Eastham Vacation Rentals & Cottages with Swimming Pool - 63 Rentals Available.
63 Vacation rentals
Filters applied: Swimming pool
Private resort, three homes, one property. Walk to the beach, new pool!
Eastham House
- 7 bedrooms 7
- 7 bathrooms
- sleeps 18 18
- min stay varies
- Nearest beach 0.8 mi
- Swimming pool
- Child friendly
$1,145.00
from $1,145.00 / night
3 homes in 1, new pool, walk to beach. Great for multiple families!
Eastham House
- 7 bedrooms 7
- 4 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$916.00
from $916.00 / night
GORGEOUS Home with Pool and Central A/C 106854
Eastham House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$886.00
from $886.00 / night
Whispering Pines - Cottage 13 126193
Eastham House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
$228.00
from $228.00 / night
Dog Friendly 4 Bedroom with Pool, 2 Min Walk to Beach
Eastham House
- 4 bedrooms 4
- 5 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$229.00
from $229.00 / night
#447: Spacious family retreat with private pool! Close to Boat Meadow Beach!
Eastham House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$309.00
from $309.00 / night
Kingsbury - 3798
Eastham House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$272.00
from $272.00 / night
Your search has been expanded 19.3 miles to include more rentals
5 Bedroom LUXURY HOME with inground HEATED POOL in Historic Barnstable Village
Barnstable House - 19.3 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Nearest beach 5 mi
- Swimming pool
- Ask about children
$572.00
from $572.00 / night
Newly Remodeled 5 Bed with Pool
Truro House - 10.2 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 13 13
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$329.00
from $329.00 / night
17 Sound View Road 130104
Harwich House - 12.5 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$643.00
from $643.00 / night
55 Barley Neck Rd 131073
East Orleans House - 4.9 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$643.00
from $643.00 / night
Waterfront 6 Bedroom with Pool and Private Dock
Chatham House - 12.9 miles away
- 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
58 Pleasant Street
South Dennis House - 10.8 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 14 14
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$1,785.00
from $1,785.00 / night
48 Tilipi Run Street
Chatham House - 13.4 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$685.00
from $685.00 / night
166 Barcliff Avenue
Chatham House - 11.1 miles away
- 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
21 Crestview Circle
Truro House - 12.6 miles away
- 4 bedrooms 4
- 6 bathrooms
- sleeps 12 12
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$2,142.00
from $2,142.00 / night
324 Deer Meadow Lane
Chatham House - 10 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$929.00
from $929.00 / night
NOW BOOKING FOR 2020! Gorgeous ocean views sleeping 8
Dennis Port House - 16 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$500.00
from $500.00 / night
Orleans Estate w/large heated pool, sleeps 24:39-O
Orleans House - 4.2 miles away
- 10 bedrooms 10
- 8 bathrooms
- sleeps 24 24
- min stay varies
- Swimming pool
- Child friendly
$1,901.00
from $1,901.00 / night
Oceanfront Estate with Pool, Spa, 6,600 sq ft of Sumptuous Summer Living: 047-O
Orleans House - 4.4 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
$1,834.00
from $1,834.00 / night
Updated, Spacious & Private, Sleeps 12 with Carriage House and Pool: 010-O
Orleans House - 3.7 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$514.00
from $514.00 / night
Orleans: 2+ Acres, Pool, Comfortable Luxury, Steps to Beach: 030-OC
Orleans House - 6 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
$815.00
from $815.00 / night
Private Orleans resort-style compound w/heated pool & spa and fire pit: 023-O
Orleans House - 4.8 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
$1,233.00
from $1,233.00 / night
Six bedroom sleeping 20 with private swimming pool
West Harwich House - 14.3 miles away
- 6 bedrooms 6
- 2 bathrooms
- sleeps 20 20
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$500.00
from $500.00 / night
Upscale, Resort-like, Heated Pool/Spa, Sleeps 14: 002-H
West Harwich House - 14.1 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
$862.00
from $862.00 / night
Eight bedroom home sleeping 20 with private swimming pool
Harwich House - 12.3 miles away
- 8 bedrooms 8
- 2 bathrooms
- sleeps 20 20
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$572.00
from $572.00 / night
New to our inventory! Oceanfront Heritage Sands condo that sleeps 8.
Dennis Port House - 16 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$428.00
from $428.00 / night
Cape Cod cottage-Just 150 feet to Sea Street Beach
Dennis Port House - 15.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
$225.00
from $225.00 / night
1 bedroom condo-just steps to the beach
Dennis Port House - 15.9 miles away
- 1 bedroom 1
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$90.00
from $90.00 / night
New to our inventory! Heritage Sands condo less than 500 feet to the beach!
Dennis Port Condo - 16 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$250.00
from $250.00 / night
Two bedroom Heritage Sands condo-Less than 500 feet to shared/private beach
Dennis Port House - 16.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$229.00
from $229.00 / night
103 Bellamy Lane
Chatham House - 10 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$929.00
from $929.00 / night
Beautiful five bedroom home with private swimming pool
Dennis Port House - 14.7 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$429.00
from $429.00 / night
Bayberry House
North Truro House - 14.3 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 14 minutes
$643.00
from $643.00 / night
Hedgebound of Cape Cod
Truro House - 10.4 miles away
- 8 bedrooms 8
- 6 bathrooms
- sleeps 20 20
- 2 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,290.00
from $2,290.00 / night
Secluded with Private Pool, Pets Considered -181-B
Brewster House - 7.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$675.00
from $675.00 / night
Private Orleans resort w/water views, heated pool/spa; sleeps 16 (linens) 009-O
Orleans House - 3.6 miles away
- 4 bedrooms 4
- 5 bathrooms
- sleeps 15 15
- min stay varies
- Swimming pool
- Child friendly
$1,129.00
from $1,129.00 / night
Elegantly Renovated, Walk 3 Min. to Beach -- 113-B
Brewster House - 6.3 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$567.00
from $567.00 / night
Spacious Custom Chatham Home Plus Guest House: 051-C
Chatham House - 11.2 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
$1,284.00
from $1,284.00 / night
Modern, Magnificent & Private with Heated Pool; 032-B
Brewster House - 8.7 miles away
- 7 bedrooms 7
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$719.00
from $719.00 / night
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