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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
Exceptional
1 bedroom1 bathroomSleeps 2650 sq ft

Popular amenities

  • Parking available
  • Kitchen
  • Dryer
  • Washer
  • Barbecue grill
  • Air conditioning

Explore the area

Map
Gloucester, MA
  • Good Harbor Beach
    ‪9 min drive‬
  • Half Moon Beach
    ‪11 min drive‬
  • Wingaersheek Beach
    ‪14 min drive‬
  • Beverly, MA (BVY-Beverly Municipal)
    ‪22 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.

Property manager

Deb Callahan
Premier Host

Languages

English
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Amenities

Kitchen
Washer
Dryer
Air conditioning
Outdoor space
Parking available

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9.8 out of 10, (46 reviews)
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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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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. The area's natural beauty can be seen at Good Harbor Beach and Wingaersheek Beach. Maritime Gloucester and Schooner Adventure are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Gloucester, MA

What's nearby

  • Maritime Gloucester - 6 min drive - 4.6 km
  • Hammond Castle - 9 min drive - 7.4 km
  • Good Harbor Beach - 9 min drive - 6.2 km
  • Half Moon Beach - 11 min drive - 4.5 km
  • Wingaersheek Beach - 14 min drive - 9.0 km

Getting around

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

Restaurants

  • ‪Starbucks - ‬6 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪Holy Cow Ice Cream Café - ‬5 min drive
  • ‪George's Coffee Shop - ‬4 min drive
  • ‪Causeway Restaurant - ‬6 min drive

Frequently asked questions

Is WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT pet-friendly?

No, pets are not allowed at this 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. 45 out of 46 reviews
Rating 8 - Good. 0 out of 46 reviews
Rating 6 - Okay. 1 out of 46 reviews
Rating 4 - Poor. 0 out of 46 reviews
Rating 2 - Terrible. 0 out of 46 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Bob

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

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

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

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

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

10/10 Excellent

Julie R., SMALLWOOD

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

Do not hesitate to book!

We booked this place while on business in Salem and it worked out great. Location can’t be beat: the water view, about half hour straight shot to Salem, 10 minutes to downtown Gloucester with excellent restaurants and interesting shops. Hosts were responsive and accommodating. Highly recommend.
Stayed 10 nights in Oct 2022

10/10 Excellent

jane g.

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

Gorgeous property!

Sleepy Hollow exceeded all our expectations. The view is beautiful, and we enjoyed having cocktails on the spacious deck overlooking the Annisquam River. Sail boats, lobster boats, kayaks, pontoon boats and more made watching the activity on the river so much fun. The studio apartment is a jewel; super comfy bed, a well-appointed kitchen with everything we could want and a cozy living room with large windows and that same beautiful view with binoculars for bird and boat watching. Wonderful hosts made us feel very welcome in their home. We had an absolutely delightful stay and are looking forward to coming back next year.
Stayed 3 nights in Oct 2022

10/10 Excellent

Dave L.

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

Pure Bliss

Deb and Paula couldn’t have made us feel more welcomed. Their rental was divine! Warm, cozy, exceptionally clean, and with a view that could keep you from ever leaving. There were little details that made it clear that Deb and Paula truly care that their renters enjoy their stay. Loved, loved, loved our stay and hope to go back again! Thanks, Dianne and Dave
Stayed 2 nights in Oct 2022

10/10 Excellent

Abbie C., Hobe Sound

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

Wonderful Place

My husband and I just had the best time staying in Paula and Deb's spot. We loved coming home at night and having a glass of wine on the deck overlooking the cove then cooking dinner on the grill and in the very well stocked kitchen. The bathroom was a great size with a shower that had plenty of hot water and pressure. The smart tv in the living room let us keep up with our shows on Prime. Gloucester is a wonderful town with a great Boulevard to walk right next to the water. We had a delicious dinner at Lobsta Land at the bar outside, the food and view was spectacular. We will definitely be back to this wonderful spot!
Stayed 14 nights in Sep 2022

6/10 Okay

Daniela L.

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

Gloucester is awesome

The location’s proximity to the water is awesome, the owners live onsite. Expect a lot of detailed instructions on paper and via phone on how to stay here, the owners are very specific. Also expect to hear a lot of personal information from them, they are personable and approachable but definitely overshared. Also expect them to try and get you to extend your stay, and note that it will cost extra if you do so.
Stayed 3 nights in Sep 2022

10/10 Excellent

Tarja H., OakView, California

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

The Room with a View: Serene Beauty

This property is absolutely perfect for a solo vacationer or a couple wishing to enjoy a beautiful, ever-changing tides, sunsets and ocean air. Absolutely perfect location away from the busy downtown, yet close enough to great restaurants, shops and hiking. The owners are super friendly and helpful -- and also very mindful of the privacy of the visitor in the upstairs apartment. Thank you for a great vacation!
Stayed 7 nights in Aug 2022

10/10 Excellent

Kathleen C.

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

TO INFINITY & BEYOND

Our Scale, 10 being the best. Location & View: Infinity. Moored boats, passing boats, brilliant blue water, a different look with every angle of sun. Glorious. Get some food somewhere, but ONLY eat it at the house. Do not miss one second of the view. Cleanliness: Infinity: Embarrassingly cleaner than our house-and our house is VERY clean. Comfort: Infinity. When when WHEN have you gone away and loved the bed? NEVER! Until THIS bed which, by the by, looks out onto said view by merely lifting one’s head from the to-die-for pillows. Hosts: Infinity + 2: Unfathomably kind and welcoming in the midst of a world where people get off being mean to each other. Always meet any needs that may arise in a FRIENDLY manner.
Stayed 6 nights in Aug 2022

10/10 Excellent

Ulrike W.

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

What a wonderful place!

The apartment is wonderful- great furniture, great equipment, cute decoration, great deck for sitting and BBQ and enjoying the incredible view! The hosts are wonderful- warm welcome, interesting talks! The place is wonderful- many things to do, like whale watching, harbor walk,… Had a great time! Thank you so much!
Stayed 3 nights in Aug 2022

10/10 Excellent

Jennifer S.

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

Beautiful location

The apartment is charming and comfortable, but we really enjoyed the view - loved watching the boats and the wildlife as the tide rolled in and out. We also took advantage of the sandbar beach one day. Peaceful, relaxing, and Deb and Paula are great hosts. We'd absolutely recommend their property!
Stayed 4 nights in Aug 2022

10/10 Excellent

Patricia H., Baden pa

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

Serene Relaxation coupled with Perfect Location

The location is perfect for exploring Gloucester, Rockport, Ipswich, etc. You’re in the middle of it all but you would never know it because the unit is tucked into a neighboring cove near Lobster Cove, Annisquam. You wan watch the tide go in and out, and enjoy the boat traffic in the channel from your private deck. The unit had everything we needed and was extremely clean and well-appointed. Our hosts take pride in their little peace of heaven, and so they should! We couldn’t have asked for more for our 25th anniversary getaway. Thanks to Deb and Paula!
Stayed 4 nights in Aug 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

Premier Host

They consistently provide great experiences for their guests
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