Eastham Windmill Holiday Rentals

Compare Villas, Resorts, & Rentals in Eastham Windmill, Eastham, Massachusetts, USA

Pine Grove Cottage
Fromد.إ.‏441 per night
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9.0 (2 Reviews)
2 Bedrooms 2 Guests
Whalewalk Inn and Spa
Fromد.إ.‏878 per night
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10.0 (88 Reviews)
1 Bedroom 2 Guests
Hay Cottage
Fromد.إ.‏1,043 per night
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New
1 Bedroom 3 Guests
The Inn at the Oaks
Fromد.إ.‏984 per night
9.2 (322 Reviews)
1 Bedroom 2 Guests
Seaside Retreat w Private Beach Landing
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10.0 (4 Reviews)
3 Bedrooms 6 Guests
The Seagrove Suites & Guest Rooms
Fromد.إ.‏1,032 per night
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9.2 (127 Reviews)
1 Bedroom 2 Guests
1 min drive to Rock Harbor, 2 min to Town!
10.0 (39 Reviews)
2 Bedrooms 5 Guests
Sunroom Mins to Beaches Views of Marsh
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10.0 (3 Reviews)
4 Bedrooms 8 Guests
Steps to Cooks Brook Beach! A/C, Heat, Wifi, Outdoor Shower, Gas Grill
9.8 (47 Reviews)
3 Bedrooms 6 Guests
4-5 Min to Mill Pond or Nauset Beach
Fromد.إ.‏2,203 per night
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10.0 (2 Reviews)
4 Bedrooms 9 Guests
Charming Cape Cod cottage on Depot Pond & bike trail with pond access
9.4 (47 Reviews)
2 Bedrooms 4 Guests
Dog Friend Waterfront Home
Fromد.إ.‏2,167 per night
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10.0 (2 Reviews)
2 Bedrooms 4 Guests
Romantic Orleans Waterfront Cottage!
Fromد.إ.‏1,021 per night
9.8 (31 Reviews)
1 Bedroom 2 Guests
Lovely House 5 Min to Beach with Deck Grill and Garage
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10.0 (2 Reviews)
4 Bedrooms 8 Guests
Fantastic Orleans Waterfront 2BR Cottage
9.8 (17 Reviews)
2 Bedrooms 5 Guests
Waterfront Fun at this Huge Family Estate
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10.0 (1 Review)
11 Bedrooms 23 Guests
Ocean Views New A C Dog Welcome
Fromد.إ.‏6,934 per night
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10.0 (1 Review)
5 Bedrooms 11 Guests
Eastham, Cape Cod - Town Cove Waterfront
9.0 (99 Reviews)
1 Bedroom 5 Guests
Gorgeous Architectural Home w Water Views
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10.0 (1 Review)
4 Bedrooms 8 Guests
3bedroom private residence on cul de sac near National Seashore
9.8 (46 Reviews)
2 Bedrooms 2 Guests
Walk to Water Hot Tub & Game Room
Fromد.إ.‏4,378 per night
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10.0 (1 Review)
5 Bedrooms 10 Guests
Less than a mile to the beach
Fromد.إ.‏2,072 per night
9.8 (53 Reviews)
4 Bedrooms 8 Guests
Waterfront home with Hot Tub Firepit and Game Room
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10.0 (1 Review)
4 Bedrooms 8 Guests
2025 Remodel! Walk to Pond, 2 Min Drive to Beach!
9.8 (28 Reviews)
4 Bedrooms 8 Guests
3000 Sq Ft Home with Hot Tub
Fromد.إ.‏3,665 per night
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10.0 (1 Review)
3 Bedrooms 8 Guests
Private beach access Wrap around porch!
9.8 (26 Reviews)
3 Bedrooms 6 Guests
Beach & Golf Hub w/All-Season Sunroom in Cape Cod
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10.0 (1 Review)
5 Bedrooms 9 Guests
Charming Saltbox Close To Skaket Beach & OrleansTown Center (1215)
9.4 (13 Reviews)
3 Bedrooms 6 Guests
Short Walk to Private Association Beach
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10.0 (1 Review)
3 Bedrooms 6 Guests
Stunning Bay Views by Beach Dog Friendly
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10.0 (1 Review)
3 Bedrooms 7 Guests
Pets Welcome Near Town & Bike Trail (1471)
8.4 (15 Reviews)
3 Bedrooms 6 Guests
Newly updated spacious steps to water
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10.0 (1 Review)
2 Bedrooms 4 Guests
Modern Eastham Home Near Kingsbury Beach (1690)
8.6 (14 Reviews)
3 Bedrooms 6 Guests
2 Miles to Nauset & Coast Guard Beach Dog Friendly
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10.0 (1 Review)
6 Bedrooms 12 Guests
Private Beachfront Home on Cape Cod Bay (1047)
9.6 (38 Reviews)
4 Bedrooms 8 Guests
Pet-Friendly Orleans Ranch (1560)
Fromد.إ.‏1,482 per night
9.0 (26 Reviews)
2 Bedrooms 6 Guests
Refurbished Cottage with Views of Town Cove (1038)
10.0 (3 Reviews)
2 Bedrooms 4 Guests
Steps to Nauset Beach, Private Yard!
Fromد.إ.‏3,116 per night
9.8 (19 Reviews)
5 Bedrooms 10 Guests
Cape Cod Cottage Retreat
Fromد.إ.‏1,289 per night
10.0 (15 Reviews)
2 Bedrooms 4 Guests
Half Mile to Private Association Beach
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10.0 (1 Review)
2 Bedrooms 5 Guests
Eagle Wing Inn - Cape Cod
Fromد.إ.‏492 per night
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9.8 (425 Reviews)
1 Bedroom 2 Guests
The Tranquil Heron Cottage
Fromد.إ.‏1,520 per night
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9.8 (5 Reviews)
1 Bedroom 6 Guests
Endless Dunes, A Modern Motel
Fromد.إ.‏626 per night
9.0 (139 Reviews)
1 Bedroom 2 Guests
Cape Cod Intellectual Property
Fromد.إ.‏11,349 per night
10.0 (14 Reviews)
8 Bedrooms 18 Guests
Beautiful Spacious Family Retreat w Pool
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9.7 (3 Reviews)
4 Bedrooms 8 Guests
Viking Shores Motor Inn
Fromد.إ.‏454 per night
8.6 (128 Reviews)
1 Bedroom 2 Guests
Waterfront Fun at this Huge Family Estate!
10.0 (12 Reviews)
11 Bedrooms 23 Guests
4 Bedroom Home by Leavetown Vacations
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9.7 (3 Reviews)
4 Bedrooms 8 Guests
Cape Cod Oasis: Heated Salt Water Pool, Game Room, Bike Path!
10.0 (12 Reviews)
4 Bedrooms 8 Guests
Inn at the Oaks
Fromد.إ.‏1,432 per night
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9.6 (34 Reviews)
13 Bedrooms 31 Guests
Cozy apartment in a quiet wooded neighborhood, just 2 miles from Nauset Beach.
10.0 (11 Reviews)
1 Bedroom 2 Guests
Bike to Nauset Beach or Walk to Mill Pond
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9.5 (11 Reviews)
3 Bedrooms 6 Guests
2 Min Walk to Private Beach & Boat Launch!
10.0 (10 Reviews)
4 Bedrooms 8 Guests
Minutes to Oceanside Beaches
Fromد.إ.‏2,262 per night
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9.5 (10 Reviews)
3 Bedrooms 6 Guests
Dreamy Cottage for Two Close to Beaches
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9.5 (2 Reviews)
1 Bedroom 2 Guests
Pond House~Waterfront Oasis W/Jacuzzi Tub
10.0 (10 Reviews)
3 Bedrooms 6 Guests
Four Season Modern Cape Cod Cottage (with heat)
9.4 (6 Reviews)
2 Bedrooms 4 Guests
National Seashore/Updated/Game Room~Blue Pearl
10.0 (9 Reviews)
2 Bedrooms 6 Guests
Perfect Relaxation Spot 5 min to Beach
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9.4 (5 Reviews)
3 Bedrooms 8 Guests
Captain's Quarters by Nauset Beach
Fromد.إ.‏1,440 per night
10.0 (9 Reviews)
3 Bedrooms 6 Guests
Waterfront amazing views near beaches
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9.3 (3 Reviews)
3 Bedrooms 6 Guests
Edgewood on Campground Beach/Steps to the Sand
10.0 (9 Reviews)
2 Bedrooms 4 Guests
Great Home with Game Space 0 8 miles from Cooks Brook Beach
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9.0 (2 Reviews)
4 Bedrooms 8 Guests

About Casai's Private Villas and Holiday Rentals in Eastham Windmill

Discover more than 1012 vacation rentals available in Eastham Windmill. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Eastham Windmill.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Eastham Windmill, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Eastham Windmill. On average, places to stay near Eastham Windmill offer 1110.53 ft², with nightly prices averaging د.إ.‏2,223.

With Casai, finding and comparing holiday rentals in Eastham Windmill is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Eastham Windmill?

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As of 2026, Casai boasts over 1012 properties listed in the Eastham Windmill area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Eastham Windmill.

Nearby Neighborhood (4)

NeighborhoodProperty Count
Indian Neck Heights Vacation Rentals in Eastham, Massachusetts 24
West Brewster Vacation Rentals in Eastham, Massachusetts 574
Pleasant Point Vacation Rentals in Eastham, Massachusetts 672
Sea Pines Vacation Rentals in Eastham, Massachusetts 725