Private Estate, heated pool, outdoor kitchen, 9 bedrooms, 9.5 baths, sleeps 20

East Orleans, Massachusetts
$2778 avg/night
Minimum Stay 2 Nights
Bed 9

Bed

Bath 9

Bath

Home Private Vacation Home

Property Type

Sleep 21

Max Sleeps

Night 2 nights

Min Stay

Enjoy the rare luxury of vacationing together without sacrificing privacy. Set on a beautifully landscaped acre in East Orleans, this exceptional estate features two fully furnished year-round homes and two private apartments—ideal for multigenerational getaways. With 9 bedrooms, 9.5 bathrooms, over 6,600 sq ft of living space, finished basements, outdoor showers, and expansive decks, guests can gather with ease and retreat in refined comfort.

The owner lives locally and takes great pride in ensuring guests have an exceptional stay. Being nearby means she is always available as a helpful resource—from sharing favorite local spots and recommendations to quickly assisting with anything that may arise during your visit. Her goal is to make your Cape Cod vacation as seamless, comfortable, and memorable as possible.

Discover the Charm of East Orleans

Just down the road from Eastham, Orleans—especially the beautiful village of East Orleans—offers that classic Cape Cod feel with a slightly more vibrant, boutique-style twist. From charming downtown shops to world-famous beaches, it’s the perfect blend of coastal relaxation and local culture.

Local Favorites to Eat

Whether you're craving a laid-back lunch or an unforgettable dinner, East Orleans has you covered. Enjoy local dining at The Barley Neck Inn, a historic spot known for its atmosphere and live music. For something casual and family-friendly, walk to The Rail for breakfast and stop by Nauset Farms for some homemade sandwiches before a long beach day. And if you're in the mood for some homemade ice cream, walk down to Smitty's, located on the way to Nauset Beach.

Shopping & Strolling

Downtown Orleans is filled with locally owned boutiques, art galleries, and coastal gift shops that are perfect for an afternoon stroll. You’ll find everything from beachwear and handmade jewelry to one-of-a-kind home décor that reflects the Cape’s signature seaside style.

East Orleans is home to one of the most iconic beaches on Cape Cod—Nauset Beach—known for its wide sandy shoreline and rolling Atlantic waves. On the bayside, Skaket Beach offers warm, calm waters and some of the best sunsets you’ll ever see.

Take a scenic drive or bike ride down Barley Neck Road for breathtaking marsh views or hop on the nearby Cape Cod Rail Trail for miles of picturesque paths winding through town.

TWIN ESTATES is Only .1 mile to the Town Landing at Meetinghouse Pond, 1.3 miles to the Village of East Orleans, and less than 2 miles to spectacular Nauset Beach. Bring your boat and launch it in Meetinghouse Pond to visit Martha's Vineyard or Nantucket for the day.

East Orleans offers a perfect mix of beach-town charm, great dining, and relaxed coastal living—making it an unforgettable part of your Cape Cod experience.

Twin Estates is an exceptional luxury compound set on a private one-acre parcel in the highly coveted enclave of East Orleans. Thoughtfully designed to accommodate extended families and group retreats, this distinctive offering features two beautifully appointed, year-round residences—Beachcomber Cottage and Nauset Cottage—providing over 6,600 square feet of refined coastal living.

Beachcomber Cottage, positioned along picturesque Barley Neck Road, offers six bedrooms and five full baths, while Nauset Cottage, quietly situated on Sea Mist Drive, features five bedrooms and four-and-a-half baths. Together, the residences provide an impressive total of eleven bedrooms and nine-and-a-half bathrooms, in addition to finished lower levels, outdoor showers, and multiple expansive decks overlooking professionally landscaped grounds.

Ideally located just 0.1 mile from the Town Landing at Meetinghouse Pond, 1.3 miles from the Village of East Orleans, and less than two miles from the pristine shoreline of Nauset Beach, Twin Estates offers effortless access to the very best of Cape Cod living.

A newly installed heated pool, elegant patio, and fully equipped outdoor kitchen create a private resort-style setting—perfect for sophisticated outdoor entertaining or relaxed summer afternoons with family and friends.

** The pool can be heated during the swimming season; however, a specific water temperature cannot be guaranteed. The heater operates while the pool filtration system is running, and cooler air temperatures (particularly overnight in the spring and fall) can affect how quickly the pool warms and how well it maintains temperature throughout the day.
Pool heating is included in stays of 7 nights or more. If you book less than 7 nights the charge for heating the pool is an additional $200. This charge has to be manually added to the booking or can be taken care of directly with the owners. ** (the pool is open from late May through the end of September).

Linens have been added to your reservation and include comforters, pillows, sheets, 1 bath towel per guest along with making the beds. We do not offer Beach/Pool towels.

We do not provide shampoo or soap.

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

Feature Features

  • PETS

    1 Total Pets Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • 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 Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    9 Bedrooms
  • GENERAL

    Unit Size: 71042 Sq Ft (6600 Sq M) Uses Some LED Lighting
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Patio
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    9.5 Bathrooms Hair Dryer Shower/tub Combination
  • LANGS SPOKEN

    English
  • ENTERTAINMENT

    Games Smart TV
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Highchair Travel Crib
  • LOCATION HIGHLIGHTS

    In A Rural Location In The City Center 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 : 21

Map Map

School District Availability

Review Review

  • Erin S.

    Submitted May 27, 2026

    Stayed May 20, 2026

    Great experience! We booked this listing for a group of 20 of us for our wedding weekend and it was the perfect location!

  • Corie D.

    Submitted Sep 25, 2025

    Stayed Sep 12, 2025

    We had so much fun during our stay! The hosts were easily reachable and responded quickly with any questions. The property was exactly as pictured and described. We had perfect weather to be able to enjoy the beautiful outdoor space and pool.

  • Lisa M.

    Submitted Jul 29, 2025

    Stayed Jul 19, 2025

    My extended family and I had a wonderful time staying at Twin Estates. The houses were well stocked with kitchen supplies, laundry, and bathroom supplies. The owner communicated with us ahead of time and during our stay to make sure we had all the information we needed. The outdoor pool area was the star of the show. We spent many hours by the pool or the adjoining covered outdoor space and ate all our combined meals outside. We plan on coming back.

  • Valerie B.

    Submitted Jul 21, 2025

    Stayed Jul 12, 2025

    This property was perfect for a gathering of 20 family members. The outdoor kitchen and eating area were wonderful (two grills, a big island, an outdoor sink, outdoor wine/food refrigerators). Everyone enjoyed the pool -- the kids spent hours in the pool and the adults swam and lounged. The kitchens were well-equipped. We cooked every night except one! The location is great near beaches, the national seashore, markets, restaurants, etc., and an easy drive to Provincetown. Brianna was responsive, available, and helpful. We would definitely stay here again!

  • Teresa R.

    Submitted Jun 22, 2025

    Stayed Jun 14, 2025

    The twin estates were perfect for our family gathering. The outdoor kitchen was perfect for cooking and serving large groups and between the two houses there were enough plates, glasses and silverware. Great hosts. Great property.

  • Nancy M.

    Submitted Jun 17, 2025

    Stayed Jun 11, 2025

    Wow. Where to start...communication was consistent and as timely as could be. The cleanliness was a 10/10. The house is a 12/10 - relaxing, quiet, fun, fully equipped, spacious heaven. Thank you so much for a memorable and enjoyable stay.

  • Daniel D.

    Submitted May 7, 2025

    Stayed May 2, 2025

    We had a perfect weekend at this amazing property. 17 of us gathered for my 50th and we had plenty of space to have a catered dinner and ton of fun. The houses have great bedrooms, tons of bathrooms, a play room and room to hang. The pool was open and warm enough to swim in in early May. Brianna was always a text away for any questions and was so easy to work with. I can't imagine the weekend having gone any better.

  • Eric K.

    Submitted Sep 30, 2024

    Stayed Sep 27, 2024

    Accommodations were perfect for our professional group of 15. Communication with the host was seamless and prompt. Would book again for our large group.

  • Cani Greg G.

    Submitted Sep 25, 2024

    Stayed Sep 16, 2024

    We had the most incredible experience at Brianna's Twin Estate Property, where we held our wedding. Even before we arrived, Brianna was exceptionally helpful and accommodating. Her hospitality made our stay truly special. The property itself is stunning—beautiful, clean, and so well-maintained. It provided the perfect venue for our small wedding, and everything was just as we had hoped for. We couldn't have asked for a better place or host. We felt so at home during our time there, and we’re already looking forward to coming back for a future stay. Whether for another event or a relaxing getaway, we’ll definitely be returning to this wonderful property. Thank you, Brianna, for making our big day so memorable!

  • Liliana D.

    Submitted Sep 18, 2024

    Stayed Sep 12, 2024

    This property was absolutely perfect for our wedding guests to stay for the weekend! Not only was it 10 mins from our venue, but the beautiful rooms, ample bathrooms and lounging spaces, and great outdoor features made for a fun spot. The property manager was so communicative and accommodating to our needs.

Your dates are Available!

Total

Includes taxes and fees
$2,778+
View details