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

A heated pool
Property grounds
Interior
Smart TV, video games, books, stereo
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

10 bedrooms11 bathroomsSleeps 24548 sq m

Popular amenities

  • Parking available
  • Hot tub
  • Dryer
  • Pet-friendly
  • Washer
  • Pool

Explore the area

View map
Orleans, MA
  • Rock Harbor Beach
    ‪3 min drive‬
  • Skaket Beach
    ‪4 min drive‬
  • Nauset Beach
    ‪9 min drive‬
  • Hyannis, MA (HYA-Barnstable Municipal)
    ‪34 min drive‬

Room options

About the area

Orleans

At this holiday home you'll be within a 20-minute walk of Orleans Bowling Center and 2.4 km (1.5 mi) from Rock Harbor Beach. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 10.5 bathrooms and a patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A sofa bed, a living room and a Smart TV are also available. .Attractions within a 10-minute drive of this Orleans holiday home include Cape Cod Beaches and Nauset Beach.

What's nearby

  • Rock Harbor Beach - 3 min drive - 2.1 km
  • Nickerson State Park - 4 min drive - 4.3 km
  • Skaket Beach - 4 min drive - 2.9 km
  • Ocean Edge Golf Club - 8 min drive - 7.5 km
  • Nauset Beach - 9 min drive - 6.1 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
  • ‪Town Cove Tap House - ‬6 min walk
  • ‪The Knack - ‬14 min walk

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! ℠

Similar properties

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
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • 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

  • Smoke-free property

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

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

Pets

  • Pets are welcome
  • Service animals 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher and a smoke detector in all accommodation.

Property Registration Number C0082492240

Property is also known as

455229

Frequently asked questions

Are there any beaches close to "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24?

The closest beach to "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 is Nauset Beach (5.7 km).

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

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

What luxury perks are available at "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24?

This property features a heated pool, as well as a private pool and a living room.

What makes "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 a romantic place to stay?

1 hot tub, private pools, and private patios all help set the scene for a sizzling getaway at "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24.

Is there a private hot tub at "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24?

Yep, there is a hot tub.

Is there a free airport shuttle available at "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24?

No, "Second Wind" :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24 does not offer an airport shuttle service.

What time are check-in & check-out 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. Check-out time is 10:00 AM.