Downtown Portland vacation rentals

We found 225 vacation rentals — enter your dates for availability

Discover a selection of 14 apartments, 12 condos, and other vacation rentals in Downtown Portland that are perfect for your trip. 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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Find out more about Downtown Portland

Why visit Downtown Portland

  • Charming Old Port: Stroll through the historic Old Port district, featuring waterfront views, boutique shops, and delightful eateries.
  • Rich local culture: Immerse yourself in the vibrant atmosphere with art galleries, live music, and community events.
  • Stunning city vistas: Enjoy panoramic views of the city from various scenic spots throughout downtown.
  • Outdoor activities: Take advantage of beautiful beaches and waterfront parks for relaxation and recreation.
  • Diverse accommodations: Choose from cozy vacation homes, charming cottages, or modern condos for a memorable stay.

Popular types of accommodation around Downtown Portland

Planning a getaway to Downtown Portland? The excitement begins with selecting your perfect accommodations. Explore a variety of popular options, including houses, cozy cottages, and modern condos. Whether you're looking for an apartment in downtown Portland, a charming studio apartment, or spacious house rentals, you'll find the ideal spot for your stay. Dive into the vibrant culture and unique experiences that await you in this dynamic city.

  • Houses: The top choice for visitors in Downtown Portland, offering spacious accommodations perfect for families or groups.
  • Cottages: A charming option that provides a cozy, rustic feel, ideal for a relaxing getaway.
  • Condos: A popular choice among travelers, offering modern amenities and convenient locations.
  • Apartments: Great for those seeking a homely atmosphere with easy access to local attractions.
  • Cabins: A delightful option that brings the outdoors closer, perfect for nature lovers.**

Top attractions in and around Downtown Portland

Downtown Portland, Maine, is an ideal destination for families, couples, and outdoor enthusiasts alike. With its beautiful beaches, historic houses, and vibrant entertainment venues, visitors can enjoy a rich cultural experience. Whether you’re exploring charming streets or relaxing by the waterfront, there’s something for everyone in this captivating city. Don't miss the chance to immerse yourself in the local attractions and make lasting memories during your vacation.

  • Cross Insurance Arena: This vibrant entertainment venue hosts a variety of events, from concerts to sports. With a family-friendly atmosphere, it offers an exciting experience for all ages, making it a hub of local culture and entertainment.
  • Portland Museum of Art: Immerse yourself in a rich collection of American and European art in a stunning setting. The museum showcases local artists and hosts engaging exhibitions, providing a deep dive into Portland's cultural landscape.
  • East End Beach: A beautiful beach just a mile from downtown, East End Beach is perfect for sunbathing, swimming, or picnicking. Enjoy breathtaking views of Casco Bay in a relaxing, laid-back atmosphere.

Things to do recommended for couples

Ready for a romantic getaway in Downtown Portland? Enjoy live music at Thompson's Point, indulge in luxury at the Portland Club, or embark on an exhilarating parasail adventure at Old Orchard Beach. Each experience promises unforgettable memories together.

Things to do recommended for families

Your family will have a blast at Hadlock Field, just a mile from downtown, enjoying the energetic sports atmosphere. Explore the fascinating Portland Observatory, located 0.8 miles away, for family entertainment. Don’t miss Bayside Bowl, only 0.5 miles away, offering an exciting arcade adventure for everyone.

Things to do recommended for groups

Groups visiting Downtown Portland can enjoy a show at the historic State Theatre, shop at the Maine Mall for a variety of entertainment options, and visit the iconic LL Bean Flagship Store for unique outdoor gear and experiences.

*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 Downtown Portland

If you’re traveling with a group, family, pets, or planning an extended stay, it’s important to prioritize your needs when filtering options. Here are some helpful tips for booking on Vrbo.

  • Traveling to Downtown Portland with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor areas for group activities. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Downtown Portland with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it’s wise to think about how close you are to family-friendly activities.
  • Taking your pets with you to Downtown Portland: For many, a family vacation feels incomplete without their furry companion. If you can relate, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and cozy beds to ensure that everyone feels at home.
  • Planning for a long term stay visiting Downtown Portland: If you're searching for vacation rentals that offer special rates for month-long stays, 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 a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Downtown Portland

Downtown Portland, Maine, offers a delightful blend of urban charm and scenic beauty, making it perfect for families, couples, and outdoor enthusiasts. Explore the vibrant Old Port with its waterfront views, chic boutiques, and inviting eateries. Enjoy stunning city vistas from various spots in the heart of downtown, where you can immerse yourself in the friendly atmosphere and rich local culture. Your vacation home will be just steps away from unforgettable experiences in this captivating neighborhood.

  • Portland: Portland is a vibrant city known for its rich cultural scene and stunning natural landscapes. Downtown Portland serves as the heart of the city, where visitors can enjoy a variety of outdoor activities, family-friendly attractions, and scenic views. The area is home to theaters and entertainment venues, as well as a bustling shopping mall center. Nearby, you can find beautiful beaches and serene lakes that invite exploration and relaxation. Whether you're hiking along the coastline or indulging in local cuisine, Portland promises an unforgettable travel experience.
  • South Portland: Just a mile away from Downtown Portland, South Portland offers a delightful blend of urban charm and family-oriented attractions. This city is perfect for travelers seeking a city-themed experience with convenient access to shopping centers and educational venues. The area is also known for its picturesque beaches and family beaches, making it an ideal spot for relaxation and recreation. Visitors can explore local parks, enjoy waterfront dining, and participate in various community events, ensuring a well-rounded getaway.
  • Old Port: Old Port is a historic neighborhood located a mere 0.1 mile from Downtown Portland, renowned for its cobblestone streets and waterfront views. This lively area is perfect for families and those looking for outdoor entertainment. With its array of theaters, arena entertainment facilities, and shopping mall centers, Old Port is brimming with activities. Visitors can stroll along the scenic waterfront, indulge in fresh seafood, and explore local boutiques. The nearby beaches and lakes provide additional opportunities for relaxation and fun, making Old Port a must-visit destination.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, opting for a longer stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash on the full booking amount. It truly benefits you to be the trip planner. Become a member of our One Key rewards program to unlock exclusive savings for members and earn OneKeyCash on eligible stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform to help you plan your next adventure, continue from where you paused, or review and organize your travel arrangements. Here, you can easily find your saved or booked properties organized into three sections: Potential, Upcoming, and Current Trips. To get started with 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 Downtown Portland?
In Downtown Portland, apartments and condos are the most popular types of vacation rentals, with approximately 12 apartments and 11 condos available in the area. These properties are typically situated close to local attractions such as the Portland Museum of Art and the bustling waterfront. Most units come with amenities like fully equipped kitchens, comfortable living areas, and some feature stunning views of the city or harbor.
Are there any beach house rentals in Downtown Portland?
In Downtown Portland, Maine, travelers can find about 16 beach house rentals. These properties are typically located near the waterfront, providing easy access to scenic views and local attractions. Most beach houses come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor decks or patios, great for enjoying the coastal breeze. Additionally, guests can expect features like multiple bedrooms and bathrooms, making these homes suitable for families or larger groups.
How much does it cost to rent a vacation home in Downtown Portland?
Prices for vacation rentals in Downtown Portland 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 Downtown Portland 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 Downtown Portland vacation house rentals?
You can find great discounts on house rentals in Downtown Portland 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 Downtown Portland?
In Downtown Portland, popular vacation rental amenities include fully equipped kitchens, enabling travelers to prepare their own meals. Many rentals also feature coffee and tea makers for a convenient morning routine. Onsite parking is commonly available, making it easier for those who drive. Additionally, amenities like blenders are often included, suiting guests who enjoy smoothies or cooking at home. Many properties also provide desk space, which is ideal for remote work or planning daily adventures in this vibrant coastal city.
Can I find family house rentals in Downtown Portland?
In Downtown Portland, Maine, there are several family-friendly house rentals available, great for those traveling with children. The area is known for its vibrant setting and is close to various attractions. Many of these homes offer spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces for kids to play or relax.

Visitors can enjoy easy access to local highlights such as the Portland Museum of Art, the Old Port district with its unique shops and eateries, and scenic waterfront parks. Additionally, families can explore the nearby Children's Museum & Theatre of Maine, which provides activities for younger guests.
Can I rent a vacation home with a pool or hot tub in Downtown Portland?
In Downtown Portland, Maine, there are several vacation homes available for rent that feature hot tubs. This vibrant urban area is known for its rich history, waterfront views, and lively arts scene. Travelers can expect a range of amenities in these rentals, including private hot tubs, cozy living spaces, and fully equipped kitchens, making them ideal for relaxation after a day of exploring the city. Many properties are conveniently located near local attractions, restaurants, and shops, providing easy access to the best that Portland has to offer.
Are there any Downtown Portland vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Downtown Portland 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.
Can I book pet-friendly vacation rentals in Downtown Portland?
Yes, you can book pet-friendly vacation rentals in Downtown Portland. This vibrant area offers a variety of vacation rentals that cater to travelers with pets, ensuring a comfortable stay for both you and your furry friends. Many of these rentals come equipped with modern amenities such as full kitchens, spacious living areas, and laundry facilities, making them ideal for extended stays.

Downtown Portland is also close to several parks and green spaces, providing great opportunities for walks and outdoor activities with your pet. The picturesque Eastern Promenade Park offers scenic views, walking trails, and open areas for pets to roam. Additionally, the city's pet-friendly cafes and shops enhance the experience, allowing you to enjoy Portland's culinary scene with your pet by your side. See all pet-friendly rentals in Downtown Portland.
Can I find long-stay vacation rentals in Downtown Portland?
A long-stay vacation rental in Downtown Portland 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.
Are there any remote work vacation rentals in Downtown Portland?
In Downtown Portland, Maine, there are several remote work vacation rentals available, with around 18 options to choose from. Travelers can expect accommodations that cater to the needs of remote workers, featuring amenities such as free Wi-Fi, dedicated workspaces with desks and chairs, and comfortable living areas for relaxation.

The downtown area is vibrant and full of life, with easy access to local cafes, restaurants, and shops, which can provide a nice break during work hours. Moreover, being close to the waterfront allows for scenic walks and recreational activities after a productive day. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Downtown Portland vacation rental?
Book your Downtown Portland 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 Downtown Portland, Maine, United States of America?
In Downtown Portland, Maine, visitors can enjoy a variety of attractions that highlight the city's rich maritime history and vibrant arts scene. The historic Old Port district is a must-visit, featuring cobblestone streets lined with boutiques, galleries, and seafood restaurants, all with views of the working waterfront. Nearby, the Portland Head Light, one of the most photographed lighthouses in the U.S., is located in Fort Williams Park, providing stunning coastal views and picturesque walking paths.

For art enthusiasts, the Portland Museum of Art showcases an impressive collection of American, European, and contemporary artworks. The nearby Arts District is home to numerous theaters and galleries, making it a hub for cultural events. Additionally, the Eastern Promenade offers scenic walking and biking trails with panoramic views of Casco Bay and the surrounding islands, great for outdoor activities.

Food lovers will appreciate the diverse culinary scene, with fresh seafood being a highlight.
Can I change or cancel my Downtown Portland home rental booking on Vrbo?
To find Downtown Portland 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 Downtown Portland 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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