Entire home

The Port: 177-CF Chatham Landmark Estate, Large Guest House, Heated Pool

Photo gallery for The Port: 177-CF Chatham Landmark Estate, Large Guest House, Heated Pool

Magnificent Chatham Estate
Main house has 6 bedrooms
Elegant entranceway
Here you can see the size of this renovated antique hone
The barn is an impressive structure

Reviews

10 out of 10
Exceptional
8 bedrooms7+ bathroomsSleeps 18408.8 sq m

Popular amenities

  • Parking available
  • Dryer
  • Pet-friendly
  • Washer
  • Pool
  • Barbecue grill

Explore the area

Map
Chatham, MA
  • Chatham Fish Pier
    ‪5 min drive‬
  • Chatham Lighthouse
    ‪7 min drive‬
  • Harwich Port
    ‪11 min drive‬
  • Hyannis, MA (HYA-Barnstable Municipal)
    ‪27 min drive‬

Rooms & beds

8 bedrooms (sleeps 18)

Guest Bedroom #1

2 Queen Beds

Guest Bedroom #2

2 Single Beds

Guest Bedroom #3

1 Queen Bed

Guest Bedroom #4

1 King Bed

Guest Bedroom #5

2 Single Beds

Guest Bedroom #6

2 Single Beds

Primary Bedroom #1

1 King Bed

Primary Bedroom #2

1 King Bed

7 bathrooms, 1 half bathroom

Ensuite for Guest Bedroom #3

Toilet · Shower only

Ensuite for Guest Bedroom #4

Bathtub or shower · Toilet

Guest House

Bathtub or shower · Toilet

Guest House

Bathtub or shower · Toilet

Main House

Toilet · Shower only

Powder Room

Toilet

Primary Bathroom #1

Toilet · Shower only

Primary Bathroom #2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

The Port: 177-CF Chatham Landmark Estate, Large Guest House, Heated Pool

This property is professionally managed by Pretty Picky Properties

Chatham Landmark Estate, Awesome Barn/Guest House, Pool

Sleeps 18
8 Bedrooms, 7.5 Bathrooms
Rents Friday to Friday during peak season
Linens included, beds made
Pool is open from Memorial Day through Columbus Day weekend.
Pets Considered

As you roll up the extended driveway and catch your first glimpse of the homes, you realize the impressive individuality of this property. From the Federalist style side gambrel roof on the expanded Colonial main house to the thoroughly exposed wood posts, beams and rafters inside, this place retains the unique charm demanded by its original sea captain owner 220 years ago.

First, soak in the location and setting. Here you have 1.61 acres of artfully landscaped privacy, abutting the upscale Eastward Ho! private golf course, with beautiful Pleasant Bay beyond. The carefully kept, expansive lawns make a wonderful and safe play space for children. Note the line of grape arbors leading to an unexpected wishing well.

Your private, heated pool is a large one, complete with its own freestanding and well equipped cabana. When you need some beach time, it's only a two-minute drive over to Jackknife Cove Beach on Pleasant Bay.

Or go in the opposite direction for a minute more and discover Strong Island Landing Beach.

Inside the two story main manor house, centuries' old charm mingles perfectly with thoughtful renovation for the best of beauty, function and comfort. The completely updated and outfitted kitchen adjoins a handy breakfast nook and flows into one of the most impressive dining rooms you'll ever experience.

There are three separate lounge and gathering places on the main level, a living room, sitting room and family room. Two of the main house's six bedrooms and 2.5 of its baths are located here as well.

The upper level provides another four bedrooms, including two primary suite bedrooms with ensuite baths and two other bedrooms, one with two queens and one with king size bed - (Note: Can be converted to two twin-size beds with ample notice). There is also another full bath upstairs.

Enter the nearby Guest House/Barn, and it's hard not to gape at the expanse and sheer visual impact of the great room, so aptly named. It's positively gigantic in every way, accentuated by the soaring ceiling with its dramatic exposed beams and rafters.

The rest of the Guest House includes a second fully equipped kitchen, two more bedrooms and two more full baths. ** Please note that the Guest House (Barn) is fully winterized from Mid-October through April for off-season stays each year. As a result the property only has 6 bedrooms and 5.5 bathrooms sleeping a maximum of 14 guests. **

The 4,350 square feet of the Main House and Guest House combined are centrally air conditioned or serviced by high efficiency split units. There is also high speed Wi-Fi, as well as several smart flat screen TVs with cable. NOTE: the main part of the barn is not air conditioned, just the bedrooms and the kitchen/living room area.

Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $225. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%.

This property offers a three-night minimum stay during select weeks in May–June and September–November. Guests are charged a cleaning fee for all stays less than seven nights. Stay seven nights or more and the cleaning fee is waived.

Be sure to search this site for more Pretty Picky Properties - your best selection of prime vacation homes available for summer rental on Cape Cod.

It's your vacation. Get Picky! ℠

Property manager

Pretty Picky Properties
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Air conditioning

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

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
Property Registration Number C0292260550

About the area

Chatham

Located in Chatham, this holiday home is near the beach. West Dennis Beach is a popular attraction and the area's natural beauty can be seen at Cape Cod Beaches and Cape Cod National Seashore. Chatham Marconi Maritime Center and Adventure Chatham are also worth visiting. Discover the area's water adventures with kayaking, surfing/body boarding and fishing nearby, or enjoy the great outdoors with cycling.
Map
Chatham, MA

What's nearby

  • Chatham Fish Pier - 5 min drive - 4.8 km
  • Chatham Lighthouse - 7 min drive - 6.9 km
  • Nickerson State Park - 9 min drive - 9.5 km
  • Harwich Port - 11 min drive - 9.9 km
  • Ocean Edge Golf Club - 17 min drive - 14.2 km

Getting around

  • Hyannis Transportation Center - 27 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 27 min drive

Restaurants

  • ‪Chatham Bars Inn - ‬6 min drive
  • ‪Chatham Pier Fish Market - ‬5 min drive
  • ‪Chatham Perk - ‬4 min drive
  • ‪Mac's Chatham Fish & Lobster - ‬6 min drive
  • ‪Corner Store- Chatham - ‬5 min drive

Frequently asked questions

Does The Port: 177-CF Chatham Landmark Estate, Large Guest House, Heated Pool have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is The Port: 177-CF Chatham Landmark Estate, Large Guest House, Heated Pool pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at The Port: 177-CF Chatham Landmark Estate, Large Guest House, Heated Pool?

Check-in begins at 4:00 PM.

What time is check-out at The Port: 177-CF Chatham Landmark Estate, Large Guest House, Heated Pool?

Checkout is at 10:00 AM.

Where is The Port: 177-CF Chatham Landmark Estate, Large Guest House, Heated Pool located?

Situated by the sea, this holiday home is within 1 mile (2 km) of Cape Cod Beaches and Chatham Marconi Maritime Center. Fox Hill and Chatham Shark Center are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 13 out of 13 reviews
Rating 8 - Good. 0 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Pamela H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay at The Port

Our family of 14 gathered for an event over the weekend. The Port is a gorgeous property that easily accommodated our group. The home was well appointed, with comfortable bedrooms and numerous sitting areas where we could gather separately or together. We highly recommend The Port!
Stayed 3 nights in Nov 2024

10/10 Excellent

Shaun D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Home

Perfect place for a family vacation and plenty of outdoor space for activities. Large eating tables and spaces to enjoy meals together.
Stayed 3 nights in Sep 2024

10/10 Excellent

Rebecca A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fab Family Retreat

Spectacular home and property. Rain or shine we had a terrific trip!
Stayed 8 nights in Jul 2024

10/10 Excellent

Steven S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House for Family

The Cape Cod Home is large, with plenty of space for our 12 guests to dine together, lounge comfortably, with plenty of separate for small groups to hang out. Managers were quite responsive to our questions.
Stayed 5 nights in Dec 2023

10/10 Excellent

Meaghan W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Reunion Weekend

The house was beautiful and accommodated our group well. pretty Picky properties was very helpful and responsive to any questions about the property. We had a great weekend!
Stayed 3 nights in Sep 2023

10/10 Excellent

Anthony D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Experience in Chatham

I was with a large group for a golf trip and we had an amazing stay at this property. The house was clean, check in/out was easy, and they provided an online guest book which was great to reference with any questions I had. The house is great for outdoor activities and located close to many golf courses and restaurants. Would highly reccommend!
Stayed 3 nights in Jun 2023

10/10 Excellent

Conrad E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Cape Cod Idylic Property

An amazing 1800s Cape Cod house, modernised and fantastic 1.6 acres with lovely pool and tree house for kids as well as immaculate gardening and landscaping.
Stayed 6 nights in May 2023

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

This house was PERFECT for our large group

This house was absolutely perfect for a large group out on the cape for a golf trip. The house is in great condition, ton of space both inside and out, bedrooms were comfortable and good sized as well. We also utilized the bedrooms in the barn, which are just as comfortable as the rooms in the house. Also felt very private w/ a golf course bordering the property. It really was the perfect house, hope to be back
Stayed 3 nights in Sep 2022

10/10 Excellent

Donald V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

Nice location great house would rent agaib
Stayed 7 nights in Aug 2022

10/10 Excellent

Lorraine G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beyond expectations

We all enjoyed our stay. The house and “barn” was amazing. I was happy that everyone from ages 8 to 74 had a great time with all the amenities. Location was perfect
Stayed 7 nights in Jul 2022

10/10 Excellent

Abbye S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Private Oasis In Chatham

From the moment you drive up until the minute you leave the property, this beautifully landscaped private oasis is truly a vacation destination. The beautiful main house has everything that you could ask for with lots of room and areas for entertainment. The carriage house can accommodate more people if you need it with a two extra bedrooms and bathroom upstairs, a kitchen, den, and bathroom downstairs, a huge open game room, but most of all, a huge outdoor dining area for those great summer nights. The heated pool is very large and fun to play or swim laps in. I cannot say enough of how great the entire place is and the people who manage it. It was a very relaxing, hassle free, summer vacation.
Stayed 7 nights in Jul 2022

10/10 Excellent

Valerie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Elegant, spacious, unique Cape property

Unique combination of elegant, private spaces for everyone to sleep; many areas for gathering in the main house, in the "barn", and outside; two well-equipped kitchens; a lovely pool; and beautiful grounds.
Stayed 7 nights in Jul 2022

10/10 Excellent

Gerald R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Gathering

Property was fabulous and the management company made things easy. Great place!!!
Stayed 7 nights in Jul 2022

About the host

Hosted by Pretty Picky Properties

Host profile image
There are a lot of places to rent for a summer vacation on the Lower Cape. There are only a few Pretty Picky Properties. Most are directly on or very near the beach. Our homeowners love their properties, fastidiously maintain them, and expect guests to treat them accordingly. Our guests demand a prime location and a vacation experience that far exceeds the typical Cape summer rental.

When you spend a good amount of money for a perfect summer vacation, you want to be sure before you commit. That's why we take the time to carefully and completely answer all your questions by phone or email. If you can visit the Cape in advance, we'll be happy to show you one or more properties you're considering.

Most guests are also comforted to know that Pretty Picky also has a property management division. Most unforeseen property issues can be resolved quickly with our ready access to maintenance resources.

We look forward to helping you plan your ideal Cape Cod vacation!

The Pretty Picky Team

Languages:

English

Premier Host

They consistently provide great experiences for their guests