Owner Direct Oceanfront Rentals in Chatham

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  2. Oceanfront Rentals
  3.  USA

  4.  Massachusetts

  5.  Chatham

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501 Chatham Oceanfront Rentals From $291

Want the sea right at your doorstep in Chatham? Look through stunning oceanfront villas, coastal cottages, and boardwalk condos. Compare verified properties on Owner Direct to enjoy direct beach access and unhindered ocean views.

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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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
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New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
Condo
Chatham, MA, 02633, United States
0.4k from Chatham center

AC, Dryer, Internet, Kitchen, Microwave, No Smoking, TV, Washer

1 Bedroom2 Guests
9.6

Exceptional

74 reviews

$410
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 Oceanfront Rentals in Chatham.

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Endless Variety

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 Oceanfront Rentals in Chatham

You can explore 501 verified oceanfront rentals in Chatham. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Chatham vary depending on the property size, exact beachfront location, and season. Rates typically start from around $291 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Chatham offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it's helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Chatham welcome pets. Currently, 24 listings allow pets, although policies can vary by property. It's recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Chatham often include features designed for a comfortable coastal stay, such as Ocean View, View, and Oceanfront. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.