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WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT

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Private deck overlooking Annisquam River
View of float showing opposite side available for up to 17’ boat for extra fee
View from standing in kitchen looking out through living room
Queen bed also boasts views of Annisquam while lying in bed!
kitchen offers table and chairs as well as butcher block counter with stools.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
1 bedroom1 bathroomSleeps 260.4 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Explore the area

View map
Gloucester, MA
  • Place, Northeast Hospital Corporation - Addison Gilbert Campus
    ‪19 min walk‬
  • Place, Good Harbor Beach
    ‪7 min drive‬
  • Place, Wingaersheek Beach
    ‪12 min drive‬
  • Airport, Boston, MA (BOS-Logan Intl.)
    ‪48 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden

About this property

WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT

Come to the Cape named after a Queen NOT an Ugly Fish!! 🤣FABULOUS, quiet, dead end location! Incredible views of the Annisquam River. Wildlife, Boats, Paddle boards, Kayaks (bring yours) and Sunbathers. All seen from your private second floor deck as well as your Huge picture window! We can accommodate up to a 17’ boat on our Tidal Dock for an additional fee. Newly renovated apartment! Very comfortable Queen size bed, as well as a brand new pull out memory foam Full sleep sofa! There is a large Butcher Block counter with stools as well as kitchen table. New 40” flat screen smart TV. Owner occupied. Owners Deb Callahan and Paula Parsons are happy to suggest places to go, places to avoid, and respect your privacy! Laundry on the same floor.
We were on VRBO for 7 years with over 52-5 Star reviews! We stopped for 2 years because of COVID and we have decided to do this again. Sadly we lost all of our reviews by taking that break! We are happy to answer any questions you may have and hope you choose our home for making a memorable vacation experience! Thank you for viewing our post!

* Our cleaning is performed by a professional, bonded, cleaning company.
*** An ADDITIONAL WEEKLY cleaning charge will be charged for multiple full weeks. Example: One week=1 cleaning, 2 weeks=2 cleanings, 3 weeks= 3 cleanings.

***Any more than 2 adults needs to be discussed with owners before booking. ***NO SMOKING on premises.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Adults only
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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

Important information

You need to know

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
Property Registration Number C0117981070

About the area

Gloucester

Located in Gloucester, this apartment is in the city centre and on the waterfront. Ravenswood Park and Halibut Point State Park reflect the area's natural beauty and area attractions include Maritime Gloucester and Rocky Neck Art Colony. Cogswell's Grant and Long Hill are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Gloucester, MA

What's nearby

  • Northeast Hospital Corporation - Addison Gilbert Campus - 19 min walk - 1.6 km
  • Good Harbor Beach - 7 min drive - 7.5 km
  • Wingaersheek Beach - 12 min drive - 8.9 km
  • TD Garden - 46 min drive - 62.1 km
  • New England Aquarium - 47 min drive - 63.9 km

Getting around

  • Gloucester Station - 4 min drive
  • Beverly, MA (BVY-Beverly Municipal) - 22 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪Dunkin' - ‬4 min drive
  • ‪Starbucks - ‬5 min drive
  • ‪George's Coffee Shop - ‬4 min drive
  • ‪The Open Door Food Pantry - ‬5 min drive

Frequently asked questions

Is WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT ?

As of 20 Mar 2026, prices found for a 1-night stay for 2 adults at WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT on 31 Dec 2026 start from AU$278, 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 WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT ?

On-site parking is available at the property.

What time is check-in at WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT ?

Check-in begins at 3:00 PM.

What time is check-out at WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT ?

Checkout is at 11:00 AM.

Where is WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT located?

Located in the heart of Gloucester, this apartment building is 1 mi (1.7 km) from Northeast Hospital Corporation - Addison Gilbert Campus and within 3 miles (5 km) of Dogtown and Gloucester Unitarian Universalist Church. Cape Ann Museum and Sargent House Museum are also within 3 miles (5 km).

Reviews

10

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. 47 out of 48 reviews
Rating 8 - Good. 0 out of 48 reviews
Rating 6 - Okay. 1 out of 48 reviews
Rating 4 - Poor. 0 out of 48 reviews
Rating 2 - Terrible. 0 out of 48 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Erika S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The view is absolutely lovely. It was a great place for us to lay our heads and have fun finding Hocus Pocus sites in the nearby Salem. The restraunts nearby are wonderful. Over all the experience was great with a very clean apartment and kind hostess'.
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Alicia L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The apartment was amazing. The host Paula and Deb were fabulous. We truly felt so comfortable and relax there that we are 100% coming back to them. They felt like family they treat you like family and the view from the apartment is amazing at any time of the day The apartment was clean and stocked and they are so gracious to let you use their washer and dryer when needed I just absolutely love them and loved the apartment. It’s 100% a must stay at.
Stayed 7 nights in Oct 2025
Verified

10/10 Excellent

Bob

Liked: Cleanliness, amenities, property conditions & facilities, communication
Beautiful location and views of the harbor.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Marcy M.

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

Wonderful getaway!

What a perfect place to stay for our holiday weekend away! So serene and relaxing. We met Deb and Paula upon arrival. The apartment has everything you need and is quite comfortable. You cannot beat the view and peacefulness at this property.
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Jen F.

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

Perfect getaway

Beautiful location. Very well advertised! Very clean and well maintained. Will stay again!
Stayed 3 nights in Apr 2023
Verified

10/10 Excellent

William H.

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

Excellent

Top notch hosts! We couldnt have dreamed of a better experience! Loved every moment!
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Michele B.

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

Fabulous

Deb and Paula were so gracious and their water front property was fabulous. Super clean and all you needed! They gave great recommendations on our visit as well! Would definitely go back!
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Yvonne D.

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

Cute home

Cutest little place Very clean Owners are very communicative Easy ride to and from Salem Loved the view Definitely recommend and will return
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Alyssa W.

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

Peaceful and cozy with gorgeous views

I was so fortunate to find this property last minute - large windows and deck with beautiful views of the water and sky, a quiet neighborhood away from traffic but still close enough to restaurants, shops, beaches; excellent hosts and clean, thoughtful accommodations. It was exactly what I was looking for and I would definitely stay here again!
Stayed 4 nights in Jun 2022
Verified

10/10 Excellent

lorene g.

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

Girls Getaway

We had a very nice relaxing time. Beautiful view. The property is very clean and well equipped. We had everything we needed. Deb and Paula were very helpful and accommodating.
Stayed 5 nights in Oct 2024
Verified

10/10 Excellent

kAREN h.

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

A little slice of Gloucester heaven

My getaway to Sleepy Hollow could not have been more perfect! Just what I needed to “reboot”. Everything I could have hoped for and so much more!!! Loved every minute - only wish my stay was longer. Already Looking forward to my next visit!!!❤️🌊🕶️☀️
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Gaby P.

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

Hidden treasure

Amazing stay by Deb and Paula. Thanks a lot G&R from germany
Stayed 6 nights in Sep 2023
Verified

10/10 Excellent

Megan

Liked: Cleanliness, amenities, property conditions & facilities, communication
Absolutely breath taking! Views were phenomenal! It was a nice quiet getaway we needed! Paula and Deb suggested great places to check out and eat, and we’re very accommodating! Waking up to the views we did will be a core memory! We were definitely sad to leave, but left feeling renewed and relaxed! We hope to be back next summer!
Stayed 2 nights in Aug 2022
Verified

10/10 Excellent

Steve P.

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

A gem in Cape Ann

Paula and Deb’s newly renovated jewel of an apartment is a real find! The owners could not be more friendly, helpful, and knowledgeable about the area. The apartment is a lovely second floor open room with a wonderful view of the Annisquam River from inside as well as the private deck. We love Cape Ann and this is a gem.
Stayed 3 nights in May 2022
Verified

10/10 Excellent

Sally T.

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

Our best vacation rental ever!

We unfortunately could only stay at Snug Cottage for two nights. The apartment was beautiful and immaculate. It was equipped with anything you could possibly need (really!) The deck overlooking the river and cove was perfect for outdoor dining with a great grill. Deb and Paula were wonderful hosts and we can’t wait to go back.
Stayed 2 nights in Jun 2022
Verified

10/10 Excellent

Stephanie B.

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

Cozy with a great view!

We went for our 25th anniversary and wanted somewhere with close access to things to do. Salem at Halloween time-highly recommend. We got in from the airport late evening, but Paula still took the time to show us the property and welcome us. The apartment is very cozy, super clean, and has a huge window overlooking the water. Our hosts were great about giving us suggestions and directions. We would definitely stay there again!
Stayed 4 nights in Oct 2023
Verified

10/10 Excellent

Hayley M.

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

Exceeded Expectations

If you are looking for the perfect getaway with a fair price, look no further. This property is absolutely STUNNING and the owners, Deb and Paula, are just wonderful human beings that we were lucky enough to have several great conversations with. Our expectations were highly exceeded. The location was great, the property was clean, and it was stocked with everything we needed for our perfect vacation. Highly recommended. You will not be disappointed!
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

John D.

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

Wonderful hosts, Beautiful view, perfect apartment, great location

Deb and Paula were informative about the area and made sure we had everything we needed. The apartment was perfect size, had a great private deck with chairs and table. We spent many hours sitting on the deck looking at the water, boats , and wildlife. It was very quiet and peaceful. The location was perfect as it is close to Gloucester , Rockport, and Essex. We were very happy with everything.
Stayed 5 nights in May 2023
Verified

10/10 Excellent

Sarah M.

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

PICTURESQUE LOCATION

WOW, this apartment had the best view. We even saw the northern lights and a shooting star and got amazing pictures. Short ride to the train station that took you to Salem. We enjoyed our 4 nights here at Sleepy Hollow. The apartment was super clean and we would love to go back. We were nervous about talking loud/ walking around after 9pm to not wake the owners as this apartmemt is above them. They were super helpful with restaurant reccomdations and any questions we had. If you are on the fence, book it, the view alone is worth it!!!
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

Marti M.

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

A Peaceful Getaway

We didn't know what to expect with having the hosts on the property, but Deb and Paula were awesome! They were informative, gave us privacy, and let us know they were there if we needed them. The accommodations were very clean and had everything we needed (TP, paper towel, kleenex, dish soap and sponge, hand soap, hair dryer, napkins, etc.). The bed is comfortable (I slept like a rock). The TV has Netflix, which was an unexpected perk. The private deck is a perfect place to sit with a drink and watch the boats go by. Overall, we highly recommend this rental. It was an absolutely wonderful place to stay!
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

Susan

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

Highly Recommended

The apartment provides an expansive and constantly changing water view, a comfortable layout, well equipped kitchen, helpful and friendly owners, all convenient to everything Gloucester has to offer! There is even a water view from the bed! What more could you ask for? It is a gem of a place! Just a heads up that you won't be able to launch kayaks there but the public landing is only a few blocks away.
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

Betsy L.

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

Relaxing stay

Wow! What a beautiful place this apartment on the Annisquam was to spend a relaxing New England vacation! We enjoyed waking up every morning to the peaceful reflections of the scenery on the river from every window of the accommodations. We had everything that we needed, and it was easy to get to anywhere we chose to visit We loved the evening sunsets when we arrived there before dark. We would enjoy coming back for a longer stay than five days. The hosts were helpful and gave us great recommendations for restaurants and anything we asked of them. It was a peaceful, beautiful respite from our normal daily life in Colorado.
Stayed 5 nights in May 2023
Verified

10/10 Excellent

Jim J.

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

Relaxing

Virginia and I stayed here in 2019, we had planned on returning in 2020 but a little thing called Covid interfered. I saw that is was listed on VRBO again so jumped at the chance. We were planning on visiting our daughter and her family in central MA anyway and decided to extend our stay at this fabulous apartment that overlooks the Bay. Since we were here last Deb and Paula made this perfect getaway for a couple even better. Its just a short drive into Gloucester and/or Rockport where there are plenty of activities. We will definitely be staying here again. Thanks again Deb and Paula for being great hosts.
Stayed 3 nights in Jun 2022
Verified

10/10 Excellent

Brett B.

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

Just Book It ! You will not be disappointed

Deb and Paulas apartment was the perfect choice for my recent stay in the area. The views and sunsets are absolutely spectacular! The furnishings are lovely as are the linens and well thought out kitchen, right down to the tableware. This apartment is ….IMMACULATE …..They really give it that extra touch . I could not have felt more comfortable and at home. It is close to beaches , restaurants and shopping. Deb and Paulas hospitality is gracious and genuine and they are so fabulous to chat with . I can’t wait to go back and stay again. Thank you Deb and Paula ! You two are the Best !
Stayed 4 nights in Jul 2022
Verified

10/10 Excellent

Rachel B.

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

Immaculate and great views

We stayed 4 nights with Deb and Paula. The rental is an appartment above their home. They were gracious and involved in our check in and thoroughly explained the ammenities of the apartment and their expectations, all of which where normal and easy to respect. Upon our request, they shared their history on the property, local favorite dining opportunities and points of interest. Deb was active in her yard planting her garden ,watering her vast array of beautiful flowers, flowering shrubs (beach roses were already in bloom), and tending to her hobbies. Ever responsive when engaged, but otherwise respectful of our privacy, an elegant tightrope. The appartment was immaculate, I did not find a spect of dust or smudge. The bed was comfortable and linens top quality. They had an array of basic spices, and the usually missing paper products such as plasic wrap, foil, and zip bags. The kitchen was well stocked a variety of pots, pans and glassware. The only miss I found was a space to store pantry product brought from home (crackers rice, etc.). We made due with rearranging the cabinet with the spices; removing the lazy susan and extra glasses and ice cube trays provided the needed space. There were other opportunnites to provide move counter/staging space. Overall no complaints, just idiosyncrecies.
Stayed 4 nights in May 2022

About the host

Hosted by Deb Callahan

Host profile image
The owners Deb and Paula live on the premises and are still well known for owning and operating 3 former businesses in Gloucester for more than 20 years! Two of which are still in operation! We Love our home, Love our city and Know that you will have an extremely memorable vacation when you choose SLEEPY HOLLOW!

Why they chose this property

You won’t be disappointed! This property has been in the family for 57 years.

What makes this property unique

Watching the sunsets, seeing the tides come and go! Wheeler Point is simply Magical!

Languages:

English
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