South Chatham holiday rentals

We found 686 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.

Holiday rentals with weekly discounts – South Chatham

Showing deals for:25 Dec - 1 Jan

Living room - French doors
Private beach/dock area
Downstairs bedroom
View of property
Exceptional
(19 reviews)

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

South Chatham

8% off
AU$9,804
for 7 nights, 1 home
AU$1,401 per night
includes taxes & fees
Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View
Reclaimed hardwood floors shipped in from an old barn taken down in the mid-west
Sunny living space with large balcony, and spectacular views to the ocean.
Elegant and bright living room with views from every window.
Open concept dining room with spectacular views to the ocean.
Exceptional
(65 reviews)

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

Chatham

8% off
AU$12,741
for 7 nights, 1 home
AU$1,820 per night
includes taxes & fees
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
King bed +2 twins in "the nook". Great room for families with kids!
Dusk in Chatham
Sitting area with fireplace
Large dining room table.
Exceptional
(45 reviews)

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

South Chatham

8% off
AU$5,540
for 7 nights, 1 home
AU$791 per night
includes taxes & fees
Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!
Room
The Chatham downtown is filled with cute shops and restaurants.
Living area
Private kitchen
Exceptional
(7 reviews)

Charming Chatham Bungalow- Minutes to Beaches and Downtown Chatham

North Chatham

8% off
AU$5,233
for 7 nights, 1 home
AU$748 per night
includes taxes & fees
Charming Chatham Bungalow- Minutes to Beaches and Downtown Chatham
Terrace/patio
Dining
Interior
Living area
Exceptional
(11 reviews)

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

South Chatham

8% off
AU$8,960
for 7 nights, 1 home
AU$1,280 per night
includes taxes & fees
Enjoy a relaxing retreat. Easy access: Beaches, Bike Path, & Great restaurants.
Eat in kitchen. Enjoy the lobsters!
Welcome to the porch where you can relax after a day at the beach or golfing!
A place to rest your head after all the fun you will have here!
Exterior
Exceptional
(68 reviews)

Delightful Cottage for Two

Chatham

8% off
AU$2,307
for 7 nights, 1 cottage
AU$330 per night
includes taxes & fees
Delightful Cottage for Two
Panoramic of Backyard
Property grounds
Living area
Exterior
Exceptional
(14 reviews)

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

Harwich

7% off
AU$3,579
for 7 nights, 1 home
AU$511 per night
includes taxes & fees
3BR, central air, washer & dryer, grill, near ocean beaches & freshwater ponds
Property grounds
Property grounds
Exterior
Family room continued
Exceptional
(14 reviews)

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

Chatham

8% off
AU$6,944
for 7 nights, 1 home
AU$992 per night
includes taxes & fees
Pristine Chatham home walkable to town, CBI, Fish Pier and baseball field
Room
Exterior detail
Exterior detail
Living area
Exceptional
(23 reviews)

Brand New Four Bedroom Home Near Beach and Town

Chatham

7% off
AU$5,504
for 7 nights, 1 home
AU$786 per night
includes taxes & fees
Brand New Four Bedroom Home Near Beach and Town
Outdoor dining
Room
Interior
Well equipped kitchen
Exceptional
(47 reviews)

Solitude near the beach, High speed wifi

Chatham

8% off
AU$5,721
for 7 nights, 1 home
AU$817 per night
includes taxes & fees
Solitude near the beach, High speed wifi
Living area
Exterior
Room
Living area
Wonderful
(23 reviews)

Charming antique Cape house

Harwich

8% off
AU$3,522
for 7 nights, 1 home
AU$503 per night
includes taxes & fees
Charming antique Cape house

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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. 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:

  • 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 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:

  • 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 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.
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.
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 Stayz.
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.
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.
Are all fees included in the South Chatham holiday homes prices shown on Stayz?
Stayz 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.
Are there any South Chatham holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for South Chatham holiday homes?
You can find great discounts on holiday homes in South Chatham on Stayz, 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.
Can I change or cancel my South Chatham holiday home booking on Stayz?
To find South Chatham holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in South Chatham?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a South Chatham holiday home?
Book your South Chatham holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in South Chatham?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in South Chatham to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.