Old Mansions - Vacation Rentals in Edward Penniman House and Barn

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From $992

         

10.0 (71 Reviews)

House

Live the Good Life! Heated Pool, Walk to Ocean Beaches, Sleeps 12 in 6 rooms

• Air Conditioner
• Parking
• Pool

• Orleans
• East Orleans

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From $120

         

|

9.0 (2 Reviews)

House

Pine Grove Cottage

• Air Conditioner
• Parking
• View

• Eastham
• North Eastham

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From $681

         

10.0 (17 Reviews)

House

213 m² House ∙ 3 bedrooms ∙ 7 guests

• 2292 ft² House
• Air Conditioner
• TV
• View

• Orleans
• East Orleans

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From $293

         

|

10.0 (84 Reviews)

Bed & Breakfast

Whalewalk Inn and Spa

• Parking
• Pool
• TV

• Massachusetts
• Eastham

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From $159

         

10.0 (43 Reviews)

Cottage

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

• Air Conditioner
• Parking
• TV

• Eastham
• Campground Landing

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From $284

         

|

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House

Hay Cottage

• Air Conditioner
• Parking
• Balcony/Terrace

• Massachusetts
• Eastham

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From $859

         

|

10.0 (14 Reviews)

House

152 m² House ∙ 3 bedrooms ∙ 8 guests

• 1640 ft² House
• Air Conditioner
• Parking
• TV

• Massachusetts
• Eastham

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From $246

         

|

9.8 (35 Reviews)

Bed & Breakfast

The Parsonage Inn

• Air Conditioner
• Parking
• View

• Orleans
• East Orleans

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From $225

         

10.0 (217 Reviews)

House

Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

• Air Conditioner
• Parking
• Pet Friendly

• Eastham
• North Eastham

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From $838

         

|

10.0 (3 Reviews)

House

Sunroom Mins to Beaches Views of Marsh

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Eastham

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From $211

         

10.0 (5 Reviews)

House

103 m² Maisonette ∙ 3 bedrooms ∙ 6 guests

• 1109 ft² House
• Air Conditioner
• Parking
• TV

• Orleans
• East Orleans

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From $281

         

|

9.2 (126 Reviews)

House

The Seagrove Suites & Guest Rooms

• Air Conditioner
• Parking
• Pool

• Massachusetts
• Eastham

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From $415

         

10.0 (46 Reviews)

House

Rock Harbor Retreat: Reserve for Summer 2026! Beautifully decorated & landscaped

• Parking
• TV
• View

• Massachusetts
• Orleans

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From $1,019

         

|

10.0 (2 Reviews)

House

4-5 Min to Mill Pond or Nauset Beach

• Air Conditioner
• Parking
• Pet Friendly

• Orleans
• East Orleans

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From $374

         

10.0 (39 Reviews)

House

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

• Air Conditioner
• Parking
• TV

• Massachusetts
• Orleans

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From $950

         

|

10.0 (2 Reviews)

House

Seaside Retreat w Private Beach Landing

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Eastham

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From $392

         

9.4 (47 Reviews)

Cottage

Charming Cape Cod cottage on Depot Pond & bike trail with pond access

• Air Conditioner
• Parking
• TV

• Massachusetts
• Eastham

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From $590

         

|

10.0 (2 Reviews)

House

Dog Friend Waterfront Home

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Eastham

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From $286

         

9.8 (31 Reviews)

Cottage

Romantic Orleans Waterfront Cottage!

• Air Conditioner
• Parking
• TV

• Massachusetts
• Orleans

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From $492

         

|

10.0 (2 Reviews)

House

Lovely House 5 Min to Beach with Deck Grill and Garage

• Air Conditioner
• View
• Security/Safety

• Massachusetts
• Eastham

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From $364

         

9.8 (17 Reviews)

Cottage

Fantastic Orleans Waterfront 2BR Cottage

• Air Conditioner
• Parking
• TV

• Massachusetts
• Orleans

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From $3,638

         

|

10.0 (1 Review)

House

Waterfront Fun at this Huge Family Estate

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Orleans

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From $976

         

9.4 (56 Reviews)

House

5 bedrooms ocean view estate overlooking cape cod bay

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Orleans

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From $626

         

10.0 (33 Reviews)

House

Eastham, Cape Cod: Spacious, contemporary cape with expansive marsh views

• Air Conditioner
• Parking
• TV

• Massachusetts
• Eastham

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★ Pro Tip: Old Mansions makes it easy to compare the best listings on Old Mansions homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Old Mansions homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Edward Penniman House and Barn.