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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

5BR Gloucester Beach Home w/Ocean Views!

Bedrooms 5
Space 2,500 sq ft
Property type house
Minimum Stay 2 - 7 nights


About the property

Gloucester, Massachusetts

Nestled in a private section of Wingaersheek Beach, this spectacular Gloucester vacation rental home is a tranquil escape for your upcoming oceanside getaway. Offering 5 bedrooms, 2 bathrooms, and enough sleeping accommodations for 12 guests throughout 2,500 square feet of beautifully appointed living space, this magnificent residence is the perfect size for families or a group of friends out for a rejuvenating beach getaway.


The moment you first arrive, you'll immediately fall in love with the home's striking open-floor interior, featuring panoramic views of Wingaersheek Beach, the iconic Annisquam Yacht Club, and the beautiful Annisquam and Jones River and marshes. Contemporary decor, unique fixtures, and pops of color make the space very modern while maintaining an inviting, family friendly vibe.

Look forward to spending your vacation mornings sipping a hot cup of coffee by the cozy wood burning fireplace, as you admire sweeping views. Expansive windows throughout the home allow you to enjoy the stunning scenery from each room, while living room skylights open and close to let in plenty of natural light. After a pleasant day on the beach, come home and prepare delicious meals in the brand new kitchen, complete with 2 dishwashers, 2 refrigerators, double oven, top-of-the-line Bosch appliances, filtered water, and an ice maker. Later, unwind in the spacious living room, where you can watch your favorite movies on the flat screen TV, while the children can have their own space downstairs for gaming and hanging out. You won't find it hard to stay entertained here, as the house features 2 additional TVs and is wired inside and out with Sonos music system and surround sound. When you're ready to call it a night, retire to one of the lovely bedrooms, where you'll sleep easy with plush sleeping accommodations and air conditioning. For your convenience, a top-of-the-line Electrolux washer and dryer is provided in the separate laundry room.

Experience the best of outdoor living in the home's stunning exterior space. Overlooking the beautiful Annisquam River and Yacht Club, the wrap-around deck will quickly become your favorite place to relax and socialize with your companions. Spend your evenings barbecuing on the gas grill while admiring peaceful sunsets and ever changing tides as boasts sail up and down the river past the Yacht Club. When you return from the beach, rinse the sand off in the outdoor showers before retreating indoors to settle down for the day. It doesn't get much better than this!


You can't beat this home's phenomenal location. From here, you'll be a short 350-yard walk away from the pristine public and private beaches, where you can enjoy kayaking, paddle boarding, snorkeling, surfing, and swimming. Should you find yourself on land, Gloucester offers great restaurants and quaint boutiques. Explore the area further by visiting the small seaside towns nearby, such as Rockport, Manchester-by-the-Sea, Essex, and Salem. Regardless of how you choose to spend your time here, this incredible Wingaersheek Beach vacation rental home will become a place you want to return to year after year!


Evolve Vacation Rental Network is on a mission to make vacation rental easy for guests. Every property in our network has been vetted and verified so you can book with confidence. If you have questions prior to your trip, we are happy to assist you 7 days a week. During your stay, your designated Guest Contact will be available 24/7 to help with any issues that may arise.


Key Residence Features:

- Amenities include a fully equipped kitchen (complete with 2 dishwashers, 2 refrigerators, double oven, etc.), wood-burning stove, gas grill, multiple TVs with cable, surround sound, Sonos music system, in-unit laundry machines, air conditioning, wrap-around porch, and private beach access

- Enjoy picturesque views of the beach, river, and dunes from nearly every window

- Walking distance to the beach!

Bedroom Configuration:

- Master Bedroom: Queen-sized Bed

- Bedroom 2: Full-sized Bed

- Bedroom 3: Full-sized Bed

- Bedroom 4: 2 Twin-sized Beds (bunk beds)

- Bedroom 5: 2 Twin-sized Beds

Additional Sleeping:

- An Air Mattress in the Living Room can accommodate 2 guests


- No smoking

- No pets allowed

- No parties or large gatherings allowed

- Must be at least 25 years old to book

- Additional fees and taxes may apply

More Details

Property Manager
Evolve Vacation Rental Network
Premier Partner

This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english, french, german, spanish
Manager indicates their response time is:
Within an hour
Calendar last updated:
August 15, 2018


Gloucester House Accommodation and Amenities

Property Type:
  • house
  • Housekeeper Optional
Floor Area:
  • 2500 sq ft
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 12
  • Min. age of primary renter: 25
  • Children welcome
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
Location Type:
  • Beach View
  • Near The Ocean
  • Water View
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Wood Stove
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Refrigerator
  • Stove
  • Toaster
  • 2 Bathrooms
  • 5 Bedrooms, Sleeps 12
  • Master Bedroom - 1 queen
    Bedroom 2 - 1 double
    Bedroom 3 - 1 double
    Bedroom 4 - 2 twin/ single
    Bedroom 5 - 2 twin/ single
  • Books
  • DVD Player
  • Games
  • Music Library
  • Satellite / Cable
  • Stereo
  • Television
  • Video Games
  • Deck / Patio
  • Outdoor Grill
  • Tennis
  • Long-term Renters Welcome
  • cinemas
  • festivals
  • live theater
  • museums
  • playground
  • restaurants
  • water parks
Leisure Activities:
  • antiquing
  • gambling casinos
  • horseback riding
  • horseshoes
  • sledding
  • whale watching
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • hiking
  • hunting
  • mountain biking
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • surfing
  • swimming
  • tennis


Wonderful! 4.9/5 -
(46 traveler reviews)

95% Complete
2% Complete
0% Complete
0% Complete
2% Complete
5BR Gloucester Beach Home w/Ocean Views!
average rating of 4.8913045 based on 46 reviews

Beautuful house!

  • 5 of 5

This was our 3rd year at this beautiful beach house. We are a family of 10 (6 adults and 4 kids) and we all fit comfortably in the house. There are 2 living room areas and 5 bedrooms (all nicely decorated). We really love the 2 outdoor showers with hot and cold water to rinse off after a day at the beach. The house has everything you could possibly need , including soap and shampoo in the outdoor showers. There are always fresh flowers in the house and it's always very clean. Oh and so important for our August stay, the house is air conditioned! You won't be disappointed if you rent this house.

s clean as can be. And it's a short walk to what we think is one of the nicest beaches in New England.

  • Submitted: Aug 6, 2018
  • Stayed: August 2018
  • Source: HomeAway
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Great location, nice house

  • 5 of 5

Roomy, well-appointed beach home with lovely views. Good layout for several couples and kids. Nicely maintained. Easy walk to private and public sections of Wingearsheek beach. Highly recommended.

  • Submitted: Jul 19, 2018
  • Stayed: July 2018
  • Source: VRBO, from HomeAway
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Very Elegant

  • 5 of 5

Elegant place with amazing views and the extra amenities like the sound system made our stay wonderful. So, nice we stayed in and cooked more than we went out for dinner. Great beach just minutes away and that the kids couldn't get enough of it.

  • Submitted: Jun 4, 2018
  • Stayed: May 2018
  • Source: HomeAway
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Amazing house, amazing hosts

  • 5 of 5

What a house! It's not often a rental looks better in person than in the photos, but this house really wowed us. We were a group of five adult women getting together for a retreat and the house could not have been more perfect -- 5 lovely bedrooms, all equally beautiful. An amazing living room to spread out in and fully equipped kitchen right there so we could cook and chat together. And the views!! Although May was a bit chilly this year, we very much enjoyed walking to the beaches (only a couple blocks away on foot). The private beach was especially beautiful. The hosts were super welcoming and only a text away if we had any issues (which we didn't because the house was perfect). This house would be ideal for a family looking for a summer getaway -- you could even easily fit two families since there are 2 bedrooms upstairs with the main living room/kitchen and 3 more downstairs with their own living room area.

  • Submitted: May 16, 2018
  • Stayed: May 2018
  • Source: VRBO, from HomeAway
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Tolles Haus, schöne gegend

  • 5 of 5

Nur zu empfehlen.

Es ist ein sehr schönes und gut ausgestattetes Haus, wenn man Anreist muss man nichts mitbringen; von Tolettenpapier bis Bettwäsche ist alles vorhanden uvm...

Die erste Nacht hätten wir einen Stromausfall, wegen einem Sturm.

Es wurde schnell eine Lösung von dem Hausbetreuer gefunden, haben uns sehr gut aufgehoben gefühlt.

Würden immer wieder dort hin Reisen.

100% weiter empfehls Wert

  • Submitted: Nov 7, 2017
  • Stayed: October 2017
  • Source: HomeAway
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Loved it!

  • 5 of 5

The house is beautiful and very well-appointed. My family had a great time.

  • Submitted: Oct 6, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
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Rates & Availability

Taxes and fees are additional


  • Additional fees and taxes may apply

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