South Chatham holiday lettings

We found 691 holiday rentals — enter your dates for availability
Select from 95 homes, 13 cottages and other holiday rentals in South Chatham to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you need and want for your stay, which might include a garden and pool. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

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Why visit South Chatham

  • Stunning Beaches: South Chatham is home to beautiful sandy shores, perfect for relaxation and family outings.
  • Charming Waterfront: The picturesque waterfront offers scenic views ideal for romantic strolls and outdoor activities.
  • Historic Landmarks: Explore the historic Chatham Lighthouse and nearby houses that showcase the area's rich maritime heritage.
  • Natural Beauty: Enjoy local parks and breathtaking landscapes that highlight the town's natural charm.
  • Welcoming Community: Experience the friendly atmosphere that makes South Chatham a delightful vacation destination.

Popular types of accommodation in South Chatham

Your adventure in South Chatham, Massachusetts, awaits. This charming coastal town boasts stunning beaches, picturesque landscapes, and a welcoming atmosphere. Discover the beauty of nature at local parks and enjoy delightful strolls along the shore. For your stay, consider the most popular types of accommodations, including houses, cosy cottages, and comfortable condos, ensuring you have the perfect retreat to unwind after a day of exploration.

  • Houses: The most sought-after option for holidaymakers in South Chatham, offering spacious and comfortable living spaces for families or groups.
  • Cottages: Charming and quaint, these delightful retreats provide a picturesque setting for a serene getaway.
  • Condos: Modern and well-equipped, condos offer convenience and amenities, perfect for a stylish stay.
  • Apartments: Ideal for couples or solo travellers, these self-contained spaces provide a home-like atmosphere.
  • Cabins: Rustic and cosy, cabins immerse guests in nature, providing a peaceful escape.**

Top attractions near South Chatham

South Chatham, Massachusetts, offers a delightful blend of beach and outdoor experiences, perfect for a scenic getaway. Visitors can explore the stunning Chatham Lighthouse Beach, renowned for its picturesque views and sandy shores. The historic Chatham Lighthouse and nearby historic houses provide a glimpse into the area's rich maritime culture. Whether you're seeking relaxation by the sea or cultural exploration, South Chatham caters to all tastes with its charming attractions.

  • Ocean Edge Golf Club: This stunning golf course offers a unique blend of challenging play and picturesque views, set within a luxurious resort. Ideal for both seasoned golfers and beginners, it promises a delightful experience surrounded by the natural beauty of Cape Cod.
  • West Dennis Beach: A charming beach with soft sands and gentle waves, perfect for relaxation and family fun. Enjoy sunbathing, beachcombing, or engaging in water sports while soaking up the vibrant seaside atmosphere.
  • Nickerson State Park: A haven for outdoor enthusiasts, this park features scenic trails, tranquil ponds, and diverse wildlife. Explore nature through hiking, cycling, or picnicking in a truly picturesque setting.

Things to do recommended for couples

For a romantic getaway in South Chatham, enjoy a scenic walk along the picturesque beaches at sunset, or indulge in a candlelit dinner at a charming local seafood restaurant. Don't forget to explore the quaint shops and art galleries in the area for a truly memorable experience.

Things to do recommended for families

Families visiting South Chatham can enjoy a delightful day at the nearby Cape Cod National Seashore, exploring its beautiful beaches and nature trails. For a fun experience, visit the Chatham Shark Center, where kids can learn about marine life through engaging exhibits.

Things to do recommended for groups

Groups visiting South Chatham can enjoy a scenic kayak tour of the tranquil waters, explore the charming local shops, and indulge in fresh seafood at waterfront restaurants, all while soaking up the picturesque coastal views and relaxed atmosphere of Cape Cod.

*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 travelling with a group, with family, bringing your pets along, or seeking longer stays, it's essential to apply the appropriate filters based on your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to South Chatham with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to South Chatham with young kids: Journeying with young children can present its own set of challenges. It's important to prioritise their comfort and safety, as well as to look for age-appropriate facilities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to South Chatham: For many, a family holiday isn't truly complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting South Chatham: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences 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 a delightful coastal experience with its stunning beaches and charming waterfront. Visitors can unwind on the beautiful Chatham beaches, perfect for a relaxing family getaway. The area is known for its friendly atmosphere, making it ideal for romantic strolls along the shore or enjoying outdoor activities. With scenic views and a welcoming community, South Chatham promises a memorable vacation filled with warmth and natural beauty.

  • Chatham: Located a mere 5km from South Chatham, Chatham is a charming coastal town known for its stunning beaches and scenic views. Visitors flock to Chatham for its delightful outdoor experiences, including golfing at picturesque courses and enjoying family-friendly playgrounds. The town’s local landmarks, such as the beautiful beaches and the iconic Cape Cod scenery, make it a perfect spot for relaxation and exploration. Spend your days sunbathing, swimming, or taking leisurely strolls along the shore, soaking in the picturesque surroundings.
  • Harwich: Just 6km away from South Chatham, Harwich is another delightful seaside destination that offers a blend of outdoor recreation and scenic beauty. The town is popular among beach lovers and outdoor enthusiasts, with numerous golf courses and vibrant theatre venues to explore. Harwich boasts stunning family beaches and captivating Cape landscapes, providing ample opportunities for swimming, fishing, and picnicking. Whether you're enjoying a round of golf or a stroll along the beach, Harwich promises a memorable holiday experience.
  • Brewster: Situated 10km from South Chatham, Brewster invites visitors to enjoy its tranquil outdoor settings and serene beaches. Known for its natural beauty, Brewster offers a range of activities, including golfing and exploring recreational areas. The town's family beaches are perfect for relaxing days by the water, while its captivating Cape Cod scenery enhances the overall experience. With plenty of opportunities for leisurely walks and outdoor adventures, Brewster is an idyllic escape for nature lovers and beachgoers alike.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly area for you to plan new trips, continue from where you last left off, or review and arrange your travel plans. You can easily locate your saved or booked properties, organised under Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the beachside landscape of South Chatham

The beaches and forests provide a pleasant backdrop to your holiday home in South Chatham. Travellers appreciate the seafood restaurants in this relaxing city. Cape Cod Beaches and Cape Cod National Seashore are just a couple of the must-see attractions in the area. A holiday 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 see during your stay? Venture out of your holiday home and experience everything that South Chatham has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Adventure Chatham (1.3 mi / 2.1 km)
  • Cranberry Valley Golf Course (2.3 mi / 3.7 km)

Exploring the natural landscape of South Chatham

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in South Chatham. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Cape Cod Beaches (14.1 mi / 22.7 km)
  • 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)

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 19°C.

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 centre. If you can't find a flight that's convenient for your trip, 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 holiday rental?
When considering a holiday rental in South Chatham, Massachusetts, the best area to stay is close to the scenic coastline. The neighbourhood offers a charming blend of tranquillity and access to beautiful beaches, making it a delightful choice for visitors. One popular nearby attraction is the Chatham Lighthouse, which not only showcases stunning coastal views but also offers a glimpse into the area's rich maritime history. Additionally, the Monomoy National Wildlife Refuge is a fantastic spot for nature enthusiasts, featuring serene walking trails and opportunities for birdwatching.

In terms of properties, South Chatham presents a variety of options, including quaint cottages and modern homes, suiting different preferences and group sizes. Staying in this picturesque area allows for easy access to both the beach and local dining experiences, ensuring a memorable holiday experience.
How much does it cost to rent a holiday home in South Chatham?
Prices for holiday 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 holiday 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, the area around Pleasant Bay is highly recommended. This picturesque coastal region provides easy access to sandy beaches and scenic views of the bay. Many holiday rentals in this area feature amenities such as spacious decks for outdoor dining, private gardens, and fully equipped kitchens, making them ideal for families or groups looking to enjoy a beach retreat.

Furthermore, properties near Chatham Lighthouse Beach offer the charm of a classic New England seaside experience. These rentals often come with features like outdoor showers, ideal for rinsing off after a day spent on the beach, as well as proximity to local attractions such as the historic Chatham Lighthouse and the scenic walking trails along the coast.

In addition to the beautiful beaches, South Chatham provides access to local eateries, quaint shops, and the vibrant setting of Chatham's town centre, where visitors can explore art galleries and enjoy fresh seafood.
What is the most popular type of holiday rental accomodation in South Chatham?
In South Chatham, holiday houses are the predominant type of holiday rental, with around 240 available throughout the area. These spacious homes typically feature multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or gardens, allowing guests to relax and enjoy the picturesque surroundings. Many of these rentals are situated near points of interest like Nantucket Sound, making them ideal for beach lovers.

Additionally, there are about 30 cottages available, which offer a more quaint and cosy atmosphere, great for couples or small families. Cottages often come with charming interiors and are located in peaceful settings, providing a retreat from the hustle and bustle. There are also several condominiums that cater to those seeking a more compact living space, often featuring shared amenities such as pools or communal gardens.
Are there any family house rentals in South Chatham?
In South Chatham, Massachusetts, visitors will find a wide selection of family-friendly homes, with around 73 options available. This charming area is known for its beautiful beaches and tranquil atmosphere, making it an ideal spot for families. Many of these properties offer spacious living areas and fully equipped kitchens, superb for preparing meals together after a day of exploration.

Families can enjoy amenities such as outdoor patios for barbecues, game rooms for entertainment, and easy access to local beaches where children can play and explore. The proximity to attractions like the Chatham Lighthouse and the scenic Monomoy National Wildlife Refuge adds to the appeal, providing opportunities for nature walks and birdwatching.
Can I rent a holiday home with a pool or hot tub in South Chatham?
In South Chatham, there are several holiday homes available for rent that feature pools and hot tubs, making it an excellent choice for those seeking relaxation during their stay. This picturesque coastal town on Cape Cod offers a variety of rental options, particularly in residential areas that are close to the beach.

Travellers can expect amenities such as private swimming pools, luxurious hot tubs, and spacious outdoor entertaining areas, ideal for enjoying the warm summer evenings. Many of these properties also include fully equipped kitchens, allowing for convenient self-catering, as well as comfortable living spaces suited for families or groups.
Can I find long-stay holiday rentals in South Chatham?
A long-stay holiday rental in South Chatham is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in South Chatham?
In South Chatham, there are numerous pet-friendly house rentals available, with a total of 42 options to choose from. This charming coastal town offers a variety of holiday homes, many of which come equipped with amenities such as spacious backyards, outdoor decks, and fully equipped kitchens, making them superb for families and groups travelling with pets.

The area is known for its proximity to beautiful beaches, including the scenic Harding's Beach, where you can enjoy long walks with your furry friends along the shoreline. Additionally, the nearby Chatham Lighthouse Beach offers stunning views and a welcoming environment for pets.
Are there any remote work holiday rentals in South Chatham?
In South Chatham, Massachusetts, there are numerous options for remote work holiday rentals, with around 264 available in the area. This charming coastal town provides a tranquil setting that is conducive to productivity, with many properties equipped with amenities that cater to remote workers. Expect to find reliable Wi-Fi, dedicated office spaces, and comfortable living areas designed for long stays.

Properties often feature fully equipped kitchens, allowing for home cooking, and spacious outdoor areas to unwind after a day of work. The scenic surroundings include access to beautiful beaches and nature trails, superb for breaks and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any South Chatham holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in South Chatham with parking available—perfect for families or travellers 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 rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, and outdoor spaces such as decks or patios for enjoying the pleasant coastal weather. Onsite parking is also commonly available, making it convenient for those travelling by car. Additionally, many rentals feature coffee and tea makers, ensuring that guests can enjoy their morning beverages in the comfort of their accommodation.
How early should I book a South Chatham holiday rental?
Book your South Chatham holiday 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 holiday 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 range of attractions that highlight the area's natural beauty and coastal charm. One of the main draws is the picturesque Chatham Lighthouse Beach, where guests can relax on the sandy shores or take leisurely strolls along the coastline. Nearby, the Chatham Fish Pier offers a glimpse into the local fishing industry and is a great spot for watching boats come in with their catches.

For those interested in the local history, the Chatham Historical Society Museum provides insights into the town's rich maritime heritage. Additionally, the scenic Monomoy National Wildlife Refuge is great for nature enthusiasts who wish to explore walking trails and observe various bird species and other wildlife in their natural habitat.

The quaint downtown area features charming shops, galleries, and eateries that showcase local cuisine, making it a delightful spot to spend an afternoon.
Can I change or cancel my South Chatham home rental booking on Vrbo?
To find South Chatham holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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