Eastham Windmill Cottage Rentals

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

Driftwood Cottages - 85 - Lobster
New
3 Bedrooms 6 Guests
Seaside Retreat w Private Beach Landing
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10.0 (4 Reviews)
3 Bedrooms 6 Guests
Whalewalk Inn and Spa
FromUS $239 per night
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10.0 (88 Reviews)
1 Bedroom 2 Guests
Walk to Water, Cozy, Dog Friendly!
New
3 Bedrooms 8 Guests
Sunroom Mins to Beaches Views of Marsh
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10.0 (3 Reviews)
4 Bedrooms 8 Guests
The Inn at the Oaks
FromUS $268 per night
9.2 (322 Reviews)
1 Bedroom 2 Guests
Game Room, Cozy & Mins to Beaches!
New
3 Bedrooms 6 Guests
4-5 Min to Mill Pond or Nauset Beach
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10.0 (2 Reviews)
4 Bedrooms 9 Guests
The Seagrove Suites & Guest Rooms
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9.2 (127 Reviews)
1 Bedroom 2 Guests
Truly Wonderful Cape Cottage
FromUS $272 per night
10.0 (134 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
Walk down quiet country lane to private Bay Beach.
10.0 (124 Reviews)
2 Bedrooms 5 Guests
Dog Friend Waterfront Home
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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
Ocean Views New A C Dog Welcome
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10.0 (1 Review)
5 Bedrooms 11 Guests
Charming Sun Filled Eastham Cottage at Fort Hill
10.0 (59 Reviews)
1 Bedroom 2 Guests
Gorgeous Architectural Home w Water Views
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10.0 (1 Review)
4 Bedrooms 8 Guests
Walk to Campground Beach Modern, Well‑Kept Cottage
10.0 (50 Reviews)
2 Bedrooms 4 Guests
Walk to Water Hot Tub & Game Room
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10.0 (1 Review)
5 Bedrooms 10 Guests
Waterfront home with Hot Tub Firepit and Game Room
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10.0 (1 Review)
4 Bedrooms 8 Guests
1 min drive to Rock Harbor, 2 min to Town!
10.0 (39 Reviews)
2 Bedrooms 5 Guests
3000 Sq Ft Home with Hot Tub
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10.0 (1 Review)
3 Bedrooms 8 Guests
Great Waterfront Property, Kayak the National Park Seashore
10.0 (36 Reviews)
2 Bedrooms 6 Guests
Short Walk to Private Association Beach
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10.0 (1 Review)
3 Bedrooms 6 Guests
Walk to Coast Guard Beach! Peaceful Vacation
10.0 (36 Reviews)
2 Bedrooms 3 Guests
Stunning Bay Views by Beach Dog Friendly
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10.0 (1 Review)
3 Bedrooms 7 Guests
Cottage over looking Coast Guard Beach and the Atlantic
10.0 (36 Reviews)
1 Bedroom 2 Guests
Newly updated spacious steps to water
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10.0 (1 Review)
2 Bedrooms 4 Guests
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
10.0 (27 Reviews)
2 Bedrooms 4 Guests
2 Miles to Nauset & Coast Guard Beach Dog Friendly
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10.0 (1 Review)
6 Bedrooms 12 Guests
The Breeze on Minister's Pond
10.0 (25 Reviews)
1 Bedroom 2 Guests
Half Mile to Private Association Beach
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10.0 (1 Review)
2 Bedrooms 5 Guests
The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 (23 Reviews)
2 Bedrooms 7 Guests
Beach & Golf Hub w/All-Season Sunroom in Cape Cod
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10.0 (1 Review)
5 Bedrooms 9 Guests
Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
10.0 (20 Reviews)
2 Bedrooms 5 Guests
The Tranquil Heron Cottage
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9.8 (5 Reviews)
3 Bedrooms 6 Guests
Cape Cod Sunscape. Orleans
10.0 (17 Reviews)
2 Bedrooms 6 Guests
New Eastham Oceanside Guest Suite with Pool and Hot Tub
10.0 (16 Reviews)
1 Bedroom 2 Guests
Cape Cod Cottage Retreat
FromUS $275 per night
10.0 (15 Reviews)
2 Bedrooms 4 Guests
National Seashore/Updated/Game Room~Blue Pearl
10.0 (9 Reviews)
2 Bedrooms 6 Guests
🦀Waterfront at The Velvet Crab~Amazing Sunsets
9.8 (24 Reviews)
1 Bedroom 4 Guests
Minutes to Oceanside Beaches
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9.7 (12 Reviews)
3 Bedrooms 6 Guests
Eagle Wing Inn - Cape Cod
FromUS $134 per night
|
9.8 (425 Reviews)
1 Bedroom 2 Guests
1940s Cottage Stunner Large Studio w/loft feel dog friendly
9.8 (22 Reviews)
1 Bedroom 3 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
Fantastic Orleans Waterfront 2BR Cottage
9.8 (17 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
FromUS $113 per night
8.6 (129 Reviews)
1 Bedroom 2 Guests
Castaway Cottage on the bay~Dog Friendly Too!
9.8 (14 Reviews)
2 Bedrooms 5 Guests
Bike to Nauset Beach or Walk to Mill Pond
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9.5 (11 Reviews)
3 Bedrooms 6 Guests
🐚The Bay Cottage on Thumpertown Beach
9.8 (11 Reviews)
2 Bedrooms 4 Guests
Dreamy Cottage for Two Close to Beaches
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9.5 (2 Reviews)
1 Bedroom 2 Guests
Cozy Cottage Overlooking Rock Harbor Creek
9.8 (10 Reviews)
1 Bedroom 4 Guests
Four Season Modern Cape Cod Cottage (with heat)
9.4 (6 Reviews)
2 Bedrooms 4 Guests
Newly Renovated Cottage on Town Cove!
9.8 (9 Reviews)
2 Bedrooms 4 Guests
Perfect Relaxation Spot 5 min to Beach
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9.4 (5 Reviews)
3 Bedrooms 8 Guests
Private Road - Near Bike Trail & Beaches
9.6 (35 Reviews)
2 Bedrooms 4 Guests
Waterfront amazing views near beaches
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9.3 (3 Reviews)
3 Bedrooms 6 Guests
Great Location Near Cape Cod National Seashore
9.6 (33 Reviews)
2 Bedrooms 4 Guests
Gray Gables
FromUS $670 per night
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9.0 (3 Reviews)
4 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
Pine Grove Cottage
FromUS $120 per night
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9.0 (2 Reviews)
2 Bedrooms 2 Guests
Clean and Quiet North Eastham Cottage Near Beaches
9.6 (20 Reviews)
3 Bedrooms 6 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

There are over 1016 amazing vacation rentals available in Eastham Windmill. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Eastham Windmill.

Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Eastham Windmill, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Eastham Windmill. The average size of places to stay near Eastham Windmill is approximately 1107.74 ft², with prices averaging US $616 per night.

Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Eastham Windmill. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.

Frequently Asked Questions About Eastham Windmill?

What are the top cottages, summer homes, and lake houses in Eastham Windmill?

How many rentals, hotels, or resorts are available in Eastham Windmill?

Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 1016 properties listed by Vacation Cottage in the Eastham Windmill area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Eastham Windmill.

Nearby Neighborhood (4)

NeighborhoodProperty Count
Indian Neck Heights Rental Cottages and Private Getaways in Eastham, Massachusetts 24
Pleasant Point Rental Cottages and Private Getaways in Eastham, Massachusetts 672
West Brewster Rental Cottages and Private Getaways in Eastham, Massachusetts 574
Sea Pines Rental Cottages and Private Getaways in Eastham, Massachusetts 725