Downtown Portland vacation rentals

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Select from 21 houses, 11 condos, and other vacation rentals to find the perfect place for your stay in Downtown Portland. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll find the amenities you need and want, which might include WiFi and a fireplace. Whatever you're looking for, you'll be able to choose a rental that has what everyone needs, including accessible or non-smoking choices.
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
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Find out more about Downtown Portland

Find out more about Downtown Portland

Why visit Downtown Portland

  1. Scenic waterfront: Enjoy the stunning views and vibrant atmosphere along the picturesque waterfront, perfect for leisurely strolls.
  2. Cultural experiences: Immerse yourself in the local art scene with galleries and cultural venues showcasing Portland's creativity.
  3. Outdoor activities: Explore beautiful beaches and parks, ideal for outdoor enthusiasts and families alike.
  4. Historic charm: Discover historic houses and architecture that reflect Portland's rich heritage and character.
  5. Diverse accommodation: Choose from a range of vacation rentals, from cozy cottages to modern condos, ensuring a comfortable stay.

Popular types of accommodation around Downtown Portland

Planning a getaway to Downtown Portland? The excitement begins with selecting the perfect place to unwind. Explore our top picks for vacation rentals, including houses, charming cottages, and modern condos. With a range of options to suit your needs, we’ve curated the best Portland vacation rentals to ensure a memorable stay. Experience the vibrant city with transparency and reassurance, knowing you’ve found the ideal vacation home in the heart of it all.

  • Houses: The top choice among visitors to Downtown Portland, offering spacious and comfortable settings for families or groups.
  • Cottages: These delightful, quaint retreats provide a charming atmosphere, perfect for a peaceful getaway.
  • Condos: A popular option, condos blend convenience and modern amenities, ideal for city explorers.
  • Apartments: Offering a home-like feel, apartments are a great choice for those wanting to immerse themselves in local life.
  • Cabins: For those seeking a rustic escape, cabins offer a cozy connection to nature.**

Top attractions around Downtown Portland

Downtown Portland, Maine, is a fantastic vacation spot for families, couples, and outdoor enthusiasts alike. Visitors can enjoy a variety of attractions, including beautiful beaches, historic houses, and entertainment venues. The area offers enriching cultural experiences and great outdoor activities. For those looking to explore further, consider day trips or sightseeing options that showcase Portland's charm and vibrant atmosphere.

  1. Cross Insurance Arena: This vibrant arena in Downtown Portland hosts a variety of events, from thrilling sports games to captivating concerts. It's a family-friendly venue where you can experience the excitement of live entertainment in a dynamic atmosphere.
  2. Portland Museum of Art: A cultural gem in the heart of the city, this museum showcases an impressive collection of American and European art. Its beautifully curated exhibits provide a profound insight into the art world, making it a must-visit for culture enthusiasts.
  3. East End Beach: Located a mile from Downtown, this charming beach offers stunning views of Casco Bay. Perfect for a relaxing day by the water, it's an ideal spot for sunbathing, picnicking, or simply enjoying the serene coastal vibe.

Things to do recommended for couples

For a romantic getaway in Downtown Portland, explore the lively vibes at Thompson's Point for a concert, indulge in luxury at the Portland Club, or embark on an adventurous water sports experience with Capt Lyman Stuart. Each destination offers unique experiences to create lasting memories together.

Things to do recommended for families

Your family will have a fantastic time exploring Hadlock Field's sports atmosphere, enjoying the fun at Bayside Bowl's arcade adventures, and taking in stunning views from the Portland Observatory, all within a short distance from Downtown Portland.

Things to do recommended for groups

Groups visiting Downtown Portland, Maine, can enjoy a show at the historic State Theatre, indulge in shopping at the Maine Mall, or explore the iconic LL Bean Flagship Store. Each location offers unique experiences that capture the vibrant spirit of the area.

What do I need to keep in mind when booking a vacation around Downtown Portland

If you're travelling with a group, your family, pets, or planning an extended stay, be sure to prioritise your preferences when filtering your options. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Downtown Portland with a group: Think about how many bedrooms you require, along with additional features like a complete kitchen or outdoor space for group gatherings. Luckily, Vrbo allows you to filter for all these options and more.
  • Traveling to Downtown Portland with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Downtown Portland: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that are pet-friendly. Most of these properties offer essentials like feeding bowls and beds, ensuring that every member of the family feels comfortable and welcome.
  • Planning for a long term stay visiting Downtown Portland: If you're seeking vacation rentals with 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 consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay around Downtown Portland

Downtown Portland, Maine, offers a delightful blend of urban charm and coastal beauty, perfect for families, couples, and outdoor enthusiasts. Explore the vibrant waterfront, indulge in local art, and enjoy the friendly atmosphere. Nearby, Northwest Portland beckons with its unique attractions, while the city's romantic vibe makes it an ideal getaway. Whether you crave a bustling business environment or a laid-back family-friendly experience, Downtown Portland has something for everyone to enjoy.

  • South Portland: Located a mere mile from Downtown Portland, South Portland is a vibrant city that offers a delightful blend of family-friendly activities and urban experiences. With its convenient shopping centres and educational venues, visitors will find plenty to explore. South Portland is also known for its beautiful beaches and serene lakes, making it an ideal spot for outdoor enthusiasts and families looking to spend quality time together. Enjoy a leisurely stroll along the waterfront or indulge in some retail therapy at the local shopping mall.
  • Old Port: A mere 161m from Downtown Portland, Old Port is a charming neighbourhood that captures the essence of coastal Maine. This historic district is a hub for family activities, outdoor adventures, and entertainment. With its vibrant theatre scene and numerous shopping options, Old Port offers something for everyone. Visitors can explore the waterfront, enjoy fresh seafood at local restaurants, or take in a show at an arena entertainment facility. The nearby beaches and family-friendly parks provide excellent spots for relaxation and recreation.
  • Portland Arts District: Just 483m from Downtown Portland, the Portland Arts District is a cultural haven that showcases the city’s artistic flair. This neighbourhood is perfect for families, outdoor lovers, and culture enthusiasts alike. Explore the local theatres, enjoy a round of golf, or visit one of the many museums that highlight the area's rich history and creativity. The proximity to beautiful beaches ensures you can enjoy both art and nature, making your visit to the Portland Arts District a truly enriching experience.

Best time to go to Downtown Portland

If you're planning a trip to Downtown Portland, 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 January to March 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 SunnyLowSlightly Low
February27.0°F (-2.8°C)Light RainMostly SunnyLowSlightly Low
March33.4°F (0.8°C)Light RainMostly SunnyLowSlightly 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 SunnyHighSlightly High
July68.9°F (20.5°C)Light RainMostly SunnyHighSlightly High
August68.5°F (20.3°C)Light RainMostly SunnyHighSlightly 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 SunnyAverageAverage
December32.9°F (0.5°C)Light RainMostly SunnyAverageAverage

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, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, make use of our filters to sort by price, location, and the type of vacation rental that suits your needs.

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or manage your travel arrangements with ease. You can easily access the properties you've saved or booked, now categorized under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply 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 Downtown Portland?
Apartments are the most popular kind of vacation rental in Downtown Portland, according to our data. Even if you’ve got a different idea about what you want, Vrbo has vacation homes in a variety of sizes and shapes. Filter our options to find your perfect pad.
How much does it cost to rent a vacation rental in Downtown Portland?
Length of stay, season and property type are some of the things that can affect the price of a vacation home. Simply add your dates of travel to find your dream escape. From cozy chalets to plush villas, all Vrbo vacation rentals provide amazing value.
How much does it cost to rent a beach house in Downtown Portland?
Prices for beach houses in Downtown Portland can differ depending on the size and type of the property and time of year you’re traveling. All you need to do is enter your travel dates into Vrbo and how many guests to see available options and prices. From there you can use the filters to refine your search results by nearby activities, ratings, amenities and more.
Are there pet-friendly vacation rentals in Downtown Portland?
With 46 properties that welcome four-legged guests, your furry best friend can also come along on your Downtown Portland break. Use our filter tool to browse our pet-friendly vacation rentals and find the pawfect pad on Vrbo.
What are popular rental amenities in Downtown Portland?
Nearby museums, an electric car charging station and a firepit are the most popular rental amenities in Downtown Portland. Whether you’re planning to travel by yourself, with your better half or as a family, Vrbo can help you find a vacation home that fits your style with all the features you need.
Are there large group vacation rentals in Downtown Portland?
With two properties that can sleep 10 people or more in Downtown Portland, there’s no need to cross anyone off the invite list. From family vacations to special events like Christmas or New Year’s Eve parties, Vrbo can help you find a large group rental that fits the occasion.
Are there vacation rentals in Downtown Portland that welcome kids?
With 44 family-friendly vacation homes available in Downtown Portland, there’s never been a better time to introduce your little ones to the pleasures of travel. Just click on our “Properties good for families” filter to search for stays loaded with amenities ideal for families on the move, like living rooms, swimming pools, entertainment areas and bunk beds.
What are the top attractions for families in Downtown Portland?
Keeping the kids occupied during your stay in Downtown Portland is a cinch with these exciting family-friendly attractions:

  • East End Beach
  • Sand Beach
  • Portland Observatory

Are there one-bedroom vacation rentals in Downtown Portland?
Take your pick from 23 one-bedroom rentals in Downtown Portland. Whether you want a townhouse or an upmarket condo, Vrbo’s one-bedroom properties are just right if you don’t need a lot of space. One of the perks of having your own digs? You’ll never need to share your getaway with strangers.
Can I find two-bedroom vacation rentals in Downtown Portland?
Pick from 16 two-bedroom rentals in Downtown Portland. Settle the kids into the second room or maybe fill it with a couple of your favorite people. There’s plenty of space for whoever’s fortunate enough to be joining your journey.
Are there vacation rentals with WiFi in Downtown Portland?
Pick from 29 vacation rentals with WiFi in Downtown Portland. If you’d like to disconnect from the world during your break, but still need to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Downtown Portland?
Downtown Portland has 43 vacation rentals where you’ll be able to wind down in air-conditioned comfort. To book a stay on Vrbo that offers this amenity, enter your preferred travel dates and use the filter tool to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Downtown Portland?
Age restrictions can differ between properties on Vrbo, so be sure to look at the rules of the vacation home in Downtown Portland you want to book. But in general, it’s 16, 18 or 21.
How long can I rent a vacation rental in Downtown Portland for?
The amount of time you can rent a Downtown Portland vacation home for is down to each property. Just tap in your travel dates to view available options offering longer term stays. They come with all you require to make your extended trip more comfortable and convenient, like kitchens and yards. Some properties might also offer weekly or monthly discounted prices, so you can have a longer stay for less.

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