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Deb Callahan or Paula Parsons

Member since: 2013
Call Owner
Speaks: english

Waterfront Apartment For 2 Over Looking The Annisquam River

25 Reviews
Bedrooms 1
Property type apartment
Minimum Stay 2 - 7 nights


Massachusetts Apartment Rental Photos and Description

1 Bedroom With Spectacular Water Views

'Cape Ann'- the Massachusetts Cape named after a Queen-not an ugly fish!

If you have never been to Cape Ann before-- you don't know what you are missing! If you have been here you most likely can't wait to return. This area is magical! It's a jewel : white sandy beaches as well as areas of rocky coastline. Theater, great restaurants, whale watching, deep sea fishing, art galleries, museums, kayaking, biking, hiking and so much more.

An hour or less to Salem Ma., Kittery Maine factory outlet stores, fall foliage, Logan Airport, and antiquing in Essex, Ipswich or Rowley to name a few! If you want to explore-- there's plenty of it to do! If being 'still' is what you need, we are offering you a beautiful waterfront apartment for 2 that we call 'Sleepy Hallow'. Furnished with a queen sized bed and queen sized pull out couch, we are confident you will be comfortable. New linens, rugs, bed pillows and drapes as well. You will absolutely love staying here over-looking the Annisquam River and the back side of Wingaersheek Beach. We provide towels, umbrella, and chairs for your use at the beach.

Your private deck offers a brand new gas grill, comfy teak cushioned deck chairs with side table, flowers, umbrella and the most fabulous view of sunsets you can imagine.

Inside we have flat screen HDTV, DVD, JVC CD player with radio, internet access and washer drier on site. Games, books and Cape Ann Info for your enjoyment.

Our full kitchen has all you could need including everything to cook a lobster dinner!

At low tide you can walk down onto the hard packed sand through a right of way and spend hours swimming, walking, reading, boat-watching and more. At high tide you can launch your kayak off of another right of way that are both completely visible from your deck. The apartment is on the second floor of our home where we reside year-round. We are 2 adult females living with 2 elderly dogs ages 16 and15. One of us has lived in Gloucester since birth and we have owned and operated a number of local businesses over the years. We are very familiar with the hospitality industry and are confident we can help make your stay memorable. This is our third year renting for vacationers as we have previously had full time tenants. Winter rentals are also available. We are especially eager to give you our best. We look forward to your call. Paula Parsons and Debra Callahan

More Details
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters
  • non smoking only
  • not suitable for children
  • pets not allowed
  • wheelchair inaccessible
Deb Callahan or Paula Parsons (Owner)
Member since: 2013
Call Owner
Speaks: english

About Deb Callahan or Paula Parsons

This house was acquired by my father through marriage in 1965. He adored this location!! We acquired it in 1999 and built the upstairs apartment for him. After his passing we decided to redo the entire space again for the purpose we now offer. We absolutely love it as much as he did and never take it for granted!


based on 25 traveler reviews

Waterfront Apartment For 2 Over Looking The Annisquam River
average rating of 4.92 based on 25 reviews
Gloucester, ma usa

Birder's paradise

  • 5 of 5

Paula and Deb, your warm hostesses, should have called this "the Crow's Nest". Reminiscent of that balcony high up on a mast, the lovely deck overlooks the beautiful river vista below. We saw 21 species of birds out over the water and the property, including osprey and a small falcon, shorebirds, and a kingfisher catching his lunch. Bald eagles have been known to land on the snag out front . And I almost forgot the hens out back!

The apartment itself is cozy, immaculate, and has everything you need for cooking in, and your personal comfort. Deb and Paula thought of everything. You could relax here, or be down at the harbor for the restaurants and beaches in minutes. We love Sleepy Hollow and you will, too.

Matt and Caroline

  • Submitted: Apr 26, 2016
  • Stayed: Apr 2016
  • Source: VRBO, from HomeAway
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Fabulous Getaway!

  • 5 of 5

Our vacation week was outstanding! The accommodations were very comfortable, with everything we needed right at our fingertips. The deck was wonderful...beautiful sunsets, morning coffee, 5 o'clock beverage, and just enjoying a relaxing morning or afternoon. Deb and Paula are perfect hostesses; they provided lots of suggestions of things to do, restaurants, directions, and good conversation. We recommend Sleepy Hollow to anyone looking to explore Gloucester, Rockport, and surrounding towns in Cape Ann!

  • Submitted: Aug 8, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
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Rochester, New York

Perfect Place to Stay!

  • 5 of 5

My daughter and I recently returned from a wonderful stay at Sleepy Hollow. We have vacationed in Gloucester for the past 15 summers and this was by far the best place we've ever stayed. Paula and Deb take meticulous care of their home and property and give great suggestions as to what restaurants to visit and sights to see. Our accommodations were spotless and very comfortable. As many other reviews state, the view is spectacular! We enjoyed it more than overlooking the ocean. It is conveniently located; close to the harbor and the "T" station, for those of you who would want to go into Boston. We have already planned our trip for next summer!

  • Submitted: Aug 4, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
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Concord, NH USA

Beautiful views from deck of tidal river, egrets,

  • 5 of 5

The place was clean lovely inside, had everything needed, and the views were real! Perfect location to explore with kayaks with discovery adventures, and get to Halibut state park quarries Rockland , and all around Gloucester. Quiet viewing and very relaxing there at the rental.

  • Submitted: Aug 1, 2015
  • Stayed: Jul 2015
  • Source: HomeAway
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Beautiful views, of Annisquam river & Ipswich Bay

  • 5 of 5

Beautiful spot, gorgeous views and sunsets. Centrally located. Easy access to Rt. 128. Very nice and knowledgeable owners. Will certainly return to this property on our next trip to Cape Ann.

  • Submitted: Jul 11, 2015
  • Stayed: Jun 2015
  • Source: VRBO, from HomeAway
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Tranquility Base...

  • 5 of 5

Sightseeing around Gloucester? Business meetings in Boston? Frazzled? Unwind here - overlooking the tranquil sights and sounds of the slow paced Annisquam.

We did some sight seeing and whale watching - with all the traffic and tourists. By the end of each day we were looking forward to that - just right for two - beautiful, clean apartment and that deck to the river and stars.

See pictures on my site - which is my name - RayCulver

Plus - The folks running the show - Deb and Paula (and their chickens) are friendly, hospitable - and there if you need directions (or an egg)!

  • Submitted: Jul 8, 2015
  • Stayed: May 2015
  • Source: VRBO, from HomeAway
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Halibut Point State Park
"Breathtaking views! "
Rocky Neck
" One of America's oldest working Art Colonies!"
Good Harbor Beach
"One of the top 10 best beaches in the country!"
Gloucester Stage Company
"Started in the early 80's by the well known Israel Horowitz."
Nearest Airport
20 Miles
Boston, Ma.
Nearest Barpub
1.5 Miles
Nearest Golf
2.5 Miles
Bass Rocks Country Club
Nearest Train
1.5 Miles
Nearest Motorway
0.5 Miles
Nearest Restaurant
1 Miles
Nearest Beach
2 Miles
Plum Cove
Car: necessary

Whale watching while you are in Gloucester is always a must! There a several different places to choose from. There is nothing more beautiful than seeing a whale up close. Deep sea fishing is always fun...Home of 'Wicked Tuna'.


Rates & Availability

Gloucester and Annisquam Apartment Rental Rates

Rental Basis:
per property
Owner accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly * Event
Apr 30 2016 - Jun 17 2016
2 night minimum stay
Jun 18 2016 - Sep 9 2016
7 night minimum stay
Sep 10 2016 - Oct 31 2016
2 night minimum stay
My Standard Rate
2 night minimum stay

Additional information about rental rates

A $250 security/damage deposit by cash or check is required within 7 days of booking your reservation and is refunded within 5 days of your departure after inspection of the premises. Check in time is 3pm on Saturday and check out time is 11am Saturday. Second half of June, July and August we prefer full week rentals. ***Anything less than a full week will be $195 per night.***

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Massachusetts Apartment Accommodation and Amenities

Property Type:
  • apartment
  • floor 2
  • Guests provide their own meals
Floor Area:
  • 700 sq. ft.
  • 1 story
Location Type:
  • Waterfront ...
  • Adventure
  • Away From It All
  • Romantic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Telephone ...
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils ...
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 2 people
  • 1 Bathroom
  • Bathroom 1 - toilet , shower
  • Large shower with built in seat. More closet space to hang clothes.
  • 1 Bedroom, Sleeps 2
  • Bedroom 1 - 1 queen
  • Queen size bed over looking deck to the river. Large free standing closet and bureau.
  • Books
  • DVD Player
  • Games
  • Satellite / Cable ...
  • Stereo
  • Television
  • Video Library
  • Bicycles ...
  • Deck / Patio
  • Kayak / Canoe ...
  • Outdoor Grill
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters ...
  • non smoking only
  • not suitable for children
  • pets not allowed
  • wheelchair inaccessible
  • churches
  • cinemas
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • paddle boating
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • sledding
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • pier fishing
  • roller blading
  • sailing
  • snorkeling
  • swimming
  • tennis
  • water skiing
  • wind-surfing

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