Sea Captain's House - Beautiful Water View, Steps to Beach & Main Street

Chatham, Massachusetts
$1502 avg/night Minimum Stay 2 Nights
Bed 5

Bed

Bath 5

Bath

Home Private Vacation Home

Property Type

Sleep 9

Max Sleeps

Night 2 nights

Min Stay

Located overlooking Chatham's beautiful Oyster Pond, this home is the perfect location for your vacation. Take advantage of the beach just outside your door or wander down the street into Chatham center! Enjoy so much of Chatham - without even getting in your car!

This Sea Captain's house includes five bedrooms (sleeps three on first floor and six on second floor), full kitchen and dining area, two living room areas with two TVs, a water view covered porch and laundry room. A lovelypatio overlooking the water provides a great spot for BBQ grilling, with plenty of outdoor seating. There are four and a half bathrooms, as well as an outdoor shower. A game room area in the Sea Captain's House includes a foosball table.

Linens (bed and bath) are included for the 2023 season. This property also has two smaller units (the Windmill #2498497 and Carriage House #2499552) that share the driveway and parking area. If you are interested in booking these units as well, for a larger group, please inquire.

Note:
-Pets are not allowed.
-We do not allow parties/events to be held at our properties.
-Please do not move furniture within or between properties.
-Please limit parking for Sea Captain's House to three cars maximum.
-Please do not drive on the grass.
-The primary renter on the property is required to be on site for the duration of the rental.

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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

    5 Bedrooms Bed Sheets Provided
  • KITCHEN

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

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Garden Patio
  • BATHROOMS

    5 Bathrooms Bathtub Or Shower Hair Dryer Soap Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Fishing Nearby Jet Skiing Nearby Power Boating Nearby Sailing Nearby Swimming Nearby Water Tubing Nearby Whale Watching Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Arcade/game Room Foosball Table Video Games Smart TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In A Village In The City Center Near A Health Or Beauty Spa Near The Bay Near The Sea On The Waterfront
  • 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 : 9

Map Map

School District Rates & Availability

Review Review

  • Theresas Aunt F.

    Submitted Jan 1, 2026

    Stayed Dec 28, 2025

    Great location. Perfect layout for our large family.

  • JESSICA W.

    Submitted Oct 13, 2025

    Stayed Oct 9, 2025

    We had a great time! The location is amazing! Views of oyster bay and approximation to town

  • Cathy S.

    Submitted Oct 1, 2025

    Stayed Sep 28, 2025

    Beautiful water view home, centrally located to all main attractions in Chatham. The home is impeccable and the kitchen is well stocked, making it a wonderful place for a fun family gathering. The owners, Babbie & Taragh, were very responsive and provided many local recommendations.

  • Alexandra R.

    Submitted Sep 30, 2025

    Stayed Sep 25, 2025

    Fantastic charming little cottage by the sea with excellent walking distance to the shops! Easy to enter and the hosts were incredible to work with. I'd recommend this property to anyone!

  • Jim F.

    Submitted Sep 1, 2025

    Stayed Aug 23, 2025

    Nice house - good space - some maintenance items need to be addressed. Great location.

  • Matt G.

    Submitted Jul 30, 2025

    Stayed Jul 12, 2025

    We had a fantastic stay! The location was perfect for us — a few minutes walking to the water, Main St, etc. House was spacious and outdoor space/lawn was awesome. Thanks for hosting us!

  • Julia F.

    Submitted Jul 6, 2025

    Stayed Jun 28, 2025

    My family loved staying at the Captains House. A beautiful old home, thoughtfully renovated, in a perfect location for walking into town but also close to the natural beauty of the Cape. A lovely view of Oyster Pond. Great beach nearby for swimming and kaiaking. Well equipped with everything you could need. The owners were responsive.

  • William B.

    Submitted Dec 4, 2024

    Stayed Nov 22, 2024

    We had a wonderful stay. Such a great house, so close Chatham. It's a great walking neighborhood. Our hosts were terrific. We enjoyed a family Thanksgiving we will cherish for years to come.

  • AMY G.

    Submitted Oct 27, 2024

    Stayed Oct 16, 2024

    The Sea Captain's House was a great house to rent. We had a family vacation and everyone loved the house and it's location.Hope tocome back soon.

  • Jen M.

    Submitted Oct 16, 2024

    Stayed Oct 9, 2024

    This was perfect for a college girlfriend trip!

  • Karen M.

    Submitted Oct 14, 2024

    Stayed Aug 3, 2024

    Our family of six plus a few friends enjoyed a wonderful week despite the weather at this charming pond side home! This home is ideal for having guests due to the flexible first floor layout. The views of Oyster pond did not disappoint and the location is ideal!

  • teds p.

    Submitted Jul 29, 2024

    Stayed Jul 6, 2024

    My family has been vacationing in Chatham since before I was born, so we have stayed in most every part of town over the years. But the location of the Sea Captain may be the most accessible house we've rented to date. You can see Oyster Pond from the front windows and walk to the beach there in 5 minutes. You're also just down the street from the Village Market (local grocery) and nearly as close to the park where the Chatham A's play in the Cape Cod summer baseball league. And the middle of town (Squire, etc) is maybe 10 minutes. Even a walk to Lighthouse Beach is within reason (20-ish mins). So the Sea Captain is a great springboard to most anywhere in Chatham. The house itself has been nicely restored and is deceptively large, with a bathroom for every bedroom in the house and a second fridge, sink and counter area in back. Also an outdoor shower, foosball table and two large TVs in the communal spaces. And the two patio areas offer outdoor space to relax and take in a lovely view of Oyster Pond. The owners were also quick to respond when we had questions, which wasn't often. Overall, staying at the Sea Captain was a great experience and we would do so again in a heartbeat.

  • Scott S.

    Submitted Jul 1, 2024

    Stayed Jun 22, 2024

    Clean, beautiful home. Unbelievable view! Close to everything and property owner was great to work with too. Highly recommend.

  • Marc F.

    Submitted Jun 27, 2024

    Stayed Jun 11, 2024

    House was terrific; clean, easy to use. Great location-right across from harbor and a small beach. Owners were extremely helpful.

  • Renee S.

    Submitted May 27, 2024

    Stayed May 23, 2024

    This house was a lovely place for a family to relax and enjoy each other. It was spacious, comfortable, and clean, and it was so close to downtown that we often walked there to explore the stores, eat, and browse. I highly recommend this home! It was a perfect location, and across from a beach, too! Everything we needed was there.

  • Lauren S.

    Submitted May 24, 2024

    Stayed May 20, 2024

    The house was a great place to stay with an abundance of bedrooms and bathrooms and areas to sit and enjoy each others company. It was very clean, and is in a great location. Staying here made for a great trip to Cape Cod.

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Total

Includes taxes and fees
$1,502+
View details