Sitting area off of entry
Sitting area off of entry
Open concept dining and kitchen
Dining and kitchen
Living room with TV
Welcome to "Oh Captain, my Captain" Bastketball hoop in driveway
Free Tickets and Complimentary Activities! Create unforgettable memories and experience Cape Cod like a local! Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie. Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum. When you're not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun.
Backyard with outdoor dining area
Entry way
Dining area
Kitchen
Gas stove and stainless steal appliances
Kitchen with island seating
Half bathroom off of kitchen
Bedroom 1- Queen Tempurpedic pull out- 1st floor
Bedroom 1- Queen Tempurpedic pull out- 1st floor
Bathroom 2- Full with shower stall
Living room with large sectional and desk
Living room TV
Front door entry with lighthouse staircase
Bedroom 2- Full bed- 2nd Floor
Bedroom 2- Full bed- 2nd Floor
Bedroom 3- Full Bed-2nd floor
Bedroom 3- Full Bed-2nd floor
Bedroom 3- Full Bed-2nd floor
Bathroom 3- Full with shower/tub combo-2nd floor
Bedroom 4- King Bed with desk- 2nd Floor
Bedroom 4- King bed with Apple TV-2nd floor
Bathroom 4- ensuite- full with shower/tub combo- 2nd floor
Backyard
Deck with lounge chairs
View of yard
Outdoor dining area with umbrellas
Gas grill and outdoor shower
Street view of home
First Floor - Floor Plan
Second Floor - Floor Plan

55 Wianno Circle Osterville - ‘O Captain! My Captain!'

  • 4 Beds |
  • 3 Baths |
  • 6 Guests
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4 Bedroom - 3.5 Baths - Sleeps 6

During peak summer weeks, our properties typically require a 7-night stay, either Friday-Friday or Saturday-Saturday, but if you have unique dates please reach out to our Reservation Specialist. Most of our homes offer a 3-night stay minimum in the off-season.
Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels)
We offer a 4 pm Check-In and 10 am Check-Out

Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish towels for total home occupancy

 

Welcome to ‘O Captain! My Captain!’ in the heart of Osterville. Short stroll to the beautiful Dowses beach, and downtown. This updated home is in a wonderful family-friendly neighborhood. Comfortable and spacious this 4 bedroom, 3.5 bath home has central A/C, WiFi and is dog friendly! Bonus linens and towels are included with this home.

Owners Share Why I Love My Home:

We love to wake up early and sneak out to the deck for our morning coffee.  As we sit in the lounge chairs and watch the countless chipmunks steal the birdseed from our beautiful family of cardinals, we simply enjoy the calm and quiet of our lovely cape cod mornings before heading to the beach.  The outdoor shower is truly magical, please give it a try, it’s life changing!!  We hope you enjoy our home as much as we do!  Welcome!

 

Let Us Tell You About This Home:

Enter this 4 bedroom, 3.5 bath home from the side door into the classic Cape Cod entryway. To the left is a relaxing open sitting area, and straight ahead a large eating nook with a built-in bench. Gorgeous white, state of the art, kitchen has everything you need to make fabulous meals plus a breakfast bar, a coffee station and even doggie bowls for the furry members of your family! 

 

Head down the hallway and find a half bath, Bedroom 1 with a queen tempurpedic sleeper sofa, and full bathroom with a stall shower. A family room with a TV (streaming only) and large comfy sectional couch with room for the whole family completes the first floor. 

 

From the living room, the fabulous lighthouse staircase will lead you to the second floor. Here you will find three cozy and relaxing bedrooms and two full bathrooms. One bath is located off the hall and the other is in the primary bedroom.

 

Bedroom #2 has a full bed, closet, oversized bean bag, dresser and night table- Second floor

 

Bedroom #3 has a full bed, closet, night stand, and dresser- Second floor

 

Bedroom #4 has a king bed with Apple TV for streaming, night tables, desk with monitor, dresser and an ensuite full bathroom- Second floor

 

Back downstairs, off of the dining area, you will find sliders to the back deck with a table for outdoor dining, lounge chairs, and a private yard. Fire up the gas grill for dinner or jump in the enclosed outdoor shower after a sandy day at the beach. The yard is not fully fenced in. 

 

Shoot some hoops in the built-in basketball hoop in the driveway!

Beach parking pass is included with the property for 1 car at all Barnstable Beaches, including Dowses beach. 


Free Tickets and Complimentary Activities!  Create unforgettable memories and experience Cape Cod like a local!  Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie.  Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum.  When you’re not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun.

With all NEVR properties, we think of the little things to make your vacation special. Our Guest Welcome Bag, compliments of the homeowner, contains starter quantities of kitchen and bathroom essentials, with a few locally sourced snacks as well (subject to change based marketplace availability).

 

This home offers Keyless Entry for your convenience.
NO SMOKING of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home.
DOG FRIENDLY HOMES are for a DOG only.  This home allows 1 dog with a $25 per night fee.  With owner approval, a second dog may be considered for an additional $25 per night fee.  A Pet Registration form must be completed upon reservation confirmation. 
Max parking of cars at property: 3. No parking on lawn anytime 

Additional Information to Assist You:

  • Booking direct with New England Vacation Rentals offers the best rate guarantee on the web.  Our calendars are updated in real-time and are accurate.
  •  Follow our basic check-out instructions at your departure. 
  • State and local taxes are charged if applicable.  
  • For Reservations made over 60 days away, you will make two payments - 50% initial payment with reservation and the final balance will be auto billed to your credit card 60 days prior to arrival.  We accept American Express,  Mastercard, and Visa for payments.
  • A confirmed reservation is non refundable--please consider purchasing trip cancellation insurance. Ask our guest specialist for more details regarding cancel options and trip insurance. 
  • ***Linens - bed sheets, bath/dish/beach towels and bath mats are included with this home.
  • You must be 25+ years old unless accompanied by a parent or guardian to book one of our Vacation Rental Homes. An ID must be furnished upon request.  

Area Info: *Mileage is approximate

  • 0.8 mile to Dowses Beach

  • 0.9 mile to Main Street

    • Ice Cream

    • Restaurants

    • Coffee shops

  • 3.6  miles to Craigville Beach

Drive (6.4 miles) to Main Street Hyannis where you will find:

  • The Steamship Authority Ferry

  • Restaurants

  • Shopping

  • Bars

  • Bakeries

  • Museums

  • Galleries

*Mileage is approximate

Location Type
Ocean Nearby
Beach Nearby
Bike Trail Nearby
Golf Nearby
Property Details
Keyless Entry
Central Air Conditioning
Linens Included
King Size Bed
Remote Working Desk/Office
Outside Shower
Deck
Outdoor Furniture
Yard
Leisure / Entertainment / Activities
TV(s)
Gas Grill
Kitchen & Other Home Amenities
Fully Equipped Kitchen
Dishwasher
Washer/Dryer
Nespresso Coffee Maker
Microwave
Toaster Oven
Dishware/Cookware/Silverware
Blender
Lobster Pot
Connectivity
Cable/Streaming/Satellite
Free Wireless Internet
Custom Vacation Rental Suitability
No Smoking
Dog Friendly
Max Parking - 3 Cars
Guest Essentials
Welcome Starter Bag (Standard)
  • Checkin Available
  • Checkout Available
  • Not Available
  • Available
  • Checkin Available
  • Checkout Available
  • Not Available

Seasonal Rates (Nightly)

Reviews

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Room Details
Room Beds Baths TVs
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  • {[bd]}
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  • {[bd]}
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Description

Description

4 Bedroom - 3.5 Baths - Sleeps 6

During peak summer weeks, our properties typically require a 7-night stay, either Friday-Friday or Saturday-Saturday, but if you have unique dates please reach out to our Reservation Specialist. Most of our homes offer a 3-night stay minimum in the off-season.
Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels)
We offer a 4 pm Check-In and 10 am Check-Out

Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish towels for total home occupancy

 

Welcome to ‘O Captain! My Captain!’ in the heart of Osterville. Short stroll to the beautiful Dowses beach, and downtown. This updated home is in a wonderful family-friendly neighborhood. Comfortable and spacious this 4 bedroom, 3.5 bath home has central A/C, WiFi and is dog friendly! Bonus linens and towels are included with this home.

Owners Share Why I Love My Home:

We love to wake up early and sneak out to the deck for our morning coffee.  As we sit in the lounge chairs and watch the countless chipmunks steal the birdseed from our beautiful family of cardinals, we simply enjoy the calm and quiet of our lovely cape cod mornings before heading to the beach.  The outdoor shower is truly magical, please give it a try, it’s life changing!!  We hope you enjoy our home as much as we do!  Welcome!

 

Let Us Tell You About This Home:

Enter this 4 bedroom, 3.5 bath home from the side door into the classic Cape Cod entryway. To the left is a relaxing open sitting area, and straight ahead a large eating nook with a built-in bench. Gorgeous white, state of the art, kitchen has everything you need to make fabulous meals plus a breakfast bar, a coffee station and even doggie bowls for the furry members of your family! 

 

Head down the hallway and find a half bath, Bedroom 1 with a queen tempurpedic sleeper sofa, and full bathroom with a stall shower. A family room with a TV (streaming only) and large comfy sectional couch with room for the whole family completes the first floor. 

 

From the living room, the fabulous lighthouse staircase will lead you to the second floor. Here you will find three cozy and relaxing bedrooms and two full bathrooms. One bath is located off the hall and the other is in the primary bedroom.

 

Bedroom #2 has a full bed, closet, oversized bean bag, dresser and night table- Second floor

 

Bedroom #3 has a full bed, closet, night stand, and dresser- Second floor

 

Bedroom #4 has a king bed with Apple TV for streaming, night tables, desk with monitor, dresser and an ensuite full bathroom- Second floor

 

Back downstairs, off of the dining area, you will find sliders to the back deck with a table for outdoor dining, lounge chairs, and a private yard. Fire up the gas grill for dinner or jump in the enclosed outdoor shower after a sandy day at the beach. The yard is not fully fenced in. 

 

Shoot some hoops in the built-in basketball hoop in the driveway!

Beach parking pass is included with the property for 1 car at all Barnstable Beaches, including Dowses beach. 


Free Tickets and Complimentary Activities!  Create unforgettable memories and experience Cape Cod like a local!  Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie.  Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum.  When you’re not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun.

With all NEVR properties, we think of the little things to make your vacation special. Our Guest Welcome Bag, compliments of the homeowner, contains starter quantities of kitchen and bathroom essentials, with a few locally sourced snacks as well (subject to change based marketplace availability).

 

This home offers Keyless Entry for your convenience.
NO SMOKING of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home.
DOG FRIENDLY HOMES are for a DOG only.  This home allows 1 dog with a $25 per night fee.  With owner approval, a second dog may be considered for an additional $25 per night fee.  A Pet Registration form must be completed upon reservation confirmation. 
Max parking of cars at property: 3. No parking on lawn anytime 

Additional Information to Assist You:

  • Booking direct with New England Vacation Rentals offers the best rate guarantee on the web.  Our calendars are updated in real-time and are accurate.
  •  Follow our basic check-out instructions at your departure. 
  • State and local taxes are charged if applicable.  
  • For Reservations made over 60 days away, you will make two payments - 50% initial payment with reservation and the final balance will be auto billed to your credit card 60 days prior to arrival.  We accept American Express,  Mastercard, and Visa for payments.
  • A confirmed reservation is non refundable--please consider purchasing trip cancellation insurance. Ask our guest specialist for more details regarding cancel options and trip insurance. 
  • ***Linens - bed sheets, bath/dish/beach towels and bath mats are included with this home.
  • You must be 25+ years old unless accompanied by a parent or guardian to book one of our Vacation Rental Homes. An ID must be furnished upon request.  

Area Info: *Mileage is approximate

  • 0.8 mile to Dowses Beach

  • 0.9 mile to Main Street

    • Ice Cream

    • Restaurants

    • Coffee shops

  • 3.6  miles to Craigville Beach

Drive (6.4 miles) to Main Street Hyannis where you will find:

  • The Steamship Authority Ferry

  • Restaurants

  • Shopping

  • Bars

  • Bakeries

  • Museums

  • Galleries

*Mileage is approximate

Amenities

Amenities

Location Type
Ocean Nearby
Beach Nearby
Bike Trail Nearby
Golf Nearby
Property Details
Keyless Entry
Central Air Conditioning
Linens Included
King Size Bed
Remote Working Desk/Office
Outside Shower
Deck
Outdoor Furniture
Yard
Leisure / Entertainment / Activities
TV(s)
Gas Grill
Kitchen & Other Home Amenities
Fully Equipped Kitchen
Dishwasher
Washer/Dryer
Nespresso Coffee Maker
Microwave
Toaster Oven
Dishware/Cookware/Silverware
Blender
Lobster Pot
Connectivity
Cable/Streaming/Satellite
Free Wireless Internet
Custom Vacation Rental Suitability
No Smoking
Dog Friendly
Max Parking - 3 Cars
Guest Essentials
Welcome Starter Bag (Standard)
Availability

Availability

  • Checkin Available
  • Checkout Available
  • Not Available
  • Available
  • Checkin Available
  • Checkout Available
  • Not Available

Seasonal Rates (Nightly)

- available
- not available
Available Check-In Day Restriction Check-In Check-Out Unavailable
Rooms Details

Room Details

Queen Bed/1st Floor

Beds
Sleep Sofa
Baths
Toilet | Shower |
Comments

Full/2nd Floor

Beds
Double
Baths
Comments

Full/2nd Floor

Beds
Double
Baths
Comments

King/2nd Floor

Beds
King
Baths
Toilet | Combo Tub Shower |
Comments
Reviews

Reviews

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4 BEDS 3 BATHS 1 HALF BATH 6 GUESTS

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