Eastham Windmill Holiday Rentals

      Highly Rated

Cottage

Waterfront Cottage - Adorable & Private

• Massachusetts
• ·
• Eastham
• 0.48 mi to center

10.0

Exceptional

(85 Reviews)

1 Bedroom 1 Bath 2 Guests 600 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R3,683/Night 7 Nights - R25,771

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House

Sunroom Mins to Beaches Views of Marsh

• Massachusetts
• ·
• Eastham
• 1.15 mi to center

10.0

Exceptional

(4 Reviews)

4 Bedrooms 3 Baths 8 Guests 1808.34 ft²

• 
  Parking
• 
  View
• 
  Air Conditioner
• 
  Internet

R13,608/Night 7 Nights - R95,256

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      Price Dropped

Bed & Breakfast

Whalewalk Inn and Spa

• Massachusetts
• ·
• Eastham
• 2.19 mi to center

10.0

Exceptional

(106 Reviews)

1 Bedroom 1 Bath

• 
  Breakfast
• 
  Parking
• 
  Pool
• 
  Spa

R4,660/Night 7 Nights - R32,624

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Cottage

Steps To Bay at Campground Beach, A/C, Heat,Wifi, Outdoor Shower, Gas Grill

• Eastham
• ·
• Campground Landing
• 0.11 mi to center

10.0

Exceptional

(46 Reviews)

2 Bedrooms 1 Bath 4 Guests 520 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R3,928/Night 7 Nights - R27,492

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House

Stunning Bay Views by Beach Dog Friendly

• Eastham
• ·
• North Eastham
• 1.26 mi to center

10.0

Exceptional

(2 Reviews)

3 Bedrooms 1 Bath 7 Guests 979.52 ft²

• 
  Parking
• 
  View
• 
  Air Conditioner
• 
  Internet

R10,447/Night 7 Nights - R73,139

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      Highly Rated

Bed & Breakfast

The Inn at the Oaks

• Massachusetts
• ·
• Eastham
• 0.58 mi to center

9.2

Exceptional

(324 Reviews)

1 Bedroom 1 Bath

• 
  Breakfast
• 
  Parking
• 
  Balcony/Terrace
• 
  Air Conditioner

R4,349/Night 7 Nights - R30,448

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House

1 min drive to Rock Harbor, 2 min to Town!

• Massachusetts
• ·
• Orleans
• 2.16 mi to center

10.0

Exceptional

(41 Reviews)

2 Bedrooms 1 Bath 5 Guests 1160 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R6,115/Night 7 Nights - R42,805

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House

4-5 Min to Mill Pond or Nauset Beach

• Orleans
• ·
• East Orleans
• 0.62 mi to center

10.0

Exceptional

(2 Reviews)

4 Bedrooms 2 Baths 9 Guests 3132.3 ft²

• 
  Parking
• 
  View
• 
  Air Conditioner
• 
  Internet

R9,742/Night 7 Nights - R68,186

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      Highly Rated

House

The Seagrove Suites & Guest Rooms

• Massachusetts
• ·
• Eastham
• 1.44 mi to center

9.2

Exceptional

(134 Reviews)

1 Bedroom 1 Bath

• 
  Parking
• 
  Pool
• 
  Ocean View
• 
  Balcony/Terrace

R4,561/Night 7 Nights - R31,925

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Cottage

Great Waterfront Property, Kayak the National Park Seashore

• Massachusetts
• ·
• Eastham
• 1.71 mi to center

10.0

Exceptional

(39 Reviews)

2 Bedrooms 1 Bath 6 Guests

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

R6,688/Night 7 Nights - R46,816

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House

Short Walk to Private Association Beach

• Eastham
• ·
• North Eastham
• 1.42 mi to center

10.0

Exceptional

(2 Reviews)

3 Bedrooms 1 Bath 6 Guests 947.22 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  View
• 
  Air Conditioner

R6,039/Night 7 Nights - R42,269

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House

Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

• Eastham
• ·
• North Eastham
• 1.43 mi to center

10.0

Exceptional

(28 Reviews)

2 Bedrooms 2 Baths 4 Guests

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

R13,735/Night 7 Nights - R96,149

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House

Lovely House 5 Min to Beach with Deck Grill and Garage

• Massachusetts
• ·
• Eastham
• 1.57 mi to center

10.0

Exceptional

(2 Reviews)

4 Bedrooms 3 Baths 8 Guests 1915.98 ft²

• 
  Spa
• 
  View
• 
  Air Conditioner
• 
  Internet

R4,076/Night 7 Nights - R28,531

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      Price Dropped

House

The Pet-Friendly Surf Shack Hideaway on the Cove

• Massachusetts
• ·
• Eastham
• 1.16 mi to center

10.0

Exceptional

(27 Reviews)

2 Bedrooms 1 Bath 7 Guests 1594 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R8,881/Night 7 Nights - R62,162

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      Price Dropped

House

Cape Cod Cottage Retreat

• Eastham
• ·
• North Eastham
• 1.57 mi to center

10.0

Exceptional

(19 Reviews)

2 Bedrooms 1 Bath 4 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

R6,923/Night 7 Nights - R48,456

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House

Cape Cod Sunscape. Orleans

• Massachusetts
• ·
• Orleans
• 2.08 mi to center

10.0

Exceptional

(18 Reviews)

2 Bedrooms 1 Bath 6 Guests 1160 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R14,472/Night 7 Nights - R101,297

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Apartment

Cozy apartment in a quiet wooded neighborhood, just 2 miles from Nauset Beach.

• Orleans
• ·
• East Orleans
• 0.52 mi to center

10.0

Exceptional

(18 Reviews)

1 Bedroom 1 Bath 2 Guests

• 
  Air Conditioner
• 
  Laundry
• 
  Bedding/Linens
• 
  Wellness Facilities

R5,935/Night 7 Nights - R41,539

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House

Beautiful Spacious Family Retreat w/Pool!

• Massachusetts
• ·
• Eastham
• 1.63 mi to center

10.0

Exceptional

(17 Reviews)

4 Bedrooms 3 Baths 8 Guests 3100 ft²

• 
  Private Pool
• 
  Oceanfront
• 
  Parking
• 
  Pool

R10,709/Night 7 Nights - R74,958

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Condo

Private Hot Tub - King Bed - Fireplace and Firepit - walk to Pond and bike trail

• Massachusetts
• ·
• Eastham
• 0.57 mi to center

10.0

Exceptional

(14 Reviews)

1 Bedroom 1 Bath 2 Guests 750 ft²

• 
  Hot Tub
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R8,717/Night 7 Nights - R61,009

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House

Cozy Cottage Overlooking Rock Harbor Creek

• Massachusetts
• ·
• Orleans
• 2.53 mi to center

10.0

Exceptional

(13 Reviews)

1 Bedroom 1 Bath 4 Guests

• 
  Oceanfront
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

R6,896/Night 7 Nights - R48,278

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      Price Dropped

House

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

• Massachusetts
• ·
• Eastham
• 0.53 mi to center

10.0

Exceptional

(13 Reviews)

2 Bedrooms 1 Bath 4 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

R4,824/Night 7 Nights - R33,776

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House

Steps to Rock Harbor, Fully Renovated Cape Cod Cottage

• Massachusetts
• ·
• Orleans
• 2.66 mi to center

10.0

Exceptional

(12 Reviews)

2 Bedrooms 1 Bath 6 Guests

• 
  Parking
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

R7,267/Night 7 Nights - R50,876

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House

Modern Cape Cod Cottage Close to Everything - outdoor shower!

• Massachusetts
• ·
• Eastham
• 0.36 mi to center

10.0

Exceptional

(11 Reviews)

2 Bedrooms 1 Bath 4 Guests 575 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

R8,382/Night 7 Nights - R58,670

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      Price Dropped

Cottage

Edgewood on Campground Beach/Steps to the Sand

• Eastham
• ·
• Campground Landing
• 0.10 mi to center

10.0

Exceptional

(10 Reviews)

2 Bedrooms 1 Bath 4 Guests 420 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

R7,847/Night 7 Nights - R54,919

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