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Vacation rentals in Little Pleasant Bay

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Popular amenities for Little Pleasant Bay vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Other great vacation rentals in Little Pleasant Bay

Top guest favorite
A serene beach scene is shown, featuring gentle waves lapping at the shore under a vast sky. The horizon meets the water, reflecting shades of blue and subtle cloud patterns, while wet sand creates a mirror-like effect on the beach.
Private room in Orleans
4.93 out of 5 average rating, 191 reviews

Hillside Cape Getaway

JessicaRating, 5 stars1 week ago
We had a wonderful stay at Kim’s. She was very sweet and welcoming. We felt right at home! Definitely recommend staying here when visiting the cape.
A classic lighthouse stands along a sandy shore, surrounded by tall grasses. The calm water reflects a soft blue sky with scattered clouds, creating a serene coastal scene. The shoreline is adorned with stones leading towards the lighthouse, enhancing the tranquil landscape.
Condo in Chatham
4.79 out of 5 average rating, 82 reviews

Lavish 1BR | Balcony | Washer/Dryer

Christopher CharlesRating, 5 stars3 days ago
Loved it, beautiful accommodations
Top guest favorite
The exterior of the home features a welcoming entryway with a screen door and brick accents. Surrounding the door, a well-maintained garden includes lush greenery, and a nearby staircase leads to an elevated grassy area, providing access to the tranquil outdoor space.
Private room in Orleans
4.88 out of 5 average rating, 181 reviews

Cozy Corner!

PaulRating, 5 stars9 months ago
Great 2-night stay for a charity event. Perfect location and a super host!
A spacious two-story building is situated among lush greenery, featuring a large wooden deck that extends across its front. Multiple windows allow natural light to enter the interior, while a few chairs are placed casually on the deck, surrounded by a serene, natural landscape.
Apartment in Orleans
4.57 out of 5 average rating, 165 reviews

Modern Cape Apartment in Orleans, Private Entrance

DeborahRating, 5 stars1 week ago
We love it. So cozy and private. Michael always responds so promptly. Everything you could need is right there !
A private deck features a dining table with chairs and a market umbrella, surrounded by a tranquil yard. The light-colored exterior of the studio is complemented by large sliding glass doors, providing a view into the inviting space within.
Apartment in Brewster
5 out of 5 average rating, 3 reviews

Bright and Peaceful Studio

AlexisRating, 5 stars3 weeks ago
Nestled in a beautiful and private neighborhood in Brewster, this Airbnb was the perfect weekend getaway. The yard was spacious and great for our dog to run around to play fetch in and sun on the deck. We loved mornings out on the deck table listening and spotting birds. The unit was clean and cozy. There’s ample daylight in the unit and lots of windows. The fold down Murphy bed was straight forward to set up. The kitchen was stocked with the essentials. The water pressure in the bathroom shower was great and the water heated up fast. The hosts are responsive and friendly. They have amenities like bikes and paddle boards that we didn’t end up utilizing. Inside the unit was a great little binder of local recommendations and we tried a handful of them and ate lots of great food.
Top guest favorite
A bright bathroom space features warm wood cabinetry and a skylight providing natural light. A soaking tub is displayed in the foreground, with a door leading to the outside visible. A small seating area with a chair and desk is situated under the sloped ceiling.
Hotel room in Chatham
4.96 out of 5 average rating, 179 reviews

Main Suite - Chatham Guest Rooms

PatriciaRating, 5 stars2 weeks ago
What a fabulous stay in Bob’s beautiful apartment! This was my second visit, and I wouldn’t stay anywhere else. The spacious apartment is immaculately clean and very well appointed - Bob has thought of everything, and it is full of lovely touches. Very comfortable bed, cozy living room with a great library, well-equipped modern kitchen, a full-sized washer and dryer, and a wonderful bathroom with lots of storage. Bob is a very responsive host, and this charming accommodation gets my very highest recommendation!!
Guest favorite
A large, historic farmhouse is framed by expansive greenery and a tall tree. A winding road leads to the property, bordered by grass and scattered stones. The clear blue sky above enhances the peaceful, rural setting.
Private room in Eastham
4.92 out of 5 average rating, 103 reviews

Knowles Farm B&B, Photo Room

TaylorRating, 5 stars3 weeks ago
A beautiful home in a great location on the cape, also near walking trails and amazing nature! Our room and the space designated for guests is awesome. Sarah was a great host and has fostered a wonderful community through her BnB.
Guest favorite
An aerial view captures the coastline of Dennis Port, showcasing sandy beaches lined with jetties extending into the water. The shoreline is dotted with residential properties, with a parking area visible in the foreground, offering access to the beach.
Private room in Dennisport
4.93 out of 5 average rating, 460 reviews

Almond - Check In 12:00 - On the Beach by 12:15

AutumnRating, 5 stars4 days ago
Description of the property was spot on. Within walking distance of restaurants and the beach. Quiet neighborhood. Host supplied lots of extras, from magazines to beach gear, to bathroom supplies. This is an older property with a lot of charm. 10/10 would recommend!
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