Fabulous Family CapeHouse, with Views, Beach & Dock! Gatherings Inside and Out!

Orleans, Massachusetts
$0 avg/night Minimum Stay 5 Nights
Bed 7

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 14

Max Sleeps

Night 5 nights

Min Stay



*Now Open June 5-19, 2026, Perfect Relaxing Off-Season Cape Vacation!*

This sprawling family beach home is perfectly located on a hilltop with 3.5 acres overlooking Pleasant Bay in South Orleans. This amazing home offers the comfort of a private neighborhood and is just steps to the association beach and dock!
Altogether, this beautiful home comfortably sleeps 14-16 and provides two full kitchens and multiple separate living areas, offering plenty of space for everyone. The Main House features four bedrooms and a Finished Basement with bunk beds that can sleep 6, plus a ping-pong table, comfy seating, and ROKU HD TV, perfect for watching anything you want!
The attached two-bedroom, two-bath Guest House, offers a second full kitchen and living area with amazing water views, a deck, and an en-suite master bedroom with a private balcony.
Additional great features include the massive redwood back deck, offering ample space for gathering with friends and family, grilling after a busy day on the water, and the large, grassy front yard, designed specifically for all your favorite lawn games.
We invite you to enjoy all the benefits of our home in the prestigious Quanset Harbor Club neighborhood, with a private beach and dock, just down the hill, 300 yards from the house. The beach is just right for an hour or two with little ones who need to take a nap, or you can settle in for a day filled with kayaking and sitting in the sun! (The beach is rocky, so beach shoes are a good idea!)
We are centrally located in South Orleans, with easy access to Route 28, which will take you in whichever direction you are in the mood for. Turn right to head to East Orleans and ride the waves at Nauset Beach, or take a left towards picturesque downtown Chatham and Lighthouse Beach. This home is perfectly located for wedding weekends at The Wequassett Inn or the Winslow Estate, also in South Orleans.
Please feel free to email me with any questions. This is a wonderful spot for a very chill and relaxing family vacation on the Cape!

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

Feature Features

  • PETS

    2 Total (up To 20 Lbs Per Pet) Pet Friendly Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels 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

    7 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 5000 Sq Ft (465 Sq M)
  • KITCHEN

    Blender Coffee Grinder Coffee/tea Maker Dishwasher Lobster/crab Pot Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio
  • BATHROOMS

    4.5 Bathrooms Bathtub Or Shower Hair Dryer Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Kayak On Site Kayaking Nearby Power Boating Nearby Rafting Nearby Surfing/body Boarding Nearby Water Sports Equipment Whale Watching Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Games Table Tennis Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Toys Highchair Playground
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:30 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 14

Map Map

School District Rates & Availability

Review Review

  • Julie G.

    Submitted Aug 24, 2025

    Stayed Aug 10, 2025

    Our family of three generations- there were 10 of us ages 1-70 - had a marvelous time at this very special home. Lisa Gildehaus is a terrific host. She was very helpful and answered our questions about the property and the area quickly and completely both before and during our stay. The house is very comfortable and spacious and there are beautiful views of Little Pleasant Bay. We were lucky to have perfect weather so spent much of our time on the wonderful huge deck overlooking the bay. The also is extremely well equipped with kitchenware, beach items, toys, linens, etc. The beach is a 2-3 minute walk from the house. The protected bay is shallow and perfect for young children. The adults in our group enjoyed kayaking and swimming off the dock. All in all, Lisa’s house was a perfect setting for our family get together.

  • george a.

    Submitted Jul 24, 2025

    Stayed Jul 20, 2025

    The house was spacious and well appointed. It had everything needed by our extended family of 6 adults and 6 children. Lisa was very responsive if we had any questions.

  • Lopa M.

    Submitted Jul 17, 2025

    Stayed Jul 11, 2025

    Three generations, from ages 6 to 86, gathered in this perfect spot for a family reunion.The proximity to the bay, for kayaking and swimming, was absolutely incredible. The description does not nearly do justice to the outdoor spaces. The front was perfect for games of soccer and spike ball, and the deck and fire pit made for long lovely evenings together. Our host was so generous to share this warm and lovely home with us. We will enjoy these memories for years to come!

  • Scott C.

    Submitted Jul 28, 2024

    Stayed Jul 20, 2024

    We had a large group of 13 and there was more than enough room for all. The house is also well stocked with everything you need. The quiet, private, neighborhood and access to the neighborhood beach was amazing!

  • Brian L.

    Submitted Jul 20, 2024

    Stayed Jul 13, 2024

    We are eight adults and five grandkids. We debated getting 4 hotel rooms or a house for our week’s Cape Cod vacation. After seeing the house on Vrbo we chose the house. The best thing we did. The house is enormous with multiple bedrooms and bathrooms. It’s spotlessly clean. The beds are comfy. The rear deck is gigantic. The view stunning. A very short walk to the bay where kids could jump off the dock into eight feet of crystal clear water. They had a blast. Two kitchens, multiple wine coolers and fridges. The owner is fabulous to work with. We cannot say enough about the house, the beautiful neighborhood and the whole experience. Just wonderful!

  • Submitted Aug 7, 2023

    Stayed Jul 31, 2023

    Location is wonderful. Best equipped short term rental our world-traveled group has ever stayed at. Very comfortable and spacious. Loved the bay beach down the hill. The outdoor shower was a favorite of everybody. Huge deck with ample seating and tables for our large group and gas grills made the outdoor dining special.

  • Mariyn H.

    Submitted Aug 6, 2022

    Stayed Jul 30, 2022

    This is a fantastic place for a large group of people! Lots to do , Inside and out! The owner is very helpful and responsive.

  • Doug A.

    Submitted Sep 14, 2021

    Stayed Jul 31, 2021

    This property is a great choice for a family gathering. There is plenty of space in the house, in the front yard, and on the spacious well equipped deck! We had a fantastic time and Lisa was an excellent communicator and provided us with many great local tourist destinations for us.

  • David M.

    Submitted Jul 24, 2021

    Stayed Jul 17, 2021

    The house is the way one would want it if it were their own summer home.

  • bill p.

    Submitted Sep 4, 2020

    Stayed Dec 31, 1969

    Great house wonderful location -- Lisa is a treasure to work with

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