Piece of Paradise: 054-OL Magnificent Orleans Estate w/Pool, Tennis, Assoc. Beach on Pleasant Bay

Orleans, Massachusetts
$1989 avg/night Minimum Stay 3 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 14

Max Sleeps

Night 3 nights

Min Stay

This property is professionally managed by Pretty Picky Properties

Magnificent Orleans Estate w/Pool, Tennis, Assoc. Dock & Beach on Pleasant Bay

Sleeps up to 14
Linens Included, Beds Made
Rents Friday to Friday in Peak Summer

Pool & Hot Tub open from Memorial Day to Columbus Day

This stunning South Orleans property is located within the Quanset Harbor Club, an upscale, private, seaside homeowners' association fronting on Quanset Pond, an inlet on thenorth shore of picturesque Pleasant Bay, at the southern-most end of the Cape Cod National Seashore. It's a short walk from the home to the private association beach and dock. Bring your boat or kayaks to explore Pleasant Bay and the Atlantic beyond. This residential neighborhood is also adjacent to a nature preserve with fresh and saltwater ponds, woodlands and secluded walking trails!

The property is park-like itself, with 1.65 acres of tastefully landscaped lawns, gardens, beautiful hydrangeas, stonewalls and shade trees. It feels like your own private Cape Cod resort!

Your outdoor recreation options include the custom, heated saltwater pool and the regulation size tennis court, each with its own shaded patio and seating areas. There's a full-sized basketball hoop here as well and a fire pit! The oversized deck, shaded by a broad, retractable awning, invites you to dine alfresco overlooking the expansive grounds. The gas grill and enclosed outdoor shower are part of the outdoor living experience as well, along with the relaxing hot tub. The spacious grounds are large enough for the kids to have plenty of space to run around or host a soccer or whiffle ball game. The yard is also the perfect spot for family corn hole tournaments!

The home's interior offers more than 5,500 square feet of luxury living in every detail. It recently underwent a stem to stern first class renovation, and is just immaculate with tasteful décor, elegant finishes and all new kitchen and baths.

An open floor plan allows for seamless entertaining with two living areas, a chef's kitchen, and a vaulted ceiling sunroom with massive windows which flows out to an expansive open deck overlooking the pool and tennis court. There is also a lounge with a writing desk that can serve as an office or quiet retreat by day and host cocktail hour in the evenings.

The superb custom chef's kitchen provides every imaginable element to make meal prep a fun time for all involved, including a large island with seating for four.

The main level is home to the spacious primary bedroom with its big king size bed and en suite full bath, including an attractive tile and glass step-in shower, separate tub and double sink vanity. This level of the house also contains a half bath and the laundry/pantry.

Upstairs in the main house you'll find two bedrooms. One is the second primary bedroom with a comfy king size bed, upholstered reading chair and gorgeous views of the grounds. The other bedroom is perfect for the kids with a set of bunk beds plus another twin bed with a trundle. This room also has a “secret” kids only area with a TV and PlayStation console. These two rooms share a private Jack & Jill style full bath with a tub/shower combo and another, large two-sink vanity.

The finished lower level provides an oversized play room/TV lounge, with a large screen smart TV, XBOX console, Pop-a-shot basketball game and a full size Golden Tee arcade game! There is also another guest bedroom with two queen beds, a full bath with tile shower and a work out room with professional equipment. This level walks out to a covered bluestone patio with comfortable lounge seating, the new 45 jet six-person hot tub, and is a short walk down to the fenced-in pool area.

A separate stairway leads up into the suite over the garage, where you'll find a private third primary bedroom with a king size bed and full bath with glass enclosed tile shower. This expansive space also has a large living area that can double as another sleeping area with a full size day bed with trundle as well as a twin day bed with trundle. The perfect spot for a family to set up camp.

Naturally, the home offers high speed Wi-Fi, smart TV's, and central air conditioning.

The home's location is also ideal for exploring the Lower Cape. If you can ever convince your group to leave, it's just a few miles drive to downtown Chatham, Chatham Bars Inn, downtown Orleans, Nauset Beach and so many fabulous restaurants and shops.

This property is a rare combination indeed -- upscale home, pool, tennis, dock, and beach. It's a sublime mix of fun and relaxation for your group in an idyllic setting. Bring the whole family to enjoy this private piece of paradise on the Cape!

Please enter your travel dates in top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $ 245.00 In addition, there are state and local taxes applied to all rental terms less than 31 days that total 17.45%.

Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod.Cod.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 5700 Sq Ft (530 Sq M)
  • KITCHEN

    Coffee/tea Maker Dishwasher Ice Maker Kitchen Island Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Firepit Gas Grill Patio
  • POOL/SPA

    Heated Pool Hot Tub Private Pool
  • BATHROOMS

    4.5 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Fishing Nearby Fitness Center Golf Nearby Swimming Nearby Tennis On Site Whale Watching Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Games Video Games TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Toys
  • LOCATION HIGHLIGHTS

    Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 14

Map Map

School District Rates & Availability

Review Review

  • Ronald L.

    Submitted Aug 9, 2025

    Stayed Aug 1, 2025

    This home (not house) is well appointed with everything you could want. It was so clean and also beautifully landscaped and manicured. We had a wonderful week celebrating a special birthday with children and adults of all ages. Everyone enjoyed all the home had to offer including the pool, hot tub, tennis/pickleball court game room and gym. The kitchen had everything you would need including spices condiments and was so well stocked. The bedrooms and bathrooms were spacious comfortable and immaculate. Looking forward to our next stay. Well worth it. Thanks for a wonderful time.

  • Delphine Z.

    Submitted Jul 9, 2025

    Stayed Jun 14, 2025

    Spectacular home with all the amenities - heated pool, tennis, workout room, spacious, clean and well equipped. Great location too

  • Darah M.

    Submitted Sep 30, 2024

    Stayed Sep 12, 2024

    This is a wonderful house with lovely accommodations. Ample sleeping arrangements and living spaces. the outdoor spaces were a great bonus. Thank you!

  • ashley c.

    Submitted Jul 18, 2023

    Stayed Jun 30, 2023

    My family and I had a great time! The house and location is wonderful. Plenty of room for all of us and the property manager was available at all times. We loved it!

  • William M.

    Submitted Jun 22, 2023

    Stayed Jun 18, 2023

    Really nice

  • Laura W.

    Submitted Oct 13, 2022

    Stayed Oct 7, 2022

    The house was beautiful and offered something for all ages. Well maintained and spacious. It was perfect for celebrating my parents 50th with everyone including grandchildren. Worth the money!

  • cynthia t.

    Submitted Sep 14, 2022

    Stayed Aug 27, 2022

    Great house and property!! Plenty of space for our group.

  • Adam N.

    Submitted Sep 9, 2021

    Stayed Aug 28, 2021

    The house and property is as advertised. Very well maintained and landscaped and very private. The tennis court was a huge plus. The local private beach (Quanset Harbor Club) which is 0.6 miles away - long walk or short drive, but no parking - is rocky and doesn't add much (although as a result in our experience it was empty, if that matters to you). So we drove to Skaket, Nauset, etc. The house isn't as convenient to those beaches. But it's a beautiful home base if you don't mind driving.

  • Carolyn C.

    Submitted Jul 7, 2021

    Stayed Jun 19, 2021

    We traveled with a group of 11 people, ages from 9-75 years old and there was enough space, and activities for all. Great house. Immaculate and property manager couldn’t have been any better!

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Total

Includes taxes and fees
$1,989+
View details