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
1010 out of 10
Exceptional
Entire apartment
2 bedrooms3 bathroomsSleeps 41600 sq ft
Popular amenities
Kitchen
Washer
Dryer
Air conditioning
Outdoor Space
Parking available
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 #20182242-ST
Stunning penthouse suite with exposed beams, brick accents, and whitewashed poplar walls. Enjoy harbor views from the rooftop deck. Two private master suites feature custom tile showers, one with a soaking tub. The spacious kitchen offers granite countertops and modern appliances. Relax by the gas-fired stove in the inviting living room. In-unit washer/dryer and elevator access included. Please note: no animals permitted due to owner's health.
Completely renovated guest suites within a charming 1850s warehouse on Portland's historic working waterfront, offering stunning views of the renowned Dimillo's Marina. Watch yachts glide by or enjoy dinner at a number of award winning restaurants within walking distance.
The spacious, modern kitchen is outfitted with sleek white shaker cabinets, stainless steel appliances, a wine cooler, cookware, glassware, cutting board, and a 12-cup coffee maker, complemented by a granite-topped island and bar stools. An open-concept dining area flows seamlessly into the living space, creating an inviting atmosphere.
Exposed brick walls and vaulted ceilings with skylights add an abundance of character to the guest suites.
Amenities include Wi-Fi, RokuTV, built-in speakers with a stereo system, ample closet and pantry space, linens, bedding, towels, hair dryer, shower essentials, and an iron and board.
Enjoy a private deck from your living room and semi-private rooftop deck, while floor-to-ceiling windows in the living room provide panoramic views of the waterfront at every hour.
The entire two-bedroom, two-and-a-half-bath unit is yours to enjoy during your Portland stay. The rooftop, shared with just one other unit, features a private seating area reserved exclusively for you, ensuring a peaceful retreat.
I am available throughout your entire stay to answer any questions you have. I typically respond within 30 minutes or less.
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.
We provide you with one monthly parking pass that allows 24/7 vehicle storage for one car. This same lot offers 24/7 parking for a second vehicle (on your own) for roughly $40/day.
If traveling with more than 4 people, please inquire about our sister suite on the same floor. HOUSE RULES:
Below please find the House Rules. We want you to have an enjoyable stay with us and appreciate your adherence to the Rules. Any violation of the House Rules may result in forfeiture of your Security Deposit.
CHECK IN / CHECK OUT TIMES: Check in time is any time after 4:00 PM. Check out time is 11:00 AM. We ask that you kindly respect check out time as cleaning staff will arrive to clean the apartment for our next guests.
NUMBER OF GUESTS: The maximum occupancy for this apartment is 4 and may not be exceeded without specific permission from the owner.
MINIMUM AGE TO BOOK: 30
NO PETS: There are no pets of any kind allowed in the apartment.
NO SMOKING: There is no smoking of any kind allowed in the apartment. This includes, but is not limited to, cigarettes, e-cigarettes, cigars, pipes, and vape devices. You may not smoke in the apartment, on the private deck, nor anywhere in the entire building. If you wish to smoke, you need to take the elevator to the ground floor and smoke outside of the building. Evidence of smoking will result in loss of your security deposit.
CONDUCT: You are expected to behave reasonably and responsibly during your stay. Any unreasonable conduct in the apartment, on the balcony or in the building may be grounds for expulsion and the loss of your security deposit. Unreasonable conduct includes but is not limited to: indecent, rude or obnoxious behavior; dangerous or intentionally destructive acts; holding a party without the owner’s explicit permission; playing loud music; excessive drinking; the abuse of legal drugs or any use of illegal drugs; or otherwise acting in an inappropriate manner. Any damages or injuries to yourself, others, the apartment, or the building while engaging in unreasonable conduct is not the responsibility of the owner or his insurance company.
PLEASE NOTE: There are occupied office spaces directly beneath this unit. Accordingly, please keep noise to a minimum during weekday work hours. Parents, this includes noise from children, including but not limited to running in the unit.
FURNISHINGS: The apartment is fully equipped with bedding and bath towels, cooking pots and utensils, dishware and starter paper products for your use during your stay. Depending on the length of your stay, you may need to replenish paper products and soaps.
TOWELS AND LINENS: Please be respectful of linens and towels. Makeup/foundation and tanning products will stain. We have provided you with makeup wipes and black "makeup" towels for your use.
INCURRED EXPENSES: Any expenses incurred by the owner during your stay that are over and above what the owner agreed to in your rental agreement will be deducted from your security deposit. Any such expenses beyond your security deposit are still your responsibility and will be invoiced to you. The owner will inspect the property and pay any related invoices for services related to damage, and monies owed will be collected from you by whatever payment method you initially used.
CLEANING: The apartment is meticulously cleaned in preparation for your visit, and you are asked to leave the residence clean and in good order. You are required to clear the refrigerator, run the dishwasher, gather your trash. Please do not remove duvet covers from comforters.
WEATHER / NOISE: The owner is not responsible for the weather or other acts of nature and cannot guarantee peaceful and quiet enjoyment in the urban waterfront environment in which this apartment is located. Noises generated by construction, people, traffic, maritime activities, pets or wildlife outside the apartment are not an occurrence that warrants a refund of any kind.
THANK YOU!
We hope you have a wonderful time during your visit here. Please make lots of great memories!
Scott & Karen
Important Note: Our cancellation policy as outlined on the booking website is firm. Please read it carefully. No refunds or exchanges will be given for travel issues on your end, including but not limited to flight delays/cancellations, vehicle issues, health problems/illness, family emergencies, weather, late arrivals/early departures, or any other unexpected issues that prevent cancellation after the given date range. We are holding your reservation for you and will not be able to rent it after a certain date. Therefore, we highly recommend that you purchase travel insurance to cover any unexpected events.
Property amenities
Internet
Available in the apartment: WiFi
Parking and transportation
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Microwave
Oven
Refrigerator
Stovetop
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
Elevator
Smoking not allowed
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)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
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
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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 Registration Number CO2024-01785
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 apartment is in Downtown Portland, a neighborhood in Portland. The area's natural beauty can be seen at Old Orchard Beach and Two Lights State Park, while Maine Historical Society and Wadsworth-Longfellow House are cultural highlights. Maine Narrow Gauge Railroad and Portland Observatory are also worth visiting. Visit our Portland travel guide
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 Mar 7, 2026, prices found for a 1-night stay for 2 adults at Penthouse Two Master Waterfront Suite with Rooftop on Mar 10, 2026 start from CA $476, excluding 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 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?
Check-out is at 11:00 AM.
Where is Penthouse Two Master Waterfront Suite with Rooftop located?
Located in Downtown Portland, this apartment building is steps from Casco Bay and Fore Street Gallery. Casco Bay Lines Ferry Terminal and Merrill Auditorium are also within 10 minutes.
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Penthouse Two Master Waterfront Suite with Rooftop Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Well designed, impeccably clean, super comfortable, and super functional kitchen. This is a perfect apartment for spending time in Portland. I hope we can come back soon!
Amazing views, location and decor! Just perfect, all around. Bed, linens, furniture and kitchen items are all top quality and clean. The host was quick to respond to my various questions and shared helpful tips on nearby restaurants. We will surely be back!
Everything was great!A week wasn’t enough time for us because we enjoyed it so much. . The hosts thought of everything. The view, the design, accommodations for laundry and kitchen, comfy beds,all the way down to the Bluetooth speakers so that we could play our music for ambience. We would venture to say it is the best place to stay in Portland.
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!
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!!
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
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.
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!
We can’t say enough how pleased we were with this location, perfect for walking to the restaurants and the Eastern Promenade trails. We enjoyed the evening sounds of boats and gulls. Check in was very easy and well written instructions for departure.
Great location and wonderful harbor views! Walkable to restaurants, shops, and nearby Harbor Fish Market. Kitchen was well equipped. Communication with host was easy.
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!
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.