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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 HomeAway 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:
April 26, 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 -
(42 traveler reviews)

95% Complete
2% Complete
0% Complete
0% Complete
2% Complete
5BR Gloucester Beach Home w/Ocean Views!
average rating of 4.8809524 based on 42 reviews

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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San Francisco, California

Awesome house, great location, perfect beach

  • 5 of 5

This house has it all -perfect set up for a family vAcay. The owners were so nice and the house is really well stocked, from cooking things to shampoo in the outdoor showers and boogie board. Definitely 2 thumbs up.

  • Submitted: Aug 27, 2017
  • Stayed: August 2017
  • Source: HomeAway
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  • 5 of 5

We stayed for 1 week in August , there were 10 of us, (6 adults, 4 children) and we had plenty of room! This was our 2nd year renting this great house, we just love it. We have rented other houses in this area and none compare to this one. Everything is here, linens, soap, kitchen necessities, hair dryer, etc. More than expected in a rental house. Everything was in perfect working order. We were sad to leave! You won't be disappointed, it's a great house with access to the best beach in the area. Thank you to the owners, you made our stay wonderful and memorable!

  • Submitted: Aug 5, 2017
  • Stayed: July 2017
  • Source: HomeAway
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  • 5 of 5

I've never been in a rental home that was stocked so well, especially since we had 11 people. From condiments in the kitchen, hairspray in the bathroom, laundry detergent, beach towels-you name it, it was there. With so many people you often find bare minimum of dishes; not so here. I think 2 dishwashers was my favorite part! Gorgeous decor, lovely set up so kids could be on first floor, adults upper floor, gorgeous views and deck-we LOVED it. Thank you sooo much!

  • Submitted: Jun 5, 2017
  • Stayed: May 2017
  • Source: VRBO, from HomeAway
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Superb stay for 4 couples!

  • 5 of 5

We had friends coming from out of town and don't have enough space to host in Boston, so we decided to find something comfortable and with a scenic location. We DEFINITELY got our wish list with this place! We spent 3 very comfortable nights here. The weather was standard spring rainy/gray, but it didn't bother us at all since we had the gorgeous view out of the huge windows both upstairs and downstairs. The home has very nice finishes & technology. The kitchen and bathrooms were well stocked, the bedrooms with comfortable beds and plenty of closet space for our belongings. I loved the location - a great view of the water (toward Wingaersheek Beach), and a short walk through the neighborhood to the private beach. Also a 10 minute drive to a Market Basket for groceries and convenient to 128. Monica was a wonderful host, with great communication before & after our stay. I certainly hope that we have the opportunity to book a stay at this wonderful home in the future!!

  • Submitted: May 9, 2017
  • Stayed: May 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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