Entire home
Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town.
Photo gallery for Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town.





Reviews
10 out of 10
Exceptional
8 bedrooms6+ bathroomsSleeps 186000 sq ft
Popular amenities
Explore the area

Chatham, MA
- Place, Atwood House Museum3 min drive
- Place, Chase Park5 min drive
- Place, Chatham Windmill6 min drive
- Airport, Nantucket, MA (ACK-Nantucket Memorial)
Rooms & beds
8 bedrooms (sleeps 18)
Bedroom 1
2 Single Beds
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 Queen Bed and 1 Double Sofa Bed
Bedroom 5
2 Single Beds
Bedroom 6
2 Single Beds
Bedroom 7
1 Queen Bed
Bedroom 8
1 King Bed
6 bathrooms, 1 half bathroom
Bathroom 1
Towels provided · Bathtub or shower · Bathtub · Toilet
Bathroom 2
Towels provided · Toilet · Shower only
Bathroom 3
Towels provided · Bathtub or shower · Toilet
Bathroom 4
Towels provided · Toilet · Shower only
Carriage House Bathroom
Towels provided · Toilet · Shower only · Hair dryer
Outdoor Shower
Outdoor shower
Powder Room
Towels provided · Toilet
Spaces
Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Balcony
Separate dining area
Garden
Dining area
About this property
Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town.
New heated gunite pool. 18X40 with automatic pool cover, and completely fenced in for safety. Design includes many plantings and grass to complete this idyllic garden. The space also includes an outdoor shower, and rinsing station, plus multiple patios and seating areas for hours of outdoor sun and entertaining.
Perfect for large groups, families traveling together, family reunions, or anyone looking for a little more space! Bring your extended family, au pair, or a vacation with multiple families at this expansive 6,000 sq ft home that sits privately on a fenced 1-acre yard.
Have your morning coffee atop the widow’s walk with 180-degree views of Nantucket Sound, Monomoy Island, Stage Harbor Lighthouse, and the Atlantic Ocean. Relax or sunbathe on the roof deck. Eat, visit, and entertain on the screened-in porch. Go back to the widow’s walk to see the sunset. There are so many choices to take in the sea air and sunshine on this property.
This large estate is perfectly situated to comfortably sleep 16+ while maintaining space and privacy. The bedrooms are clustered in pairings of 2, with a shared bathroom. These sleeping quarters are completely separate from one another. The first floor has one BR with an en-suite bathroom and an additional 2 BR that share a bath. Upstairs includes 2 private quarters, each with 2 BRs and 1 bathroom.
The Caboose is the epicenter of this home. It is a historic, vast open space with high ceilings and beautiful natural light. It has 3 couches, a fireplace, and multiple tables set up for games, checkers, and cards.
The Living Room is a cozy alternate space for sitting and watching the 55-inch TV. The Dining Room has a long mahogany table that sits 12 comfortably. The kitchen is fully equipped, with top-line appliances, 2 sinks, and an island to sit at for morning coffee, afternoon tea, and nighttime cocktails.
In addition, there is a separate carriage house, featuring a king bed, living room, galley kitchen, and bathroom. The carriage house is equipped with another 55-inch TV, a perfect place for the kids' movie night while the parents enjoy an adult dinner in the main house. This estate has so much to offer!
The Sears Point neighborhood is teeming with other families and children, and the quiet lanes and cul-de-sacs make it a perfect place to safely walk, and ride bikes. Let the kids run and play in the grassy, expansive 1-acre yard. The property is completely fenced-in.
This property offers privacy and space, with easy proximity to all Chatham has to offer.
Take a 10-minute bike ride to the center of Chatham - or a 1.3-mile walk/run to the center of town. Take a two-minute stroll and drop your kayaks & paddle boards into Stage Harbor from the landings on Sears Point. Drive 5 minutes to Oyster Pond - easy parking, clean bathrooms, and shallow water make this Chatham’s best beach for young families. If you desire the bigger beaches, it is only a 5-10 minute drive to Lighthouse Beach, Ridgevale Beach, or Hardings Beach.
Please note that we do not allow wedding receptions or any events on the property out of respect for our fellow neighbors and community. Sunday to Sunday rental. 1-week minimum peak season.
No pets, no exceptions.
Perfect for large groups, families traveling together, family reunions, or anyone looking for a little more space! Bring your extended family, au pair, or a vacation with multiple families at this expansive 6,000 sq ft home that sits privately on a fenced 1-acre yard.
Have your morning coffee atop the widow’s walk with 180-degree views of Nantucket Sound, Monomoy Island, Stage Harbor Lighthouse, and the Atlantic Ocean. Relax or sunbathe on the roof deck. Eat, visit, and entertain on the screened-in porch. Go back to the widow’s walk to see the sunset. There are so many choices to take in the sea air and sunshine on this property.
This large estate is perfectly situated to comfortably sleep 16+ while maintaining space and privacy. The bedrooms are clustered in pairings of 2, with a shared bathroom. These sleeping quarters are completely separate from one another. The first floor has one BR with an en-suite bathroom and an additional 2 BR that share a bath. Upstairs includes 2 private quarters, each with 2 BRs and 1 bathroom.
The Caboose is the epicenter of this home. It is a historic, vast open space with high ceilings and beautiful natural light. It has 3 couches, a fireplace, and multiple tables set up for games, checkers, and cards.
The Living Room is a cozy alternate space for sitting and watching the 55-inch TV. The Dining Room has a long mahogany table that sits 12 comfortably. The kitchen is fully equipped, with top-line appliances, 2 sinks, and an island to sit at for morning coffee, afternoon tea, and nighttime cocktails.
In addition, there is a separate carriage house, featuring a king bed, living room, galley kitchen, and bathroom. The carriage house is equipped with another 55-inch TV, a perfect place for the kids' movie night while the parents enjoy an adult dinner in the main house. This estate has so much to offer!
The Sears Point neighborhood is teeming with other families and children, and the quiet lanes and cul-de-sacs make it a perfect place to safely walk, and ride bikes. Let the kids run and play in the grassy, expansive 1-acre yard. The property is completely fenced-in.
This property offers privacy and space, with easy proximity to all Chatham has to offer.
Take a 10-minute bike ride to the center of Chatham - or a 1.3-mile walk/run to the center of town. Take a two-minute stroll and drop your kayaks & paddle boards into Stage Harbor from the landings on Sears Point. Drive 5 minutes to Oyster Pond - easy parking, clean bathrooms, and shallow water make this Chatham’s best beach for young families. If you desire the bigger beaches, it is only a 5-10 minute drive to Lighthouse Beach, Ridgevale Beach, or Hardings Beach.
Please note that we do not allow wedding receptions or any events on the property out of respect for our fellow neighbors and community. Sunday to Sunday rental. 1-week minimum peak season.
No pets, no exceptions.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Large Chatham Home Overlooking the Atlantic
Large Chatham Home Overlooking the Atlantic
- Washing machine
- Free Wi-Fi
House Rules
Check in after 4:00 PM
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Pack and play and high chair provided
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
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
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number C0115480550
We should mention
A car is recommended for transport to and from this property
About the area
Chatham
Located in Chatham, this holiday home is near the beach. Atwood House Museum and Gallery Antonia are cultural highlights, and some of the area's landmarks include Chatham Windmill and Chatham Lighthouse. Travelling with kids? Consider Chatham Marconi Maritime Center and Adventure Chatham. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Chatham, MA
What's nearby
- Atwood House Museum - 3 min drive - 1.5 km
- Cape Cod Beaches - 4 min drive - 1.8 km
- Chase Park - 5 min drive - 2.2 km
- Chatham Windmill - 6 min drive - 2.5 km
- Chatham Lighthouse - 6 min drive - 3.2 km
Getting around
Restaurants
- Cumberland Farms - 5 min drive
- Chatham Bars Inn - 6 min drive
- The Sacred Cod - 6 min drive
- Chatham Squire - 5 min drive
- Three Fins Coffee House & Cacao Factory - 6 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
18 Sept 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Sep 2025
10/10 Excellent
David S.
28 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
David S.
Stayed 7 nights in Aug 2025
10/10 Excellent
Susan L.
17 Aug 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Susan L.
Stayed 7 nights in Aug 2025
10/10 Excellent
Jeff M.
18 Aug 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Unforgettable family getaway
Jeff M.
Stayed 7 nights in Aug 2024
10/10 Excellent
Kate B.
22 Sept 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful property for family reunion
Kate B.
Stayed 7 nights in Aug 2024
10/10 Excellent
Nancy O.
29 Jun 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely Happiness
Nancy O.
Stayed 14 nights in Jun 2025
10/10 Excellent
Timothy B.
24 Jul 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Burke Family Vacation at the Cape
Timothy B.
Stayed 7 nights in Jul 2023
10/10 Excellent
Sara D.
31 Aug 2018
Wonderful house for large families!
Sara D.
Stayed 7 nights in Jul 2018
10/10 Excellent
hillary z.
7 Jul 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Chatham rental
hillary z.
Stayed 7 nights in Jun 2021
10/10 Excellent
Tom P.
29 Jun 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic Chatham
Tom P.
Stayed 10 nights in Jun 2023
8/10 Good
Brian N.
21 Jul 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Brian N.
Stayed 7 nights in Jul 2025
10/10 Excellent
Dan N.
28 Jun 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Phenomenal property
Dan N.
Stayed 7 nights in Jun 2023
10/10 Excellent
Cheryl B.
9 Jul 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cape Cod summer vacation in Chatham
Cheryl B.
Stayed 7 nights in Jul 2023
10/10 Excellent
Allen L.
29 Jul 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a Fantastic House
Allen L.
Stayed 7 nights in Jul 2024
10/10 Excellent
Dan G.
31 Jul 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Review of Chatham Estate
Dan G.
Stayed 7 nights in Jun 2024
10/10 Excellent
Jeff B.
17 Sept 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home in Chatham
Jeff B.
Stayed 7 nights in Sep 2022
10/10 Excellent
Gary J.
1 Aug 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Home away from home
Gary J.
Stayed 14 nights in Jul 2022
10/10 Excellent
Susan C.
30 Sept 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Quintessential Cape Cod
Susan C.
Stayed 7 nights in Sep 2021
10/10 Excellent
Sarah P.
1 Aug 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect
Sarah P.
Stayed 7 nights in Jul 2021
10/10 Excellent
Bridget A.
27 Jul 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Chatham Vacation
Bridget A.
Stayed 7 nights in Jul 2021
10/10 Excellent
Carol D.
21 Jul 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Summer
Carol D.
Stayed 7 nights in Jul 2021
10/10 Excellent
Molly H.
17 Jul 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for a multi-generational beach vacation!
Molly H.
Stayed 7 nights in Jul 2021
10/10 Excellent
Amy F.
28 Jun 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic House
Amy F.
Stayed 7 nights in Jun 2021
10/10 Excellent
Steve F.
14 Jun 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Early June 2021
Steve F.
Stayed 7 nights in Jun 2021
10/10 Excellent
Christina L.
18 Jul 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing family home in beautiful Chatham
Christina L.
Stayed 7 nights in Jun 2019
About the host
Hosted by Kimberly Capello
We live in Concord, Massachusetts. We have 3 girls who love sea creatures and the beach! Dan is from Harrisburg, PA, and I am from Deerfield MA. I grew up vacationing with my family on Cape Cod for a couple weeks every summer. We both attended Georgetown University. Go Hoyas! When Dan and I met, I introduced him to Chatham (in fact he got roped into helping my parents do work on their cottage!).
Why they chose this property
We have been vacationing in Chatham for 20 years. We finally had the opportunity to purchase this special property in 2015. This home is what we call a "rambler". It appears very unassuming from the front, but when you enter, you find that the house just keeps going! We fell in love with it the first time we saw it. It offers wonderful space, and privacy for multiple families. It has multiple options for outside living and entertaining. We would like to share this special place and the amazing town of Chatham with others!
What makes this property unique
The Caboose was added to the home in 1970. It was the original waiting room of the Harwichport Rail Station. This room is massive! It has the original fireplace, with original chipped fish tiles. When the light comes through the original leaded glass windows it is just amazing! With three sofas and a game table, this space is perfect for cocktails, reading, resting, and playing board games and cards.
The nautical rope railing, the amazing views from the widow's walk, the full sun-exposed roof deck.... these are just a few of the things that we love about this home. We have worked very hard updating the home, while still maintaining it's character. If you are looking for a home with amazing charm, blending the old and new, this is the place for you!
The nautical rope railing, the amazing views from the widow's walk, the full sun-exposed roof deck.... these are just a few of the things that we love about this home. We have worked very hard updating the home, while still maintaining it's character. If you are looking for a home with amazing charm, blending the old and new, this is the place for you!
Languages:
English
Tell us how we can improve our siteShare feedback




























