Vacation Rentals in Eastham, Massachusetts

50 Properties Available

Cape Cod Intellectual Property Private vacation home
Cape Cod Intellectual Property
$3233 / night
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Oceanfront Bliss: Experience the Best of Cape Cod Private vacation home
Oceanfront Bliss: Experience the Best of Cape Cod
$1869 / night
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Private resort, 3 homes, new pool, walk to beach! Private vacation home
Private resort, 3 homes, new pool, walk to beach!
$1800 / night
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Waterfront Fun at this Huge Family Estate! Private vacation home
Waterfront Fun at this Huge Family Estate!
$1603 / night
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Short Walk to Private Association Beach - Cape Cod Bay Private vacation home
Short Walk to Private Association Beach - Cape Cod Bay
$1104 / night
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New Construction Designer Home: Private Outdoor Oasis, Hot Tub, Sauna Private vacation home
New Construction Designer Home: Private Outdoor Oasis, Hot Tub, Sauna
$1071 / night
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2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit. Private vacation home
2021 CONSTRUCTION 3BR 3BA. Close to Bike Trail & Beaches. Central AC, Firepit.
$963 / night
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Private Dog-Friendly Home with Heated Pool & Guest Cottage at National Seashore Private vacation home
Private Dog-Friendly Home with Heated Pool & Guest Cottage at National Seashore
$935 / night
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WATERFRONT JUST DISCOUNTED - Spring\/Summer 2025 - Book today Private vacation home
WATERFRONT JUST DISCOUNTED - Spring\/Summer 2025 - Book today
$906 / night
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Huge Roof Deck Overlooking Ocean.  Paradise Awaits!  Your Perfect Cape Getaway! Private vacation home
Huge Roof Deck Overlooking Ocean. Paradise Awaits! Your Perfect Cape Getaway!
$882 / night
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Gorgeous home perfect for large groups! Walk to the beach! Pet friendly! Private vacation home
Gorgeous home perfect for large groups! Walk to the beach! Pet friendly!
$809 / night
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Eastham Family Friendly Home on the bike path and close to beaches Private vacation home
Eastham Family Friendly Home on the bike path and close to beaches
$773 / night
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Walk to beach, private patio! Private vacation home
Walk to beach, private patio!
$754 / night
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Sun, Sand, and Serenity: Only 3 peak weeks remaining - Includes Private Beach Private vacation home
Sun, Sand, and Serenity: Only 3 peak weeks remaining - Includes Private Beach
$721 / night
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Immaculately maintained, large beach home with heated swimming pool Private vacation home
Immaculately maintained, large beach home with heated swimming pool
$700 / night
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Family Home Near Beaches & Bike Path! Fenced-in Yard, A/C, EV Charger Private vacation home
Family Home Near Beaches & Bike Path! Fenced-in Yard, A/C, EV Charger
$696 / night
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Charming dog-friendly home with large yard & WiFi - walk to beach & Great Pond Private vacation home
Charming dog-friendly home with large yard & WiFi - walk to beach & Great Pond
$681 / night
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Eastham home near the water & bike path; large screened in porch - Pet Friendly Private vacation home
Eastham home near the water & bike path; large screened in porch - Pet Friendly
$673 / night
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Cozy and modern beach house & separate living space; perfect for families! Private vacation home
Cozy and modern beach house & separate living space; perfect for families!
$650 / night
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Family Friendly Cape Escape Private vacation home
Family Friendly Cape Escape
$647 / night
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Well-appointed, remodeled historic home super close to many beaches Private vacation home
Well-appointed, remodeled historic home super close to many beaches
$646 / night
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528 Feet To Private Association Beach (2242) Private vacation home
528 Feet To Private Association Beach (2242)
$645 / night
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Cove's Edge Private vacation home
Cove's Edge
$631 / night
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Cape Cod Bay Beach and Water Views Private vacation home
Cape Cod Bay Beach and Water Views
$628 / night
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Heated Saltwater Pool Hot Tub! Private vacation home
Heated Saltwater Pool Hot Tub!
$624 / night
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1 Minute Walk to Boat Meadow Landing! Private vacation home
1 Minute Walk to Boat Meadow Landing!
$616 / night
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Luxury Eastham Retreat Near Nauset Light Beach and Rail Trail - Big Private Deck Private vacation home
Luxury Eastham Retreat Near Nauset Light Beach and Rail Trail - Big Private Deck
$601 / night
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Eastham, 4BR, backs up to National seashore, water views of Salt Pond Bay Private vacation home
Eastham, 4BR, backs up to National seashore, water views of Salt Pond Bay
$575 / night
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Behind Nauset Lighthouse Steps to Beach! Private vacation home
Behind Nauset Lighthouse Steps to Beach!
$563 / night
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Seaside Retreat w/ Private Beach Landing! Private vacation home
Seaside Retreat w/ Private Beach Landing!
$554 / night
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15 minute walk to Bayside Beach! Private vacation home
15 minute walk to Bayside Beach!
$551 / night
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Beautiful 4 Bedroom Newly Remodeled Cape Paradise Rental Private vacation home
Beautiful 4 Bedroom Newly Remodeled Cape Paradise Rental
$550 / night
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Wood Duck Retreat, minutes from Beach and Pond! On bike path Private vacation home
Wood Duck Retreat, minutes from Beach and Pond! On bike path
$545 / night
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Oceanfront home with great views, deck, grill & beach access - dog-friendly Private vacation home
Oceanfront home with great views, deck, grill & beach access - dog-friendly
$541 / night
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Minutes to National Seashore or Eastham & Orleans bay beaches! Private vacation home
Minutes to National Seashore or Eastham & Orleans bay beaches!
$533 / night
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Near Herring Pond, Wiley Park and First Encounter Beach Private vacation home
Near Herring Pond, Wiley Park and First Encounter Beach
$518 / night
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Expansive Home by Rail Trail Near Beaches! Private vacation home
Expansive Home by Rail Trail Near Beaches!
$496 / night
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Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too! Private vacation home
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
$489 / night
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Seaside Charm: Perfect Getaway Private vacation home
Seaside Charm: Perfect Getaway
$489 / night
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Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus Apartment
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
$488 / night
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Lovely House 5 Min to Beach with Deck, Grill, Garage Private vacation home
Lovely House 5 Min to Beach with Deck, Grill, Garage
$486 / night
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Dog-friendly home with enclosed yard & firepit - near Rail Trail & beaches Private vacation home
Dog-friendly home with enclosed yard & firepit - near Rail Trail & beaches
$484 / night
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Stunning Water Views Private Dock! Private vacation home
Stunning Water Views Private Dock!
$483 / night
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Walk to Water Gorgeous Outdoor Space! Private vacation home
Walk to Water Gorgeous Outdoor Space!
$483 / night
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Stunning Bay Views by Beach Dog Friendly! Private vacation home
Stunning Bay Views by Beach Dog Friendly!
$478 / night
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2 Mi to Nauset & Coast Guard Beach, Dog Friendly! Private vacation home
2 Mi to Nauset & Coast Guard Beach, Dog Friendly!
$476 / night
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Short Walk to Private Association Beach! Private vacation home
Short Walk to Private Association Beach!
$461 / night
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Hot Tub, Central AC, Dog Friendly! Private vacation home
Hot Tub, Central AC, Dog Friendly!
$459 / night
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Bike the Trail, Kayak the Pond, or just Havarest Private vacation home
Bike the Trail, Kayak the Pond, or just Havarest
$448 / night
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On Town Cove with salt water access! Kayaks and paddle board available for use! Cottage
On Town Cove with salt water access! Kayaks and paddle board available for use!
$425 / night
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