Title: "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 - Latest Reviews, Deals & Photos 2026 - 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 # "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 Waterfront vacation home with private pool and kitchen ## Photo gallery for "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 ![A heated pool - "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 (Orleans)](https://images.trvl-media.com/lodging/34000000/33710000/33705900/33705838/bd69a1a8.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds - "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 (Orleans)](https://images.trvl-media.com/lodging/34000000/33710000/33705900/33705838/2ff4ac31.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 (Orleans)](https://images.trvl-media.com/lodging/34000000/33710000/33705900/33705838/4650cd88.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 (Orleans)](https://images.trvl-media.com/lodging/34000000/33710000/33705900/33705838/414f253a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, video games, books, stereo - "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 (Orleans)](https://images.trvl-media.com/lodging/34000000/33710000/33705900/33705838/1aa0c78a.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies In the heart of Orleans Village, Second Wind offers a tranquil retreat on picturesque Town Cove. Bring the whole family and spend hours around the heated pool, spa, and outdoor kitchen with fire pit. Walk to village shops and restaurants or explore Nauset Cove by kayak or boat. ## Reviews 10 Exceptional ### Entire home 10 bedrooms11 bathroomsSleeps 245900 sq ft ## Popular amenities - Parking available - Dryer - Pet-friendly - Hot tub - Washer - Pool ## 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. ### "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 This property is professionally managed by Pretty Picky Properties. "Second Wind" - An Orleans Estate with large heated pool, spa, on Town Cove Sleeps up to 24 in three dwellings Linens and bed making included Pets Considered up to 25 lbs. Weddings not permitted on property Pool is open Memorial Day - Columbus Day This Orleans Estate is located in the heart of Orleans Village on picturesque Town Cove. Bring the whole family and leave the cars in the driveway for the week. You'll spend countless hours around the pool and spa at the Main House. There's plenty of room for everyone to gather around the fire pit and cook out poolside at the outdoor kitchen. You can walk to everything in Orleans Center, including some of the best restaurants in town, village shops and of course, ice cream. There are four ice cream shops within walking distance! The mid-century homes have been recently updated with all the modern conveniences while retaining much of the original charm. The large 1.3 acre lot is waterfront on Town Cove and has a heated pool and spa (open Memorial Day - Columbus Day). The large lot provides plenty of recreation space on the gently sloping lawn. Hold your own version of the Whiffle Ball World Series. Town Cove is a great place to drop an owner-provided kayak or SUP and explore the in-land waterways of Nauset Cove and Nauset Marsh. Bring your boat and use the adjacent town boat ramp to motor your way to Nauset Beach by boat! The Main House underwent a full remodel in 2023, you have an updated kitchen with granite counters and new appliances, including a huge side-by-side refrigerator and two dishwashers. There are two dining areas along the back of the house so that large groups can dine together. There is also an enclosed porch overlooking the lawn, pool and cove beyond. The house is great for bringing family together but you have enough space to spread out as well. There are 3 large seating areas in the Main and Carriage Houses that are great spots to watch a ball game or for the kids to watch their shows/movies. The Main House has 5 bedrooms, 5 full baths and 1 half bath. You'll find one of two primary suites on the main level of the Main House with a king size bed, sitting area and beautiful ensuite bath. There is also a powder room on the main level and living room with separate card-table room. Upstairs in the Main House, there are 3 bedrooms: the second primary suite with a king bed and a private full bath, the second bedroom features a king size bed and ensuite bath, and the third bedroom has a queen size bed with a twin bunk above. There is a full bath for guests of this room in the hallway with a tub/shower combination. In the lower level, you'll find an extra sleeping area with 2 twin beds for overflow sleeping. Plus a wonderful new media room, laundry room and there is a full bath down here as well plus an outdoor shower not far away. Next door in the Carriage House, you'll find a second full kitchen, a dining area, a powder room, a primary suite with king size bed and a private full bath on the main level. Upstairs in the Carriage House, you'll encounter a loft space with a TV and cozy couch. There is a second full bath and a bedroom with a queen sized bed plus 2 twins. The third structure, the Guest House has been fully remodeled – brand new kitchen with stainless steel appliances and granite counters. On the main level is a queen bedroom with full bath while upstairs you have a kid's room with a bunk bed (full under a twin) and another twin with trundle bed with an en suite bath. The primary suite upstairs features a king size bed and stunning views of Town Cove with a wonderful en suite bath. The shower feels like an outdoor shower! In addition, the Guest House has an outdoor shower and 6-person hot tub overlooking the Cove. All three homes have AC, WIFI and cable TV. If you feel like leaving your own private resort, good news – two world famous beaches are less than 5 minutes' drive away, Nauset Beach on the Atlantic or Skaket Beach on Cape Cod Bay. There is nothing that is overlooked at this ideal vacation property for larger groups. 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 $ 245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. This property offers a three night minimum stay during select weeks in May – June and September – November. Guests are charged a cleaning fee for all stays less than seven nights. Stay seven nights or more and the cleaning fee is waived. 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 amenities ### Pool/Spa - Heated pool - Hot tub - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Bedrooms - 10 bedrooms - Bedsheets provided - Sofa bed ### Bathroom - 10.5 bathrooms - Bathtub or shower - Hair dryer - Shower - Towels provided ### Living spaces - Living room ### Entertainment - Books - Games - Smart TV with cable/satellite channels - Stereo - Video games ### Outdoor areas - Barbecue grill - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Location highlights - Near the sea - On the waterfront ### Things to do - Heated pool - Kayak - Cycling nearby - Fishing nearby - Swimming nearby - Whale watching 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) - Fire extinguisher ### General - Property located in a resort - Unit size: 5,900 square feet ## Similar properties ![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71780000/71778600/71778590/85e6fd53.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Downtown Chatham Luxury 9 BR Home with Heated Pool. 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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 C0082492240 ### Property is also known as 455229 ## 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%7C41.78813%2C-69.98820&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=TUpOJxS2W24L3qKrUba95Hz5LW0=) Orleans, MA #### What's nearby - Addison Art Gallery \- 2 min walk \- 0.2 km - Jonathan Young Windmill \- 11 min walk \- 1.0 km - Orleans Bowling Center \- 16 min walk \- 1.4 km - Cape Cod Beaches \- 3 min drive \- 2.1 km - Rock Harbor Beach \- 3 min drive \- 2.1 km #### Getting around - Hyannis Transportation Center - 32 min drive - Hyannis, MA (HYA-Barnstable Municipal) - 30 min drive #### Restaurants - ‪Wendy's - ‬15 min walk - ‪Hot Chocolate Sparrow - ‬6 min walk - ‪Dunkin' - ‬9 min walk - ‪The Knack - ‬14 min walk - ‪Cooke's Seafood - ‬6 min walk ## Frequently asked questions ### Is "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 pet-friendly? ### How much is parking? ### What time is check-in at "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24? ### What time is check-out at "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24? ### Where is "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 located? ## Have a question? 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