Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly
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.
★★★ Book Today & Let Us Take Care Of You In Chatham! ★★★
Our prices include all fees. No hidden fees.
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This is a privately owned home, Please be respectful.
All guests subject to 72-hour review
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
Property Registration Number C0289490550
We should mention
This property does not have any lifts
About the area
Chatham
Located in Chatham, this holiday home is in the city centre and near the beach. The area's natural beauty can be seen at Cape Cod Beaches and Cape Cod National Seashore. Travelling with kids? Consider Chatham Railroad Museum, or check out an event or a game at Veterans Field. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Hyannis, MA (HYA-Barnstable Municipal) - 29 min drive
Restaurants
Cumberland Farms - 7 min walk
Chatham Bars Inn - 19 min walk
The Sacred Cod - 19 min walk
Chatham Squire - 12 min walk
Three Fins Coffee House & Cacao Factory - 15 min walk
Frequently asked questions
Is Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly?
As of 2 Apr 2026, prices found for a 1-night stay for 2 adults at Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly on 23 Apr 2026 start from £607, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly?
On-site parking is available at the property.
What time is check-in at Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly?
Check-in begins at 4:00 PM.
What time is check-out at Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly?
Checkout is at 10:00 AM.
Where is Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly located?
This family-friendly Chatham holiday home is located by the sea, within 1 mi (2 km) of Veterans Field and Cape Cod Beaches. Chatham Railroad Museum and Gallery Antonia are also within 10 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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!
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..
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!
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.
We thoroughly enjoyed our stay in this beautiful house! We were warmly greeted by Lois the owner, at the house, for check in, which added a nice personal touch. Lois was readily available to answer any questions you may have. Park your car because you can walk everywhere due to the ideal location of the house. A great stay at a lovely house!
This house is everything you need for a fantastic vacation! It’s beautiful and spacious. The patio is so inviting. We were able to walk everywhere! The Chatham Anglers baseball games are played right across the street, the shops are a 5 minute walk. We loved every minute!
Beautiful home convenient to walk to restaurants and night life
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!
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.
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.
Mary K.
Stayed 7 nights in Jul 2024
Response from VrboOwner on 25 Aug 2024
Thanks for your review. In terms of the stairs, our home is over 110 years old and the staircase is original to the house which is part of its charm. I do disclose on the listing that the stairs are steep and I typically meet guests at the house personally upon arrival to go over the house and specifically call out the stairs, as I did with you. I am so sorry about the smoke alarms, we addressed the issue immediately. As far as the location, yes our home is on Main St, the charm of being located in downtown Chatham on Main St, is that’s where there is a lot of shops, restaurants, and activity that you can walk to.
This ideally located house is impeccably renovated and tastefully furnished with everything we needed for a carefree visit. We ate dinners at home or walked downtown to eat. There was privacy for all with two separate lounging areas. As well as the outside patio. Chatham and this house was a great venue to reconnect with our family after Covid.
House was new and updated. Walking distance to town and close to beach and bike trails. Owner was extremely attentive and helpful. Would highly recommend staying her
The home was immaculate, the location is in the center of all the action (easy walk to town, the beach and baseball) and the entire process was seamless. This is an ideal spot for any vacation!
Verified traveller
Stayed 7 nights in Jul 2021
About the host
Hosted by Lois
My family and I first visited Chatham 32 years ago and have been coming here ever since. Chatham holds a very special place in our hearts and we hope it will for you and your family too. This property has been completely updated & renovated. It is our third Chatham rental and just listed on VRBO. If you would like to see our other properties, please check out VRBO listing #208441 & #2605608, and please read our reviews, you will get a sense as to how we take care of our properties and the pride we take in providing everything you need for a stress free relaxing vacation.
Why they chose this property
This property is located in town! You could not ask for a better location when visiting Chatham, leave your car at home and walk to Oyster Pond Beach, Chatham A's baseball games (located across the street), Chatham Orpheum Theater, Ice Cream Parlors, Liquor Store, Chatham Village Market, 5 Star Restaurants, Golf at Chatham Bars Inn, Chatham Band Stand, Playground and the quaint shops in downtown Chatham!
What makes this property unique
Our 110 year old Historic home offers an incredible amount of old world charm but has all the modern amenities. The living room has beautiful light with floor to ceiling windows, flat screen smart TV, electric fireplace, coffered ceiling, and gorgeous white Pottery Barn furniture. The kitchen has the original tin ceiling but completely updated with white quartz countertops, white subway tile, and all new stainless steel appliances. There are two seating areas, both with flat screen TV's. There are also board games for the kids. The backyard is fenced in with three seating areas, a deck with a cozy sofa, two comfy chairs and electric fire pit, spacious dining table for ten, a grill, beautiful spacious outdoor shower and another seating area with Adirondack chairs to read, play cards or just relax in the sun. All artwork is original and for sale, please check out @Loiscastellana on Instagram or LoisCastellanaFineArt.com
Languages:
English, Italian
Premier Host
They consistently provide great experiences for their guests