Charming Historic Estate | In-town location

Top rated by guests
Dining
Dining
Terrace/patio
Exterior
Outdoor dining
review stars
10Outstanding
(2 Ratings)
"Steve was wonderful and readily available for any of our questions or just helpful recommendations! Made our stay so much more pleasurable!! We enjoyed 3 meals by their on staff chef. She also did an ..."
shelley w.
Don't miss out! Price and availability may change
10 / 10
Outstanding(2 Ratings)

House in South Portland, ME

16 guests · 8 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Summary:

Welcome to your home base in coastal Maine—an elegantly restored historic property just steps from Portland’s vibrant Old Port district. Gather with friends and family in beautifully appointed common spaces and explore Portland’s best restaurants, shops, and waterfront—all just a short stroll away. With ample sleeping arrangements, refined interiors, and timeless character, our home is more than a place to stay—it’s a memorable experience for your entire group.



The Space:

Step into more than 4,500 square feet of timeless charm at this beautifully preserved historic home, ideally designed for family, friends, or colleagues. Perfectly located between Portland’s vibrant Arts District and the iconic Old Port, this grand vacation rental offers walkable access to the city's best restaurants, shops, and waterfront experiences.



Spacious & Flexible for Groups : With 8 spacious bedrooms and 3 full & 2-half well-appointed bathrooms, the main home comfortably hosts large groups. Multiple living and dining areas offer ample room to relax and reconnect.



A Kitchen Made to Gather: The gourmet kitchen is a cook’s dream, complete with soapstone countertops, high-end appliances, and a custom gathering table for eight.



Outdoor Living & Seasonal Entertaining : Step outside to a backyard garden oasis with a stone patio, outdoor seating, and a gas grill—perfect for unwinding after a day exploring the city. At the rear of the property, a restored antique carriage house offers a unique space for private dining and intimate catered events. **Please note the carriage house is available from April - December and does have an additional fee for use Outside vendors are not permitted on site. Use of the home and carriage house is limited to registered overnight guests.





License # STHR-006256-2024



The Neighborhood:

The home is located between the Arts District and the Old Port district. A unique in-town location with a private feel. Walk to restaurants, shopping, and waterfront activities.



Other Things to Note:

Elevate your guest experience with our premium concierge services, including private dining arrangements, pre-arrival grocery stocking, and event rentals—please contact us for further details.

Please note that our dedicated staff is present on-site daily to maintain the property and ensure everything is in perfect order for your stay.

Fireplaces are not functional and are decorative only. We do not allow open flame in the home or carriage house.



Interaction with Guests:

Owner resides onsite, staff is present daily - We are available for assistance during check in and throughout your stay.

Owner's dog lives on site (kept out of common/guest spaces)

Amenities

Non-smoking
No pets allowed
Family friendly

Map of South Portland, ME


Ratings and reviews

10 / 10
Outstanding(2 Ratings)
10 / 10Outstanding·May 2026
Steve was wonderful and readily available for any of our questions or just helpful recommendations! Made our stay so much more pleasurable!! We enjoyed 3 meals by their on staff chef. She also did an amazing job. We travel with 17 so needless to say it’s a lot but we had more than enough space for everyone. Also, have to mention the outdoor space was delightful!
10 / 10Outstanding·May 2026
The house was absolutely perfect for an elevated 40th birthday "girls weekend" with 14 guests. The bedrooms were spread out so it didn't feel like we were on top of each other, and the living room and backyard were great spaces for the group to gather. The historic touches made the house especially fun and unique. Steve was responsive and thoughtful as a host, for everything from stocking the pantry to troubleshooting during the weekend. It's a great, walkable Portland location. Adding on a private dinner in the "barn" space was truly the icing on the cake!

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Charming Historic Estate | In-town location. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Charming Historic Estate | In-town location pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Charming Historic Estate | In-town location?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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