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Entire condo·Private host

“Henry” Penthouse Suite: Waterfront, in the heart of the Old Port, Parking!

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Interior
Fridge, microwave, oven, stovetop
2 bedrooms, iron/ironing board, travel cot, WiFi
Property grounds
Smart TV, stereo

Reviews

10 out of 10
Exceptional

Entire condo

2 bedrooms3 bathroomsSleeps 4149 sq m

Popular amenities

  • Washer
  • Air conditioning
  • Kitchen
  • Dryer
  • Outdoor space

Explore the area

Map
Portland, ME
  • Merrill Auditorium
    ‪8 min walk‬
  • Cross Insurance Arena
    ‪8 min walk‬
  • State Theatre
    ‪14 min walk‬
  • Portland, ME (PWM-Portland Intl. Jetport)
    ‪19 min drive‬

Room options

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

“Henry” Penthouse Suite: Waterfront, in the heart of the Old Port, Parking!

2023 City of Portland Registration #20185280-ST
Back-to-front top-floor penthouse suite with modern amenities, exposed beams and brick, whitewashed poplar walls. Rooftop deck with 360 degree views of harbor and city. A monthly parking for one car is provided for the lot next door.

Separate master suites, each with custom shower, hand wand, and one with soaking tub. Very desirable exposed brick and vaulted ceilings with skylights in each suite. Black out curtains and skylight shades in bedrooms.

Spacious, modern kitchen with white shaker cabinets, wine cooler, stainless appliances including gas cooktop, pots and pans, bowls, wine glasses, cutting board, dishware, 12-cup auto drip coffee maker. granite-top island and bar stools. Dining table next to kitchen and living area in open concept space.

Gas-fired Jotul stove and floor-to-ceiling windows in living room.

Washer/dryer in unit. Individual heating and air conditioning. Easy elevator access.

Wi-Fi, satellite TV, built-in speakers with stereo system, closet and pantry space, linens, bedding, pillows, paper products, hair dryer, shower essentials, iron and board.

Very safe and secure. Two security cameras in common hallway by elevator and one security camera at back common exit stairwell. Parking pass for one car included for the lot next door. Leave your car and walk everywhere.

On Portland's working waterfront, overlooking the very popular Dimillo's Marina. Watch the yachts come and go and stop at the famous Dimillo's floating restaurant for dinner or a drink. Located in the heart of the Old Port on the working waterfront, this is Portland, Maine at its core. See a mix of lobster boats and fisherman as well as busy professionals.

Perfect for:
*Retirees looking for comfort and ease
*Couples interested in relaxing when not exploring the city by foot

Must see spots nearby:
*Harbor Fish: the go-to spot for just-caught fish
*Casco Bay Ferry: visit the islands
*J's Oyster: classic cocktails, seafood, and an unbeatable mix of locals and tourists alike
*The Holy Donut: Maine potato donuts
*Exchange Street: shopping
*Novare Res Bier Bar: large selection of craft brews

Whole Foods, Trader Joe's, and Hannaford within a 1 mile drive.
Our customers tell us they can't get enough of this condo's great location. During your stay, you're just a quick walk from Casco Bay. A rooftop terrace is available. The condo includes amenities such as a kitchen and a washer/dryer.
  • Air-conditioned condo with kitchen, washer/dryer, and 2.5 bathrooms
  • Amenities include an elevator and a rooftop deck
  • 5 minutes by car from Thompson's Point and 9 minutes from Maine Mall
This condo offers its guests a rooftop terrace and an elevator. The front desk is open around the clock.

This Portland condo is smoke free.

Property manager

Scott Lindsay

Languages

English

Property amenities

Internet

  • Available in the condo: WiFi

Parking and transport

  • Car not required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub
  • Hair dryer
  • Heated bathroom floor
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Wood stove

Entertainment

  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Rooftop terrace

Laundry

  • Laundromat nearby
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Lift
  • Smoke-free property
  • Note from host: Strict.

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Optional golf privileges
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Ice skating nearby
  • Sailing nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water tubing nearby
  • Whale watching nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Unit size: 1,600 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 30

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • No pets allowed
  • Note from host: Strict.

Children and extra beds

  • Children are welcome.
  • Note from host: Children must be supervised. See House Rules.

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
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 and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Property is also known as

Henry Penthouse Suite Amazing Views Waterfront Heart Condo
Henry Penthouse Suite Amazing Views Waterfront Heart Old Port
Henry Penthouse Suite Amazing Views Waterfront Heart
Henry Penthouse Suite Amazing Views Waterfront Heart Condo
Henry Penthouse Suite Amazing Views Waterfront Heart Old Port
Henry Penthouse Suite Amazing Views Waterfront Heart Condo
Henry Penthouse Suite Amazing Views Waterfront Heart Old Port
Henry Penthouse Suite Amazing Views Waterfront Heart

“Henry” Penthouse Suite: Waterfront, in the heart of the Old Port, Parking! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 233 out of 238 reviews
Rating 8 - Good. 5 out of 238 reviews
Rating 6 - Okay. 0 out of 238 reviews
Rating 4 - Poor. 0 out of 238 reviews
Rating 2 - Terrible. 0 out of 238 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Jarrett W.

Liked: Cleanliness
Beautiful Condo Amazing Location
This property was wonderful and met all of our needs. The home is very clean and had everything needed for our stay. The location and views were amazing!!! Highly recommended and we'll definitely be staying here again. Thank you!!
Stayed 3 nights in Feb 2025

10/10 Excellent

Cheryl F.

Liked: Cleanliness
Friends winter vacation!
The Henry penthouse was such a great place. Location and views were amazing! From the minute we arrived everything was smooth and described perfectly. Wish we would have booked more nights, we will definitely be back! Thank you Scott & Liz
Stayed 3 nights in Feb 2025

10/10 Excellent

Mallory S.

Liked: Cleanliness
Worth every penny!
Booked this for a winter getaway and my husband and I were impressed from the start. Not only was the communication crystal clear with the hosts, the property was immaculate. The apartment itself was well furnished, and the view is stellar. We took full advantage of the kitchen, and didn’t lack for a thing— including an oyster shucker. The cherry on top was the parking, which was such a great amenity and convenience.
Stayed 4 nights in Feb 2025

10/10 Excellent

Kathleen G., Asheville

Liked: Cleanliness
A Memorable Stay at Henry's Penthouse in Portland
We had a fantastic stay, and it was a great pleasure to make this charming place our home while visiting our newborn granddaughter, daughter-in-law, and son. The penthouse apartment is beautiful and has everything you could wish for. The bathroom and bedroom were terrific, and the cooking appliances and equipment made settling in a breeze.Moreover, the apartment's location is a traveler's dream, allowing for convenient foot exploration of downtown Portland. The neighborhood is safe, the view is breathtaking, and the parking is designed for easy access to the unit.The check-in process was a breeze, with easy access points from the back and front doors. The apartment is surrounded by various amenities, including shopping outlets, bars, and restaurants, all within a short walk. Our personal favorites, Harbor Fish and Jay's Oysters were just a few steps away.We are immensely grateful to the owners for their warm hospitality and for making our stay memorable. We wholeheartedly recommend Henry's Penthouse to anyone looking for a comfortable and enjoyable stay in Portland.
Stayed 5 nights in Jan 2025

10/10 Excellent

Megan R.

Liked: Cleanliness
Gorgeous view, cosy comfort
We loved our stay. The apt is equipped with everything you need and so cozy with the fireplace and sun streaming in the windows.
Stayed 3 nights in Jan 2025

10/10 Excellent

Ryan M.

Liked: Cleanliness
Everything you need & more - plus the VIEW !
Location is first and foremost the best part, close to everything in the heart of Old Port. Views are incredible and has every amenity you could ask for. Property managers communication was a amazing and the building is super secure with multiple coded entries. Will stay again for our next trip back!
Stayed 3 nights in Jan 2025

10/10 Excellent

Nick

Liked: Cleanliness
Old Port
Great property in the heart of the Old Port.
Stayed 3 nights in Dec 2024

10/10 Excellent

Michaela S., Cambridge, MA

Liked: Cleanliness
Henry Penthouse
Great location and wonderful harbor views! Walkable to restaurants, shops, and nearby Harbor Fish Market. Kitchen was well equipped. Communication with host was easy.
Stayed 2 nights in Dec 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness
This is the 1
If you’re debating where to stay in the Old Port, this is the place. Lovely unit with an amazing view and excellent location. It is even better than in the photos.
Stayed 4 nights in Dec 2024

8/10 Good

Rebeccah S.

Liked: Cleanliness
Another Gorgeous Portland Weekend
This is our fourth visit to one of Scott & Karen’s Portland penthouse properties—and as always, it was excellent. The apartment is in a fantastic area to explore everything Portland has to offer, and offers a lovely respite to return to after a busy day. This was the first year we had a little hiccup—the internet wasn’t working properly our first night, and required several calls to Scott’s property manager, as well as the cable company to get things sorted out. I was able to connect with Scott after the trip and give my feedback about the cable issues and slow communication from property management.
Stayed 2 nights in Dec 2024

10/10 Excellent

Mindy B.

Liked: Cleanliness
Great stay
Great property with an amazing view and location.
Stayed 7 nights in Nov 2024

10/10 Excellent

Carolyn S.

Liked: Cleanliness
Perfect
Excellent location, amenities, views... no detail was overlooked by the hosts. We had a lovely time.
Stayed 3 nights in Nov 2024

10/10 Excellent

Cindy H.

Liked: Cleanliness
Spectacular Penthouse in Portland!
What a beautiful property that has everything needed for a great stay in Portland. We were celebrating with our daughter and husband and this was just perfect. We walked to all types of amazing restaurants and took day trips out of town for additional activities. The small deck and rooftop patio are easy to access and a great place to sit and enjoy the day. We’re coming back as quickly as we can!
Stayed 5 nights in Nov 2024

10/10 Excellent

Marcy F.

Liked: Cleanliness
Just like the pictures
Beautiful, comfortable, centrally located!
Stayed 2 nights in Nov 2024

10/10 Excellent

Klose F.

Liked: Cleanliness
A+ View and Location
This modern apartment has stunning almost 180 degree views of the harbor. It is in an ideal location to walk to many highly rated restaurants and to take advantage of tourist activities. The beds were very comfortable and the showers and tub were luxurious. The unit lacks a few minor amenities like tissues but that certainly didn't affect our five star rating.
Stayed 4 nights in Oct 2024

10/10 Excellent

Doug E.

Liked: Cleanliness
Portland condo
Best of the best. Beautuful views
Stayed 2 nights in Oct 2024

10/10 Excellent

SR 7/28-8/1Barney N., Portland, OR

Liked: Cleanliness
New England tour
Super clean and in great location. Would have loved to use rooftop deck but weather didn’t cooperate. Modern design and well outfitted.
Stayed 2 nights in Oct 2024

10/10 Excellent

Emily M.

Liked: Cleanliness
Perfection
We absolutely loved staying here! The property was beautiful and spacious, views were stunning, and location was perfect! We hope to stay here again!
Stayed 2 nights in Oct 2024

10/10 Excellent

marcia p.

Liked: Cleanliness
Great Views!
Fantastic. Will be back!
Stayed 3 nights in Sep 2024

10/10 Excellent

Dan B.

Liked: Cleanliness
Awesome place and location
Perfect location looking over the harbor and watching the sunrise each morning from the deck. This condo had everything we needed to enjoy our stay in Portland.
Stayed 5 nights in Sep 2024

10/10 Excellent

Frank F., Norfolk

Liked: Cleanliness
Outdoors and food.
Outstanding!!
Stayed 11 nights in Sep 2024

10/10 Excellent

Kimberly K., Liberty, TX

Liked: Cleanliness
Excellent location and views!
This beautiful property is surrounded by all of the best restaurants and you can’t beat the georgeous port views!
Stayed 5 nights in Aug 2024

10/10 Excellent

Stephanie H.

Liked: Cleanliness
Beautiful Apartment with Awesome View
Loved this property! The location was amazing and the view was great. Made our trip so much easier to stay here!
Stayed 3 nights in Aug 2024

10/10 Excellent

Kristi C.

Liked: Cleanliness
Stayed 3 nights in Mar 2024

10/10 Excellent

Diane P.

Liked: Cleanliness
Portland Panaroma
We thoroughly enjoyed our stay at this lovely condo. The location was absolutely amazing. We could walk to everything - dining, shopping, attractions and The Holy Donut! (don't miss it!!) Everything we needed was provided and we would love to stay in the unit again if our travels take us back to Portland.
Stayed 4 nights in Jul 2024