Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly

Chatham, Massachusetts
$1567 avg/night Minimum Stay 2 Nights
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

This stunning home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, restaurants, the beach, movie theater, Veterans Field for summer Chatham A’s games & more! This cozy home is perfect for a family, group of friends, or couples with two living areas, games & an outdoor patio with lounge areas, a large dining table, grill & fire pit.

1 Min Walk to Downtown Chatham
9 Min Walk to Oyster Pond Beach

Experience Chatham with us & Learn More Below!

KEY FEATURES:
☀ Sleeps 6; 3 bedrooms, 1 king, 1 queen, 2 twin
☀ 2.5 Bathrooms; 2 full (one full has a tub) + half bathroom
☀ 2 Living Room areas; one main living room downstairs, the second area upstairs
☀ Stylish Dining Room with seating for 8 guests
☀ Modern amenities and well-equipped kitchen with countertop seating
☀ Large Outdoor Patio with dining table with seating for 10 guests + umbrella, couch + chairs with electric fire pit, 2 Adiorondak chairs and 2 lounge chairs
☀ Outdoor shower
☀ 2 Smart TVs
☀ Board games
☀ Beach Chairs
☀ Newly renovated while keeping its historic charm; new stainless steel appliances, hardwood floors and A/C
☀ Comfortable and stylish furniture throughout

Here Are A Few Kind Words From Our Past Guests:

“Great place - walkable to Main St restaurants and locations. Lois was very responsive and helpful. We enjoyed our trip and would book again!” - Andrew

“Beautifully appointed, central location, close to center and beach” - John P.

“We had a wonderful stay. The home is as pictured- beautiful, updated and fully stocked.” - Jeffrey

“Beautiful house! Very clean and perfect location. Lois was great. Would stay again.” - Dave

☆☆ BEDROOMS ☆☆

This gorgeous home accommodates 6 guests in 3 bedrooms.

The master bedroom is on the main level of the home and is fitted with a king-size bed and private full bathroom.

The upper level accommodates another four guests. One bedroom is fitted with a queen-size bed, the other bedroom has two twin beds.

☆☆ BATHROOMS ☆☆

There are two full bathrooms and one half bathroom in this home, each of them stocked with all the essentials you need for the duration of your stay.

The main level of the home has a full bathroom in the master bedroom, and a half bathroom off of the kitchen. The second level of the home has a full bathroom. The full bathroom on the second floor boasts a large combination shower and tub. Worry about nothing with these thoughtfully stocked bathrooms that provide everything you need and more.

☆☆ KITCHEN & LOUNGE ☆☆

The bright and airy kitchen is fully equipped with all the appliances, cookware, and utensils you need to feel at home including a coffee machine + coffee. There are also 4 counter stools. There is a separate laundry room with a washer + dryer, equipped with laundry detergent in a separate room off of the kitchen.

The dining area is in the center of the house, off of the kitchen and living room next to sliding doors that lead to the outdoor space. The dining area seats 8 guests at the gorgeous wooden table.

The first lounge area is situated on the main level of the home and is equipped with a cozy couch and chairs, an electric fireplace, and a smart TV, allowing full access to your favorite streaming services. The living room is filled with natural light shining through the large windows. The second lounge area is located on the second level of the home and is equipped with a large couch + chair, tall bistro table + chairs, smart TV, and board games. Perfect for the kids to hang out and have their own space.

Please know the stairs going to the second floor are original to the house (114 years old), please be careful going up and down as they are steep.

Original paintings of Chatham throughout the house by local Chatham Artist, Lois Castellana (IG @LoisCastellana).

☆☆ OUTSIDE SPACE ☆☆

The exterior area of this home boasts a large private fenced-in backyard with multiple lounge areas and a spacious outdoor shower. The deck includes a couch with two comfortable chairs and an electric fire pit. The patio includes a large dining room tables seating 10 guests, adirondack chairs, reclining lounge chairs, and a BBQ grill. There are sliding doors leading to the patio from the kitchens and dining area making it easily accessible to go in and out.

Enjoy a cookout, a cozy night by the fire, or soak up some warm sunshine on the patio.

☆☆ NEED AN EXTRA BEDROOM ☆☆
For an additional rental cost, this house has an attached one-bedroom apartment with its own entrance, totally separate from the main house, please see listing at airbn.com/h/757main. If interested in renting this property please inquire when booking.

☆☆ HOUSE RULES ☆☆

- No events or parties.
- No more than 6 guests max allowed at the home.
- No pets.
- No smoking.
- Quiet hours: 10pm-8am
- No food or drink other than water in the living areas or bedrooms.
- Must be 25+ years old to book.
- This is a private family home, please be respectful.

☆☆ WHEN REQUESTING TO BOOK ☆☆

Please share a bit about yourself - what brings you to Chatham, who you are traveling with, and how many people will be staying at the property.

★★★ Book Today & Let Us Take Care Of You In Chatham! ★★★

Read More Expand
  • 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 Locally Sourced Food Is Prioritized Unit Size: 2000 Sq Ft (186 Sq M) Uses Some LED Lighting
  • KITCHEN

    Coffee/tea Maker Dishwasher Electric Kettle Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Fenced Yard Firepit Garden Outdoor Furniture Patio
  • BATHROOMS

    2.5 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English Italian
  • THINGS TO DO

    Fishing Nearby Fitness Facilities Nearby Golf Nearby Kayaking Nearby Marina Nearby Power Boating Nearby Rafting Nearby Sailing Nearby Whale Watching Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

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

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Playground
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Change Of Bedsheets (on Request) Change Of Towels (on Request) Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    4 Stairs To Reach Property Area Rugs In Public Areas Handrails In Stairways Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Note From Host: Please No Smoking Smoke-free Property Thin Carpet In Public Areas Tile Flooring In Public Areas Upper Floors Accessible By Stairs Only Visual Alarms In Hallways Well-lit Path To Entrance

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Jenna F.

    Submitted Nov 17, 2025

    Stayed Nov 13, 2025

    We loved everything about our stay here! The house looks exactly like the pictures (maybe even better!) and is beautifully decorated. The kitchen was fully stocked and had everything we needed! We especially loved the bedrooms, we got the best sleep and the beds and pillows were so comfy. We traveled with our 1 year old and it was a great space for him as well! The location was super close to the main area of Chatham and easy to walk to and from. We can’t wait to come back!

  • Allen N.

    Submitted Oct 17, 2025

    Stayed Oct 12, 2025

    Excellent

  • Laura r.

    Submitted Sep 13, 2025

    Stayed Sep 7, 2025

    An elegant escape in Chatham, thoughtfully appointed with everything you need for a truly indulgent vacation.

  • susan r.

    Submitted Jul 27, 2025

    Stayed Jul 12, 2025

    Lois has created a wonderful place for a family gathering. This house is beautifully furnished and has many extras that are not typically provided in a rental property. The outdoor space is wonderful as is the location - an easy walk to town and the Oyster Pond. The only issue for me and some visitors was the steepness of the stairs since I am elderly and am recovering from a broken leg. The main floor master bedroom worked beautifully and my family loved having the upstairs space to themselves. This is a premium rental property.

  • susan p.

    Submitted Jul 10, 2025

    Stayed Jun 30, 2025

    beautifully renovated house in Chatham. Great stay!

  • Robyn K.

    Submitted Jun 10, 2025

    Stayed Jun 8, 2025

    This darling home is in a great location, spacious clean well decorated in our family. Absolutely loved it. They have everything you need on site including items to cook with..

  • Dee-Dee D.

    Submitted May 4, 2025

    Stayed Apr 16, 2025

    fantastic!!!!

  • Mary K.

    Submitted Apr 2, 2025

    Stayed Mar 31, 2025

    We stayed two nights to explore the cape. The house was beautiful and had everything we needed. Thanks for the stay!

  • Karrie S.

    Submitted Oct 21, 2024

    Stayed Oct 18, 2024

    Just book it, you wont regret it! Lois is delightful, this house is amazing and Chatham is dreamy. Can't wait to come back.

  • Amanda M.

    Submitted Oct 19, 2024

    Stayed Oct 14, 2024

    We stayed for a few nights to check out Chatham and ferry to Nantucket and Martha’s Vineyard. It was perfect for the two couples. The property manager had good communication and property was clean and stocked with key essentials such as shampoo, conditioner, body wash, dish detergent, and laundry detergent. Linens were high end and comfortable. We would recommend this property!

  • Mary K.

    Submitted Aug 7, 2024

    Stayed Jul 20, 2024

    Beautiful home close to town. Well maintained and clean with nice amenities. The seller should have disclosed the very steep stairs with narrow treads that led to the second floor. Not suitable for small children, anyone with climbing issues or elderly. Someone in our family fell down the stairs and broke his toe. Also, the smoke alarms malfunctioned twice. Once at 9:30 PM waking up our infant. The fire department had to come and inspect the smoke detectors. They malfunctioned again two nights later at 1:30 AM which was a major disruption to our vacation. House is located on very busy Main Strett.

  • Wendy M.

    Submitted Jul 22, 2024

    Stayed Jul 13, 2024

    The property is in a great location - walking distance to downtown Chatham, on the main road to/from Chatham and Harwiches, easy drive to several beaches. The property is well appointed and beautifully decorated. Lois was very responsive to questions. While there is a car dealership next door, we didn't notice because of the fencing off of the back deck. We would highly recommend and stay again.

  • susan p.

    Submitted Jul 7, 2024

    Stayed Jun 29, 2024

    Fantastic experience- we were 3 couples and it worked perfectly. The owner is wonderful. Highly recommend

  • Dan L.

    Submitted Jul 2, 2024

    Stayed Jun 19, 2024

    Amazing spot, probably the cleanest/nicest VRBO we have ever stayed in, walking distance to downtown shops and restaurants. We even caught a ball game! We will we back thanks Lois!

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Total

Includes taxes and fees
$1,567+
View details