Entire home

Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24

Photo gallery for Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24

Smart TV, video games, books, stereo - Second Wind :039-O  An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 (Orleans)
Fridge, microwave, oven, stovetop - Second Wind :039-O  An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 (Orleans)
Interior - Second Wind :039-O  An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 (Orleans)
A heated pool - Second Wind :039-O  An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 (Orleans)
Smart TV, video games, books, stereo - Second Wind :039-O  An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 (Orleans)
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 out of 10
Exceptional

Entire home

10 bedrooms11 bathroomsSleeps 245900 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Add dates for prices

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 smoke-free holiday home features a hot tub, laundry facilities and barbecues. The holiday home has 10 bedrooms and offers free WiFi and a sofa bed. Guests can enjoy a private pool, and other amenities include a kitchen with a fridge and an oven.
Air-conditioned accommodation at this holiday home offers private pools and coffee/tea makers. Rooms open to patios. This accommodation is furnished with sofa beds, dining tables and kitchen islands. Kitchens offer fridges, stovetops, microwaves and kitchenware and utensils. Bathrooms include a combined bath/shower unit and hairdryers.

Guests can surf the web using complimentary wireless Internet access. Smart televisions are featured in guestrooms.

Recreational amenities at the holiday home include a hot tub.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Property amenities

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 10 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 10.5 bathrooms
  • Hair dryer
  • Shower
  • Shower/bathtub combination
  • Towels provided

Living spaces

  • Dining table
  • 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

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea
  • On the waterfront

Things to do

  • Heated pool
  • Kayak
  • Fishing nearby
  • Kayaking 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

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are 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
Information provided by the property may be translated using automated translation tools

Pets

Pets are 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
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
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 C0082492240

Property is also known as

455229

About the area

Located in Orleans, this holiday home is on the waterfront. The area's natural beauty can be seen at Cape Cod Beaches and Cape Cod National Seashore. Orleans Bowling Center and Cape Escape Adventure Golf are also worth visiting. Looking to get your feet wet? Kayaking, fishing and swimming adventures can be found near the property. Visit our Orleans travel guide
View more Holiday homes in Orleans
Map
Orleans, MA

What's nearby

  • Cape Cod Beaches
    Cape Cod Beaches
    3 min drive - 2.1 km
  • Rock Harbor Beach
    Rock Harbor Beach
    3 min drive - 2.1 km
  • French Cable Station Museum
    2 min walk - 0.2 km
  • Cape Escape Adventure Golf
    14 min walk - 1.2 km
  • Orleans Bowling Center
    16 min walk - 1.4 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
  • Hog Island Beer Co.
    3 min drive
  • Town Cove Tap House
    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?

Yes, pets are allowed at this property.

How much is parking at Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24?

On-site parking is available at the property.

What time is check-in at Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24?

Check-in begins at 4:00 PM.

What time is check-out at Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24?

Checkout is at 10:00 AM.

Where is Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 located?

Situated on the waterfront, this holiday home is within 1 mile (2 km) of Orleans Bowling Center and Cape Escape Adventure Golf. Rock Harbor Beach and Skaket Beach are also within 3 miles (5 km).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 Reviews

Reviews

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 informationOpens in a new window
Rating 10 - Excellent. 14 out of 14 reviews
Rating 8 - Good. 0 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

10

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Millicent M.

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

Great for large group! Beautiful House.

3 separate houses were great for our team offsite. Lots of space for everyone to hang out together. House is made for rentals and very well appointed. The management company was incredible helpful.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Susanne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place is AMAZING. I wouldn't change a thing. If I could give it 100 stars, I would.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Christopher M.

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

Family reunion

Perfect place for large family reunion
Stayed 3 nights in May 2024
Verified

10/10 Excellent

Traci C.

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

wedding

We had a group of us staying at the house following a wedding in Chatham. It was the perfect place for us to relax and enjoy our time away. We never left the house! It was perfect from the moment we unpacked the car. Looking forward to going back next year.
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Greg M.

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

Amazing Experience

Amazing experience for my family of 23 staying at this beautiful estate. I asked everyone to give me their review of the property before I submitted mine online, and not one person had a single complaint. It fit my family perfectly, and we enjoyed every minute of it. From check-in to check-out, everything was seamless and easy.
Stayed 7 nights in Sep 2022
Verified

10/10 Excellent

Chris K.

Perfect Multi-Family Vacation Spot

We spent a week here with 6 families and their children, with ages ranging from 6 months to 10 years old. It would be difficult to find a more perfect spot for our group. Everyone enjoyed the pool and giant yard. The living areas of the main house provided a perfect rally point for breakfast, dinner, and evening cocktails. The outdoor kitchen gave us another spot to grill, play games and enjoy the views while keeping an eye on the little ones. The houses are completely stocked with kitchen gear, pool toys and towels, outdoor games, and sports equipment for land and water. There are restaurants, shops and grocery stores all within walking distance, but we couldn't pull ourselves away from the house for long. Our only complaint was that the week flew by way too fast and we all had to return to reality.
Stayed 7 nights in Aug 2018
Verified

10/10 Excellent

Ehsan M.

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

Great family get together

We all had great fun at the property
Stayed 3 nights in Oct 2021
Verified

10/10 Excellent

Tim P.

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

Amazing stay !

My wife and I just had our wedding weekend here and everything was outstanding! We had 18 adults and 4 children and the house worked great for all! The pool was the star of the show and allowed for great mornings and fun nights. Unreal views and amenities to pair with a great location. Unbelievable spot for a classic Cape Cod vacation! Literally everybody was saying, "so family reunion here every summer?!?".
Stayed 4 nights in Sep 2021
Verified

10/10 Excellent

Jeanne B.

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

Amazing location for family reunion

Our extended family of 16 tries to get away for a family vacation every couple of years. We all agreed this was our best location yet. The pool is AMAZING and fully accommodates a crowd of kids and adults. We used the huge lawn for bocce, whiffle ball, and a game of capture the flag. The kayaks got used daily, and many of us tried paddle boarding for the first time. We gathered every night after dark by the fire pit. We had ages ranging from 8 to 80 and everyone had fun. There's plenty to space to hang and play together, but also enough space for people to get away when they wanted to be alone and read a book. We simply can't say enough - the place is perfect.
Stayed 7 nights in Aug 2021
Verified

10/10 Excellent

Cristina F.

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

Great house

Excellent house with a lot of add ons. The music system, fire pit, pool, decore, kitchen equipment, and location made it memorable. its a 10 out of 10.
Stayed 8 nights in Jun 2021
Verified

10/10 Excellent

Carol U.

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

Beautiful Property

Everything about the property was what we anticipated. The only issue we had was the pool was not heated which in the description it listed a heated pool. Fortunately the pool maintenance man happened to stop by and was able to turn on the pool heater.
Stayed 3 nights in May 2021
Verified

10/10 Excellent

Kelly F.

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

loved it

This property is gorgeous! We loved every minute of our stay.
Stayed 4 nights in Sep 2020
Verified

10/10 Excellent

Rosemara H.

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

Amazing!

The house and stay was above and beyond our expectations, I would recommend the property to anyone.
Stayed 4 nights in Sep 2019
Archival

10/10 Excellent

Peggi and Fred C.

Fantastic property.

Perfect place for a large group! We loved the pool and the fire pit. Fun for all ages!
Stayed 7 nights in Aug 2017