Entire home
Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach
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7 bedrooms5+ bathroomsSleeps 15418.1 sq m
Popular amenities
Explore the area

Chatham, MA
- Chatham Lighthouse Beach2 min drive
- Chatham Lighthouse3 min drive
- Chatham Fish Pier3 min drive
- Hyannis, MA (HYA-Barnstable Municipal)36 min drive
Rooms & beds
7 bedrooms (sleeps 15)
Guest Bedroom #1
1 King Bed
Guest Bedroom #2
2 Single Beds
Guest Bedroom #3
1 Single Bunk Bed
Guest Bedroom #4
1 Single Bed and 1 Single 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 $225. 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! ℠
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 $225. 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! ℠
Property manager
Pretty Picky Properties
Premier Host
Languages
English
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi
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9.8 out of 10, (7 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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 and a first aid kit
Property Registration Number C0397200550
About the area
Chatham
Located in Chatham, this holiday home is near the beach. The area's natural beauty can be seen at Cape Cod Beaches and West Dennis Beach. Travelling 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.

Chatham, MA
What's nearby
- Chatham Seaside Links - 15 min walk - 1.3 km
- Veterans Field - 16 min walk - 1.4 km
- Chatham Lighthouse Beach - 2 min drive - 1.7 km
- Chatham Lighthouse - 3 min drive - 2.5 km
- Chatham Fish Pier - 3 min drive - 2.3 km
Getting around
Restaurants
- Chatham Bars Inn - 18 min walk
- Chatham Pier Fish Market - 3 min drive
- Chatham Squire Restaurant - 7 min walk
- Chatham Perk - 3 min drive
- Mac's Chatham Fish & Lobster - 3 min drive
Frequently asked questions
Reviews
Reviews
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About the host
Hosted by Pretty Picky Properties

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
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
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