Entire home
Pleasant Bay Beachfront Property Plus!
Photo gallery for Pleasant Bay Beachfront Property Plus!





Reviews
9.8 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 10297.3 sq m
Popular amenities
Rooms & beds
4 bedrooms (sleeps 10)
First Floor Bedroom 1
1 Queen Bed
First Floor Bedroom 2
2 Single Beds
Second Floor Bedroom 3
2 Single Beds and 1 Double Bed
Second Floor Bedroom 4
1 King Bed
3 bathrooms, 1 half bathroom
Enclosed Outdoor Shower
Outdoor shower
First Floor
Toilet
First Floor Bathroom
Bathtub or shower · Toilet
Second Floor Bathroom
Toilet · Shower only
Walkout Basement Level
Toilet · Shower only
Spaces
Deck or patio
Outdoor shower
Kitchen
Office
Dining area
About this property
Pleasant Bay Beachfront Property Plus!
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!
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!
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Property Registration Number C0139352240
About the area
Orleans
Located on the beach, this holiday home is in South Orleans, a neighbourhood in Orleans. The area's natural beauty can be seen at Cape Cod Beaches and Cape Cod National Seashore. Travelling with kids? Consider Chatham Marconi Maritime Center and Adventure Chatham. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Orleans, MA
What's nearby
- Cape Cod Beaches - 13 min walk - 1.1 km
- Captain's Cove Golf Course - 3 min drive - 2.2 km
- Cape Cod National Seashore - 14 min drive - 14.7 km
- Mayflower Beach - 26 min drive - 30.0 km
- Hyannis Harbor - 26 min drive - 35.1 km
Getting around
Restaurants
- Dunkin' - 8 min drive
- Dunkin' - 6 min drive
- Hog Island Beer Co. - 9 min drive
- Three Fins Coffee House & Cacao Factory - 8 min drive
- Corner Store - 7 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
Verified
7 September 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Jul 2023
Verified
10/10 Excellent
anita s.
20 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
anita s.
Stayed 7 nights in Oct 2025
Verified
10/10 Excellent
Lauren H.
20 April 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible home
Lauren H.
Stayed 7 nights in Jul 2020
Verified
10/10 Excellent
Blake A.
19 October 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Refer to the Guest Book, we wrote a thank you note
Blake A.
Verified
8/10 Good
Linda C.
13 September 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice Property - Needing Attention to Details
Linda C.
Stayed 7 nights in Aug 2020
Verified
10/10 Excellent
Amy M.
17 August 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pleasant Bay
Amy M.
Stayed 7 nights in Jul 2020
Verified
10/10 Excellent
Teri C.
25 July 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pleasant Plus Delivers
Teri C.
Stayed 7 nights in Jul 2020
Verified
10/10 Excellent
Vickie N.
17 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Vickie N.
Stayed 4 nights in Oct 2024
About the host
Hosted by Kinlin Grover Compass Vacation Rentals - Brewster, Orleans and Eastham
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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