Skip to Main Content.
List your propertySupportTrips
Member discount illustration

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Sign in
Learn about Expedia Rewards
Feedback
Entire condo·Private host

Penthouse Two Master Waterfront Suite with Rooftop

Photo gallery for Penthouse Two Master Waterfront Suite with Rooftop

Property grounds
Exterior
Interior
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Located on Portland's working waterfront, this back-to-front top-floor penthouse suite offers modern amenities and a rooftop deck with 360-degree views of the harbor and city. With a spacious kitchen, gas-fired stove in the living room, washer/dryer in unit, Wi-Fi, satellite TV and individual heating and air conditioning.

Reviews

10 out of 10
Exceptional

Entire apartment

2 bedrooms3 bathroomsSleeps 4149 sq m

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Parking available
  • Air conditioning
  • Outdoor space
The current price is €1,375
includes taxes & fees
28 Sept - 29 Sept

Add dates for prices

About this property

Entire place

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

Penthouse Two Master Waterfront Suite with Rooftop

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.

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.


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.

Property amenities

Internet

  • Available in the condo: WiFi

Parking and transport

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub
  • Hair dryer
  • Heated bathroom floor

Living spaces

  • Dining table

Entertainment

  • Stereo
  • TV with satellite channels

Outdoor areas

  • Balcony
  • Rooftop terrace

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • On the waterfront

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 and check-out are 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

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

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
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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

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
391393
Henry Penthouse Suite Amazing Views Waterfront Heart

About the area

Located on the waterfront, this condo is in Downtown Portland, a neighbourhood in Portland. Shoppers can check out Maine Mall, while everyone can enjoy the natural beauty of Thompson's Point and Old Orchard Beach. Maine Narrow Gauge Railroad Company and Museum and Portland Observatory are also worth visiting.
Visit our Portland travel guideOpens in a new window
View more Apartments in PortlandOpens in a new window
Map
Portland, ME

What's nearby

  • Casco Bay Lines Ferry Terminal - 3 min walk - 0.3 km
  • Merrill Auditorium - 8 min walk - 0.7 km
  • Cross Insurance Arena - 8 min walk - 0.7 km
  • Portland Museum of Art - 13 min walk - 1.1 km
  • State Theatre - 15 min walk - 1.3 km

Getting around

  • Portland Transportation Center - 9 min drive
  • Portland, ME (PWM-Portland Intl. Jetport) - 18 min drive

Restaurants

  • ‪DiMillo's On the Water - ‬3 min walk
  • ‪The Porthole - ‬2 min walk
  • ‪Standard Baking Co. - ‬3 min walk
  • ‪Gilbert's Chowder House - ‬2 min walk
  • ‪Harbor Fish Market - ‬2 min walk

Frequently asked questions

Is Penthouse Two Master Waterfront Suite with Rooftop pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Penthouse Two Master Waterfront Suite with Rooftop?

As of 10 Sept 2025, prices found for a 1-night stay for 2 adults at Penthouse Two Master Waterfront Suite with Rooftop on 28 Sept 2025 start from €1,374.97, 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.

What time is check-in at Penthouse Two Master Waterfront Suite with Rooftop?

Check-in begins at 4:00 PM.

What time is check-out at Penthouse Two Master Waterfront Suite with Rooftop?

Checkout is at 11:00 AM.

Where is Penthouse Two Master Waterfront Suite with Rooftop located?

Located in Downtown Portland, this condo building is steps away from Casco Bay and Fore Street Gallery. Casco Bay Lines Ferry Terminal and Merrill Auditorium are also within 10 minutes.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

Penthouse Two Master Waterfront Suite with Rooftop Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 244 out of 250 reviews
Rating 8 - Good. 6 out of 250 reviews
Rating 6 - Okay. 0 out of 250 reviews
Rating 4 - Poor. 0 out of 250 reviews
Rating 2 - Terrible. 0 out of 250 reviews

Reviews

10/10 Excellent

jeanette b.

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

Would Stay Again

Excellent lodging and location, Would absolutely stay again.
Stayed 3 nights in May 2025

10/10 Excellent

Catherine P.

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

Family and friends fun

Enjoyed our 2nd stay..great location
Stayed 3 nights in Mar 2025

10/10 Excellent

Frank F.

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

Maritime

We stay here twice a year, in the spring and fall. Highlights are the farmers market, fish market, restaurants and hiking. We also love to just sit in the living room and watch the boats.
Stayed 3 nights in May 2025

10/10 Excellent

Jack L.

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

Perfect Location!

We absolutely loved staying here. It is a modern, beautiful, centrally located place. The windows are fantastic-the showers were amazing. Walking to and from shops and local eateries was easy. The parking was beyond easy! We highly suggest this location!
Stayed 2 nights in Mar 2025

10/10 Excellent

Mindy B.

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

Great stay

Great property with an amazing view and location.
Stayed 7 nights in Nov 2024

10/10 Excellent

Jarrett W.

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

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

Megan R.

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

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

Cheryl F.

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

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

Nick

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

Old Port

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

10/10 Excellent

Kimberly K.

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

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

Ryan M.

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

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

Marcy F.

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

Just like the pictures

Beautiful, comfortable, centrally located!
Stayed 2 nights in Nov 2024

10/10 Excellent

Dan B.

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

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

Stephanie H.

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

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

Jason G.

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

Excellent Location, Lots of Natural Light

Great Location, property as described, would stay here again.
Stayed 3 nights in Mar 2024

10/10 Excellent

Carolyn S.

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

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

jeb g.

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

wonderful spot

perfect spot for us to stay for a few days. location is excellent and host is a terrific communicator
Stayed 2 nights in Feb 2024

10/10 Excellent

Doug E.

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

Portland condo

Best of the best. Beautuful views
Stayed 2 nights in Oct 2024

10/10 Excellent

Frank F.

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

Outdoors and food.

Outstanding!!
Stayed 11 nights in Sep 2024

10/10 Excellent

John R., Blue Mountain Beach, Walton County

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

Great property and location.

We had a great stay in Portland at this property. It was a great condo in the perfect location!
Stayed 14 nights in Jul 2023

10/10 Excellent

Maxi92012Mike S.

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

Great place to stay. Great location

Great experience
Stayed 5 nights in Jun 2022

10/10 Excellent

Katharine O.

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

Great location and view!

Had a great stay at the Henry. Property is in a prime location with a great view. Was perfect for a couples weekend away!
Stayed 2 nights in Nov 2023

10/10 Excellent

Kristen E.

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

Great place right in the heart of Old Port

Wonderful condo with updated amenities, close to amazing bars and restaurants. Very safe and secure.
Stayed 3 nights in May 2024

10/10 Excellent

Abby M.

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

Portland stay

Great property and location!
Stayed 2 nights in Jan 2023

10/10 Excellent

Barbara K.

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

Fantastic stay

This was the perfect location for our quick Portland getaway. The apartment is in the middle of all the shopping and restaurants and has stunning views for when you just want to relax. We’re already talking about booking our next stay!
Stayed 2 nights in Feb 2024