Airbnb, Vacation Rentals in Chatham, MA

Compare 5,770 available beachfront holiday vacation rentals, starts from $42

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Airbnb, Vacation rentals and hotel deals in Chatham, MA

The Wicked Whidah - Pet-friendly, central location, private yard, sleeps 6 - 3bed/2bath
The Wicked Whidah - Pet-friendly, central location, private yard, sleeps 6 - 3bed/2bath
The Wicked Whidah - Pet-friendly, central location, private yard, sleeps 6 - 3bed/2bath
The Wicked Whidah - Pet-friendly, central location, private yard, sleeps 6 - 3bed/2bath
8.0 (1 review)
The Wicked Whidah - Pet-friendly, central location, private yard, sleeps 6 - 3bed/2bath
Holiday home · 2 Guests · 1 Bedroom
$245 /night*
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5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
9.8 (59 reviews)
5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
Holiday home · 2 Guests · 1 Bedroom
$650 /night*
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Bright & spacious home on cul-de-sac; 3 min walk to Ridgevale Beach!
Bright & spacious home on cul-de-sac; 3 min walk to Ridgevale Beach!
Bright & spacious home on cul-de-sac; 3 min walk to Ridgevale Beach!
Bright & spacious home on cul-de-sac; 3 min walk to Ridgevale Beach!
10 (3 reviews)
Bright & spacious home on cul-de-sac; 3 min walk to Ridgevale Beach!
Holiday home · 2 Guests · 1 Bedroom
$445 /night*
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Charming colonial gem with multiple decks, gas grill, patio, and central AC
Charming colonial gem with multiple decks, gas grill, patio, and central AC
Charming colonial gem with multiple decks, gas grill, patio, and central AC
Charming colonial gem with multiple decks, gas grill, patio, and central AC
9.8 (8 reviews)
Charming colonial gem with multiple decks, gas grill, patio, and central AC
Holiday home · 2 Guests · 1 Bedroom
$493 /night*
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Beachfront Nantucket style home with amazing views on 3 acre estate setting
Beachfront Nantucket style home with amazing views on 3 acre estate setting
Beachfront Nantucket style home with amazing views on 3 acre estate setting
Beachfront Nantucket style home with amazing views on 3 acre estate setting
9.8 (30 reviews)
Beachfront Nantucket style home with amazing views on 3 acre estate setting
Holiday home · 2 Guests · 1 Bedroom
$1,375 /night*
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LOCATION & VIEW - Water Front Home In Chatham Village
LOCATION & VIEW - Water Front Home In Chatham Village
LOCATION & VIEW - Water Front Home In Chatham Village
LOCATION & VIEW - Water Front Home In Chatham Village
10 (27 reviews)
LOCATION & VIEW - Water Front Home In Chatham Village
Holiday home · 2 Guests · 1 Bedroom
$500 /night*
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Chatham Charmer, Close to Village, Beach and More: 030-CM
Chatham Charmer, Close to Village, Beach and More: 030-CM
Chatham Charmer, Close to Village, Beach and More: 030-CM
Chatham Charmer, Close to Village, Beach and More: 030-CM
10 (3 reviews)
Chatham Charmer, Close to Village, Beach and More: 030-CM
Holiday home · 2 Guests · 1 Bedroom
$320 /night*
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Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
10 (56 reviews)
Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
Holiday home · 2 Guests · 1 Bedroom
$600 /night*
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Chatham Beach Chic 5 ⭐ 5min's Walk to Private Beach-Newly Renov'd Family Retreat
Chatham Beach Chic 5 ⭐ 5min's Walk to Private Beach-Newly Renov'd Family Retreat
Chatham Beach Chic 5 ⭐ 5min's Walk to Private Beach-Newly Renov'd Family Retreat
Chatham Beach Chic 5 ⭐ 5min's Walk to Private Beach-Newly Renov'd Family Retreat
10 (71 reviews)
Chatham Beach Chic 5 ⭐ 5min's Walk to Private Beach-Newly Renov'd Family Retreat
Holiday home · 2 Guests · 1 Bedroom
$282 /night*
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Family Cottage Close to Beach!!
Family Cottage Close to Beach!!
Family Cottage Close to Beach!!
Family Cottage Close to Beach!!
9.6 (57 reviews)
Family Cottage Close to Beach!!
Holiday home · 2 Guests · 1 Bedroom
$350 /night*
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Walk to Ridgevale Beach From Family Friendly Home
Walk to Ridgevale Beach From Family Friendly Home
Walk to Ridgevale Beach From Family Friendly Home
Walk to Ridgevale Beach From Family Friendly Home
9.8 (53 reviews)
Walk to Ridgevale Beach From Family Friendly Home
Holiday home · 2 Guests · 1 Bedroom
$400 /night*
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Sea views and steps to Ridgevale Beach - Airy Cottage with Modern Amenities
Sea views and steps to Ridgevale Beach - Airy Cottage with Modern Amenities
Sea views and steps to Ridgevale Beach - Airy Cottage with Modern Amenities
Sea views and steps to Ridgevale Beach - Airy Cottage with Modern Amenities
9.2 (14 reviews)
Sea views and steps to Ridgevale Beach - Airy Cottage with Modern Amenities
Holiday home · 2 Guests · 1 Bedroom
$267 /night*
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Charming Three Plus Bedroom Home Located on a Quiet street in East Harwich, Close to Beaches and Restaurants!
Charming Three Plus Bedroom Home Located on a Quiet street in East Harwich, Close to Beaches and Restaurants!
Charming Three Plus Bedroom Home Located on a Quiet street in East Harwich, Close to Beaches and Restaurants!
Charming Three Plus Bedroom Home Located on a Quiet street in East Harwich, Close to Beaches and Restaurants!
Charming Three Plus Bedroom Home Located on a Quiet street in East Harwich, Close to Beaches and Restaurants!
Holiday home · 2 Guests · 1 Bedroom
$350 /night*
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Superb, Upscale with Pool and Hot Tub in Chatham: 002-C
Superb, Upscale with Pool and Hot Tub in Chatham: 002-C
Superb, Upscale with Pool and Hot Tub in Chatham: 002-C
Superb, Upscale with Pool and Hot Tub in Chatham: 002-C
10 (1 review)
Superb, Upscale with Pool and Hot Tub in Chatham: 002-C
Holiday home · 2 Guests · 1 Bedroom
$828 /night*
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Former B&B in the Heart of Chatham. Sleeps 14, Walk to Beach and Town: 407-C
Former B&B in the Heart of Chatham. Sleeps 14, Walk to Beach and Town: 407-C
Former B&B in the Heart of Chatham. Sleeps 14, Walk to Beach and Town: 407-C
Former B&B in the Heart of Chatham. Sleeps 14, Walk to Beach and Town: 407-C
9.6 (12 reviews)
Former B&B in the Heart of Chatham. Sleeps 14, Walk to Beach and Town: 407-C
Holiday home · 2 Guests · 1 Bedroom
$778 /night*
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Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C
9.6 (60 reviews)
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C
Holiday home · 2 Guests · 1 Bedroom
$300 /night*
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Chatham Wayside Inn
Chatham Wayside Inn
Chatham Wayside Inn
Chatham Wayside Inn
9.2 (326 reviews)
Chatham Wayside Inn
Hotel · 2 Guests · 1 Bedroom
$489 /night
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In Town Newly Renovated Cape
In Town Newly Renovated Cape
In Town Newly Renovated Cape
In Town Newly Renovated Cape
10 (28 reviews)
In Town Newly Renovated Cape
Holiday home · 2 Guests · 1 Bedroom
$425 /night*
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Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
9.8 (58 reviews)
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
Holiday home · 2 Guests · 1 Bedroom
$1,145 /night*
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Delightful Cottage for Two
Delightful Cottage for Two
Delightful Cottage for Two
Delightful Cottage for Two
8.8 (43 reviews)
Delightful Cottage for Two
Cottage · 2 Guests · 1 Bedroom
$150 /night*
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Vacation Destinations Near Chatham, MA

Airbnb, Holiday Beachfront House with Air Conditioning in Chatham, MA

Chatham Guest Rooms
Chatham Guest Rooms
Chatham Guest Rooms
Chatham Guest Rooms
Air Conditioning
9.4 (42 reviews)
Chatham Guest Rooms
Guest house · 2 Guests · 1 Bedroom
$95 /night
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What Are The Best Rental Amenities in Chatham, MA?
Best Amenities in Chatham, MA
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Above shows the popular amenities in Chatham and the number of the rental properties associated with each amenity. In Chatham, 2776 rentals offer TV, 2765 rentals offer Internet or Wifi, 2680 rentals offer Parking Available. So, if you need TV during your vacation, use the TV filter to compare these properties. Two amenities that are not typical are Kitchen, Hot Tub.

What is the Best Time to Rent a Cheap Vacation Rental in Chatham, MA?

Tips to Rent Vacation Rentals (Stay for a Week) for Cheapest Price in Chatham, MA

Low Season
December
Most affordable month to stay
$103
Average rate of the cheapest vacation rentals option in low season month
High Season
August
Peak month to stay
$633
Average rate of the cheapest stay option in high season month
$310
Jul
$633
Aug
$225
Sep
$120
Oct
$118
Nov
$103
Dec
$133
Jan
$138
Feb
$138
Mar
$133
Apr
$138
May
$133
Jun
$288
Sun
$400
Mon
$773
Tue
$800
Wed
$727
Thu
$748
Fri
$310
Sat
Cheapest day of week
Sunday
Vacation rentals price normally the lowest on this day
$288
is the cheapest nightly rate for vacation rentals on this day
Highest day of week
Wednesday
Most expansive day to book a vacation rentals
$800
is the highest nightly rate for vacation rentals on this day
Which Price Range Is Most Typical in Chatham, MA Area?
Vacation Rentals Price Information in Chatham, MA
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The graph shows the percentages of vacation homes in each price bucket. Chatham has the largest percentage (15.84%) of homes in $500+ price range.
$0 to 50
$0 to 50
$50 to 100
$50 to 100
$100 to 150
$100 to 150
$150 to 200
$150 to 200
$200 to 250
$200 to 250
$250 to 300
$250 to 300
$300 to 350
$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
Which Accommodations Should I Pick in Chatham, MA?
Top Vacation Rental Accommodations in Chatham, MA
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Before visiting Chatham, it is a good idea to explore all the accommodation types in this area, and pick the one that fits your group well. All the available accommodation types are: House, Cottage, Condo, Apartment, Townhome, Studio, Estate, Villa, Hotel, Cabin, Bungalow, Resort, Farmhouse, Hotel Suites, Guest House, Building, Barn. House is the most-liked rental type, with the largest percentage of 78.41%. The biggest home in this area available for rent is around 12917 square feet.The least popular accommodation in Chatham is Barn rentals
How Many Rental Accommodations Are Pets Friendly in Chatham, MA?
Pets Allowed vs Not Allowed in Chatham, MA
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22.18% of vacation homes in Chatham are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
Which Airports Should I Choose To Get To Chatham, MA?
Airports Options in Chatham, MA
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1 airport(s) close to Chatham are:

Other Vacation Rentals Ideas

Airbnb, Holiday Beachfront House with Full Kitchen in Chatham, MA

CHATHAM- REDUCED, WALK TO SANDY BEACHES, OPEN YR ROUND, BIG PRIVATE YARD, MINT!
CHATHAM- REDUCED, WALK TO SANDY BEACHES, OPEN YR ROUND, BIG PRIVATE YARD, MINT!
CHATHAM- REDUCED, WALK TO SANDY BEACHES, OPEN YR ROUND, BIG PRIVATE YARD, MINT!
CHATHAM- REDUCED, WALK TO SANDY BEACHES, OPEN YR ROUND, BIG PRIVATE YARD, MINT!
Full Kitchen
9.8 (30 reviews)
CHATHAM- REDUCED, WALK TO SANDY BEACHES, OPEN YR ROUND, BIG PRIVATE YARD, MINT!
Holiday home · 2 Guests · 1 Bedroom
$325 /night*
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Main House plus Guest House, Walk to Beach & Village: 086-C
Main House plus Guest House, Walk to Beach & Village: 086-C
Main House plus Guest House, Walk to Beach & Village: 086-C
Main House plus Guest House, Walk to Beach & Village: 086-C
Full Kitchen
9.8 (7 reviews)
Main House plus Guest House, Walk to Beach & Village: 086-C
Holiday home · 2 Guests · 1 Bedroom
$651 /night*
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Breezy beachy house close to everything but away from it all
Breezy beachy house close to everything but away from it all
Breezy beachy house close to everything but away from it all
Breezy beachy house close to everything but away from it all
Full Kitchen
9.8 (32 reviews)
Breezy beachy house close to everything but away from it all
Holiday home · 2 Guests · 1 Bedroom
$400 /night*
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Airbnb, Vacation Rentals, Cottage with Fireplace in Chatham, MA

Charming 3 bedroom, 3.5 Bath Cape with all amenities. Walk to Town & Oyster Pond
Charming 3 bedroom, 3.5 Bath Cape with all amenities. Walk to Town & Oyster Pond
Charming 3 bedroom, 3.5 Bath Cape with all amenities. Walk to Town & Oyster Pond
Charming 3 bedroom, 3.5 Bath Cape with all amenities. Walk to Town & Oyster Pond
Fireplace
10 (11 reviews)
Charming 3 bedroom, 3.5 Bath Cape with all amenities. Walk to Town & Oyster Pond
Cottage · 2 Guests · 1 Bedroom
$500 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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