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Hilltop Harborview Tucked in a Private Enclave Just 2 Blocks above Town, Hot-tub

Photo gallery for Hilltop Harborview Tucked in a Private Enclave Just 2 Blocks above Town, Hot-tub

Exterior
Interior
Living area
The cozy space with vast 4 season views of nature, greenery, boats and sunsets!
Property grounds

Reviews

9.8 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 8

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Port Jefferson, NY
  • Place, Harborfront Park
    ‪3 min walk‬
  • Place, Port Jefferson
    ‪8 min walk‬
  • Place, St. Charles Hospital
    ‪9 min walk‬
  • Airport, Islip, NY (ISP-MacArthur)
    ‪28 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 1

Soap · Towels provided · Shower only · Shampoo

Bathroom 2

Towels provided · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Garden

About this property

Hilltop Harborview Tucked in a Private Enclave Just 2 Blocks above Town, Hot-tub

This water-view cottage is tucked above Port Jefferson Harbor in a premiere enclave and noted bird sanctuary. Watch calming sunsets over the harbor from the sunroom, patio or the brand new 5 person hot-tub spa. We also offer a 3rd bedroom for larger groups. Footsteps from downtown! This property has it all.

The cottage on a private acre is spacious offering a full working kitchen, washer and dryer and 2nd bathroom. You will feel at home the moment you enter! Dogs are allowed w/notice. $65 weekly/visit fee.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Hot Tub
Kitchen
Washer
Dryer
Pet friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: limit 2 total
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
CHECK OUT- 11 AM 1. Please leave all used towels in hamper in kitchen. 2. Please leave the sink free of dishes. 3. Garbage should be deposited in receptacles located in driveway.
4. Double check that you have collected all of your belongings. 5. If something should break or malfunction during your stay, please alert co-host so that we may address it promptly.
6. If you move furniture around please put it back. 7. Our neighborhood is very quiet. Please be mindful of that throughout your stay.
Failure to complete these may result in a negative review from the host.

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the neighborhood

Port Jefferson

Port Jefferson is home to this vacation home. Mather House Museum and Stony Brook Grist Mill are local landmarks, and some of the area's attractions include Maritime Explorium and Country Fair Entertainment Park. BounceU Smithtown and Tesla Science Center at Wardenclyffe are also worth visiting.
View more Vacation Homes in Port JeffersonOpens in a new window
Map
Port Jefferson, NY

What's nearby

  • Harborfront Park - 3 min walk - 0.3 km
  • Maritime Explorium - 5 min walk - 0.5 km
  • Mather House Museum - 8 min walk - 0.7 km
  • Port Jefferson - 8 min walk - 0.7 km
  • St. Charles Hospital - 9 min walk - 0.8 km

Getting around

  • Port Jefferson Station - 4 min drive
  • MacArthur Airport (ISP) - 25 min drive

Restaurants

  • ‪Danfords Hotel & Marina - ‬12 min walk
  • ‪Billie's 1890 Saloon - ‬15 min walk
  • ‪The Whiskey Barrel - ‬15 min walk
  • ‪PJ Lobster House - ‬16 min walk
  • ‪Southdown Coffee - ‬19 min walk

Frequently asked questions

Is Hilltop Harborview Tucked in a Private Enclave Just 2 Blocks above Town, Hot-tub pet-friendly?

Yes, this property allows pets (limit 2 total).

How much does it cost to stay at Hilltop Harborview Tucked in a Private Enclave Just 2 Blocks above Town, Hot-tub?

As of Apr 26, 2026, prices found for a 1-night stay for 2 adults at Hilltop Harborview Tucked in a Private Enclave Just 2 Blocks above Town, Hot-tub on Apr 27, 2026 start from $694, 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?

Onsite parking is available at the property.

What time is check-in at Hilltop Harborview Tucked in a Private Enclave Just 2 Blocks above Town, Hot-tub?

Check-in begins at 4:00 PM.

What time is check-out at Hilltop Harborview Tucked in a Private Enclave Just 2 Blocks above Town, Hot-tub?

Check-out is at 11:00 AM.

Where is Hilltop Harborview Tucked in a Private Enclave Just 2 Blocks above Town, Hot-tub located?

Situated in Port Jefferson, this vacation home is within a 15-minute walk of Maritime Explorium, St. Charles Hospital, and Harborfront Park. Mather House Museum and Port Jefferson are also within 15 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 13 out of 16 reviews
Rating 8 - Good. 3 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

9.8/10

Cleanliness

10/10

Check-in

9.6/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mary R.

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

Wonderful stay - great property and location and terrific hosts

Spent a long weekend with family at the house and enjoyed each others company - such a nice location and the house is great for hanging out.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Marne M.

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

Perfect!

Everything was great with our stay for a family wedding!
Stayed 2 nights in Sep 2024
Verified

10/10 Excellent

rachel d.

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

nice getaway in Port Jefferson

Quaint and comfortable getaway in Port Jefferson. Note--only 1 full bath.
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Guy G.

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

Convenient, relaxing and charming

Quiet and secluded yet within walking distance to downtown Port Jefferson. The sunset view was amazing from the rear deck area.
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Kelly M.

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

Great location, cute, charming house

We really enjoyed our stay. The house was ready when we arrived and had most of the things we needed for our stay. The beds were comfortable and there was plenty of room for our family when they can to say hi. We will definitely be back again!
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Faye K.

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

Red house on the hill

Excellent & well stocked.
Stayed 4 nights in Oct 2023
Verified

8/10 Good

Danielle B.

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

Family wedding weekend

Exactly what we needed for our weekend.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Marie E.

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

Hilltop Getaway

Lovely updated vintage home. Quiet wooded setting but very convenient to Port Jefferson. Comfortable spacious rooms. Dog friendly. Hot tub bonus!
Stayed 14 nights in Jul 2023
Verified

10/10 Excellent

Robert C Q.

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

Port Jeff Cttage

Beautiful , serene, peaceful. Close to town.
Stayed 5 nights in May 2024
Verified

10/10 Excellent

Lori B.

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

Wonderful cozy cottage

Great place to unwind and reconnect with our group of friends. The neighborhood is quiet and Port Jeff is charming. We particularly enjoyed the outdoor spaces for relaxing evenings. The kitchen was adequate for cooking and the beds were comfortable for all six in our group. The hosts were very accommodating and we appreciated this quaint cottage.
Stayed 4 nights in Aug 2023
Verified

8/10 Good

Steve U.

Liked: Cleanliness, check-in, communication, location

Port Jeff Stay

Property could use some work. It is a lot older than it appears in the listing. Landscape was overgrown. Location was great and the neighborhood was very nice.
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Meredith A.

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

Graduation

Thanks so much!
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Laurie O.

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

Great stay for Stony Brook Graduation

We were looking for a place to share with family while attending our daughter’s medical school convocation. Jennifer and Keith’s place is perfect! We could walk down the path to the middle of Port Jeff, and had plenty of room to spread out in the house. Outdoor space is also a plus. The stairs are steep and narrow, but with bedrooms on both floors it was fine for our aging parents to stay downstairs while we went up. We all had comfortable accommodations, and the kitchen had everything we needed too. Highly recommend!
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Carin R.

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

Relaxing

We were impressed with the old home and modern feel! Loved how the host made us feel welcomed! Just the little touchs like fresh flowers from the garden, donuts and milk for our enjoyment. We thought it was a great layout for us, I had one room and my friend had her own room on the otherside of the house, which gave us privacy, but yet we had the common areas. Quite safe neighborhood, saw a bearded wild turkey, birds frolicking and great refreshing walks in the morning! Would return!!!
Stayed 2 nights in May 2023
Verified

10/10 Excellent

Colette W.

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

Endless enjoyment on the Hilltop

Tranquil, peaceful and pure happiness on the hilltop. From the moment we arrived, the relaxation began. This house is the perfect fit for our family and Keith’s hospitality made us feel welcome and comfortable. With an inviting space complete with cozy bedrooms, a beautiful living room with fireplace and all the amenities of your home away from home (and even more!) We enjoyed walking and hiking around the area, seeing the beautiful deer graze in the yard as the sun rose and enjoyed the peace and quiet for our family retreat. Just down the road, you can enjoy a variety of activities and delicious restaurants to indulge in. Keith helped us find the best places to enjoy the local fare and there were so many options. There is something for everyone and we cannot wait to come back and visit the perfect red house on the hilltop again.
Stayed 2 nights in Feb 2023
Verified

8/10 Good

michele a.

Liked: Cleanliness, check-in, location
Disliked: Communication

Cozy accommodations

Hilltop Harborview is a cosy place to stay when in Port Jefferson. The bedrooms are spacious and the beds are comfortable. The kitchen is well equipped. So I would say the accommodations are nice. However the listing is confusing. It listed as a 3 bedroom 3 bathroom and there were only 2 bathrooms and one had no shower only a tub that we were told not to use. So it was a 1 1/2 bath. We were in the area to attend a family wedding and made the bathroom situation work for the 4 of us trying to get ready, but that may be an issue if you have more in your party I left a message for the owner to question where the 3rd bathroom was and they never returned the call. When we were leaving at checkout there was a woman in a car in the driveway on her cell and didn’t even make contact with us. That left me with an unwelcomed feeling.
Stayed 2 nights in Oct 2024

About the host

Hosted by Keith Pennetti

Host profile image
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