Owner Direct Beach Rentals in Chatham

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  3.  USA

  4.  Massachusetts

  5.  Chatham

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587 Chatham Beach Rentals From $291

Ready for a sun-soaked trip to Chatham? Explore our index of beach house rentals and sunny coastal apartments. Owner Direct helps you filter through verified seaside options to find your next relaxing shore retreat.

Chatham Bars Inn
Chatham Bars Inn
Resort
Chatham, Massachusetts, USA
0.9k from Chatham center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, Golf, 5-star, Lodgings

156 Bedrooms51 Guests
8.8

Fabulous

48 reviews

$475
Average price / night
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Walk to Main St and Oyster Pond in Chatham!
Walk to Main St and Oyster Pond in Chatham!
House
Chatham, MA, 02633, United States
0.2k from Chatham center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$559
Average price / night
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Stepping Stone Cottage
Stepping Stone Cottage
House
Chatham, MA, USA
1.4k from Chatham center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

5 Bedrooms10 Guests
8.5

Very Good

2 reviews

$763
Average price / night
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Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!
House
Chatham, MA, 02633, United States
0.2k from Chatham center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms12 Guests
10.0

Exceptional

20 reviews

$1842
Average price / night
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Riviera Sunset
Riviera Sunset
Apartment
1.9k from Chatham center

Apartments, Cheap, Accommodations, Lodgings, Beach, Places to stay

1 Bedroom4 Guests
8.9

Fabulous

7 reviews

$291
Average price / night
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LOCATION, LOCATION  200 YDS TO CHATHAM VILLAGE & BEACH WITH GREAT WATER VIEWS
LOCATION, LOCATION 200 YDS TO CHATHAM VILLAGE & BEACH WITH GREAT WATER VIEWS
House
Chatham, MA, 02633, United States
0.2k from Chatham center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

5 Bedrooms13 Guests
10.0

Exceptional

39 reviews

$1590
Average price / night
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Private Beach Water Views Incredible Location
Private Beach Water Views Incredible Location
House
Chatham, MA, USA
2.0k from Chatham center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

3 Bedrooms8 Guests
New to Booking
$874
Average price / night
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Charming , very private 4 bedroom, 3.5 Bath Cape. Walk to Town & Oyster Pond
Charming , very private 4 bedroom, 3.5 Bath Cape. Walk to Town & Oyster Pond
Cottage
Chatham, MA, 02633, United States
0.2k from Chatham center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms7 Guests
10.0

Exceptional

11 reviews

$1026
Average price / night
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Sweeping Views Minutes to Beach
Sweeping Views Minutes to Beach
House
Chatham, MA, USA
2.7k from Chatham center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

5 Bedrooms12 Guests
New to Booking
$612
Average price / night
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Charming 3 bedroom 2.5 bath sleeps 6 - Walk to Town & Oyster Pond
Charming 3 bedroom 2.5 bath sleeps 6 - Walk to Town & Oyster Pond
House
Chatham, MA, 02633, United States
0.2k from Chatham center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

25 reviews

$1035
Average price / night
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Cape Springs Cottage
Cape Springs Cottage
House
Chatham, MA, USA
3.3k from Chatham center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay, Beach rentals

2 Bedrooms6 Guests
New to Booking
$689
Average price / night
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22 Veterans’ Field Rd., Chatham, MA: Home Plate
22 Veterans’ Field Rd., Chatham, MA: Home Plate
House
Chatham, MA, 02633, United States
0.2k from Chatham center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms12 Guests
9.8

Exceptional

17 reviews

$900
Average price / night
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Unwind Fireside! Chatham Home 3 Mi to Main Street
Unwind Fireside! Chatham Home 3 Mi to Main Street
House
Chatham, MA, USA
3.8k from Chatham center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
8.0

Good

1 reviews

$420
Average price / night
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Sea Captain's House - Beautiful Water View, Steps to Beach & Main Street
Sea Captain's House - Beautiful Water View, Steps to Beach & Main Street
House
Chatham, MA, 02633, United States
0.2k from Chatham center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms9 Guests
10.0

Exceptional

32 reviews

$1149
Average price / night
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Exclusive Neighborhood 1 2 mi from Jackknife Beach
Exclusive Neighborhood 1 2 mi from Jackknife Beach
House
Chatham, MA, USA
3.8k from Chatham center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

4 Bedrooms8 Guests
New to Booking
$642
Average price / night
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Stay in a Chatham Windmill! Beautiful Water View, Steps to Beach & Main Street
Stay in a Chatham Windmill! Beautiful Water View, Steps to Beach & Main Street
House
Chatham, MA, 02633, United States
0.2k from Chatham center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom2 Guests
10.0

Exceptional

16 reviews

$412
Average price / night
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Carriage House with Beautiful Water View, Steps to Beach & Main Street
Carriage House with Beautiful Water View, Steps to Beach & Main Street
Cottage
Chatham, MA, 02633, United States
0.2k from Chatham center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

30 reviews

$458
Average price / night
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Walk to town and beach from this updated 3BR house in historic Chatham
Walk to town and beach from this updated 3BR house in historic Chatham
House
Chatham, MA, 02633, United States
0.3k from Chatham center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$1058
Average price / night
Check Availability
Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly
Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly
House
Chatham, MA, 02633, United States
0.3k from Chatham center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

22 reviews

$1053
Average price / night
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Centrally Located Home w/ Patio Fire Pit!
Centrally Located Home w/ Patio Fire Pit!
House
Chatham, MA, 02633, United States
0.3k from Chatham center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms9 Guests
9.4

Superb

19 reviews

$661
Average price / night
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Beautiful Downtown Chatham 1 Bed, Close to the Beach - Newly renovated + Patio
Beautiful Downtown Chatham 1 Bed, Close to the Beach - Newly renovated + Patio
Apartment
Chatham, MA, 02633, United States
0.3k from Chatham center

AC, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio, Toys

1 Bedroom2 Guests
10.0

Exceptional

20 reviews

$515
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Beach Rentals in Chatham.

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From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Chatham. If you plan on staying in the Chatham area, consider making a reservation for a few nights at one of these properties as these have been rated the top Beach Rentals in Chatham

You can explore 587 verified beach rentals in Chatham. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Chatham vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $291 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Chatham offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Chatham welcome pets. Currently, 22 listings allow pets, although policies may vary by property. It's also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it's recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Chatham often include amenities designed for coastal living, such as Fireplace/Heating, Ocean View, and View. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It's best to review the amenities section of each listing to confirm what is included and plan accordingly.