Old Port vacation rentals

We found 163 vacation rentals — enter your dates for availability

Discover a selection of 10 apartments and other vacation rentals in Old Port that are perfect for your trip. Vacation homes provide the amenities you need and want for your stay with friends, family, or just your pet, such as a hot tub and a washer and dryer. At the end of the day, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.

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Find out more about Old Port

Why visit Old Port

  • Charming shops: Old Port features unique boutiques and local shops, perfect for a leisurely shopping experience.
  • Fresh seafood: Indulge in delicious, locally-sourced seafood at waterfront restaurants and eateries.
  • Historic district: Explore the rich history and stunning architecture that define the character of Old Port.
  • Scenic waterfront: Enjoy beautiful beaches and picturesque views along the charming coastline.
  • Vibrant atmosphere: Experience the lively urban scene, filled with entertainment, art, and cultural events.

Popular types of accommodation around Old Port

Planning a getaway to Old Port? The excitement begins with selecting the perfect accommodation. Explore our top picks, from charming houses and cozy cottages to modern condos. Whether you’re in search of downtown Portland apartments, beachfront rentals, or spacious bedroom units, we have options that cater to every traveler’s needs. Let us help you find a place that feels like home during your stay in this vibrant coastal destination.

  • Houses: These are the top choice for travelers seeking spacious and comfortable accommodations, perfect for families or groups enjoying a getaway in Old Port.
  • Cottages: Quaint and charming, cottages offer a cozy retreat, ideal for those wanting a peaceful escape by the coast.
  • Condos: Modern and stylish, condos provide an upscale experience with convenient amenities right in the heart of Old Port.
  • Apartments: Versatile and convenient, apartments are a great option for travelers looking for a home-like feel during their stay.
  • Cabins: Rustic and inviting, cabins offer a unique lodging experience, perfect for those wanting to connect with nature.**

Top attractions near Old Port

Old Port, Portland, Maine, is perfect for family and outdoor-themed vacations, offering a range of attractions like beaches, entertainment facilities, and historic houses. Visitors can explore cultural experiences while enjoying the vibrant atmosphere of downtown Portland. With its blend of history and recreation, Old Port promises memorable adventures for travelers of all ages.

  • Cross Insurance Arena: Located only 0.2 miles from Old Port, this arena offers a vibrant atmosphere for family-friendly events, concerts, and sports, making it a hub of entertainment in the city.
  • Portland Museum of Art: Situated 0.5 miles away, this museum showcases an impressive collection of American, European, and contemporary art, providing a rich cultural experience for art enthusiasts and casual visitors alike.
  • East End Beach: About 1 mile from Old Port, this beautiful beach features sandy shores and stunning views, perfect for relaxation, beach games, and enjoying the coastal scenery.

Things to do recommended for couples

For a romantic getaway in Old Port, explore the lively vibes at Thompson's Point for a concert, indulge in luxury at the Portland Club, or embark on an adventurous parasailing trip at Old Orchard Beach. Each experience promises unforgettable moments for couples.

Things to do recommended for families

Your family will love exploring Hadlock Field, just a mile from Old Port, for a thrilling sports experience. Visit the Portland Observatory, 0.7 miles away, for family-friendly entertainment, and don’t miss Bayside Bowl, only 0.5 miles away, for arcade fun and adventure.

Things to do recommended for groups

Your group can enjoy a show at the historic State Theatre, just half a mile from Old Port. For shopping and entertainment, visit the Maine Mall, four miles away. Don't miss the LL Bean Flagship Store, located 16 miles from Old Port for a quintessential Maine experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Old Port

If you're traveling with a group, your family, bringing pets, or seeking extended stays, be sure to use the right filters to match your priorities. Here are some helpful tips for booking on Vrbo.

  • Traveling to Old Port with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Old Port with young kids: Traveling with young kids can be a bit tough. It’s important to prioritize their comfort and safety, along with finding age-appropriate facilities, like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions can really enhance your experience.
  • Taking your pets with you to Old Port: For many, a family vacation isn’t truly finished without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Old Port: If you’re in search of vacation rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Old Port

Old Port, located in Portland, Maine, offers a delightful blend of family-friendly attractions and vibrant urban life. Here, you can explore charming shops, indulge in fresh seafood, and stroll along beautiful beaches. Nearby neighborhoods add to the experience, showcasing a romantic atmosphere perfect for couples and friendly vibes ideal for families. Whether you're enjoying the historic district or discovering hidden gems, Old Port promises an unforgettable vacation filled with diverse experiences.

  • Portland: Portland, Maine, is a vibrant city that beautifully blends outdoor adventures with urban culture. Located along the picturesque waterfront, Old Port is a historic district known for its cobblestone streets, boutique shops, and seafood restaurants. Visitors can enjoy a variety of outdoor activities, including kayaking on Casco Bay or relaxing on local beaches. The city also boasts a rich arts scene with theaters and performance venues that host everything from plays to concerts. Whether you’re looking for family-friendly attractions or stunning scenic views, Portland has something to offer everyone.
  • South Portland: Just a mile from Old Port, South Portland is a dynamic city that offers a family-friendly atmosphere and a range of shopping experiences. Known for its bustling shopping centers and educational institutions, South Portland is perfect for those looking to mix leisure with business. The proximity to beautiful beaches and waterfront parks enhances the appeal, making it easy to enjoy a day outdoors. Visitors can explore local attractions, unwind at family-friendly beaches, or take in views of the scenic coastline, creating a well-rounded travel experience.
  • Downtown Portland: Located only 0.1 miles from Old Port, Downtown Portland is a lively neighborhood that combines romance with outdoor fun. The area is packed with theaters, concert venues, and art galleries, making it a cultural hub for visitors. Enjoy a leisurely stroll along the waterfront or indulge in a romantic dinner at one of the many fine dining establishments. With easy access to parks and beaches, Downtown Portland is an ideal spot for families and couples alike to explore and enjoy the natural beauty and vibrant atmosphere of the city.

Best time to go to Old Port

If you're planning a trip to Old Port, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.1°F (-3.3°C)Light RainMostly SunnyModerately LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly SunnyAverageSlightly Low
March33.4°F (0.8°C)Light RainMostly SunnyAverageSlightly Low
April43.9°F (6.6°C)Light RainMostly SunnyAverageAverage
May54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
June61.9°F (16.6°C)Light RainMostly SunnyModerately HighSlightly High
July68.9°F (20.5°C)Light RainMostly SunnyModerately HighSlightly High
August68.5°F (20.3°C)Light RainMostly SunnyModerately HighSlightly High
September62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
October52.2°F (11.2°C)Light RainMostly SunnyAverageAverage
November41.2°F (5.1°C)Light RainMostly SunnyModerately LowAverage
December32.9°F (0.5°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming trip? One effective strategy is to remain flexible with your travel dates, as prices can vary significantly. Additionally, booking a longer stay often leads to substantial savings. To help you discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and receive OneKeyCash on the full booking amount. Being the planner definitely has its perks. When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and accumulate OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform where you can easily plan new trips, resume your previous planning, or keep track of your travel arrangements. You'll find your saved or booked properties neatly organized under categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Old Port?
In Old Port, apartments are the most popular type of vacation rental, with about 25 available in this charming waterfront district. These apartments often boast modern amenities, featuring fully equipped kitchens, comfortable living spaces, and many come with scenic views of the harbor or the bustling streets below.

Additionally, there are around 10 vacation houses that cater to families or larger groups, providing extra space and amenities such as private gardens, multiple bedrooms, and outdoor seating areas for enjoying the coastal atmosphere. Several condos are also available, offering a blend of convenience and comfort, typically including shared facilities like pools or fitness centers.
Are there any beach house rentals in Old Port?
In Old Port, Maine, travelers can find about 19 beach house rentals. These properties are typically located in close proximity to the waterfront, providing easy access to the charming shops, restaurants, and vibrant atmosphere of the Old Port district. Most beach houses come equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor decks or patios for enjoying the coastal views. Many of these rentals also feature multiple bedrooms, making them suitable for families or groups looking to enjoy a seaside getaway.
How much does it cost to rent a vacation home in Old Port?
Prices for vacation rentals in Old Port vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Old Port to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Old Port vacation house rentals?
You can find great discounts on house rentals in Old Port on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Old Port?
In Old Port, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals and enjoy the local seafood. Many rentals also feature coffee and tea makers for a cozy morning routine. Onsite parking is a significant convenience, especially in the bustling area, while patios and decks provide outdoor spaces to relax and take in the scenic views of the waterfront and historic architecture.
Are there any family house rentals in Old Port?
In Old Port, Maine, there is a good selection of family house rentals, with around 26 options available to choose from. This charming area features a blend of historic architecture and vibrant waterfront views, making it an appealing destination for families. Many properties offer spacious living areas, fully equipped kitchens for family meals, and outdoor spaces superb for relaxation or play.

Visitors will appreciate the proximity to local attractions such as the Portland Head Light and the bustling waterfront, where you can find shops, restaurants, and scenic parks. Additionally, some rentals may include amenities like game rooms, private patios, or easy access to nearby beaches.
Are there any Old Port vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Old Port with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there pet-friendly vacation rentals in Old Port?
In Old Port, Maine, there are several pet-friendly vacation rentals available, providing a great option for travelers looking to bring their furry friends along. The area is known for its charming historic district, where visitors can find rentals that often feature amenities like cozy living spaces, fully equipped kitchens, and easy access to local attractions. Many properties also come with outdoor spaces, such as patios or balconies, superb for enjoying the coastal atmosphere.

The Old Port area is close to several parks and waterfront spaces, including the scenic waterfront along Commercial Street, where pets are welcome to stroll alongside their owners. Nearby, the Eastern Promenade offers beautiful views of Casco Bay and has walking trails that are great for leisurely walks with pets. Additionally, the pet-friendly cafes and shops in the Old Port make it convenient for travelers to enjoy the local scene while accommodating their pets.
Can I find long-stay vacation rentals in Old Port?
A long-stay vacation rental in Old Port is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Old Port for a vacation rental?
The best time to visit Old Port for a vacation rental is during the peak summer season, particularly in July. This month welcomes a vibrant crowd, as visitors flock to this charming coastal town to enjoy its picturesque waterfront and lively atmosphere. With temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, it's an ideal time to explore outdoor cafes, local shops, and the stunning views of Casco Bay.

June through August marks the high tourist season in Old Port, superb for travelers seeking a blend of relaxation and adventure. During this time, you can partake in various activities such as sailing, kayaking, and indulging in the local seafood scene, famous for its fresh lobster rolls. The bustling streets are filled with art galleries and boutiques, making it a delightful experience for those who appreciate both culture and leisure.

For those looking for a more budget-friendly option, consider visiting in December. While the town may be quieter, Old Port transforms into a winter wonderland, complete with festive decorations and a cozy ambiance.
Are there any remote work vacation rentals in Old Port?
In Old Port, Maine, there are about 33 vacation rentals that cater to remote workers. This historic district, known for its cobblestone streets and vibrant waterfront, offers a variety of accommodations suitable for those looking to blend work and leisure. Many of these rentals come equipped with essential amenities such as high-speed Wi-Fi, dedicated desks, and comfortable desk chairs, ensuring a productive work environment.

Travelers can expect properties that feature cozy living spaces, fully equipped kitchens, and often, stunning views of the harbor or the charming streets. Being in the heart of Old Port means easy access to local cafes and restaurants, great for a midday break or a quick coffee run. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Old Port vacation rental?
Book your Old Port vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Old Port?
In Old Port, Maine, visitors can engage in a charming waterfront atmosphere filled with historic buildings and cobblestone streets. The area is renowned for its vibrant food scene, with numerous seafood restaurants offering fresh lobster and other local delicacies. The picturesque waterfront is great for leisurely strolls, and attractions like the Portland Head Light, just a short drive away, provide stunning coastal views.

Shopping enthusiasts can explore unique boutiques and artisan shops in the heart of Old Port, while art lovers can visit local galleries showcasing Maine's creative talent. The nearby Casco Bay offers opportunities for boat tours and island excursions, making it easy to enjoy the natural beauty of the region.
Can I change or cancel my Old Port home rental booking on Vrbo?
To find Old Port vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Old Port vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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