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Single Level Home - Steps to Downtown Gloucester & A/C throughout

Photo gallery for Single Level Home - Steps to Downtown Gloucester & A/C throughout

A white picket fence, pink flowers, and a street with parked cars. - Single Level Home - Steps to Downtown Gloucester & A/C throughout (Gloucester)
A beach with people walking and playing, a lifeguard tower, and buildings in the background. - Single Level Home - Steps to Downtown Gloucester & A/C throughout (Gloucester)
A living room with a door, a window, a painting, a vase with flowers, and a chair. - Single Level Home - Steps to Downtown Gloucester & A/C throughout (Gloucester)
A blue house with white trim, a front door with a decorative glass panel, and a small potted plant on the steps. - Single Level Home - Steps to Downtown Gloucester & A/C throughout (Gloucester)
A living room with a stone fireplace, a dining table with chairs, a black leather armchair, and a coffee table. - Single Level Home - Steps to Downtown Gloucester & A/C throughout (Gloucester)
Take advantage of golfing on site, a garden, and a playground at Single Level Home - Steps to Downtown Gloucester & A/C throughout . Adventurous travelers may like the boating at this vacation home. Free in-room WiFi, with speed of 250+ Mbps (good for 3–5 people or up to 10 devices), and laundry facilities are available to all guests.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

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About this property

Single Level Home - Steps to Downtown Gloucester & A/C throughout

  • This darling property is private and steps to everything in Gloucester. We own both upstairs and downstairs units. The VRBO is Unit 1 on the main floor with its own entrance and relaxing yard. Steps to restaurants and downtown activities. Blocks to the beach. Comfortable & clean, AC throughout, with relaxing beach decor.

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About the neighborhood

Located near the beach, this vacation home is in Downtown Gloucester, a neighborhood in Gloucester. Schooner Adventure and Maritime Gloucester are cultural highlights, and some of the area's landmarks include Fishermen's Memorial Monument and Ten Pound Lighthouse. Rocky Neck Art Colony and Essex Shipbuilding Museum are also worth visiting. Looking to get your feet wet? Kayaking, scuba diving and motor boating adventures can be found near the property. Visit our Gloucester travel guide
View more Vacation Homes in Gloucester
Map
MA, Gloucester

What's nearby

  • A museum exhibit with a large wooden boat and a painting titled 'Out o' Gloucester'.
    Cape Ann Museum
    6 min walk - 0.6 km
  • A bustling harbor with a red building, a maritime heritage center sign, and a crowd of people.
    Maritime Gloucester
    8 min walk - 0.7 km
  • A coastal town with rocky shores, a prominent church, and a clear blue sky.
    Stage Fort Park
    19 min walk - 1.7 km
  • A beach sign with footprints and a message to keep the beach clean.
    Good Harbor Beach
    3 min drive - 2.6 km
  • Capt Bill & Sons Whale Watch
    6 min walk - 0.6 km

Getting around

  • Gloucester Station
    13 min walk
  • Beverly, MA (BVY-Beverly Municipal)
    22 min drive

Restaurants

  • McDonald's
    12 min walk
  • The Lobster of Gloucester
    17 min walk
  • Seaport Grille
    4 min walk
  • Dunkin'
    4 min walk
  • The Burn Tavern
    2 min walk

Frequently asked questions

Is Single Level Home - Steps to Downtown Gloucester & A/C throughout pet-friendly?

No, pets are not allowed at this property.

How much is parking?

This property doesn't offer parking.

What time is check-in at Single Level Home - Steps to Downtown Gloucester & A/C throughout ?

Check-in begins at 4:00 PM.

What time is check-out at Single Level Home - Steps to Downtown Gloucester & A/C throughout ?

Check-out is at 11:00 AM.

Where is Single Level Home - Steps to Downtown Gloucester & A/C throughout located?

Located in Downtown Gloucester, this vacation home is within a 5-minute walk of Schooner Adventure and Massachusetts Bay. Capt Bill & Sons Whale Watch and Cape Ann Museum are also within 10 minutes. Gloucester Station is 13 minutes by foot.

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Reviews

Single Level Home - Steps to Downtown Gloucester & A/C throughout Reviews

10

Exceptional

9.8

Cleanliness

10

Location

10

Property conditions & facilities
Rating 10 - Excellent. 66 out of 69 reviews
Rating 8 - Good. 3 out of 69 reviews
Rating 6 - Okay. 0 out of 69 reviews
Rating 4 - Poor. 0 out of 69 reviews
Rating 2 - Terrible. 0 out of 69 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A charming apartment located in the heart of downtown Gloucester.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I am a senior and traveled to Gloucester with my middle age daughter. This rental was perfect with 2 separate bedroom on each end of the house. The location was within walking distance for restaurants, pubs, CVS, Dunks etc. I would gladly stay there again.
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Well located, spacious and well equipped. Everything is there for a pleasant stay.
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

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

Great stay in Gloucester

The property was exactly what we needed! Perfect for our stay. Convenient to walking downtown.
Stayed 4 nights in Aug 2023
Verified review

10/10 Excellent

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

Great stay

Property was as described (bigger than I expected, actually), clean, and convenient. No complaints, would recommend to anyone, great location.
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

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

Great location

Great location on quiet end of Main Street. The recommendations provided in the guest book were few and spot on. Thanks for a great stay.
Stayed 3 nights in Aug 2023
Verified review

10/10 Excellent

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

Gloucester Mass - 294 Main Street

Property was well furnished, clean and very comfortable. Location was perfect.
Stayed 3 nights in Aug 2023
Verified review

10/10 Excellent

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

Sweet place

We enjoyed staying at this place, location was very convenient for us. Unit was large enough and comfortable, also very clean 😊
Stayed 5 nights in Sep 2023
Verified review

10/10 Excellent

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

Great place in Gloucester

Such a nice place to stay. Beds were comfortable and location was great. Plenty of parking on the street. No complaints at all. Would stay again.
Stayed 3 nights in Oct 2023
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

A whale of an adventure

Right on Main Street walking distance to whale tour. Great restaurant, seaport grille.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

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

Weekend Getaway

Great location, quick walk to restaurants stores monuments. Great unit clean plenty of room. Only draw back was thin walls we could here the other tenants.
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

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

Cheerful spot for our beach trip

We loved staying here with our 8 year old! The rooms were bright and clean, the furniture was comfortable and modern. Jo Ann was very responsive to my questions ahead of our stay. It’s in a great location: just a few minutes walk to the stretch of shops and restaurants in downtown Gloucester.
Stayed 3 nights in Aug 2023
Verified review

10/10 Excellent

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

Fall fun

Get stay in Glouster. Comfortable house. Owner was very responsive when we had questions.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

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

Fabulous!!

Perfect location. Plenty of street parking in front of house. There are plenty of towels, extra sheets, kitchen utensils, and toilet paper :). Dunkin and Walgreens about 2 blocks away, with a couple of food places. Then there are many other places within 1/2 mile. Will definitely be back!
Stayed 3 nights in Aug 2023
Verified review

10/10 Excellent

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

Close to town

The unit was exactly as described in the listing. It was a large unit and the kitchen was fully stocked. It was about a 5 minute walk downtown Gloucester and about 30 minute drive to Salem. We also did whale watching with Cape Ann Whale Watching which was about a 3 min walk and perfect location for the early tour. The area was nice and quiet but we could hear the owners upstairs walking around and talking a lot later in the night. Overall it was a good stay and a nice big unit.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

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

Amazing Experience

My partner and I had the pleasure of staying here long term due to the unfortunate circumstances of our condo sustaining damage after a bad storm. We are so grateful to Jo Ann and Arne, the property managers, for their immense amount of hospitality and flexibility during what was otherwise a stressful time. Hands down we could not have asked for a more perfect space. It had everything we needed to feel at home, including an ample office space, which was perfect for working for remote work. The home is located in a prime area where you can walk two minutes up the street to all of the wonderful restaurants and shops downtown. You are also five minutes away from Gloucester’s great beaches. The property managers truly make sure that you have all the comforts of home and the amenities that make your stay better than most hotels can offer. We cannot recommend staying at this property enough!
Stayed 29 nights in Apr 2024
Verified review

10/10 Excellent

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

October 2023

Quiet, conveniently located, fabulous apartment in Gloucester. Hosts were very nice and accommodating, even accepting parcels in advance of our stay. We had all 4 seasons during our 6 night visit and although we were challenged operating the air/heat mini splits, the host immediately set temperatures of each room for us, several times. Gloucester was beautiful and so much to see & do. We ventured to Salem for Halloween and wellas well many other North Shore destinations. Parking on street in front of house was always plentiful. House was well stocked with essentials. We would suggest mirrors in bedrooms as sharing a bath with 3 adult women "getting ready" was a tad of a challenge. Definitely recommend and would return.
Stayed 6 nights in Oct 2023
Verified review

10/10 Excellent

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

Location, Location, Location!

My husband and I were lifelong residents of Boston's North Shore until retiring to Virginia a few years ago. We often travel back to visit with friends and family, and Cape Ann is our preferred destination. This wonderful property on Main Street in Gloucester is our new favorite rental due in part to its downtown location where shops and restaurants are in walking distance. In addition to its proximity to downtown Gloucester, there are several features about this property which earned, for us, a 5 star rating. The kitchen is fully supplied with everything one might need and has a large, clean refrigerator, ample counter space and a dining area. There is a private, outdoor space in a lovely garden just outside the back door of the kitchen. The bathroom is updated, has a large vanity and the shower was great! There are lots of extra towels and other supplies for guests. We enjoyed the living area which has comfortable furniture, a dining set and a new television. Most importantly, the beds were also very comfortable. Both bedrooms are sizeable with large dressers, roomy closets, and a desk and television in each. Our host Arnie could not have been nicer. We had some issues figuring out the television, and he was very helpful and patient. He seemed to genuinely care that we enjoyed our stay in his property, and we most certainly did! Thank you, Arnie and Jo Ann.
Stayed 6 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My wife and adult son were in Gloucester for a wedding, and Jo Ann's home was the perfect place to regroup between events. Its location is ideal, and allowed us to explore downtown Gloucester by foot, something we hadn't been able to do in all the years we've lived in Massachusetts. Surprisingly spacious, the house had everything in terms of amenities. It also has a private back porch for morning coffee. I very much look forward to rebooking the next time we have an event planned in Gloucester.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
we had a great time the owner joanne got right back with any questions its also in a perfect location I would give it a A
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything you could want for your vacation 'home away from home'! Clean, well-equipped, comfortable, easy parking and great location to downtown Gloucester.
Stayed 5 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was great. We were happy to have a washer and dryer. We loved walking around town.
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was good
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We rented this place because we were in town for a wedding. It was so conveniently located. Everything was less than 5 minutes away. And, just walking distance away, there's a Dunkin Donuts and Walgreens for coffee and anything you may have forgotten.The decor is wonderful. The kitchen was stocked with everything we could've ever needed. Communication from Jo Ann was thorough and easy.If you're staying in Gloucester, I highly recommend this place!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location.. nice little backyard.Could easily accommodate 4 adults .
Stayed 3 nights in Aug 2025