Vacation Rentals in Chatham Chamber of Commerce, MA: Compare 10+ Sites & Save

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1341 Best Vacation Rentals in Chatham Chamber of Commerce (Starting from $212)

Newly Renovated Modern Pond Access
Newly Renovated Modern Pond Access
House
Chatham, MA, USA
0.2k from Chatham Chamber of Commerce center

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

4 Bedrooms10 Guests
6.0

Review score

1 reviews

$838
Average price / night
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Location, Location, Location!
Location, Location, Location!
House
South Chatham, MA, 02659, United States
0.1k from Chatham Chamber of Commerce center

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

3 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$382
Average price / night
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18 Bearberry Lane South Chatham - Rhododendron Cottage
18 Bearberry Lane South Chatham - Rhododendron Cottage
House
South Chatham, MA, USA
0.3k from Chatham Chamber of Commerce center

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

1 Bedroom8 Guests
New to Booking
$500
Average price / night
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30 Cockle Cove Chatham Cape Cod - Summer Oasis
30 Cockle Cove Chatham Cape Cod - Summer Oasis
House
South Chatham, MA, USA
0.3k from Chatham Chamber of Commerce center

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

1 Bedroom8 Guests
New to Booking
$726
Average price / night
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The Boarding House, King bed comfort. Close to Nantucket Sound beaches.
The Boarding House, King bed comfort. Close to Nantucket Sound beaches.
House
Chatham, MA, 02659, United States
0.2k from Chatham Chamber of Commerce center

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

4 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$457
Average price / night
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Beautiful Home w Artistic Flair
Beautiful Home w Artistic Flair
House
Chatham, MA, USA
0.5k from Chatham Chamber of Commerce center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$540
Average price / night
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Rhododendron Cottage – Walk to Cockle Cove
Rhododendron Cottage – Walk to Cockle Cove
House
South Chatham, MA, 02659, United States
0.3k from Chatham Chamber of Commerce center

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

3 Bedrooms8 Guests
New to Booking
$616
Average price / night
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Sun Room Beaches and Dog Welcome
Sun Room Beaches and Dog Welcome
House
Chatham, MA, USA
0.5k from Chatham Chamber of Commerce center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms6 Guests
8.7

Fabulous

3 reviews

$513
Average price / night
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Beachside Bliss: Dog Friendly & Breezy Stay
Beachside Bliss: Dog Friendly & Breezy Stay
House
South Chatham, MA, 02659, United States
0.3k from Chatham Chamber of Commerce center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom8 Guests
10.0

Exceptional

6 reviews

$615
Average price / night
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Seashell Wishes-Salty Kisses
Seashell Wishes-Salty Kisses
House
Chatham, MA, USA
0.5k from Chatham Chamber of Commerce center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Accessible hotels

2 Bedrooms4 Guests
8.0

Good

1 reviews

$256
Average price / night
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Enjoy your own private pool in Chatham! (2252)
Enjoy your own private pool in Chatham! (2252)
House
Chatham, MA, 02659, United States
0.4k from Chatham Chamber of Commerce center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

4 Bedrooms10 Guests
9.4

Superb

3 reviews

$867
Average price / night
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Corner Cottage
Corner Cottage
House
Chatham, MA, USA
0.5k from Chatham Chamber of Commerce center

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

3 Bedrooms6 Guests
9.3

Superb

4 reviews

$531
Average price / night
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Jean's Dream - Newly Renovated Cape House .9Miles from the Beach
Jean's Dream - Newly Renovated Cape House .9Miles from the Beach
House
Chatham, MA, 02659, United States
0.4k from Chatham Chamber of Commerce center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

2 Bedrooms7 Guests
10.0

Exceptional

12 reviews

$735
Average price / night
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Close to Bike Path 1 Mile to Beaches
Close to Bike Path 1 Mile to Beaches
House
Chatham, MA, USA
0.6k from Chatham Chamber of Commerce center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms6 Guests
8.0

Good

1 reviews

$507
Average price / night
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Waterfront Home With Dock and Two Water Facing Decks! (2372)
Waterfront Home With Dock and Two Water Facing Decks! (2372)
House
Chatham, MA, 02659, United States
0.5k from Chatham Chamber of Commerce center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$619
Average price / night
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Wrap-Around Porch Mins to Beach
Wrap-Around Porch Mins to Beach
House
Chatham, MA, USA
0.6k from Chatham Chamber of Commerce center

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

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$597
Average price / night
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Beautiful Chatham,  Sun Sand & Surf.  8/10 mile to  beaches ,pet friendly home
Beautiful Chatham, Sun Sand & Surf. 8/10 mile to beaches ,pet friendly home
House
Chatham, MA, 02659, United States
0.5k from Chatham Chamber of Commerce center

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

4 Bedrooms8 Guests
10.0

Exceptional

44 reviews

$677
Average price / night
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Bring your pups to Chatham Direct access to the Cape Cod Rail Trail
Bring your pups to Chatham Direct access to the Cape Cod Rail Trail
House
Chatham, MA, USA
0.6k from Chatham Chamber of Commerce center

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

3 Bedrooms7 Guests
New to Booking
$413
Average price / night
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Chatham Home Near the Bike Trail & Nantucket Sound (1524)
Chatham Home Near the Bike Trail & Nantucket Sound (1524)
House
South Chatham, MA, 02659, United States
0.5k from Chatham Chamber of Commerce center

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

2 Bedrooms6 Guests
9.4

Superb

13 reviews

$385
Average price / night
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South Chatham Sunshine
South Chatham Sunshine
House
South Chatham, MA, USA
0.6k from Chatham Chamber of Commerce center

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

3 Bedrooms6 Guests
9.4

Superb

5 reviews

$679
Average price / night
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1 Mi to Beach Home with Fire Pit and BBQ in Cape Cod!
1 Mi to Beach Home with Fire Pit and BBQ in Cape Cod!
House
South Chatham, MA, USA
0.6k from Chatham Chamber of Commerce center

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

3 Bedrooms8 Guests
New to Booking
$593
Average price / night
Check Availability
Dog-Friendly Home w/Yard, Deck, Free WiFi, New Gas Grill - Walk to the Beach
Dog-Friendly Home w/Yard, Deck, Free WiFi, New Gas Grill - Walk to the Beach
House
Chatham, MA, 02659, United States
0.5k from Chatham Chamber of Commerce center

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

2 Bedrooms5 Guests
9.2

Superb

27 reviews

$236
Average price / night
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85 Cockle Drive South Chatham Cape Cod - Ides of Marsh
85 Cockle Drive South Chatham Cape Cod - Ides of Marsh
House
South Chatham, MA, USA
0.6k from Chatham Chamber of Commerce center

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

1 Bedroom6 Guests
New to Booking
$584
Average price / night
Check Availability
Charming Chatham Cottage
Charming Chatham Cottage
House
Chatham, MA, 02659, United States
0.5k from Chatham Chamber of Commerce center

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

2 Bedrooms3 Guests
10.0

Exceptional

17 reviews

$212
Average price / night
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🐶 Dog Friendly Fenced in Yard! 3/2 🏠 1.1 mi to 🏝 WIFI - perfect fall rental!
🐶 Dog Friendly Fenced in Yard! 3/2 🏠 1.1 mi to 🏝 WIFI - perfect fall rental!
House
Chatham, MA, 02659, United States
0.5k from Chatham Chamber of Commerce center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$582
Average price / night
Check Availability
Friendly retreat with a deck, AC, and board games - stellar central location
Friendly retreat with a deck, AC, and board games - stellar central location
House
Chatham, MA, 02659, United States
0.5k from Chatham Chamber of Commerce center

AC, Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, Patio

3 Bedrooms6 Guests
8.4

Very Good

9 reviews

$528
Average price / night
Check Availability
Movie Theater Room, Direct Access to Bike Trail!
Movie Theater Room, Direct Access to Bike Trail!
House
Chatham, MA, 02659-1317, United States
0.6k from Chatham Chamber of Commerce center

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

3 Bedrooms7 Guests
9.4

Superb

6 reviews

$370
Average price / night
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Pro Tip:
VacationByOwnerRentals 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 Vacation Rentals in Chatham Chamber of Commerce.

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Frequently Asked Questions

You can explore 1341 verified vacation rentals in Chatham Chamber of Commerce. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Chatham Chamber of Commerce vary depending on the season, property size, and location. Rates typically start from around $212 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Chatham Chamber of Commerce include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Chatham Chamber of Commerce welcome pets. Currently, 57 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Chatham Chamber of Commerce often include amenities such as Fireplace/Heating, View, and Child Friendly. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.