Private Beach - 3 bedroom

Orleans, Massachusetts
$925 avg/night Minimum Stay 1 Nights
Bed 3

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

Night 1 nights

Min Stay

Welcome to The Lookout on Pleasant Bay.

This remarkable property has a Deed to a private beach.

The main home sleeps up to 8. See below for information on extra sleeping space available at an extra cost. Central air conditioning is provided in the main dwelling. The entire home has been newly renovated in a coastal farmhouse motif and includes all new state-of-the-art appliances, furnishings and decorations. Overall, the look of the property was designed to bring back the Ye Olde Cape Cod feel but not at the expense of creature comforts such as air conditioning and Smart TV technology. This rental is ideal for small families, multi-generations, large families or even multiple families and provide for an all-inclusive vacation experience.

Situated on 2 1/2 acres, this vacation home provides large open-concept common spaces both inside and out. Several amenities have been included and are readily available for use. These extra amenities will undoubtedly fulfill the perfect Cape Cod vacation experience. With the access to a private beach, this vacation rental includes brand new kayaks, paddle boards and life vests at no extra cost. Wireless internet access is provided throughout the home with new large screen TV’s in the living room, and main floor master bedroom. All beach, bed and bath linens included, as well as the cleaning fee.

Enjoy the fabulous water views from the comfortable AC living room with multiple bay windows or from the enclosed glass sunroom. If fresh air is your choice, hang out on the flagstone deck covered with a brand new pergola with comfortable seating while the children play football/volleyball/soccer games out on the sprawling rolling lawn. Or, if the sandy beach is your jam, bring the provided Tommy Bahama chairs, cooler and umbrella and take a swim, watch the boating activity on Pleasant Bay or hop on one of the kayaks or paddle boards and take a spin in the calm waters of the bay.

For dining, there are many seating options. The inside farmhouse table extends and seats up to 12. Two other tables are also available. In the sunroom and outdoor patio seating allow for up to 8 additional guests each. Enjoy the spectacular sunsets from the lounge chairs on the deck or the Adirondack chairs on the lawn. A large new BBQ with side burners is also provided. At night under the stars, sit around the fire pit roasting marshmallows and making s’mores.

The main house boasts 3 bedrooms, 3 full bathrooms (two with shower/tub combos). Additionally, there is a large outdoor shower which also includes a changing area. Of the three main house bedrooms, two are suites with king size beds. The main floor king bed master has an en-suite whereas the upstairs king master bedroom shares a Jack and Jill bathroom with the third bedroom. The third bedroom has two full size beds.

The property is available by the week from June through September and by the night (with a 3-night minimum) in the off season.

This listing is for 3 bedrooms and 3 baths. However, there is extra sleeping space available in a separate building we call the bunkroom/game room. This space has 3 bunkbeds sleeping 6 extra guests. The bunkroom is attached to the house but can only be accessed from outside. This space is available for an extra fee during the summer season. Inquire within for details.

Please note: So sorry, we do not allow events or bachelor/bachelorette bookings or large party groups. No more than 4 cars are allowed in the driveway.

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

Feature Features

  • PETS

    No Pets Allowed
  • 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) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Double-glazed Windows Eco-friendly Cleaning Products Provided Energy-saving Switches Recycling Uses Some LED Lighting
  • KITCHEN

    Dishwasher Kitchen Island Lobster/crab Pot Microwave Oven Paper Towels Refrigerator Stovetop Water Dispenser
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Printer
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Ecotours Nearby Hiking Nearby Kayak On Site Kayaking Nearby Paddleboard On Site Swimming Nearby Water Sports Equipment Whale Watching Nearby Wildlife And Game Walks Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Foosball Table Games Table Tennis Smart TV
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Highchair Playground Travel Crib
  • LOCATION HIGHLIGHTS

    Near A Hospital Near The Bay Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Upper Floors Accessible By Stairs Only

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Rates & Availability

Review Review

  • Ruthanne T.

    Submitted Sep 3, 2025

    Stayed Aug 11, 2025

    Great location

  • David A.

    Submitted Jul 28, 2025

    Stayed Jul 20, 2025

    We came with our children, their partners, and one adorable toddler grandchild. The house was spacious -- everyone had plenty of private space, and common space. The back patio was our morning and evening gathering spot, for coffee and wine. It's covered by an ingenious pergola that you could adjust the louvers to maximize or minimize shade as desired. The home is crazy well-equipped, with storage closets and cabinets galore packed with unexpected and helpful supplies. Everything was well cleaned and Tracy was quickly responsive to all our questions. The deeded beach was lovely (note it's a 7 min walk on a winding 40mph road, with no sidewalk and scant shoulder, but there is a place to park).

  • Shelly S.

    Submitted Jul 27, 2025

    Stayed Jul 8, 2025

    Our first trip to Cape Cod! The weather wasn't perfect but we found plenty of ways to enjoy our family time together. The house was lovely. Well stocked, comfy beds, clean bathrooms, great laundry facilities, outdoor shower, games and the sun room made for a wonderful week. A nice location - easy access to everything from good restaurants to golf to beach and a day trip to Provincetown. Tracy was extremely accommodating and responded quickly whenever we had a question. Only a few minor areas for improvement…slightly nicer/more bath towels would make a big difference. Also the we couldn’t seem to get the icemaker to work, though in fairness we never asked about how to fix it. You may want to pick up a bag of ice at the grocery store. Thanks for a wonderful week, Tracy!

  • Brooke A.

    Submitted Mar 13, 2024

    Stayed Sep 14, 2023

    Absolutely beautiful property with amazing amenities and a fantastic host! We had a great girls trip and the bunk house was the icing on the cake for all of us. The views of the property are to die for. The kitchen is top notch. The beds are comfy! The outdoor shower is awesome, and the communication with Tracy is unmatched. This was a fantastic trip and we will be back! Thank you!!

  • Gerri O.

    Submitted Jun 8, 2023

    Stayed Jun 1, 2023

    This home truly feels like a HOME - not a rental! The owners obviously care very much about sharing what they themselves enjoy here, and in doing so you will relax the minute you arrive. The welcome gift of a special candle, card and bottle of wine greeted us. Bath products were set out and waiting, We checked in late, settled in and woke up to the setting which is FABULOUS! Beautiful views and a nice stretch of lawn. The decor is well appointed yet relaxed. The kitchen, fully equipped and the grill at the ready with a super outdoor communal seating area - complete with water views! Every sort of lawn game and board game guarantees family fun. Having kayaks and the beach to walk to is such a treat. There is nothing to want for as anything you need is at your fingertips. I almost do not want to go on too much so that Tracy's home will be available for us as much as possible, yet... in keeping with the spirit you feel here - that of openness and sharing I am posting this review. A very special home indeed!

  • Brenda F.

    Submitted May 15, 2023

    Stayed May 11, 2023

    Perfect location , perfect house , perfect weather . Tracy was fantastic to communicate with many personal touches like a 5 star hotel . Family reunion could not have been any better . Thank You Tracy Brenda and famly

  • Vera H.

    Submitted Jul 28, 2022

    Stayed Jul 16, 2022

    We spent a delightful week at Tracy’s property and only wish we could have stayed longer. This home is ideally set up for a large family, with the right combination of spaces to gather and space to have time alone. Our host was responsive to questions and concerns and made sure that we had what we needed to feel comfortable during the heat wave. We were especially appreciative that as well as linens many small items were provided (paper towels, toilet paper, laundry and dishwasher pods) so that we didn’t have to add these to our local shopping list. The property has been recently renovated and the hosts provide almost everything one can imagine wanting: kayaks, beach toys, beach towels, coolers, chairs, beach cart, board games, ping pong table, barbecue, fire pit, outdoor shower, laundry, a very well-equipped kitchen, and plenty of space to sit indoors, outdoors, or on the screened porch. As well as the headline attraction of a short walk to the beach, there is a massive expanse of grass with a large flat area which would be great for outdoor games. The bunk house is entirely separate from the main house and is ideal for children old enough to be independent and adventurous. The bunk house includes a lounge area with foosball table, smart TV, and games; though it does not have a bathroom or private area to change, our crew of youngsters happily used the large bathroom off the entrance of the main house. We visited during a heat wave: although the bunkhouse is not air conditioned it does have a ceiling fan and parallel sets of windows designed to catch the cooling evening breeze; our host had also thoughtfully provided standing fans for our use. Great experience and highly recommended!

  • Alex L.

    Submitted Jun 29, 2022

    Stayed Jun 25, 2022

    This Cape house, located in a charming waterside property in Orleans, is a newly renovated farmhouse the owners spared no expense to outfit. It's so well appointed it was the perfect choice for quick family vacation! First off, the hosts left us a welcome kit that included a kit to make s'mores for the kids and a bottle of prosecco for the adults! There are kayaks with life-jackets, a fire pit, volleyball net, Foosball table, and a ping-pong table. I think this was the first week our kids went without being on their ipads during the day! There are beach chairs and a beach umbrella plus a beach cart to transport everything down to the private beach! There's also an out door grill and patio furniture to have meals outside with a view of the water. The bedrooms were all very well appointed and looked like something out of a magazine! The hosts are super responsive and really have created a vacation spot where we were able to relax and have quality family time. We're already looking forward to our next stay and plan to be seasonal regulars. Thank you Tracy! A+++

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Total

Includes taxes and fees
$925+
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