Chatham 4+ bedroom Vacation Rentals, Apartments & More - 489 Rentals Available.
489 Vacation rentals
Filters applied: 4+ Bedrooms
Cape Cod ⭐️/ Chatham ⭐️SLEEPS 20 ⭐️HISTORIC FAMILY ESTATE OVERLOOKING NANTUCKET SO.
South Chatham House
- 9 bedrooms 9
- 4 bathrooms
- sleeps 20 20
- 2 nights min
- Beach/lakeside relaxation
- Nearest beach 1 mi
- Child friendly
$1,450.00
from $1,450.00 / night
Chatham Cape Cod Vacation Rental (13059)
Chatham House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
- Pet friendly
$571.00
from $571.00 / night
Immaculate Chatham Village Renovation: 207-C
Chatham House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
$627.00
from $627.00 / night
Historic North Chatham Estate. Sleeps 20, private beach! (linens included):545-C
North Chatham House
- 7 bedrooms 7
- 5 bathrooms
- sleeps 20 20
- min stay varies
- Child friendly
$1,325.00
from $1,325.00 / night
South Chatham Cape Cod Vacation Rental (3388)
Chatham House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$343.00
from $343.00 / night
South Chatham Cape Cod Vacation Rental (9577)
South Chatham House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Air conditioning
$414.00
from $414.00 / night
South Chatham Cape Cod Vacation Rental (5025)
Chatham House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 11 11
- 7 nights min
- Ask about children
- Air conditioning
$529.00
from $529.00 / night
Chatham Cape Cod Vacation Rental (11498)
Chatham House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$671.00
from $671.00 / night
Chatham Cape Cod Vacation Rental (13199)
Chatham House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Air conditioning
$1,343.00
from $1,343.00 / night
166 Barcliff Avenue
Chatham House
- 4 bedrooms 4
- 5 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$2,000.00
from $2,000.00 / night
Extraordinary Chatham Waterfront Home. Private Beach, Sleeps 10: 334-C
Chatham House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
$1,101.00
from $1,101.00 / night
South Chatham Cape Cod Vacation Rental (12170)
Chatham House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Air conditioning
$357.00
from $357.00 / night
New, custom built home in Chatham, walk to Ridgevale Beach, linens incl. 321-C
Chatham House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
$448.00
from $448.00 / night
South Chatham Cape Cod Vacation Rental (135)
Chatham House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Air conditioning
$244.00
from $244.00 / night
Chatham Cape Cod Vacation Rental (11231)
Chatham House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Air conditioning
$700.00
from $700.00 / night
Chatham Cape Cod Vacation Rental (10226)
Chatham House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$643.00
from $643.00 / night
Chatham Cape Cod Vacation Rental (4489)
Chatham House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Air conditioning
- Pet friendly
$386.00
from $386.00 / night
298 Chippingstone Road
Chatham House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 1 night min
- Ask about children
- Ask about pets
$321.00
from $321.00 / night
Exquisitely Renovated Chatham Sea Captain's Home; 633-C
Chatham House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
$334.00
from $334.00 / night
South Chatham Cape Cod Vacation Rental (4861)
Chatham House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Air conditioning
$586.00
from $586.00 / night
South Chatham Cape Cod Vacation Rental (10394)
Chatham House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
$514.00
from $514.00 / night
Chatham Cape Cod Waterfront Vacation Rental (2172)
Chatham House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Air conditioning
- Pet friendly
$1,814.00
from $1,814.00 / night
8382 Schoenfeld
Chatham House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
$357.00
from $357.00 / night
190 Countryside Drive 104737
Chatham House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
$215.00
from $215.00 / night
209 Champlain Road 105480
Chatham House
- 6 bedrooms 6
- 2 bathrooms
- sleeps 11 11
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$358.00
from $358.00 / night
Brand new custom built beauty in S. Chatham w/water views (linens incl); 151-C
South Chatham House
- 4 bedrooms 4
- 6 bathrooms
- sleeps 9 9
- min stay varies
- Child friendly
$585.00
from $585.00 / night
29 Ryder Pond West Road 116055
Chatham House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 9 9
- 7 nights min
- Child friendly
- Air conditioning
$358.00
from $358.00 / night
South Chatham Cape Cod Waterfront Vacation Rental (6369)
Chatham House
- 6 bedrooms 6
- 2 bathrooms
- sleeps 12 12
- 7 nights min
- Ask about children
- Air conditioning
$671.00
from $671.00 / night
Chatham Family Compound Sleeps 16, Walk to Beach – Linens Included: 119-C
North Chatham House
- 8 bedrooms 8
- 6 bathrooms
- sleeps 16 16
- min stay varies
- Child friendly
- Pet friendly
$735.00
from $735.00 / night
37 Stepping Stones Road
Chatham House
- 5 bedrooms 5
- 6 bathrooms
- sleeps 12 12
- 1 night min
- Ask about children
- Pet friendly
$642.00
from $642.00 / night
464 Shore Road
Chatham House
- 4 bedrooms 4
- 6 bathrooms
- sleeps 8 8
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$1,715.00
from $1,715.00 / night
49 Heatherwood Lane 105473
Chatham House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$236.00
from $236.00 / night
42 Seastrand Way 130124
Chatham House
- 5 bedrooms 5
- 2 bathrooms
- sleeps 12 12
- 7 nights min
- Child friendly
- Air conditioning
$600.00
from $600.00 / night
Chatham Cape Cod Waterfront Vacation Rental (10325)
Chatham House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Ask about children
- Air conditioning
$700.00
from $700.00 / night
Chatham Cape Cod Vacation Rental (11136)
Chatham House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$1,500.00
from $1,500.00 / night
South Chatham Cape Cod Vacation Rental (3631)
Chatham House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Air conditioning
$357.00
from $357.00 / night
Best location in Chatham, walk to beach, town, fish pier and golf!; 369-C
Chatham House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
- Pet friendly
$414.00
from $414.00 / night
Newly Renovated Chatham Beach House with Views: 020-C
West Chatham House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
$367.00
from $367.00 / night
Waterfront 6 Bedroom with Pool and Private Dock
Chatham House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,715.00
from $1,715.00 / night
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