Portland Intl. Jetport Airport (PWM) - 14 min drive
Restaurants
Nosh Kitchen Bar - 5 min walk
Speckled Ax - 5 min walk
Taco Escobarr - 5 min walk
Marcy's Diner - 5 min walk
Little Tap House - 2 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Historic Portland Retreat for Family Holidays
Summary: Welcome to your home base in coastal Maine—an elegantly restored historic property just steps from Portland’s vibrant Old Port district. Perfect for group getaways, wedding parties, retreats, or milestone celebrations, this spacious vacation rental offers the charm of 19th-century architecture with the comfort of modern amenities.
Gather with friends and family in beautifully appointed common spaces, host intimate events in the private on-site carriage house, 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: Historic Elegance & Modern Comfort in the Heart of Portland, Maine
Step into more than 3,800 square feet of timeless charm at this beautifully preserved historic home, ideally designed for gatherings of 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 six spacious king bedrooms and 3.5 well-appointed bathrooms, the main home comfortably hosts large groups. Multiple living and dining areas offer ample room to relax and reconnect.
Optional Third Floor Retreat
For even more space, guests may opt to include the stunning third floor—a warm and rustic hideaway featuring original exposed beams, four additional bedrooms, and elevated views of Portland Harbor. This level also includes a luxurious full bath with walk-in shower, plus a large media room with an 85-inch smart TV—perfect for movie nights or winding down after a day in the city. Please inquire for third-floor availability and pricing.
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. Whether you’re preparing a family-style brunch or hosting a private chef dinner, this space is designed to bring people together.
Outdoor Living & Seasonal Entertaining
Step outside to a private backyard 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 group events. **Please note the carriage house is available from April - December and does have an additional fee for use
Use of the home and carriage house is limited to registered overnight guests, but we do welcome approved small gatherings or special events with advance notice. Please inquire about event rates and services.
Added Comforts & Amenities
Up to 10 bedrooms (with third floor option) 3.5 bathrooms (additional full bath with third floor option) Optional third-floor media room with 85" smart TV Off-street parking for multiple vehicles High-speed Wi-Fi Smart TVs & workspace-friendly layout Laundry on site Professionally cleaned and maintained Walkable to the Best of Portland
Located between the Arts District and the Old Port, everything from coffee shops to craft breweries, galleries to gourmet dining, is just a short stroll away. Whether you're in town for a wedding, reunion, retreat, or just time together, this home offers the space, location, and character to make your stay unforgettable.
License # STHR-006256-2024
Guest Access: Check in instructions will be sent with access codes and instructions on the day of arrival
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.
Getting Around: Everything is within walking distance but Uber is always available.
Other Things to Note: Fireplaces are not functional and are for decorative use only. The Carriage House does have an additional fee for use and is available from April -December. Use of the property is limited to registered overnight guests only. Additional guests for special events must be approved in advance.
Interaction with Guests: We are available from 8am-10pm to help you or answer questions
For entertainment, guests can enjoy TVs. Other amenities include kitchens, washing machines, and 3.5 bathrooms.
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
Rules
Any event at the property with guests or vendors who are not registered on the reservation requires an event addendum signed in advance of the rese...
Pets
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
Events
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
This property accepts cash
Parties and events are allowed on site
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, 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
Check-in: 4:00 PM
Check-out: 11:00 AM
Minimum check-in age: 30
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts cash.
Parties and events are allowed on site.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit.
Property is also known as
66420be5533341008a7df400
Frequently asked questions
Will I be able to park at Historic Portland Retreat for Family Holidays?
Yes, there is electric car charging available.
Does Historic Portland Retreat for Family Holidays have a casino on the premises?
No, Historic Portland Retreat for Family Holidays doesn't have a casino.
Does Historic Portland Retreat for Family Holidays have a restaurant that serves breakfast?
No, Historic Portland Retreat for Family Holidays doesn't have a restaurant that serves breakfast.
Does Historic Portland Retreat for Family Holidays allow pets to stay for free?
No, pets aren't allowed at Historic Portland Retreat for Family Holidays.
How close is the airport from Historic Portland Retreat for Family Holidays?
The closest major airport to Historic Portland Retreat for Family Holidays is Portland Intl. Jetport Airport (PWM), which is 4.4 mi away (14 minutes by car). Another top airport is Auburn, ME (LEW-Auburn - Lewiston Municipal), which is around 27.4 mi away.
Historic Portland Retreat for Family Holidays Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 2 out of 2 reviews
10 - Excellent
2
Rating 8 - Good. 0 out of 2 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 2 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 2 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 2 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
jerry m.
Jul 20, 2025
Liked: Cleanliness
Beautiful space/great location/helpful hosts
Used the space for our bridal party for the weekend as well as hosting our rehearsal dinner (35ppl). Staff/owners are very attentive and helpful- Gave us exactly what we wanted for our dinner and more. Guests all commented on the house/backyard and how beautiful the setup looked for the party. We would highly recommend this space for an event or just a stay with friends.
jerry m.
Stayed 3 nights in Jul 2025
10/10 Excellent
Liv K., Chicago
Oct 7, 2024
Liked: Cleanliness
Wedding base
Our son got married in Portland and our large family came to celebrate and participate. The location of this property is superb. It’s funky in the best way. The house was built in 1800! We thoroughly enjoyed our stay. Thank you!