBI, Fish Pier and baseball field
Exterior detail
Exterior detail
Property grounds
Room
Exceptional
(23 reviews)

Brand New Four Bedroom Home Near Beach and Town

Chatham

8% off
$500
$3,503 for 7 nights
All fees included
Brand New Four Bedroom Home Near Beach and Town
Outdoor dining
Room
Interior
Well equipped kitchen
Exceptional
(46 reviews)

Solitude near the beach, High speed wifi

Chatham

8% off
$519
$3,633 for 7 nights
All fees included
Solitude near the beach, High speed wifi
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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.

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:

  • Cranberry Valley Golf Course (2.3 mi / 3.7 km)
  • Cape Cod Lavender Farm (3 mi / 4.9 km)
  • Cape Cod Baseball & Bumper Boats (3.7 mi / 6 km)
  • 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)

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)
  • Pleasant Road Beach (4.5 mi / 7.3 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 are the best areas to stay in a vacation rental in South Chatham?
South Chatham offers over 100 vacation rentals, providing ample space and privacy for various trip types. The majority of these are houses, with a selection of cottages also available. For those seeking a luxurious experience, over 40 upscale houses are available throughout the area. Guests looking for value will find over 15 budget-friendly options, including cottages, while large groups can choose from over 60 properties designed to accommodate more guests.
What are the most popular vacation rentals in South Chatham?
The most sought-after vacation rentals in South Chatham are houses, which make up the vast majority of available properties. These are popular for their whole-home privacy and generous space, making them ideal for families and groups. Cottages also offer a charming and popular option for guests seeking a cozy retreat.
What amenities do vacation rentals in South Chatham usually offer?
Vacation rentals in South Chatham typically offer a wide range of amenities to enhance your stay. You'll often find fully equipped kitchens, high-speed internet, and outdoor areas such as balconies or terraces. Many properties also provide convenient parking, televisions, and laundry facilities, including washers, ensuring a comfortable and self-sufficient experience.
Are there family-friendly vacation rentals in South Chatham?
Yes, South Chatham features over 80 family-friendly vacation rentals, primarily consisting of houses and cottages. These properties are well-equipped to host families, often including amenities such as fully equipped kitchens, laundry facilities, and high chairs. Many also offer games, outdoor play areas, and travel cribs, providing comfort and entertainment for all ages.
Are there pet-friendly vacation rentals in South Chatham?
Yes, over 40 pet-friendly vacation rentals are available in South Chatham, predominantly houses and a selection of cottages. These properties often feature amenities like yards, making them suitable for guests with pets. Guests will find clear guidelines for bringing their furry companions, ensuring a comfortable stay for everyone.
What are the best areas for group vacation rentals in South Chatham?
South Chatham offers over 60 vacation rentals well-suited for large groups, with houses being the most common property type. These rentals provide ample space for everyone, often featuring multiple bedrooms and bathrooms, large dining areas, and fully equipped kitchens. Many also include generous parking, making it convenient for multiple vehicles.
What are the best luxury vacation rentals in South Chatham?
South Chatham provides over 40 luxury vacation rentals, primarily houses, offering an elevated stay experience. These upscale properties often come with desirable amenities such as hot tubs, ocean views, and expansive private outdoor spaces. They are designed to provide comfort and exclusivity for guests.
Are there any budget-friendly vacation rentals in South Chatham?
Yes, South Chatham offers over 15 budget-friendly vacation rentals, including charming cottages and houses. These properties provide great value, often featuring essential amenities like fully equipped kitchens, laundry facilities, and convenient parking. Opting for a whole home allows groups to split costs, making a South Chatham getaway more accessible.
Are there any vacation rentals in South Chatham with a pool?
Yes, a selection of vacation rentals in South Chatham offer pools. The available options include private pools and shared pools, providing a refreshing amenity for your stay. These properties are primarily houses.
Are there any vacation rentals in South Chatham with a hot tub?
Yes, a selection of vacation rentals in South Chatham feature hot tubs. These are primarily houses and a condo, often offering private outdoor hot tubs for relaxation and enjoyment.
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, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals feature fully equipped kitchens, allowing guests to prepare their own meals. Many properties also include outdoor spaces like decks or patios, superb for enjoying the pleasant coastal breeze. Onsite parking is commonly available, making it convenient for those traveling by car. Additionally, rentals often come with coffee and tea makers, ensuring a warm beverage is always within reach.
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, Massachusetts, United States of America?
In South Chatham, visitors can enjoy a mix of natural beauty and charming local attractions. The area is renowned for its stunning beaches, particularly the expansive shoreline at Lighthouse Beach, which offers picturesque views and opportunities for swimming and sunbathing. Nearby, the Monomoy National Wildlife Refuge provides a lovely setting for birdwatching and exploring nature trails, appealing to outdoor enthusiasts.For those interested in local history, the Chatham Lighthouse and its surrounding area offer a glimpse into the region's maritime heritage. The quaint downtown area features boutique shops, art galleries, and delightful eateries, superb for leisurely strolls and sampling local cuisine. Additionally, South Chatham is conveniently located near the scenic Chatham Fish Pier, where visitors can watch fishing boats come in and perhaps even spot seals in the waters nearby.
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 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 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.
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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