Old Port vacation rentals

We found 162 vacation rentals — enter your dates for availability

Discover a selection of 21 homes, 11 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.

Vacation rentals with weekly discounts - Old Port

Showing deals for:Nov 7 - Nov 14
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Find out more about Old Port

Find out more about Old Port

Why visit Old Port

  1. Charming historic atmosphere: Stroll through Old Port's picturesque streets, filled with historic houses and friendly locals.
  2. Vibrant waterfront: Enjoy stunning views and activities along the bustling waterfront, perfect for relaxation and exploration.
  3. Family-friendly activities: Engage in diverse attractions suitable for families and solo travellers, ensuring fun for everyone.
  4. Cultural experiences: Immerse yourself in local entertainment venues and explore the vibrant arts scene.
  5. Varied accommodation options: Choose from cozy cottages, modern condos, and private homes for a comfortable stay.

Popular types of accommodation around Old Port

Discover the charm of Old Port with our diverse selection of vacation rentals, including private homes, cozy cottages, and modern condos. Whether you're seeking monthly rentals or a new apartment in Old Montreal, we have options to suit every traveller's needs. Experience the vibrant culture and stunning waterfront while enjoying a comfortable stay in one of our carefully curated accommodations.

  • Houses: The top choice for visitors in Old Port, offering spacious and comfortable stays perfect for families or groups.
  • Cottages: A charming option, ideal for those seeking a quaint and cozy atmosphere by the water.
  • Condos: A popular pick for those looking for modern amenities and stunning views of the harbour.
  • Apartments: A convenient choice for travellers wanting easy access to local attractions and dining.
  • Cabins: A delightful option for those wishing to experience a rustic retreat in a serene setting.**

Top attractions around Old Port

Old Port, Portland, Maine, offers a delightful blend of family-friendly activities and outdoor adventures. Visitors can explore historic houses, enjoy the beach, and experience local entertainment venues. This vibrant area caters to those seeking cultural experiences, making it an ideal destination for families and solo travellers alike. With its charming atmosphere and diverse attractions, Old Port is sure to provide an unforgettable vacation experience.

  1. Cross Insurance Arena: This vibrant entertainment facility offers a variety of events, from concerts to sports, making it a hub of excitement just 322m from Old Port. Families can enjoy a lively atmosphere with something for everyone.
  2. Portland Museum of Art: Located 805m away, this cultural gem showcases impressive collections and exhibitions, highlighting local and international artists, perfect for art enthusiasts seeking inspiration.
  3. East End Beach: A beautiful stretch of sand 1.6km from Old Port, this beach offers a relaxing escape with stunning views, ideal for sunbathing, picnicking, and enjoying waterfront activities.

Things to do recommended for couples

For a romantic getaway in Old Port, consider catching a concert at Thompson's Point for lively entertainment, indulge in luxury at the Portland Club, or embrace adventure with water sports at Capt Lyman Stuart. Each experience offers a unique vibe perfect for couples.

Things to do recommended for families

During your family vacation in Old Port, Portland, Maine, enjoy a game at Hadlock Field, visit the Portland Observatory for some entertaining family fun, and have an adventurous time at Bayside Bowl, all within a short stroll from the waterfront.

Things to do recommended for groups

In Old Port, Portland, groups can enjoy a show at the historic State Theatre, shop at the bustling Maine Mall, or explore the iconic LL Bean Flagship Store. Each destination offers a unique blend of local culture and entertainment, perfect for a memorable group experience.

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

When planning your trip—whether it's with a group, family, pets, or for an extended stay—be sure to prioritize your preferences in the search filters. Here are some helpful booking tips for using Vrbo.

  • Traveling to Old Port with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Old Port with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Old Port: For many families, a vacation wouldn’t be the same without their furry companions. If this resonates with you, be sure to explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer amenities like 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 offering discounts for stays of a month or more, you've come to the perfect spot. By utilizing the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Old Port

Old Port in Portland, Maine, offers a delightful vacation experience, perfect for families and outdoor enthusiasts alike. Explore its charming streets filled with friendly locals, bustling markets, and picturesque waterfront views. Nearby, you can discover vibrant neighbourhoods that blend urban energy with a romantic atmosphere, ideal for creating lasting memories. Whether you're seeking family-friendly activities or a lively entertainment scene, Old Port is the perfect gateway to an unforgettable adventure.

  • South Portland: Located a mere mile from Old Port, South Portland offers a blend of urban convenience and family-friendly experiences. This vibrant city is known for its shopping centres and educational facilities, making it an ideal spot for both business and leisure travellers. South Portland is home to beautiful local landmarks like beaches and lakes, perfect for a relaxing day out or a family picnic. Whether you're exploring the local shops or enjoying the waterfront, South Portland is a delightful addition to your itinerary.
  • Downtown Portland: Just 161m from Old Port, Downtown Portland is a lively hub that caters to families, couples, and outdoor enthusiasts alike. This neighbourhood features a dynamic arts scene, with numerous theatres and live music venues to explore. The local attractions, including stunning beaches and picturesque lakes, enhance the romantic and adventurous atmosphere. Take a stroll along the waterfront, catch a show, or enjoy a meal at one of the many restaurants—Downtown Portland promises an engaging experience for all.
  • Portland Arts District: Located 483m from Old Port, the Portland Arts District is a cultural haven that showcases the city’s artistic spirit. Known for its vibrant galleries, theatres, and museums, this neighbourhood welcomes families and culture enthusiasts. Engage with interactive exhibits or enjoy a round of golf at nearby courses. With its proximity to beautiful beaches, the Arts District offers a perfect blend of culture and outdoor fun, ensuring a memorable visit for any traveller.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect match for your needs.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, keep track of your travel arrangements, and manage your bookings with ease. Your saved or reserved properties are thoughtfully categorized into Potential, Upcoming, and Current Trips for your convenience. To discover the features of Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Old Port?
Condos are the most popular kind of vacation rental in Old Port, according to our data. Even if you've got something else in mind, Vrbo has properties in loads of shapes and sizes. Take a look at our options to find your ideal fit.
How much does it cost to rent a vacation rental in Old Port?
Several things influence how much you'll pay for a vacation rental in Old Port, including the season, length of stay and type of property. But, all Vrbo homes have something in common — excellent value. Simply enter your travel dates to find your home away from home.
How much does it cost to rent a beach house in Old Port?
The average price for a vacation home by the beach in Old Port will depend on when you're going and the type and size of property you want. You can quickly and easily find prices on Vrbo by entering your destination and travel dates. Then use the filter tool to choose the number of bedrooms and amenities that you need, like WiFi, air conditioning and a pool.
Are there pet-friendly vacation rentals in Old Port?
Good news. There are. You can choose from 13 vacation homes that roll out the welcome mat in Old Port on Vrbo. Our cuddly best friends need to get away from it all too, so simply use our search function for pet-friendly vacation rentals to find a perfect pad where Rover can be near his favorite humans.
What are popular rental amenities in Old Port?
The most popular rental amenities people are searching for in Old Port are a barbecue grill, an ocean view and a nearby waterfront. Whether you're on a trip with friends, family or even pets, Vrbo vacation rentals provide the best amenities for beginning new traditions with the people you cherish the most.
Are there large group vacation rentals in Old Port?
Yes, you can pick from one of four vacation properties in Old Port that can host five or more people. From family reunions to events like a friend's birthday, these stays have ample room to kick back with your favorite people.
Are there vacation rentals in Old Port that welcome kids?
Old Port has 13 family-friendly vacation rentals to pick from. And securing a stay that welcomes little ones is easy with Vrbo's "Properties good for families" filter. Besides having the entire place to yourselves, you'll also enjoy access to amenities and perks such as bunk beds, full kitchens and yards.
What are the top attractions for families in Old Port?
There are loads of wonderful things to do and see with the family in Old Port, including:

  • East End Beach
  • Sand Beach
  • Portland Observatory

Can I find two-bedroom vacation rentals in Old Port?
Take off with your besties and experience complete comfort and privacy in one of the 10 two-bedroom vacation properties Old Port has to offer.
Are there vacation rentals with WiFi in Old Port?
Pick from four vacation rentals with WiFi in Old Port. If you'd like to disconnect from daily life on your trip, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Old Port?
You can pick from 11 Vrbo vacation homes with air conditioning in Old Port providing that gentle, cool breeze and extra touch of comfort. Enter your dates of travel and then take advantage of our filter tool to help you book stays with air conditioning.
How old do you have to be to rent a vacation rental in Old Port?
You'll need to check with the Old Port vacation rental you're looking at on Vrbo as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a vacation rental in Old Port for?
How long you can rent a vacation rental in Old Port varies according to the property. Just enter your chosen travel dates to see a list of options offering extended stays. With a range of amenities like washing machines and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find somewhere perfect to call your home away from home in Old Port.

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