Best Vacation Homes in Old Port
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Security/Safety
- Guest Services
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Accessibility
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- TV
- Balcony/Terrace
Old Port Luxury Rentals
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Accessibility
- Air Conditioner
- Parking
- TV
- Air Conditioner
- TV
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- TV
- Wheelchair Accessible
- Air Conditioner
- Parking
- TV
Old Port Pet Friendly Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Old Port Large Vacation Homes
- Air Conditioner
- Parking
- Pet Friendly
- Pet Friendly
- Security/Safety
- Guest Services
Why Choose Rent By Owner for your Old Port Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Old Port Vacation Rentals
Where are the best neighborhoods to stay in Old Port?
When exploring the vibrant city of Portland, Maine, selecting the right neighborhood to stay in can greatly enhance your visit. The Old Port area offers a lively atmosphere with its historic charm and scenic waterfront, making it an ideal choice for those seeking an authentic Portland experience. Staying in this neighborhood places you close to popular dining, shopping, and entertainment options, providing convenience at every turn. Whether you're looking for a cozy retreat or a stylish downtown escape, the neighborhoods within Old Port deliver a variety of vacation rentals that cater to diverse preferences. Enjoy the comfort and trustworthiness of well-selected properties in this sought-after part of Portland, Maine.
Downtown Portland
Staying in the heart of the city, you'll enjoy easy access to vibrant shops, dining, and cultural attractions that make this area a lively hub for visitors seeking an authentic experience. Here, your vacation rental provides a convenient base to explore the dynamic atmosphere of this regional center.
View 152+ Rentals in Downtown PortlandEast Bayside
This neighborhood offers a trendy, artsy vibe with a developing scene perfect for those looking to immerse themselves in the local culture. Your choice of a vacation rental here places you close to innovative eateries and community events that showcase the area's unique character.
View 27+ Rentals in East BaysideBest Times to Visit Old Port
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit allows you to fully enjoy the charm of this destination, ensuring your stay in the regionโs vibrant harbor town aligns perfectly with your travel preferences and seasonal experiences.
Peak Season Highlights
Summer (June to August)
Experience the lively atmosphere and warm weather that make this destination perfect for outdoor activities and waterfront strolls.
Fall (September to October)
Enjoy the vibrant fall foliage and cooler temperatures, ideal for exploring the region's scenic beauty and cozy evenings.
Off-Season Highlights
Spring (April to May)
Visit during this time to avoid crowds while witnessing the blooming landscapes and mild weather.
Winter (December to February)
Experience a quieter period with a chance to enjoy the area's tranquil winter scenery and indoor attractions.
Weekly Weather Forecast for Old Port
How to Book Your Old Port Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Old Port
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas perfect for relaxing and taking in the scenic views of the surrounding area.
- Take advantage of private patios or decks that provide a cozy spot to unwind after exploring the region.
- Utilize shared gardens or green spaces, ideal for outdoor activities or enjoying a morning coffee.
- Benefit from convenient access to nearby walking trails or bike paths for outdoor adventures around this destination.
- Make use of barbecue grills available at many properties for outdoor dining experiences.
- Relax on balconies or verandas that offer picturesque views of the harbor or cityscape.
- Access outdoor parking facilities to easily explore the region without hassle during your stay.
Top Attractions Around Old Port
What attractions are nearby?
Nearby, you can explore charming shops, dine at local eateries, or enjoy scenic walks along the waterfront, all within easy reach of your vacation rental in this vibrant area of Portland's historic port.
Family Activities
- Portland Harbor Cruises: Embark on a family-friendly boat tour to enjoy scenic views of the region's historic maritime scenery and learn about its rich seafaring past.
- Harbor Fish Market & Shucks: Visit this popular spot for a hands-on experience with fresh seafood, perfect for introducing kids to local culinary traditions.
- Childrenโs Museum & Theatre of Maine: Inspire young minds with interactive exhibits and engaging performances that celebrate the regionโs creative spirit.
- Old Port Historic Walking Tour: Explore the area's charming cobblestone streets and learn about its storied history through guided family-friendly walking excursions.
Adult Activities
- Harbor Cruises: Embark on a scenic boat tour to enjoy the stunning coastline and maritime history of the area.
- Dining at Waterfront Restaurants: Savor fresh seafood and local cuisine at popular eateries that overlook the harbor, perfect for an evening outing.
- Shopping in Boutique Stores: Explore unique shops and galleries offering handcrafted goods and art pieces, ideal for a leisurely day out.
- Nightlife Experiences: Discover lively bars and live music venues that capture the vibrant spirit of this destination after sunset.
Other Places to Stay in Old Port, ME
Old Port Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining and Shops: Take advantage of the vibrant culinary scene and boutique stores that line the area to experience the true essence of this destination.
- Plan Your Waterfront Activities: Make the most of your stay by enjoying the scenic harbor views and engaging in water-based pursuits right here in the region.
- Visit Nearby Cultural Spots: Allocate time to explore local galleries, theaters, or museums to deepen your appreciation of this area's rich arts and history.
- Utilize Local Transportation Options: Use bicycle rentals, walking paths, or public transit to easily navigate around the neighborhood and discover hidden gems.
Transportation Options
- Walking: Exploring on foot allows you to enjoy the charming streets and scenic waterfront of this historic area at your own pace.
- Public Transit: The local bus system provides convenient access to many spots within the region, making it easy to get around without a car.
- Car Rentals: Renting a car offers flexibility to visit nearby attractions and venture beyond the neighborhood with ease.
- Taxis and Rideshare Services: Taxis and popular rideshare options provide quick, reliable transportation for getting around here comfortably and efficiently.
Local Customs Options
- Seafood Etiquette: Locals here take pride in their seafood, and it's customary to enjoy freshly caught Maine lobster and clams with appreciation for the region's maritime heritage.
- Harbor Traditions: Respect for the working harbor is essential, and you'll notice fishermen adhering to specific routines that showcase the area's longstanding fishing customs.
- Historic Preservation: Maintaining the area's historic architecture and landmarks reflects the community's deep connection to its past, encouraging visitors to honor these traditions.
- Festive Celebrations: Participating in seasonal festivals and local events allows you to experience authentic Maine hospitality and connect with residents' cultural customs.
Frequently Asked Questions About Old Port?
1. What are the top vacation rentals in Old Port?
There are a lot of options in Old Port. If you plan on staying in the Old Port area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Port:
- Penthouse Two Master Waterfront Suite with Rooftop
- Old Port Penthouse Suite - Amazing Harbor Views
- Downtown Penthouse Suite - Stunning Harbor Views
- Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist
- Incredible Location! Heart of Old Port/Spacious Apartment
- Superb Location! Heart of Old Port/Spacious Condo
- 50 Exchange Street Portland 3An
- Luxurious 2 Bedroom Loft in Portlandโs Art District
- LIVE LIKE A LOCAL/HIP & HISTORIC OLD PORT CHARM
- 50 Exchange Street Portland 2B
2. Which vacation homes in Old Port are best for families?
If you are looking for a family-friendly vacation home in Old Port, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old Port:
3. How many Rentbyowner vacation rentals are available in Old Port?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 76 in the Old Port area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Old Port.โฏ
Old Port Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
