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Vacation rentals in Pleasant Bay

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Top-rated vacation rentals in Pleasant Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

Rental unit in Orleans
Beautiful Place to Escape on the Cape
Beautiful private suite on the back of a lovely home in a desired area of Orleans. A private neighborhood beach at Pilgrim Lake is a short walk away and a great spot for a swim or picnic. Nauset and Skaket Beach are each 3 miles away - plenty of beach supplies are provided. Enjoy this immaculate suite with kitchenette (stove top, no oven), deck, grill, and a great location. The suite is recently renovated, immaculate, and loaded with charm and amenities. This Cape escape is waiting for you!
$204 per night
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Guest suite in Orleans
Private Beach, Cozy Cape Cottage
Enjoy your own private beach with soaring seabirds and ocean breeze! Let a breathtaking sunrise and view of the bay greet you every morning from bed. Take in the waterfront view on the outside patio by the garden or in the enclosed sun porch. Escape to our cozy cottage secluded in the woods with nearby trails. Explore the Cape's many attractions and refresh your soul with a relaxing Cape Cod vacation.
$271 per night
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Home in Eastham
Seaside Retreat w/ Private Beach Landing!
14457 - Emerald on the Cove: Waterfront Home with Breathtaking Views, Stylish decor, Hot Tub (Coming July 2023), and Covered Deck Overlooking Nauset Estuary!
$271 per night

Other great vacation rentals in Pleasant Bay

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Home in Eastham
Newly Renovated Cottage on Town Cove!
$137 per night
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Home in Orleans
Dream Waterfront A-Frame in Orleans!
$213 per night
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Home in Chatham
Lovely Updated Cape Home 1 Mile to Beach!
$141 per night
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Home in Harwich
Immaculate Home Mins. to Jackknife Beach!
$238 per night
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Home in Chatham
Stunning Home with Water Views!
$333 per night
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Condo in Orleans
Beachfront on Skaket Beach!
$322 per night
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Rental unit in East Orleans
Cozy Waterfront Apartment, Private Beach Access
$190 per night
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Home in Chatham
Great Chatham Location w/ Hot Tub, Near Beach!
$300 per night
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Cabin in Brewster
Cozy Cape Cabin
$132 per night
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Condo in Eastham
Waterfront with Amazing views! Dog Friendly!
$148 per night
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Home in Orleans
Spacious Cottage near Pleasant Bay with sauna
$151 per night
Guesthouse in Brewster
Cape Thyme Cottage
$165 per night

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