Accommodations in Chatham, MA: Compare 10+ Sites & Save

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  5.  Chatham

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869 Best Accommodations in Chatham (Starting from $318)

Old Harbor Inn
Old Harbor Inn
Bed & Breakfast
Chatham, Massachusetts, USA
0.1k from Chatham center

Guest Services, Air Conditioner, Oceanfront, Restaurant, Ocean View, Internet, Parking

11 Bedrooms18 Guests
9.5

Superb

93 reviews

$5351
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, USA
0.2k from Chatham center

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

3 Bedrooms6 Guests
7.0

Good

1 reviews

$318
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

18 reviews

$1709
Average price / night
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Walk to Oyster Pond and Main Street Chatham
Walk to Oyster Pond and Main Street Chatham
House
Chatham, MA, USA
0.2k from Chatham center

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

4 Bedrooms8 Guests
8.0

Good

1 reviews

$1074
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

24 reviews

$1018
Average price / night
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32 Bearses By Way Chatham Cape Cod - - Chatterbox
32 Bearses By Way Chatham Cape Cod - - Chatterbox
House
Chatham, MA, USA
0.2k from Chatham center

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

1 Bedroom8 Guests
10.0

Exceptional

1 reviews

$1050
Average price / night
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Hot Tub! Steps to Oyster Pond Beach and Downtown Chatham.
Hot Tub! Steps to Oyster Pond Beach and Downtown Chatham.
House
Chatham, MA, 02633, United States
0.2k from Chatham center

AC, Barbecue, Hot Tub, Internet, Laundry, Microwave, No Smoking, Patio, TV

3 Bedrooms6 Guests
New to Booking
$845
Average price / night
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Centrally Located Home w Patio Fire Pit
Centrally Located Home w Patio Fire Pit
House
Chatham, MA, USA
0.3k from Chatham center

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

4 Bedrooms9 Guests
9.0

Fabulous

2 reviews

$1183
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

14 reviews

$768
Average price / night
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Oyster Beach Bungalow
Oyster Beach Bungalow
Apartment
Chatham, Massachusetts, USA
0.4k from Chatham center

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

1 Bedroom2 Guests
8.2

Very Good

14 reviews

$367
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

29 reviews

$881
Average price / night
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Full Renovation Amazing Spot with Views
Full Renovation Amazing Spot with Views
House
Chatham, MA, USA
0.6k from Chatham center

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

2 Bedrooms4 Guests
9.6

Exceptional

8 reviews

$593
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

15 reviews

$343
Average price / night
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B By the Sea
B By the Sea
House
Chatham, MA, USA
0.7k from Chatham center

Wheelchair Accessible, Security/Safety, Sports/Activities, Restaurant, Laundry, Barbecue/Outdoor Cooking, Air Conditioner

2 Bedrooms4 Guests
8.7

Fabulous

3 reviews

$456
Average price / night
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Vacation in the heart of Chatham and walk to everything. Oyster Pond Beach is right around the corner!
Vacation in the heart of Chatham and walk to everything. Oyster Pond Beach is right around the corner!
House
Chatham, MA, 02633, United States
0.2k from Chatham center

AC, Barbecue, Kitchen, Laundry, Microwave, No Smoking, Patio, TV, Washer

2 Bedrooms5 Guests
New to Booking
$1071
Average price / night
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40 Tip Cart Drive Chatham Cape Cod - The Hideaway
40 Tip Cart Drive Chatham Cape Cod - The Hideaway
House
Chatham, MA, USA
0.7k from Chatham center

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

1 Bedroom7 Guests
New to Booking
$894
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

$906
Average price / night
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Walk to Downtown Chatham Steps to Beach
Walk to Downtown Chatham Steps to Beach
House
Chatham, MA, USA
0.8k from Chatham center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$999
Average price / night
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Charming house located in the heart of downtown Chatham!
Charming house located in the heart of downtown Chatham!
House
Chatham, MA, 02633, United States
0.3k from Chatham center

AC, Barbecue, Laundry, Microwave, No Smoking, Patio, TV, Washer

3 Bedrooms8 Guests
8.0

Good

2 reviews

$762
Average price / night
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388 Main Street Chatham Cape Cod - - The Priscilla House
388 Main Street Chatham Cape Cod - - The Priscilla House
House
Chatham, MA, USA
0.8k from Chatham center

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

1 Bedroom18 Guests
New to Booking
$1711
Average price / night
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Blue water views and coral sunsets from every room in this beautifully appointed home.
Blue water views and coral sunsets from every room in this beautifully appointed home.
House
Chatham, MA, 02633, United States
0.3k from Chatham center

AC, Barbecue, Laundry, Microwave, No Smoking, Patio, Toys, TV, Washer

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1184
Average price / night
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Steps to Oyster Pond Private Dock!
Steps to Oyster Pond Private Dock!
House
Chatham, MA, USA
0.9k from Chatham center

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

5 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1961
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

$1017
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

19 reviews

$398
Average price / night
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5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet
5 BR - Beautiful Property-Chatham in-Town & Oyster Beach Inlet
House
Chatham, MA, 02633, United States
0.4k from Chatham center

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

5 Bedrooms10 Guests
9.8

Exceptional

76 reviews

$502
Average price / night
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Newly renovated! Perfect family home, short walk to Chatham!
Newly renovated! Perfect family home, short walk to Chatham!
House
Chatham, MA, 02633, United States
0.4k from Chatham center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$653
Average price / night
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Located in the heart of downtown Chatham, this gem offers an easy walk to everything.
Located in the heart of downtown Chatham, this gem offers an easy walk to everything.
House
Chatham, MA, 02633, United States
0.4k from Chatham center

AC, Barbecue, Crib, Laundry, Microwave, No Smoking, Outdoor Space, Patio, TV

4 Bedrooms8 Guests
8.6

Fabulous

4 reviews

$938
Average price / night
Check Availability

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 Accommodations in Chatham.

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Chatham Accommodations on the Map

Frequently Asked Questions

You can explore 869 verified accommodations in Chatham, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Chatham vary based on property type, location, and travel dates. Rates typically start from around $318 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Chatham.

Yes, Chatham offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 61 listings in Chatham are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Chatham, booking several months ahead can help secure your preferred property.

Accommodations in Chatham commonly include amenities such as Fireplace/Heating, View, and Laundry. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Chatham focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Chatham.