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Captain Isaiah House: 033-Y Classic Sea Captain's House, Walk/Bike to Everything

Family-friendly holiday home in South Yarmouth

Photo gallery for Captain Isaiah House: 033-Y Classic Sea Captain's House, Walk/Bike to Everything

Welcome to Yarmouth
Back patio area with outdoor shower
Sit in the afternoon sun
Screened in porch off the kitchen
Walk into a beautiful new kitchen

Reviews

10 out of 10
Exceptional
7 bedrooms4+ bathroomsSleeps 164750 sq ft

Popular amenities

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

Explore the area

View in a map
South Yarmouth, MA
  • Place, Cultural Center of Cape Cod
    ‪3 min walk‬
  • Place, Bass River Golf Course
    ‪17 min walk‬
  • Place, Bass River Sports World
    ‪2 min drive‬
  • Airport, Vineyard Haven, MA (MVY-Martha's Vineyard)
    ‪108 min drive‬

Rooms & beds

7 bedrooms (sleeps 16)

Guest bedroom #7

3 Single Beds

Guest Bedroom #1

1 Queen Bed

Guest Bedroom #2

1 Queen Bed

Guest Bedroom #3

2 Single Beds

Guest Bedroom #4

1 Queen Bed

Guest Bedroom #5

1 Single Bunk Bed

Guest Bedroom #6

1 Double Bed

Primary Bedroom

1 Queen Bed

4 bathrooms, 1 half bathroom

Guest Bathroom #1

Toilet · Shower only

Guest Bathroom #2

Bathtub or shower · Toilet

Guest Bathroom #3

Toilet · Shower only

Powder Room

Toilet · Outdoor shower

Primary Bathroom

Bathtub · Bidet · Toilet · Shower only

Spaces

Deck or patio
Outdoor shower
Kitchen
Dining area

About this property

Captain Isaiah House: 033-Y Classic Sea Captain's House, Walk/Bike to Everything

This home is professionally managed by Pretty Picky Properties.

Classic Sea Captain's House, Former Bed & Breakfast, Walk/Bike to Everything

Sleeps 16
8 Bedrooms, 4.5 Baths
Rents Saturday to Saturday in Peak Summer
Linens Included, Beds Made
Pets Considered

If you've never been in this tony Bass River neighborhood, you're in for a pleasant surprise. Many of the extraordinary homes here, including this one, were custom built by Quakers in the mid-19th century. This property's charming original features have been preserved, while ongoing renovations increasingly provide today's pleasing creature comforts.

Location: At this property, you're a couple of homes back from Bass River with a peek at the water. You can bike to small but sandy Windmill Beach in about four minutes. Or ride another four or five minutes to the much larger Smugglers Beach. The ride Is half the fun, as your route runs right along the picturesque river.

You can also bring your boat and launch it at the town landing very close to this property.

The Cultural Center of Cape Cod is your next door neighbor, where you'll discover galleries, concerts, hands-on classes and creative opportunities of all kinds. Hungry for breakfast? Walk five minutes to the heart of Bass River Village and the Crazy Rooster Pub and Grill. Try the cranberry pancakes. Then check out the Bass River Mercantile, a classic general store where time stands still, but you'll be moved to acquire some one-of-a-kind gifts and very special mementoes of your Cape Cod vacation.

There are several other tempting restaurants within easy walking distance of the property as well.

Outdoor Living Spaces: The outdoor spaces at this property are probably what make it so special for a large group on summer vacation. Start with the covered front porch with its classic wooden rocking chairs. Then there's the good-sized screened porch just off the kitchen with a small café table and chairs, plus ample additional seating. Out back, you'll find an umbrella shaded dining table on the deck, which steps down to the stone patio where the wood burning fire pit is ideal for after dark star gazing. The gas grill is located out here as is the enclosed outdoor shower. The grassy yard is big and flat, so the kids can run and play safely. Be sure to walk out to the side of the garage where the kayaks and SUPs are stored on racks. Help yourself! The owner thoughtfully provides a cart for transporting them, and there's a neighborhood landing just a two-minute walk up the street. Step back and view the house from the street. You'll note the all-new white clapboard siding and new windows all around, as well as the meticulous landscaping, consistent with most other homes in this well-kept neighborhood.

Kitchen and Dining: You'll be pleased with this large, totally renovated and fully equipped kitchen. All topline, stainless-steel appliances here, including a giant gas range with six burners and two ovens, plus two dishwashers. You'll have your choice of a Keurig or standard drip coffee maker. The attractive granite counters include the large center island, which provides three high boy chairs for counter seating. Walk from the kitchen to the dining room with its extra-large wooden dining table and seating for up to eight. But you'll no doubt choose to dine on the private, outside deck.

Living Spaces: Continue through the dining room to the generous living room, which extends 32 feet, the entire width of the house. Besides the lounge seating here, there's a glass topped table and wicker chairs, a perfect place to take on the obligatory family vacation puzzle. The main level provides one full and one-half bath. There's also a small office just off the entrance foyer for anyone who needs to work remote while in residence.

Sleeping Arrangements: There is one bedroom on the main level. It's a good sized room with a comfy, queen-sized bed. On the second level, which can be accessed from either of two stairways, you'll find five more bedrooms and three full baths. The primary bedroom has a TV, gas fireplace and its own full private bath en suite. Two other bedrooms each have a queen. Another has two twins, and the final bedroom on this level has a bunk bed with a full size under a twin. The laundry is also located on the second level. There's a second washer and dryer in the basement.

Walk up a narrow stairway to the third level of this house, and you'll discover two more sleeping spaces, one with a full size double and a twin, the other with two twins. There is no bathroom up here, and given the low ceilings and unconventional stairway access, this third level is probably most suitable for children of sufficient age, who will probably love having the space to themselves.

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 Damage Protection 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! ℠
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 C0459623510
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

South Yarmouth

Located near the beach, this holiday home is in Bass River, a neighbourhood in South Yarmouth. The area's natural beauty can be seen at Sandy Neck Lighthouse and Nickerson State Park, while Whydah Pirate Museum and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre are cultural highlights. Travelling with kids? Consider Bass River Sports World and Pirate's Cove Mini Golf. Take the opportunity to explore the area for water adventures such as power boating.
Map
South Yarmouth, MA

What's nearby

  • Cultural Center of Cape Cod - 3 min walk - 0.3 km
  • Bass River Golf Course - 17 min walk - 1.5 km
  • Werner Schmidt Observatory - 2 min drive - 2.1 km
  • Bass River Sports World - 2 min drive - 2.9 km
  • Hyannis Harbor - 9 min drive - 10.3 km

Getting around

  • Hyannis Transportation Center - 14 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 18 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Harbor Fox Coffee Bar - ‬12 min walk
  • ‪Dunkin' - ‬2 min drive
  • ‪Three Fins Coffee Roasters - ‬3 min drive
  • ‪Seafood Sam’s - ‬3 min drive

Frequently asked questions

Is Captain Isaiah House: 033-Y Classic Sea Captain's House, Walk/Bike to Everything pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Captain Isaiah House: 033-Y Classic Sea Captain's House, Walk/Bike to Everything?

On-site parking is available at the property.

What time is check-in at Captain Isaiah House: 033-Y Classic Sea Captain's House, Walk/Bike to Everything?

Check-in begins at 4:00 PM.

What time is check-out at Captain Isaiah House: 033-Y Classic Sea Captain's House, Walk/Bike to Everything?

Checkout is at 10:00 AM.

Where is Captain Isaiah House: 033-Y Classic Sea Captain's House, Walk/Bike to Everything located?

This family-friendly South Yarmouth holiday home is located by the sea, within 1 mi (2 km) of Cultural Center of Cape Cod and Bass River Golf Course. Bass River Sports World and Bass River Lighthouse are also within 2 miles (3 km).

Reviews

10

Exceptional

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 9 out of 9 reviews
Rating 8 - Good. 0 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

Reviews

10/10 Excellent

Liz K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful house and location! We were incredibly happy with our stay and as a family of foodies we really appreciated the well appointed kitchen!
Stayed 7 nights in Jul 2025

10/10 Excellent

Lisa D.

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

65th Wedding Anniversary Celebration

There were 16 of us and the property was perfect for our group. Plenty of space to gather together or to spread out. We also fit 10 cars in the driveway. Loved it!
Stayed 4 nights in May 2025

10/10 Excellent

Stephen B.

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

Cape Family weekend

Every year we take our entire family kids and grandkids to the cape. The property was great for our growing family. We look forward to returning next year.
Stayed 5 nights in Sep 2024

10/10 Excellent

Marge W.

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

Great Place for a Family Reunion

This house was just perfect for our family's annual vacation. With 8 bedrooms, all 16 of our family members had just what they needed (no young children in the group). Many enjoyed the used of the kayaks and paddle boards on the Bass River, just a short walk away. One feature of the house we specially liked were the 2 side-by-side dishwashers in the kitchen. One was always going as the other was being filled. The house and yard were well maintained, and we enjoyed several evenings around the fire pit in the back yard.
Stayed 7 nights in Jun 2025

10/10 Excellent

Rich E.

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

Excellent

EXCELLENT
Stayed 3 nights in Sep 2024

10/10 Excellent

Emily D.

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

Outstanding cape house

This house exceeded our expectations. Newly renovated it was beautiful inside and out. We had 4 families stay with young kids and there was plenty of space. The backyard was perfect for kids play, s’mores, grilling, and hanging on the deck. It is a nice quiet neighborhood that had a quintessential cape feel. We loved being able to use the kayaks and paddle boards (just a short walk to Bass river) and smugglers beach was a quick drive for a proper beach day. We hope to be back again next year!
Stayed 3 nights in May 2024

10/10 Excellent

Kim C.

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

Simply Stunning

We just returned home from a week's stay at this magnificent property! The home has everything one could ask for. The home was immaculate both inside and out, had a well equipped kitchen, 8 bedrooms, multiple bathrooms.. and a lovely view of the river. I went with a group of friends to attend our National Championships of Cavalier King Charles. None of us wanted to check out! LOL The hosts were very responsive and quite lovely! It's our hope they will allow us to return in the future. So if you are looking for a place that is warm, inviting and feels like home... this property is the place to be!
Stayed 6 nights in Apr 2025

10/10 Excellent

Tuan P.

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

Great location, size was what we needed

Overall great house, size, set-up, and location. House was packed with anything you would need to cook. Only thing I would change is the dishwashers are not great and we ended up having to clean a lot by hand. Also, cleaning rules were very high burden and something we would prefer not having to clean dishes and deal with towels etc for 17 people for a 3 day stay. We should at least be able to keep the dishes in the dishwasher
Stayed 3 nights in May 2024

10/10 Excellent

Michelle M.

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

Comfortable and Convenient

We enjoyed our stay our family had a total of eight adults and eight children ranging from 1 to 11 and we could walk to the Main Street and a short drive to the beach. We could have walked but it was too cold. Lots of windows showing off the beautiful views of the water and even though it was cold, we had plenty to do. We went to the Olympia restaurant around the corner for lunch and everybody was so friendly. The kitchen was set up beautifully in the house with everything you may need. The dining room had plenty of seating and there was plenty of space for the children, even though we had to stay indoors because of the cold to keep themselves occupied. We would love to do it again in the summer probably even better.
Stayed 3 nights in Jan 2025

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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