Entire home

Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach

Photo gallery for Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach

Exterior
Pool
Pool
High end appliances
Living area

Reviews

10 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Heated pool
    Swim in comfort year-round in the heated pool, a rare find in this location.
  • Walkable and wonderful
    Guests love the walkable location for its easy access on foot.
  • Discover nearby landmarks
    Near Chatham Windmill
7 bedrooms5+ bathroomsSleeps 15

Popular amenities

  • Private pool
  • Hot tub on site
  • Garage parking available
  • Kitchen
  • Washer
  • Air conditioning

Explore the area

View in a map
Chatham, MA
  • Place, Atwood House Museum
    ‪8 min walk‬
  • Place, Chatham Windmill
    ‪11 min walk‬
  • Place, Cape Cod Beaches
    ‪2 min drive‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪38 min drive‬

Rooms & beds

7 bedrooms (sleeps 15)

Guest Bedroom #1

1 King Bed

Guest Bedroom #2

2 Twin Beds

Guest Bedroom #3

1 Twin Bunk Bed

Guest Bedroom #4

1 Twin Bed and 1 Twin Bunk Bed

Primary Suite #1

1 King Bed

Primary Suite #2

1 King Bed

Primary Suite #3

1 King Bed

5 bathrooms, 1 half bathroom

Guest Bathroom

Toilet · Shower only

Guest Bathroom - Jack & Jill

Toilet · Shower only

Powder Room

Toilet

Primary Bathroom #1

Toilet · Shower only

Primary Bathroom #2

Toilet · Shower only

Primary Bathroom #3

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining area

About this property

Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach

This home is professionally managed by Pretty Picky Properties

Gorgeous Chatham Estate with heated pool, walk to Town or Beach

Sleeps 15
7 bedrooms, 5.5 baths
Rents Friday to Friday during peak season
Linens Included, beds made

Pool is open from Memorial Day through Columbus Day weekend

If you appreciate the timeless charm of a meticulously preserved, spacious home circa 1848, but insist on all the modern comforts and conveniences, your group of up to 15 will be thrilled to spend your Chatham vacation at this property. Here, wood floors with various width planks, Federalist period glass doorknobs and randomly exposed brick from the original home blend appealingly with today's tile, granite and stainless steel.

It's hard to find a better location anywhere in Chatham. It's only a 0.3 mile, five minute walk to Oyster Pond Beach (Children's Beach) for swimming with the kids. Or go the other way and your walk to the shops, restaurants and all the fun of Main Street, Chatham is only 0.4 mile or eight minutes. Even closer to the house: quaint little Chase Park with its Godfrey Windmill and the challenging Chatham Labyrinth. And every time you head out, you're strolling safely on sidewalks through one of Chatham's most beautiful, upscale neighborhoods.

This property offers the joys of warm weather outdoor living in a variety of spaces. There's a large covered porch on one side of the house with an adjacent patio with a dining table and chairs. On the opposite side of the house, there's a small brick patio where you'll find the large gas grill and outdoor shower. No doubt, the majority of your outdoor time will be spent on the new patio and in the heated pool at the rear of the property.

Here you'll also enjoy soaking in the hot tub and later, star gazing as you gather your group around the gas fire pit. All of these outdoor spaces are hidden from a curb view for your private enjoyment.

What about the kids? When they're not splashing in the pool, they'll love the game room over the garage with its ping pong, foosball, arcade game and TV lounge all their own.

Inside this extraordinary home you'll be delighted with all 4,500 square feet of comfy upscale living space. Start with the large chef's kitchen, fully equipped with topline appliances and everything else you'll need to operate in style. There's a large kitchen dining table with seating for eight, with the even larger primary dining table in the adjacent dining room. The main level also has multiple lounges, several smart/cable TVs, and a half bath off the kitchen. One of three primary suites is located on this level as well. It offers a king size bed and private full bath ensuite.

There are two stairways up to the second level, which makes sense with so much second level to access. There are a total of six bedrooms upstairs. First, there's the primary suite, unusually spacious with a king size bed and full private bath and views of the pool. The home's third king primary suite with private full bath is located on the second level as well. Then you will find a king bedroom that shares a full bath with a bedroom that has a pair of comfy twins. Then there are two bedrooms with bunk beds, each with a full size double on the bottom, one with a pull out trundle under the bottom bed.

The washer and dryer are upstairs as well.

The home has central air conditioning and high speed Wi-Fi.

Please enter your travel dates in the top right corner of this page 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 $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%.

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

It's your vacation. Get Picky! ®

Town of Chatham Registration #153
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number C0397200550
Property # 3087816
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the neighborhood

Chatham

Located in Chatham, this vacation 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 Nauset Beach. Traveling with kids? Consider Chatham Railroad Museum and Chatham Marconi Maritime Center. Fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Map
Chatham, MA

What's nearby

  • Chase Park - 3 min walk - 0.3 km
  • Atwood House Museum - 8 min walk - 0.7 km
  • Chatham Windmill - 11 min walk - 1.0 km
  • Cape Cod Beaches - 2 min drive - 1.5 km
  • Chatham Fish Pier - 3 min drive - 1.8 km

Getting around

  • Hyannis Transportation Center - 29 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 36 min drive

Restaurants

  • ‪Cumberland Farms - ‬11 min walk
  • ‪Chatham Bars Inn - ‬18 min walk
  • ‪Chatham Squire - ‬7 min walk
  • ‪Three Fins Coffee House & Cacao Factory - ‬2 min drive
  • ‪Dunkin' - ‬4 min drive

Frequently asked questions

Is Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach?

As of Jul 11, 2026, prices found for a 1-night stay for 2 adults at Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach on Sep 21, 2026 start from $2,285, 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?

Onsite parking is available at the property.

What time is check-in at Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach?

Check-in begins at 4:00 PM.

What time is check-out at Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach?

Check-out is at 10:00 AM.

Where is Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach located?

This family-friendly Chatham vacation home is located by the sea, within 1 mi (2 km) of Chase Park and Cape Cod Beaches. Atwood House 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 labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Meaghan G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property and location! Even better than the pictures.
Stayed 3 nights in Jun 2026
Response from VrboOwner on Jun 11, 2026
Hi Meaghan! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. I guess we'll have to hire a new photographer! LOL Hopefully we will see you again soon. Pretty Picky Properties Cape Cod's Select Vacation Rentals
Verified

10/10 Excellent

Karen P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a great house. Has all of the amenities - pool, hot tub, fire pit, porch, outdoor dining, indoor dining. Can walk to town. Property manager was incredible! Highly recommend and will be renting it again!
Stayed 3 nights in Sep 2025
Response from VrboOwner on Sep 22, 2025
Hi Karen! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. Hopefully we will see you again soon. Pretty Picky Properties Cape Cod's Select Vacation Rentals
Verified

10/10 Excellent

Linda T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was beautiful! Agent replied quickly to any questions we had.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Renee V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property was fabulous on all counts. It had great communal spaces for large groups to wine, dine, swim, and play games. It is a short walk to town and a longer but beautiful walk to the beach. Communication was quick and professional! I highly recommend this property!
Stayed 3 nights in Sep 2025
Response from VrboOwner on Oct 21, 2025
Hi Renee! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. I love to see the word "fabulous" in our reviews! Hopefully we will see you again soon. Pretty Picky Properties Cape Cod's Select Vacation Rentals
Verified

10/10 Excellent

Becky P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home! Great location! We had a wonderful time!
Stayed 7 nights in Jun 2026
Response from VrboOwner on Jun 27, 2026
Hi Becky! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. Hopefully we will see you again soon. Pretty Picky Properties Cape Cod's Select Vacation Rentals
Verified

10/10 Excellent

Mollie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
AMAZING. This property was absolutely stunning, the location was walkable to shopping, coffee, restaurants. We used the grill, kitchen, pool and everything worked perfectly. The property manager was also available when needed and even brought over ice because the machine was getting fixed. Beds were super comfortable and it was so spacious. Will definitely be going back!
Stayed 3 nights in Jun 2026
Response from VrboOwner on Jun 18, 2026
Hi Mollie! Thanks so much for taking the time to write a review of your stay with us. And we are thrilled that you enjoyed your Pretty Picky Properties experience. It really is a wonderful location and property! Hopefully we will see you again soon. Pretty Picky Properties Cape Cod's Select Vacation Rentals

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 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

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English

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They consistently provide great experiences for their guests
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