Pleasant Bay Beachfront Property Plus!

Top rated by guests
Terrace/patio
Private kitchen
Private kitchen
Interior
Interior
review stars
9.6Outstanding
(8 Ratings)
"We’ll be back ! It’s a wonderful property! Gayle let us get straight to the property instead of having to stop at office to get the key. That was nice considering we were in the middle of a nor’east..."
anita s.
Don't miss out! Price and availability may change
9.6 / 10.0
Outstanding(8 Ratings)

House in Orleans, MA

10 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

The owners refer to this one-of-a-kind property as Pleasant Plus. This unique beachfront home and certified wildlife habitat is located on Big Pleasant Bay with spectacular panoramic water and big sky views from the Atlantic Nauset barrier beach to the golf course at Chatham's Eastward Ho! Country Club.

Set on a bluff, the main house is an amazing, white-washed, full Post and Beam design. The first floor offers a family-friendly open floor plan with oversized fully equipped kitchen, dining area and living room with vaulted ceiling and open loft. There is one half bathroom in the foyer and one full bathroom with tub/shower at the end of a center hall, as well as two guest bedrooms; one with a queen bed and one with two twin beds.

Step out of the family room onto a full-length deck looking south onto the fall/winter kaleidoscope of down-Cape weather, certified natural wildlife habitat, and relentless local and migratory bird activity.

On the second floor you will find a stunning master bedroom with king-sized bed where you will wake each day overlooking the breathtaking vista. This floor also features a separate full bathroom with shower, a third guest bedroom with one double bed and two small twin beds, and a fully tech-equipped "work from vacation" office setting and/or kid-friendly entertainment area for reading, creating, gaming or just relaxing.

The lower walkout-to-beach level features a large glass-walled indoor bathroom to accommodate guest and beach-goers alike, as well as an all-weather (above freezing) outdoor shower with view of Strong Island.

Stairs descend south from the Bay side of the house to the 1100 square foot boathouse/party house built directly on the private sandy beach where guests can isolate and commune with the Bay's nature and beauty up close and personal at any time, and in any weather.

Pleasant+'s isolation from public activity (down a 1/3 mile private lane, into a gated cul-de-sac) make the property an ideal cathartic getaway from the realities of urban living. Unique features of this all-season home make it possible to experience the wonders of Lower Cape Cod's fall and winter natural and wildlife beauty, all the while remaining engaged and connected as remote work-from-home responsibilities may require.

Amenities include: Panoramic view of Pleasant Bay from all living areas, central heating and air conditioning, high-speed wired and WiFi internet service, full home office/WFH setting, first floor washer and dryer, 3 smart TVs with live streaming service, DVD/VHS player, telephone, light duty laser printer, gas grill, Keurig and drip coffee makers, enclosed outdoor shower, seasonal outdoor furniture, kayak, dinghy, beach chairs and recliners, sporting and aquatic gear, etc. Linens are provided for prime season rentals. For all other weeks, tenants can bring their own linens or rent them.


* Additional Fees:
- $300 Cleaning Fee.
- $220 Non-Refundable Reservation Fee; $30 Damage Protection Fee; Guest Services Fee
- All Applicable Taxes
* FREE WIFI
* SATURDAY TO SATURDAY RENTAL
* NO PETS (no exceptions)
* NO SMOKING
* OCCUPANCY: 10 (adults and children)
* PARKING FOR 4 VEHICLES
* Sheets and towels provided on all weeks between May 30 - September 26, 2026. Linens are not included on any off-season stays. Tenants may bring their own or rent for $300.00.


****FREE ACTIVITIES INCLUDED****
To enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area.

Click the Xplorie button or visit the Free Activities page to see the free fun included with this Kinlin Grover Compass rental!

As a guest of Kinlin Grover Compass, you'll receive free golf tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities!

Amenities at Pleasant Bay Beachfront Property Plus!

Free WiFi/internet
Air conditioning
Non-smoking
TV
Coffee/tea maker
Refridgerator
Kitchen
WiFi/Internet
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
No pets allowed
Oven
Stove
Laundry services
Fireplace
Bath or shower
Children's high chair
Ironing facilities
Hairdryer

Map of Orleans, MA


Ratings and reviews

9.6 / 10.0
Outstanding(8 Ratings)
10.0 / 10.0Outstanding·Oct 2025
We’ll be back ! It’s a wonderful property! Gayle let us get straight to the property instead of having to stop at office to get the key. That was nice considering we were in the middle of a nor’easter! We had plenty of heat, and many games to entertain us.
10.0 / 10.0Outstanding·Sep 2023
Our extended family of 7 stayed here very comfortably. Lots of time spent on the beach and in the kayaks. We had such an amazing week long vacation at this wonderful beach house. Couldn’t ask for a better experience working with the management company and owners.
10.0 / 10.0Outstanding·Apr 2021
This house is absolutely beautiful and has direct beach access. It fits two families very comfortably and is in a wonderful area. We stayed here last summer and hope to come again soon!!
10.0 / 10.0Outstanding·Oct 2020
See above.

$$$$
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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Pleasant Bay Beachfront Property Plus!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Pleasant Bay Beachfront Property Plus! pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Pleasant Bay Beachfront Property Plus!?

We found 23 amenities for this rental. This includes free wifi/internet, air conditioning, non-smoking, tv, and coffee/tea maker.


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