check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag

Beautiful & Luxurious 5BR Wingaersheek Beach House w/Expansive Deck, Multiple Outdoor Showers & Breathtaking Views - Enjoy Private Beach Access!

Bedrooms 5
Property type house
Minimum Stay 2 - 7 nights


Minimum Stay
2 - 7 nights


Gloucester House Rental Photos and Description

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 wonderful 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 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! 

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 sand 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
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • pets not allowed

Property Manager
Owner / Property Manager
Speaks: english, french, spanish
Manager indicates their response time is:
Within an hour
Calendar last updated:
December 7, 2016
Call Manager

About Owner / Property Manager

Evolve Vacation Rental Network is on a mission to make vacation rental easy for travelers. Our dedicated Travel Advisor Team is available 7 days a week and our simple online reservation system allows you to book securely with a credit card! Please feel free to call us at 1.877.818.1013.


Exceptional! 5/5 -
(28 traveler reviews)

Beautiful & Luxurious 5BR Wingaersheek Beach House w/Expansive Deck, Multiple Outdoor Showers & Breathtaking Views - Enjoy Private Beach Access!
average rating of 4.964286 based on 28 reviews

All you need.

  • 5 of 5

5 of us stayed in 3 bedrooms. All comfortable beds. Great kitchen which we did not use - BUT has higher end cookware, good knives, etc.

Fabulous views, good walks - in November very quiet. Decks and easy parking.

Owners checked in via text to offer any assistance if needed.

Not recommended If steps are an issue - check with owners first.

  • Submitted: Nov 20, 2016
  • Stayed: Nov 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
Easton, MA

Great home. Perfect for family traveling

  • 5 of 5

We stayed here for my cousin's wedding. Beautiful views and lots of space. The house was well maintained and the owners were very accommodating. We are looking forward to our next visit.

  • Submitted: Oct 23, 2016
  • Stayed: Oct 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Amazing house

  • 5 of 5

Stayed here with the family for a wedding in the area. House was amazing. Very clean, modern and great views from the main living area. The owner was also very helpful throughout our stay. Thanks again!

  • Submitted: Oct 17, 2016
  • Stayed: Oct 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Family Getaway

  • 5 of 5

A beautiful home that was great for my 2yr old twins and the rest of our family! The beach was easy to get to, the kitchen was a joy to cook in and we had a great time.

  • Submitted: Oct 10, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Wingaersheek Beach House

  • 5 of 5

The property was great! A quiet setting that met all expectations for our family get-together. Having our morning coffee and enjoying the fantastic views was a relaxing start to our days. The kitchen was great, with everything needed and added to the "home-like" feeling for our stay. We also enjoyed the 2-level living that gave everyone their space. The kayaks, beach equipment, video games, etc would make this a great stay for families with teens.The owners were very helpful with suggestions for dinning & shopping. Instructions for house operation were clear and appreciated.

With each spectacular sunrise/sunset, our family voted this house a five star selection and highly recommended!

  • Submitted: Sep 20, 2016
  • Stayed: Sep 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

5 bedroom walking distance to Coffins Beach

  • 5 of 5

All we can say is WOW! The house is beautiful, with jaw dropping views from almost every window. Short walk to beautiful private Coffins Beach. We stayed for 1 week in August, 6 adults and 4 small children, and there was plenty of room for all. The house is well appointed and has everything you need for a week at the beach. We loved the 2 outdoor showers with hot/cold water. The kids ( and some adults) showered outside every day. Fun, fun fun!

  • Submitted: Aug 13, 2016
  • Stayed: Aug 2016
  • Source: HomeAway
Did you find this review helpful?
0 0


Car: recommended


Rates & Availability


  • Additional fees and taxes may apply
Enter dates for accurate pricing
Contact Me Send a Message
Available arrival
Available stay (no arrival)


Gloucester House Accommodation and Amenities

Property Type:
  • house
  • Housekeeper Optional
Floor Area:
  • 2500 sq. ft.
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 , Master Bedroom
    Bedroom 2 - 1 double , Bedroom 2
    Bedroom 3 - 1 double , Bedroom 3
    Bedroom 4 - 2 twin/ single , Bedroom 4
    Bedroom 5 - 2 twin/ single , Bedroom 5
  • Books
  • DVD Player
  • Games
  • Music Library
  • Satellite / Cable
  • Stereo
  • Television
  • Video Games
  • Deck / Patio
  • Outdoor Grill
  • Tennis
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • pets not allowed
  • 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

Partner Offers