Short-Term Rentals in Chatham, MA: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Short-Term Rentals
  3.  USA

  4.  Massachusetts

  5.  Chatham

Refine your search

Price per night

Amenity Filter

Rating

942 Best Short-Term Rentals in Chatham (Starting from $318)

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
Check Availability
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
Check Availability
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
Check Availability
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

$916
Average price / night
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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

26 reviews

$410
Average price / night
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
This lovely condo location in town, has both a brick patio and deck for you to enjoy your morning coffee on!
This lovely condo location in town, has both a brick patio and deck for you to enjoy your morning coffee on!
Condo
Chatham, MA, 02633, United States
0.3k from Chatham center

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

1 Bedroom3 Guests
9.8

Exceptional

6 reviews

$401
Average price / night
Check Availability
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
Check Availability
Wonderful cottage located in the heart of downtown Chatham......steps to everything.
Wonderful cottage located in the heart of downtown Chatham......steps to everything.
Cottage
Chatham, MA, 02633, United States
0.3k from Chatham center

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

2 Bedrooms6 Guests
9.8

Exceptional

11 reviews

$611
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

$1017
Average price / night
Check Availability
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
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 Short-Term Rentals in Chatham.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods

Stay Near Chatham's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Chatham Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 942 verified short-term rentals in Chatham, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Chatham vary depending on location, property size, and travel dates. Rates typically start from around $318 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Chatham include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Chatham, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Chatham often include amenities such as Fireplace/Heating, View, and Laundry, providing a comfortable and convenient stay.

Short-term rentals in Chatham are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.