Eastham Windmill Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Eastham Windmill, Eastham, Massachusetts, USA

Seaside Retreat w Private Beach Landing
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10.0 (3 Reviews)
3 Bedrooms 6 Guests
The Inn at the Oaks
FromGB £202 per night
9.2 (322 Reviews)
1 Bedroom 2 Guests
Sunroom Mins to Beaches Views of Marsh
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10.0 (3 Reviews)
4 Bedrooms 8 Guests
The Seagrove Suites & Guest Rooms
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9.2 (127 Reviews)
1 Bedroom 2 Guests
Truly Wonderful Cape Cottage
FromGB £194 per night
10.0 (134 Reviews)
1 Bedroom 2 Guests
4-5 Min to Mill Pond or Nauset Beach
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10.0 (2 Reviews)
4 Bedrooms 9 Guests
Eagle Wing Inn - Cape Cod
FromGB £99 per night
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9.8 (425 Reviews)
1 Bedroom 2 Guests
Walk down quiet country lane to private Bay Beach.
10.0 (124 Reviews)
2 Bedrooms 5 Guests
Lovely House 5 Min to Beach with Deck Grill and Garage
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10.0 (2 Reviews)
4 Bedrooms 8 Guests
Dog Friend Waterfront Home
FromGB £445 per night
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10.0 (2 Reviews)
2 Bedrooms 4 Guests
Waterfront Cottage - Adorable & Private
10.0 (81 Reviews)
1 Bedroom 2 Guests
Waterfront Fun at this Huge Family Estate
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10.0 (1 Review)
11 Bedrooms 23 Guests
Charming Sun Filled Eastham Cottage at Fort Hill
10.0 (59 Reviews)
1 Bedroom 2 Guests
Ocean Views New A C Dog Welcome
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10.0 (1 Review)
5 Bedrooms 11 Guests
Walk to Campground Beach Modern, Well‑Kept Cottage
10.0 (50 Reviews)
2 Bedrooms 4 Guests
Gorgeous Architectural Home w Water Views
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10.0 (1 Review)
4 Bedrooms 8 Guests
Walk to Water Hot Tub & Game Room
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10.0 (1 Review)
5 Bedrooms 10 Guests
1 min drive to Rock Harbor, 2 min to Town!
10.0 (39 Reviews)
2 Bedrooms 5 Guests
Waterfront home with Hot Tub Firepit and Game Room
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10.0 (1 Review)
4 Bedrooms 8 Guests
Great Waterfront Property, Kayak the National Park Seashore
10.0 (36 Reviews)
2 Bedrooms 6 Guests
3000 Sq Ft Home with Hot Tub
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10.0 (1 Review)
3 Bedrooms 8 Guests
Walk to Coast Guard Beach! Peaceful Vacation
10.0 (36 Reviews)
2 Bedrooms 3 Guests
Short Walk to Private Association Beach
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10.0 (1 Review)
3 Bedrooms 6 Guests
Cottage over looking Coast Guard Beach and the Atlantic
10.0 (36 Reviews)
1 Bedroom 2 Guests
Stunning Bay Views by Beach Dog Friendly
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10.0 (1 Review)
3 Bedrooms 7 Guests
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
10.0 (27 Reviews)
2 Bedrooms 4 Guests
Newly updated spacious steps to water
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10.0 (1 Review)
2 Bedrooms 4 Guests
The Breeze on Minister's Pond
FromGB £313 per night
10.0 (25 Reviews)
1 Bedroom 2 Guests
2 Miles to Nauset & Coast Guard Beach Dog Friendly
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10.0 (1 Review)
6 Bedrooms 12 Guests
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 (23 Reviews)
2 Bedrooms 7 Guests
Half Mile to Private Association Beach
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10.0 (1 Review)
2 Bedrooms 5 Guests
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
10.0 (19 Reviews)
2 Bedrooms 6 Guests
Beach and Golf Hub with All-Season Sunroom in Cape Cod
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10.0 (1 Review)
5 Bedrooms 9 Guests
Cape Cod Sunscape. Orleans
FromGB £499 per night
10.0 (17 Reviews)
2 Bedrooms 6 Guests
The Tranquil Heron Cottage
FromGB £312 per night
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9.8 (5 Reviews)
1 Bedroom 6 Guests
Cape Cod Cottage Retreat
FromGB £268 per night
10.0 (15 Reviews)
2 Bedrooms 4 Guests
New Eastham Oceanside Guest Suite with Pool and Hot Tub
10.0 (15 Reviews)
1 Bedroom 2 Guests
Steps to private bay beach 0.2 mi. Central AC.
10.0 (13 Reviews)
2 Bedrooms 8 Guests
Edgewood on Campground Beach/Steps to the Sand
10.0 (9 Reviews)
2 Bedrooms 4 Guests
Fantastic Orleans Waterfront 2BR Cottage
9.8 (17 Reviews)
2 Bedrooms 5 Guests
Beautiful Spacious Family Retreat w Pool
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9.7 (3 Reviews)
4 Bedrooms 8 Guests
Endless Dunes, A Modern Motel
9.0 (139 Reviews)
1 Bedroom 2 Guests
Castaway Cottage on the bay~Dog Friendly Too!
9.8 (13 Reviews)
2 Bedrooms 5 Guests
4 Bedroom Home by Leavetown Vacations
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9.7 (3 Reviews)
4 Bedrooms 8 Guests
Viking Shores Motor Inn
FromGB £85 per night
8.6 (123 Reviews)
1 Bedroom 2 Guests
🐚The Bay Cottage on Thumpertown Beach
9.8 (11 Reviews)
2 Bedrooms 4 Guests
Inn at the Oaks
FromGB £294 per night
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9.6 (34 Reviews)
13 Bedrooms 31 Guests
Four Points by Sheraton Eastham Cape Cod
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8.2 (890 Reviews)
1 Bedroom 2 Guests
Cozy Cottage Overlooking Rock Harbor Creek
9.8 (10 Reviews)
1 Bedroom 4 Guests
Bike to Nauset Beach or Walk to Mill Pond
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9.5 (11 Reviews)
3 Bedrooms 6 Guests
Newly Renovated Cottage on Town Cove!
9.8 (9 Reviews)
2 Bedrooms 4 Guests
Dreamy Cottage for Two Close to Beaches
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9.5 (2 Reviews)
1 Bedroom 2 Guests
Minutes to Oceanside Beaches
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9.4 (9 Reviews)
3 Bedrooms 6 Guests
Private Road - Near Bike Trail & Beaches
9.6 (35 Reviews)
2 Bedrooms 4 Guests
Perfect Relaxation Spot 5 min to Beach
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9.4 (5 Reviews)
3 Bedrooms 8 Guests
Great Location Near Cape Cod National Seashore
9.6 (33 Reviews)
2 Bedrooms 4 Guests
Waterfront amazing views near beaches
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9.3 (3 Reviews)
3 Bedrooms 6 Guests
Walk to Campground Beach Modern, Well‑Kept Cottage
9.6 (29 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
Beachfront on Cape Cod Bay in Eastham! (1039)
9.6 (24 Reviews)
2 Bedrooms 6 Guests
Gray Gables
FromGB £505 per night
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9.0 (2 Reviews)
1 Bedroom 6 Guests
Clean and Quiet North Eastham Cottage Near Beaches
9.6 (20 Reviews)
3 Bedrooms 6 Guests
Pine Grove Cottage
FromGB £90 per night
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9.0 (2 Reviews)
2 Bedrooms 2 Guests
Amazing Outdoor Space Access to Town Cove
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9.0 (1 Review)
5 Bedrooms 12 Guests

About Eastham Windmill Vacation Rentals

With more than 960 Eastham Windmill vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Eastham Windmill.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Eastham Windmill, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Eastham Windmill. Places to stay near Eastham Windmill are 1057.69 ft² on average, with prices averaging GB £454 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Eastham Windmill with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Eastham Windmill?

What are the top vacation rentals in Eastham Windmill?

How many Rentbyowner vacation rentals are available in Eastham Windmill?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 960 in the Eastham Windmill area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Eastham Windmill. 

Nearby Neighborhood (4)

NeighborhoodProperty Count
Indian Neck Heights Vacation Rentals in Eastham, Massachusetts 25
Pleasant Point Vacation Rentals in Eastham, Massachusetts 673
West Brewster Vacation Rentals in Eastham, Massachusetts 544
Sea Pines Vacation Rentals in Eastham, Massachusetts 701