Oceanfront Dock Escape ~ Kayaks & Paddleboards

Top rated by guests
Your waterfront adventure awaits! Dive into endless fun and relaxation with stunning views right at your doorstep!
Our fully stocked kitchen
Experience the beauty of our open floor concept kitchen and dining area, designed for seamless entertaining and family gatherings!
Enjoy breathtaking scenery while you dine! Our table provides expansive views that turn every meal into a special occasion.
Interior
review stars
10Outstanding
(10 Ratings)
"Superb location on the water with beautiful views from most of the rooms and all the living areas. Plus lovely sun deck. Slightly tricky entrance / exit, off the road but not a major hurdle. The house..."
Jonathan M.
Don't miss out! Price and availability may change
10 / 10
Outstanding(10 Ratings)

House in Gloucester, MA

10 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Summary:

This 4-bedroom house is in a prime location & has EVERYTHING you need for an amazing vacation to Gloucester, MA!



• 13-minute drive to Wingaersheek Beach

• 10-minute drive to Downtown Main Street in Gloucester

• 2 inflatable Paddleboards

• 4 Kayaks Available!

• Outdoor Patio w/ Oceanfront Views

• Large Jenga set

• Fully Stocked Kitchen

• Multiple Outdoor Spaces: Balcony/Deck

• Family Friendly- Pack n Play & High Chair

• Beach Essentials: Chairs, Umbrellas, Life Vests, Towels



The Space:

Nestled in the charming coastal town of Gloucester, our exquisite home offers the perfect year-round retreat with breathtaking panoramic water views. With 4 bedrooms and 3 bathrooms, our spacious sanctuary accommodates up to 12 guests, providing ample space for relaxation and adventure. Enjoy direct river and ocean access right from your own dock, where you can even catch striped bass right off the water! You can kayak or paddleboard right over to Wingearsheek Beach, making for a perfect day of exploration. The stunning bluestone patio offers an ideal spot for soaking up the sun.



Conveniently located, our home is a gateway to explore the area's natural beauty, vibrant attractions, and delightful dining options. Experience the ultimate coastal getaway at our beautiful waterfront haven.



MAIN SPACES OF THE HOME:



– 4 BEDROOMS & 3 BATHROOMS –



BEDROOM 1:

* King-sized Bed

* Twin-sized Trundle Bed

* Smart TV

* Ceiling Fan w/ Light

* Wooden Drawer w/ Mirror

* Nightstand and Lamps

* End-of-the Bed Chairs

* Ensuite Bathroom w/ Walk-in shower



BEDROOM 2:

* Full-sized Bed

* Smart TV

* Nightstand and Lamps

* Ceiling Fan w/ Light

* Plush Chair



BEDROOM 3:

* Full-sized Bed

* Twin-sized Bed

* Smart TV

* Ceiling Fan w/ Light

* Nightstand and Lamps



BEDROOM 4:

* Full-sized Sleeper Sofa

* Smart TV

* Plush Chair



– 3 BATHROOMS –

* Upper Level : 2 Full Bathrooms

* Main Level: 1 Full Bathroom



– CHEF’S KITCHEN –

* Fully Stocked

* High-end Stainless Appliances

* Large Fridge

* Nespresso Coffee Maker

* Tons of Cabinetry & Large Island

* Expansive Windows



– LIVING ROOM–

* 55" Smart TV

* Large Plush Sofa & Chairs

* Hanging Egg Chair

* Open Floor Concept directing to the Kitchen & Dining Area

* Expansive Windows



–LOFT LIVING SPACE–

* Smart TV

* Plush Chair

* Full-sized Sleeper Sofa



Guest Access:

The guest has access to the entire home minus the locked cleaners closet.



The Neighborhood:

Beyond the Property:

Gloucester is a treasure trove of activities and experiences, perfect for travelers seeking both relaxation and adventure. From beachcombing and whale watching to indulging in local dining and shopping, there's something for everyone.



Top Attractions:

- Hammond Castle Museum: Explore medieval architecture, historical exhibits, and breathtaking ocean views.

- Good Harbor Beach: White sandy shores, crystal-clear waters, and scenic low-tide walks.

- Eastern Point Lighthouse: A photography hotspot with panoramic coastal views.

- Stage Fort Park: Perfect for picnics, playgrounds, beaches, and a touch of local history.

- Cape Ann Museum: Dive into the region's art and maritime heritage.

- Maritime Gloucester: A charming waterfront museum featuring an aquarium and working harbor.



Hidden Gems:

- Dogtown Commons: Discover abandoned settlements with hiking trails and unique carved boulders.

- Rocky Neck Art Colony: Wander through galleries and studios showcasing vibrant local art.

- Ravenswood Park: Escape to peaceful trails ideal for hiking and birdwatching.



Top Restaurants:

- Azorean: Portuguese-inspired seafood dishes (133 Washington St).

- Talise: Creative and locally sourced cuisine.

- Tonno: A stylish spot for modern Italian seafood.

- 1606 Restaurant & Oyster Bar: Waterfront dining with a refined menu.

- Seaport Grille: Fresh seafood and harbor views (6 Rowe Sq).

- The Franklin: Seasonal New American dishes in a cozy setting.

- Lobstah Land: A casual eatery offering local seafood favorites.

- Oak & Ember: Elevated dining with a steakhouse focus.



Seasonal Highlights:

- Whale Watching: Embark on unforgettable tours departing from the harbor.

- Gloucester Schooner Festival: Experience schooner races and maritime celebrations every Labor Day weekend.

- St. Peter's Fiesta: Celebrate Gloucester’s fishing heritage with lively parades and boat races.



Getting Around:

By Car: Renting a car is a convenient option to explore the area at your own pace. Having a car makes it easy to visit the many shopping centers, restaurants, and other points of interest in the area.



Rideshare Services: Services like Uber and Lyft are readily available in the area, providing a convenient alternative to driving. Simply book a ride through the app, and you'll be on your way to your destination in no time.



Other Things to Note:

State Tax Number: C0484721070



Check-in is at 4pm

Check-out is at 10am



*NO PETS ALLOWED



- No parties allowed—violations may result in immediate termination of the stay. We aim to maintain a respectful environment for our neighbors.

- Parking in the driveway for 3 cars max. Street parking allowed: NO

- Guests must be 21 years or older to book this property.





GUEST VERIFICATION:

To help ensure a smooth and secure stay for all guests, the primary guest listed on the reservation may be asked to complete a quick verification process within 48 hours of booking, depending on the platform used to book the reservation.



Prior to check-in, guests may also be asked to sign a Rental Agreement that includes agreeing to our rental terms and conditions and, on certain booking platforms, providing a valid government-issued ID and matching credit card before arrival.



Included with your booking is our damage waiver coverage, which helps protect against accidental, self-reported damage during your stay when reported prior to check-out.



C0484721070

ROC-21038977-003

Amenities at Oceanfront Dock Escape ~ Kayaks & Paddleboards

Non-smoking
No pets allowed
Family friendly

Map of Gloucester, MA


Ratings and reviews

10 / 10
Outstanding(10 Ratings)
10 / 10Outstanding·May 2026
Superb location on the water with beautiful views from most of the rooms and all the living areas. Plus lovely sun deck. Slightly tricky entrance / exit, off the road but not a major hurdle. The house is airy, bright, clean, modern and a great place to relax. If sharing with friends, be aware that there are 3 private bedrooms, though plenty more bedding is available with sofa beds. We didn’t use the kayaks but at low tides there is a short but great bit of white water immediately by the house. Would certainly recommend for another holiday.
10 / 10Outstanding·Mar 2026
Beautiful property and location on the water! Would love to return in the summer to enjoy activities on the water in addition to the wonderful view. Easy and prompt communication with the host. Would definitely recommend!
10 / 10Outstanding·Aug 2025
What a great stay. The house is fantastic and has a lot of amenities for activities.
10 / 10Outstanding·May 2025
Gorgeous view, beautiful, historic home, and great location.

$$$$
expedia logo

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Oceanfront Dock Escape ~ Kayaks & Paddleboards. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Oceanfront Dock Escape ~ Kayaks & Paddleboards pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Oceanfront Dock Escape ~ Kayaks & Paddleboards?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.