Title: Red Oak Cottage | The Pridwin Hotel and Cottages - 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) # Red Oak Cottage | The Pridwin Hotel and Cottages Family-friendly hotel with a fitness center and a sauna ![A heated pool](https://images.trvl-media.com/lodging/116000000/115740000/115734900/115734816/892ae491.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/116000000/115740000/115734900/115734816/a4479307.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, table tennis](https://images.trvl-media.com/lodging/116000000/115740000/115734900/115734816/44e10496.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115740000/115734900/115734816/f3ad2b33.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, table tennis](https://images.trvl-media.com/lodging/116000000/115740000/115734900/115734816/d8eccd50.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Consider a stay at Red Oak Cottage | The Pridwin Hotel and Cottages and take advantage of an arcade/game room, a gym, and a sauna. Active travelers can enjoy amenities like bicycling and boating at this hotel. Treat yourself to a massage or other spa services. Stay connected with free in-room WiFi. ## Popular amenities - Gym - Parking available - Pool - Air conditioning - Free WiFi ## Room options ### Check availability for these dates Tonight [Nov. 2 - Nov. 3](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=115734816&PinnedHotelID=115734816&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=115734816&PinnedHotelID=115734816&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Nov. 3 - Nov. 4](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=115734816&PinnedHotelID=115734816&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=115734816&PinnedHotelID=115734816&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Nov. 7 - Nov. 9](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&selected=115734816&PinnedHotelID=115734816&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-09&selected=115734816&PinnedHotelID=115734816&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Nov. 14 - Nov. 16](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-16&selected=115734816&PinnedHotelID=115734816&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-16&selected=115734816&PinnedHotelID=115734816&HadPinnedHotel=true®ionId=-1&adults=2) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. 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[Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Heights-Hotels-Shelter-Island-Retreat-With-Spa-Facility.h115734816.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Heights-Hotels-Shelter-Island-Retreat-With-Spa-Facility.h115734816.Hotel-Information) ## 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%7C41.06961%2C-72.37526&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=5UuxXbyhyWEv8WhXeh7sT0FfsRY=) Shelter Island, NY #### What's nearby - Crescent Beach - 5 min walk - 0.4 km - Sunset Beach - 13 min walk - 1.1 km - Greenport Carousel - 24 min drive - 5.5 km - Kontokosta Winery - 25 min drive - 6.9 km - 67 Steps Beach - 26 min drive - 7.6 km #### Getting around - Greenport Station - 25 min drive - East Hampton, NY (HTO) - 46 min drive #### Restaurants - ‪Sunset Beach Restaurant - ‬13 min walk - ‪The Halyard - ‬29 min drive - ‪Opties & Dinghies - ‬4 min drive - ‪Pridwin Hotel - ‬1 min walk - ‪Stars Cafe - ‬4 min drive ## About this property ### Red Oak Cottage | The Pridwin Hotel and Cottages Family-friendly hotel by the ocean Consider a stay at Red Oak Cottage | The Pridwin Hotel and Cottages and take advantage of an arcade/game room, a gym, and a sauna. Adventurous travelers may like the bicycling and boating at this hotel. Treat yourself to a massage or other spa services. Guests can connect to free in-room WiFi. You'll also find perks like: - Heated pool - Tennis courts, a bike on site, and table tennis - Games, smoke-free premises, and concierge services Room features All guestrooms at Red Oak Cottage | The Pridwin Hotel and Cottages offer comforts such as air conditioning, in addition to amenities like free WiFi. Other conveniences in all rooms include: - Bathrooms with hair dryers - TVs with cable channels - Balconies, outdoor lighting, and refrigerators ## Similar properties ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/fa5a1a49.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Pridwin Hotel Shelter Island Heights - On private beach - Pool - Breakfast included - Spa 9.6 Exceptional 83 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=6473437&PinnedHotelID=6473437&HadPinnedHotel=true®ionId=-1&adults=2) ![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Harbor Front Inn Greenport - Pool - Breakfast included - Pet-friendly - Free WiFi 8.8 Excellent 526 reviews CA $198 CA $295 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=43532300&PinnedHotelID=43532300&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/116000000/115740000/115734800/115734800/ab55f6b9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Larch Cottage | The Pridwin Hotel and Cottages Shelter Island - Pool - Free WiFi - Air conditioning - Gym [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=115734800&PinnedHotelID=115734800&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/116000000/115740000/115734700/115734683/b4c15eae.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Birch Cottage | The Pridwin Hotel and Cottages Shelter Island - Pool - Free WiFi - Air conditioning - Gym [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=115734683&PinnedHotelID=115734683&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cliffside Resort Condominiums Greenport - Pool - Kitchen - Pet-friendly - Parking included 9.0 Wonderful 244 reviews CA $314 CA $419 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=10449005&PinnedHotelID=10449005&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/116000000/115740000/115734800/115734740/77551552.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Fraser Cottage | The Pridwin Hotel and Cottages Shelter Island - Pool - Free WiFi - Air conditioning - Gym [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=115734740&PinnedHotelID=115734740&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/34000000/33996200/33996173/567faece.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront House With Dock And Private Beach Shelter Island - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 22 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=33996173&PinnedHotelID=33996173&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/3084ead9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Chequit The Heights - Pet-friendly - Parking included - Free WiFi - Restaurant 9.0 Wonderful 37 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=67569836&PinnedHotelID=67569836&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/116000000/115740000/115734800/115734758/5d29fd94.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Hickory Cottage | The Pridwin Hotel and Cottages Shelter Island - Pool - Free WiFi - Air conditioning - Gym [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=115734758&PinnedHotelID=115734758&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105960000/105954000/105953994/c1c14546.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor Bridgehampton - Pool - Hot tub - Kitchen - Pet-friendly 9.6 Exceptional 16 reviews CA $217 CA $529 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=105953994&PinnedHotelID=105953994&HadPinnedHotel=true®ionId=-1&adults=2) ## Property amenities ### Internet - Available in all rooms: Free WiFi ### Things to do - Arcade/game room - Bicycles - Boat - Communal pool - Games - Gym - Heated pool - Sauna - Table tennis - Tennis ### Guest services - Concierge services - Housekeeping (limited availability) ### Spa - Massage ### More - Smoking not allowed ## Room amenities ### Bedroom - Bedsheets provided ### Bathroom - Hair dryer - Towels provided ### Entertainment - TV with cable/satellite channels ### Food and drink - Coffee/tea maker - Refrigerator ### More - Air conditioning - Heating - Iron/ironing board ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 21 ### 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 ### Rules A credit card, debit card, or cash deposit is required at check-in for incidental charges. Fees and deposits may exclude tax and can change. Parking is available for guests on the property and is free of cost (for 1 car per unit). Early check in is subject to availability upon arrival ### Pets Pets not allowed ### 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 Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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 ### We should mention A car is not required for transportation to and from this property ### Property is also known as 528394 ## Frequently asked questions ### Does Red Oak Cottage | The Pridwin Hotel and Cottages have a pool? > Yes, this property has a pool. Pool types include heated pools. ### Is Red Oak Cottage | The Pridwin Hotel and Cottages pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Red Oak Cottage | The Pridwin Hotel and Cottages? > Check-in begins at 4:00 PM. ### What time is check-out at Red Oak Cottage | The Pridwin Hotel and Cottages? > Check-out is at 10:00 AM. ### Where is Red Oak Cottage | The Pridwin Hotel and Cottages located? > This family-friendly Shelter Island Heights hotel is located by the ocean, within a 15-minute walk of Crescent Beach and Sunset Beach. Shelter Island Whale's Tail and East End Seaport Maritime Museum are also within 3 mi (5 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question