Title: Osterville Retreat – A/C, WiFi & Pet-Friendly - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Osterville Retreat – A/C, WiFi & Pet-Friendly Vacation home with kitchen, near Cape Cod Beaches ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96850000/96848400/96848364/1c2c3c76.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/97000000/96850000/96848400/96848364/65c48df8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/97000000/96850000/96848400/96848364/c8bde46e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/97000000/96850000/96848400/96848364/f5b96a5d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/97000000/96850000/96848400/96848364/f448a594.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Welcome to 'O Captain! My Captain!' in Osterville, a short stroll from beautiful Dowses beach and downtown. This updated home offers comfortable and spacious accommodations with central A/C, WiFi, dog-friendly amenities including bonus linens and towels. Enjoy the calm morning atmosphere on the deck or unwind in the private yard with an outdoor shower. 10 Exceptional ### Entire home 4 bedrooms4 bathroomsSleeps 6 ## Popular amenities - Parking available - Dryer - Pet-friendly - Washer - Barbecue grill - Kitchen ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Osterville Retreat – A/C, WiFi & Pet-Friendly 4 Bedroom - 3.5 Baths - Sleeps 6 A 7-night Saturday-to-Saturday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details. Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish towels for total home occupancy. We offer a 4 pm Check-In and 10 am Check-Out 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. 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: Departure cleaning is included with your reservation at no additional charge. Simply 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 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 but can be rented at time of booking or at a later date through our linen rental partner. Please ask our guest specialist for details. Our NEVR Homes come with mattress covers, pillows and a bed cover such as blanket, quilt, bedspread etc. 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 ## Property amenities ### Beach - Beach nearby ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Refrigerator - Stovetop ### Dining - Dining table ### Bedrooms - 4 bedrooms - Sofa bed ### Bathroom - 3.5 bathrooms - Bathtub or shower - Shower - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - TV ### Outdoor areas - Gas grill - Patio ### Laundry - Laundry facilities - Washing machine ### Work spaces - Computer monitor - Desk ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - Near a hospital - Near the bay - Near the marina - Near the sea ### Things to do - Optional golf privileges - Water park - Basketball nearby - Birdwatching nearby - Fishing nearby - Golfing nearby - Kayaking nearby - Motor boating nearby - Swimming nearby - Whale watching nearby - Wildlife walks nearby - Winery tours nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) ## Similar properties ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73490000/73483100/73483093/6e9eff1f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming Osterville Getaway – Walk to Village & Beach! 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Barnstable - Pool - Kitchen - Washer - Dryer 8.0 Very good 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=113022667&PinnedHotelID=113022667&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/81000000/80430000/80429100/80429037/dcad2173.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Osterville~Newly Renovated with central AC and beach pass Osterville - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 20 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=80429037&PinnedHotelID=80429037&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/30000000/29490000/29481800/29481756/636914b7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Amazing Beautiful Osterville, Cape Cod, MA! Beach Pass, Fire Pit, Sleeps 10 Barnstable - Kitchen - Washer - Dryer - Free WiFi 9.4 Exceptional 18 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=29481756&PinnedHotelID=29481756&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets allowed Service animals are welcome, and are exempt from fees ### Children and extra beds Children are welcome ### Events No events 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 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 This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation Property Registration Number C0391140200 ### Property is also known as 769576 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C41.62003%2C-70.37952&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=eKKxP-YVILzSfmKGeQqVb_4cW-E=) Osterville, MA #### What's nearby - Dowses Beach - 19 min walk - 1.7 km - Craigville Beach - 9 min drive - 9.5 km - Cape Codder Water Park - 10 min drive - 10.9 km - Cape Cod Melody Tent - 11 min drive - 11.6 km - Hyannis Harbor - 14 min drive - 14.1 km #### Getting around - Hyannis Transportation Center - 18 min drive - Hyannis, MA (HYA-Barnstable Municipal) - 19 min drive #### Restaurants - ‪Dunkin' - ‬8 min drive - ‪Chart Room at Crosby's - ‬3 min drive - ‪Dunkin' - ‬7 min drive - ‪Four Seas Ice Cream - ‬9 min drive - ‪Dunkin' - ‬19 min walk ## Frequently asked questions ### Is Osterville Retreat – A/C, WiFi & Pet-Friendly pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at Osterville Retreat – A/C, WiFi & Pet-Friendly? > Check-in begins at 4:00 PM. ### What time is check-out at Osterville Retreat – A/C, WiFi & Pet-Friendly? > Check-out is at 10:00 AM. ### Where is Osterville Retreat – A/C, WiFi & Pet-Friendly located? > Situated by the sea, this vacation home is within a 15-minute walk of Cape Cod Beaches and Stand Up & Paddle Cape Cod. Dowses Beach is 1.1 mi (1.7 km) away. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Osterville Retreat – A/C, WiFi & Pet-Friendly Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 2 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 10/10 Excellent #### Kristin O. May 27, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great for families! We loved the house, yard and neighborhood! ##### Kristin O. Stayed 3 nights in May 2024 ### 10/10 Excellent #### Jennifer P. Sep 16, 2024 Liked: Cleanliness, check-in, location, listing accuracy #### Pleasant Stay in Beautiful Oysterville We originally picked this property due to the proximity to a wedding location and it being dog friendly. The property was lovely, with plenty of indoor & outdoor space. There were no unknown surprises. The neighborhood and proximity to town made us feel like locals after only a few days. Only note would be coffee choices are either French press or an nespresso, so plan ahead. Thank you for a great stay! ##### Jennifer P. 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