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Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat

Photo gallery for Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat

Plum Cove sunset. Just beautiful.
Your private entrance!
Living room soooo comfy!
55" TV for movie nights ;)
Open concept dining/living room... out to deck

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms1 bathroomSleeps 6

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View map
Gloucester, MA
  • Place, Plum Cove Beach
    ‪11 min walk‬
  • Place, Good Harbor Beach
    ‪14 min drive‬
  • Place, Wingaersheek Beach
    ‪17 min drive‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪66 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Dining area

About this property

Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat

Escape to our idyllic retreat, the ultimate vacation spot for you, your family, and friends. Nestled between the picturesque Annisquam Village and Lanesville, our turn-of-the-century Bayview home offers the perfect location to unwind and explore.

Take a leisurely stroll to Plum Cove Beach for a day of sun and sand or venture up our street to enjoy a refreshing swim in the local quarry. A short walk brings you to the Greenbelt hiking trails or if you want to explore Dog Town it's just a short ride away. A mile from us is Halibut Point in Rockport.... There is so much to explore.

As you step into our spacious and updated home, you'll be greeted by an inviting open living space and a new fully equipped kitchen, thoughtfully designed for comfort and relaxation. The first floor boasts a cozy bedroom with a queen bed, while the second floor features two additional bedrooms - one with a queen bed and the other with two twin beds with Ipswich Bay right across the way.

Beyond the comforts of your temporary haven, a world of adventure awaits. Indulge in boating, whale watching, fishing, and swimming at breathtaking beaches. Embark on scenic sea kayaking excursions, explore the picturesque biking and hiking trails, and embark on leisurely nature walks. Immerse yourself in Cape Ann's vibrant art community, visit notable museums, and enjoy the lively atmosphere of festivals and farmer's markets.

Let's not forget the "not to be missed" sunsets of Ipswich Bay (right across the street) or take a stroll to Plum Cove beach. And if you’re too relaxed to cook, Gloucester Center is just a seven-minute drive away and has a great selection of restaurants, bars & nightlife! (Don't forget to ask us for our recommendations!) Minutes to Rockport, and easily accessible by commuter rail or car from Boston -- less than an hour away.

Escape to this Cape Ann sanctuary and experience the perfect blend of tranquility, natural beauty, and endless activities.

This is the upstairs unit of a two family house (2nd and 3rd floors)

Here's a glimpse of beautiful Gloucester:
https://www.youtube.com/watch?v=63n9crVxhn0&fbclid=IwAR1__KZdtusK-B906mwogwSIg0pg0JtNoNHIrX8WeTUngly81JO3SjTjlBs


Smoke and pet-free. Parking for two cars.
Check-in 4pm, Checkout 10am

About Gloucester
Gloucester, founded in 1623, is America's oldest seaport. It is the quintessential New England town. Among the many maritime activities offered by Gloucester are: world-class whale-watching expeditions, lighthouse tours, stunning destination beaches, the Gloucester Schooner Adventure, the Cape Ann Historical Museum, fishing and boating opportunities in abundance, the best seafood restaurants, and a lively nightlife rich with live music and theatre. Gloucester is also the home to National Geographic’s “Wicked Tuna”.

And.....Wall Street Journal and Conde Nast say Gloucester and Cape Ann is a must-see!

RESOURCES
Cape Ann Guide: https://issuu.com/bostonguide/docs/cacc_2020_web?fr=sYzFhNDcwOTA
Discovery Gloucester: https://issuu.com/discovergloucester/docs/dg2020_fulllayoutrev2
City of Gloucester website: https://gloucester-ma.gov/1074/Coronavirus-COVID-19

More about Gloucester -
https://www.onlyinyourstate.com/massachusetts/ancient-town-ma/?fbclid=IwAR0o9-XU4detObYU6lixK2EdIIpDFtWh7WXJ0v6ecaLwvLTOD5HUMPbEsz0

FYI - The film CODA was filmed here

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  • Washing machine
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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
- No rearranging of furniture
- Close windows when leaving. Make sure deck umbrella is closed in the event of a change of weather. Turn off AC/heat when departing

Important information

You need to know

Property Registration Number C0174801070
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Gloucester

Located in Gloucester, this apartment is on the waterfront. The area's natural beauty can be seen at Wingaersheek Beach and Halibut Point State Park, while Cape Ann Museum and Sargent House Museum are cultural highlights. Maritime Gloucester and Schooner Adventure are also worth visiting. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with hiking and horse riding.
View more Apartments in GloucesterOpens in a new window
Map
Gloucester, MA

What's nearby

  • Plum Cove Beach - 11 min walk - 1.0 km
  • Maritime Gloucester - 12 min drive - 9.2 km
  • Good Harbor Beach - 14 min drive - 12.1 km
  • Cape Ann - 15 min drive - 12.1 km
  • Wingaersheek Beach - 17 min drive - 14.6 km

Getting around

  • Gloucester Station - 10 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 25 min drive

Restaurants

  • ‪Starbucks - ‬8 min drive
  • ‪Common Crow Natural Market - ‬10 min drive
  • ‪Chipotle Mexican Grill - ‬8 min drive
  • ‪Brothers Brew - ‬9 min drive
  • ‪Talise - ‬4 min drive

Frequently asked questions

Is Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat?

As of 5 May 2026, prices found for a 1-night stay for 2 adults at Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat on 5 June 2026 start from NZ$999, 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 at Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat?

On-site parking is available at the property.

What time is check-in at Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat?

Check-in begins at 4:00 PM.

What time is check-out at Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat?

Checkout is at 10:00 AM.

Where is Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat located?

Situated on the waterfront, this apartment building is 0.5 mi (0.8 km) from Plum Cove Beach and within 3 miles (5 km) of Halibut Point Reservation and Paper House. Halibut Point State Park and Granite Pier are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 109 out of 122 reviews
Rating 8 - Good. 10 out of 122 reviews
Rating 6 - Okay. 3 out of 122 reviews
Rating 4 - Poor. 0 out of 122 reviews
Rating 2 - Terrible. 0 out of 122 reviews

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kristin W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable and convenient with a beautiful view. Check in and check out was very user friendly!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

beth s.

Liked: Cleanliness, check-in, communication, location, listing accuracy
With leaves on the trees, we could just barely see the ocean from the outside deck - the location was great. Busy road, so the traffic was noisy, but that's Gloucester.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Amy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our first air B&B stay and we are blessed it was with Regina. She is super accommodating, lots of recommendations around the area, and friendly. We enjoyed veggies straight from her garden, thank you!! It was a pleasure staying here!!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Janelle K.

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

Great Stay

We had such a wonderful stay! The property was clean and well cared for. Such a charming location and amazing to be an able to walk to a quiet beach.
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

Leslie A.

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

Great Stay

Lovely home and Regina was very helpful and accommodating. We had a great time and it was very peaceful and perfect for our small family of four.
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Rita S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The apartment was very clean and comfortable. The host responded quickly when we had a question. Location was convenient to all the activities that we planned. (Boston,Gloucester, Rockport and York, Maine)I would highly recommend this property!
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Bridget A.

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

Comfy, clean, convenient

Unit was just as described, comfortable, well maintained, and very clean. Host was friendly and left lots of helpful information. Convenient to both Rockport and Gloucester.
Stayed 2 nights in Jun 2025
Verified

8/10 Good

Jim M.

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

Nice place.

Our family came up for a quick weekend getaway. The place was clean and the location was ok. Rockport Bearskin neck area is nice for shops and to walk around town.
Stayed 2 nights in Aug 2024
Verified

10/10 Excellent

Abby G.

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

Great Place

A wonderful well equipped place. The furniture and mattresses were really high quality. Would definitely come back.
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

amy m.

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

Family celebration of life

It was wonderful to be so comfortable, so close to other family members
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Ryan B.

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

Great spot

A lovely property. Great ocean view from the deck. Kitchen was well appointed. Easy walk to Plum Cove Beach.
Stayed 2 nights in Aug 2023
Verified

10/10 Excellent

Ann Marie M.

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

Girls' weekend

We had such a fun time on our girls' weekend. This spot was a great location to visit Gloucester and Salem. We enjoyed the property; it was exactly as described. Would recommend this location.
Stayed 2 nights in Nov 2024
Verified

10/10 Excellent

Lisa S.

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

Charming home

The home is beautiful. Just what we needed. Great location. Easy check in and out.
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Patrick

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This apartment was crisp, bright, and spotlessly clean. A great location for outdoors exploring. Hosts were great with communication and allowed us privacy. Highly recommend, blissfully quiet location and lots of options for going out or staying put.
Stayed 2 nights in Nov 2019
Verified

10/10 Excellent

Paul J.

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

Short stay

Place was perfect for the short stay while waiting for a surprise party at a relatives house. Centrally located and easy access for swing the sights. Very well appointed and clean. Owners are awesome people.
Stayed 2 nights in Aug 2023
Verified

10/10 Excellent

Roseann M.

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

Gloucester Retreat!

Beautiful home with so many amenities! Far enough away from downtown, yet close enough to get there.
Stayed 2 nights in Jun 2023
Verified

10/10 Excellent

Tevell B.

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

Love the land lords

The property is immaculate, amenities were thoughtful. Location was just minutes fro a small but lovely secluded beach, and Gloucester is amazing.
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Veronica R.

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

Mother Daughter Weekend

We had a great time staying at this property. It was just a quick ride to the train station. We spend the majority of our time in Salem. The house was in a great location.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Nancy Larraine H.

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

Lovely and convenient

We booked to be near family in Gloucester and were comfortable and happy with our choice. It’s a roomy home, with enough space for our famiky to gather for a meal at the dining table. Beds were Just right for a good night’s sleep.
Stayed 4 nights in Sep 2024
Verified

10/10 Excellent

Amber O.

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

We enjoyed our stay at this multi-family home in Gloucester.

The home was very clean. It was walking distance from the coast and a short drive to town. There were plenty of towels, linens and bedding. Shower was very comfortable with plenty of hot water. Host was very accommodating.
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Emily B.

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

Just what we needed

We stayed in Gloucester for a family wedding. The space was clean, well stocked and comfortable. It’s about a 10 minute drive from downtown, and easy to get to dining and sights. There is a nice deck with comfortable seating. Overall it was just what we needed for our two night stay!
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Petra G.

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

Nice rental with large deck

Nice house, only the staircase is narrow and the only bathroom is downstairs.
Stayed 5 nights in Sep 2024
Verified

8/10 Good

Verified traveller

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

Loved Gloucester

And this stay is wonderful. One thing for future visitors without cars: it can be a bit tough to get around. Until next time!
Stayed 2 nights in Jun 2023
Verified

10/10 Excellent

Allison D.

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

Comfortable stay, lovely part of Cape Ann

This was a great property for my family. It has plenty of room for two adults and two kids and a great deck off the living room. The owners offer beach chairs and umbrellas. The property was clean and comfortable and the hosts were very responsive. It’s in a lovely part of Gloucester and is walkable to a small, local beach. We would definitely come back!
Stayed 3 nights in Aug 2024
Verified

8/10 Good

Leshia C.

Liked: Cleanliness, check-in, communication

Family Vacation

We were greeted by Regina when we arrived and she was very nice and helpful. The VRBO was probably the cleanest one we have ever stayed in and was decorated beautifully. It did not have the ocean view that we thought it would from the listing but was very close to downtown.
Stayed 6 nights in Aug 2024

About the host

Hosted by Regina Ryan

Host profile image
Jim's a sculptor and taught in the art department @ a Boston university. Regina is an entrepreneur who spends her time helping other entrepreneurs get their businesses started.

Why they chose this property

We love Gloucester and live here because of all the great and fun things to do, the people, and the serenity the area offers.

What makes this property unique

1 week before arrival we will email you a unique electronic entry code for the front door lock for easy self check-in.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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