Charming Waterfront Home with Private Deep Water Dock

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A two-story house with a porch, a chimney, and a well-maintained lawn.
A backyard with a swing set, a fire pit, and a view of a lake with boats.
A living room with a fireplace, a sofa set, a coffee table, and a leather armchair.
A spacious living room with a large window, a sofa, a loveseat, and a wooden cabinet.
All new appliances and wet bar!

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Patio
  • Internet
  • Laundry
  • Bathtub
  • Non smoking
The current price is $1,414
$5,655 for 4 nights
All fees included
May 2 - May 6, 2027

Explore the area

View in a map
Orleans, MA
  • Place, Pilgrim Lake
    ‪1 min drive‬
  • Place, Nickerson State Park
    ‪8 min drive‬
  • Place, Cape Cod Beaches
    ‪9 min drive‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪39 min drive‬

Rooms & beds

5 bedrooms (sleeps 11)

Basement

1 Double Futon

Bedroom 1 - First floor

1 Queen Bed

Bedroom 2 - 2nd floor

1 King Bed

Bedroom 3 - 2nd floor

2 Twin Beds

Bedroom 4 - 2nd floor

1 Double Bed and 1 Twin Bunk Bed

Bedroom 5 - Top floor of detached carriage house

1 Double Futon

2 bathrooms, 1 half bathroom

First floor bathroom

Bathtub or shower · Toilet

Outdoor shower

Shower only

Second floor bathroom

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
The current price is $1,414
$5,655 for 4 nights
All fees included
May 2 - May 6, 2027

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Frequently asked questions

Is Charming Waterfront Home with Private Deep Water Dock pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Charming Waterfront Home with Private Deep Water Dock?

As of Oct 29, 2026, prices found for a 1-night stay for 2 adults at Charming Waterfront Home with Private Deep Water Dock on May 2, 2027 start from $1,414, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Charming Waterfront Home with Private Deep Water Dock?

Check-in begins at 4:00 PM.

What time is check-out at Charming Waterfront Home with Private Deep Water Dock?

Check-out is at 11:00 AM.

Where is Charming Waterfront Home with Private Deep Water Dock located?

This family-friendly Orleans vacation home is located on the waterfront, within 3 mi (5 km) of Cape Cod Beaches, Academy of Performing Arts and Nickerson State Park. Pilgrim Lake is 2.5 mi (4 km) away.

Charming Waterfront Home with Private Deep Water Dock Reviews

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 1 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

9.4/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.4/10

Location

8.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

Perfection!

We can’t thank the owners enough for the most perfect family week! The house is simply beautiful with everything we needed for our family of 7 to sleep, play, eat and relax comfortably. Morning coffee and evening wine on the dock was probably our favorite part of our vacation but the epic wiffle ball games in the yard proved the most memorable. We can’t wait for next year, we’ll definitely be back!
Stayed 7 nights in Aug 2023
Verified review

6/10 Okay

Liked: Check-in, communication, location
Disliked: Listing accuracy

Family Vacation

VRBO description of the property was not valid. Description notes 3 bathrooms, there are 2 bathrooms. Sleeps 11, sleeps 9 comfortably. Issues with the property which were conveyed to the owner. Although the home has a spectacular view the home requires updates to be able to accommodate a group. The weekly rental rate did not corrolate with the condition of the home.
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

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

Week at the Beach

We spent a week at this charming house with gorgeous water views. It was clean and well decorated. The location is secluded and private. Amazing outdoor shower for coming home sandy after a day at the beach. Beverage fridge, which was helpful to stock all our waters, seltzers, & beer for the beach. Great appliances. We had coffee on the deck and dock in the morning. We drove into town every morning to run on the shady paved bike/walking trails. We watched sunsets at nearby Skaket Beach. We went to Nauset Beach, Coast Guard Beach (soft beautiful sand and great weaves). We ate in nearby Chatham, Orleans and took a ferry to Nantucket for the day. We ate a lot of seafood and ice cream. We found this home well organized and so comfortable for our large family (4 teenagers). Jenny was very responsive in answering questions and helping us a bit with planning too. Wonderful rental, and hope to return another year.
Stayed 7 nights in Aug 2021
Verified review

10/10 Excellent

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

Perfect place to get away

We thoroughly enjoyed our stay at this lovely home. The location is perfect off a quiet road and located on a beautiful cove. Each day we woke to the perfect view the cove with two resident seals frolicking in the water. The house is large and spacious which allows plenty of personal space for guests to spread out or to come together in the grand kitchen. We would return to this property in a heartbeat.
Stayed 7 nights in Jul 2021
Verified review

10/10 Excellent

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

Great stay at Dockside

We had an absolutely wonderful week at Dockside. Our group of nine (two families - 4 adults, 5 kids) had plenty of space to spread out. The kids really enjoyed having their own hangout space downstairs in the game room area (ping pong was a hit), and the adults took in as much of the beautiful views as we could. Having access to the water from the dock was great, and everyone had fun on the kayaks and paddleboard. The huge outdoor shower was a highlight as well. The private location but proximity to everything great about the Cape was key for us. Next time, I'm going to make sure to rent a boat to cruise from the dock to Pleasant Bay. Jenny was a very considerate host and always just an email away if we needed anything. Our group has been renting on the Cape for several years now, and Dockside definitely sets the standard for us for a great vacation house. Hope to be back again soon!
Stayed 7 nights in Jul 2021
Verified review

10/10 Excellent

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

Perfection!

What an amazing waterfront home and property with lots of privacy! Our two-week stay could not have been more ideal. Located on the water with a great dock for our boat and in a beautiful, quiet neighborhood we enjoyed lots of excursions by land and sea while also spending an equal amount of time reading and resting on the hammock and deck, enjoying smores around the firepit, and kayaking and/or paddle boarding off the dock. Dockside is well equipped with just about anything a family could desire with lots of spaces for rainy day ping-pong matches, family puzzles and two family rooms for movie watching. Jen and Chris are incredibly helpful hosts and were available to help us for planning our adventure before our arrival and quick in responding to questions about the area during our stay. We highly recommend DOCKSIDE!
Stayed 14 nights in Jul 2021