Hilltop Views of Pleasant Bay from this Family Compound, Private Beach and Dock!

7 bedrooms4+ bathroomsSleeps 14465 sq m

Explore the area

Orleans, MA

Nickerson State Park12 min drive
Skaket Beach13 min drive
Ocean Edge Golf Club15 min drive
Hyannis, MA (HYA-Barnstable Municipal)29 min drive

Rooms & beds

7 bedrooms (sleeps 14)

1st Floor, Carriage House

2 Queen Beds

1st Floor, Main House

1 King Bed

1st Floor, Main House

2 Single Beds and 1 Queen Bed

2nd Floor, Main House

2 Single Beds

2nd Floor, Main House

1 King Bed

Finished Basement

2 Single Bunk Beds

Master En-Suite, Carriage House

1 King Bed

4 bathrooms, 1 half bathroom

En-Suite, Carriage House, 2nd floor

Towels provided · Toilet · Shower only · Hair dryer

Full Bath, Carriage House 1st Floor

Towels provided · Bathtub or shower · Toilet · Hair dryer

Full Bath, Main House 1st floor

Towels provided · Bathtub or shower · Toilet · Hair dryer

Full Bath, Main House, 2nd floor

Towels provided · Bathtub or shower · Toilet · Hair dryer

Half Bath, Main House

Toilet

Spaces

Deck or patio

Porch or lanai

Kitchen

Outdoor play area

Garden

Dining Area

About this property

Perfectly located on a hilltop with 3.5 acres overlooking Pleasant Bay in South Orleans, this sprawling family home, sleeping 16, offers the comfort of a private neighborhood, and is just steps to your own private beach and dock!
Altogether, this beautiful home sleeps 14 comfortably and provides two full kitchens and multiple separate living areas offering plenty of space for everyone. The Main House features four bedrooms and a finished basement with bunkbeds that can sleep 6, plus a ping pong table, comfy seating and ROKU HD TV, perfect for watching anything you want!
Recently updated, the attached two bedroom, two bath Guest House, offers a second full kitchen and living area with amazing water views, deck and en-suite master bedroom with private balcony.
More great features include the massive redwood back deck, with tons of space for getting together with friends and family, and grilling out after a busy day on the water, plus the large grassy front yard designed specifically for all your favorite lawn games!
We invite you to enjoy all of the benefits of our home in the prestigious Quanset Harbor Club neighborhood, with a private beach and dock, just down the hill 300 yards from the house. The beach is just right for an hour or two with little ones who need to take a nap, or you can settle in for a day filled with kayaking and sitting in the sun!
We are centrally located in South Orleans, with easy access to Route 28, which will take you in either direction you are in the mood for, turn right to head to East Orleans and ride the waves at Nauset Beach, or take a left towards picturesque downtown Chatham and Lighthouse Beach. This home is perfectly located for wedding weekends at The Wequassett Inn or the Winslow Estate!
Please feel free to email with any questions, this is a wonderful spot for your family vacation on the Cape!

Property manager

Lisa Gildehaus

Amenities

Kitchen

Washer

Dryer

Pet-friendly

Free WiFi

Air conditioning

The deck. The view of the Atlantic. The ocean breezes. The boats passing by...

Ocean view

Kitchen

Washer

Dryer

House Rules

Check in after 4:00 PM

Minimum age to rent: 30

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed: dogs less than 20 lb per pet (limit 2 pets total)

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has indicated that there is a smoke detector on the property

Safety features at this property include a fire extinguisher and a first aid kit

Property Registration Number C0148622240

We should mention

A car is required for transport to and from this property

About the area

Orleans

Located in Orleans, this holiday home is near the beach. West Dennis Beach is a popular attraction and the area's natural beauty can be seen at Cape Cod Beaches and Cape Cod National Seashore. Travelling with kids? Consider Adventure Chatham and Orleans Bowling Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Orleans, MA

What's nearby

Nickerson State Park - 12 min drive
Skaket Beach - 13 min drive
Harwich Port - 14 min drive
Ocean Edge Golf Club - 15 min drive
Nauset Beach - 33 min drive

Getting around

Hyannis Transportation Center - 29 min drive
Hyannis, MA (HYA-Barnstable Municipal) - 30 min drive

Restaurants

Hot Chocolate Sparrow - 9 min drive
Rock Harbor Grill - 9 min drive
Dunkin' - 9 min drive
Chatham Perk - 9 min drive
Corner Store- Chatham - 8 min drive

Frequently asked questions

Is Hilltop Views of Pleasant Bay from this Family Compound, Private Beach and Dock! pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 20 lb per pet.

What time is check-in at Hilltop Views of Pleasant Bay from this Family Compound, Private Beach and Dock!?

Check-in begins at 4:00 PM.

What time is check-out at Hilltop Views of Pleasant Bay from this Family Compound, Private Beach and Dock!?

Checkout is at 11:00 AM.

Where is Hilltop Views of Pleasant Bay from this Family Compound, Private Beach and Dock! located?

This family-friendly Orleans holiday home is located near the beach, within 2 mi (3 km) of Cape Cod Beaches and Captain's Cove Golf Course. Captains Golf Course and Nickerson State Park are also within 3 miles (5 km).

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

10/10 Excellent

Verified traveller

7 August 2023

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

Wonderful Family Place

Location is wonderful. Best equipped short term rental our world-traveled group has ever stayed at. Very comfortable and spacious. Loved the bay beach down the hill. The outdoor shower was a favorite of everybody. Huge deck with ample seating and tables for our large group and gas grills made the outdoor dining special.

Stayed 5 nights in Jul 2023

10/10 Excellent

Mariyn H.

6 August 2022

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

Wonderful place for a family reunion’

This is a fantastic place for a large group of people! Lots to do , Inside and out! The owner is very helpful and responsive.

Stayed 7 nights in Jul 2022

10/10 Excellent

Doug A.

14 September 2021

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

Excellent Family Reunion Property

This property is a great choice for a family gathering. There is plenty of space in the house, in the front yard, and on the spacious well equipped deck! We had a fantastic time and Lisa was an excellent communicator and provided us with many great local tourist destinations for us.

Stayed 7 nights in Jul 2021