Portland vacation rentals

We found 1,407 vacation rentals — enter your dates for availability

Discover a selection of 87 homes, 164 apartments, and other vacation rentals in Portland that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the amenities you expect for your stay, which might include parking and a fireplace. No matter what you're looking for, you'll find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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Find out more about Portland

Why visit Portland

  • Picturesque Waterfront: Enjoy stunning views along Portland's scenic waterfront, perfect for leisurely strolls.
  • Historic Old Port: Explore the charming Old Port with its vibrant shops, cozy eateries, and historic architecture.
  • Outdoor Adventures: Experience a variety of outdoor activities, from beach outings to hiking in nearby coastal towns.
  • Cultural Experiences: Immerse yourself in Portland's rich culture through local events, galleries, and theaters.
  • Diverse Accommodations: Find the perfect vacation rental, from cozy cottages to modern condos, for your stay.

Popular types of accommodation in Portland

Planning a trip to Portland? You’ll love exploring the variety of vacation rentals available, from charming private homes and cozy cottages to modern condos. Whether you're looking for a Maine vacation rental with laundry facilities or a spacious villa in Portland, our platform provides the perfect options for your getaway. Dive into your adventure with confidence, knowing you’ll find the ideal place to unwind after a day of exploration.

  • Houses: The top choice for vacation rentals in Portland, offering spacious and comfortable accommodations perfect for families or groups.
  • Cottages: Charming and cozy, these rentals provide a quaint atmosphere ideal for a relaxing getaway.
  • Condos: Modern and convenient, these units offer amenities and easy access to city attractions.
  • Apartments: Versatile options for solo travelers or couples, providing a home-like feel in the heart of Portland.
  • Cabins: Rustic and inviting, perfect for those seeking a nature retreat just outside the city.**

Top attractions in Portland

Portland, Maine, is an ideal destination for outdoor enthusiasts and families alike, offering stunning scenery and rich culture. You can explore beautiful beaches, historic houses, and vibrant entertainment venues. Whether you're traveling solo, with family, or friends, there's something for everyone to enjoy in and around this charming coastal city. Make sure to experience the local attractions that showcase Portland's unique blend of outdoor adventures and cultural experiences.

  • Cross Insurance Arena: A vibrant venue in Portland, this arena hosts a variety of events, from concerts to sports, creating a lively atmosphere perfect for family outings and entertainment lovers alike.
  • Portland Museum of Art: Nestled in the heart of the city, this museum showcases a rich collection of American and European art, providing a cultural experience that highlights local and international artists.
  • East End Beach: A beautiful sandy beach offering stunning views of Casco Bay, ideal for sunbathing, picnicking, and enjoying the refreshing coastal breeze.

Things to do recommended for couples

For a romantic getaway in Portland, Maine, don't miss Thompson's Point for lively concerts, indulge in luxury at the Portland Club, or share an adventurous moment parasailing at Old Orchard Beach, just 15 miles away. These experiences promise unforgettable memories together.

Things to do recommended for families

Your family will love visiting Hadlock Field for a thrilling baseball game, exploring the fascinating Portland Observatory for entertainment, and enjoying a fun-filled day at Bayside Bowl with its arcade games and bowling. These activities promise a memorable local experience in Portland, Maine.

Things to do recommended for groups

Groups visiting Portland, Maine can enjoy a show at the historic State Theatre, shop at the Maine Mall for a mix of entertainment and local flair, and explore the LL Bean Flagship Store for unique outdoor gear, all while soaking in the city's vibrant atmosphere.

*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 in Portland

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, it’s important to prioritize your preferences. Here are some helpful booking tips for using Vrbo.

  • Traveling to Portland with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Portland with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your distance to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Portland: For many families, a vacation wouldn’t feel complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties offer feeding bowls and beds to ensure that everyone feels at home.
  • Planning for a long term stay visiting Portland: If you're in search of vacation rentals that offer great 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 rental options. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Portland

Portland, Maine, is a charming destination perfect for outdoor enthusiasts and families alike. Explore the picturesque waterfront views and wander through the historic Old Port, where vibrant shops and cozy eateries await. Nearby coastal towns offer a romantic ambiance and a friendly atmosphere, making it an ideal spot for both relaxation and adventure. Whether you're seeking scenic beauty or local culture, Portland promises an unforgettable vacation experience.

  • South Portland: South Portland is a charming city located a mere 2 miles from downtown Portland, making it an ideal destination for those looking to explore nearby attractions. Known for its family-friendly atmosphere and business-oriented vibe, South Portland offers a variety of experiences. Visitors can enjoy shopping at local centers or take in the beautiful scenery at its beaches and lakes. The picturesque waterfront provides ample opportunities for outdoor activities, making it a perfect spot for families and travelers alike.
  • Downtown Portland: As the heart of the city, Downtown Portland is a vibrant neighborhood filled with diverse experiences for families, couples, and outdoor enthusiasts. With a range of theaters, entertainment venues, and music concerts, there's always something happening. The area boasts stunning views of the waterfront, with nearby beaches and lakes providing serene spots for relaxation. Walking through the bustling streets, you'll find unique shops and delicious dining options, making Downtown Portland a must-visit for any traveler.
  • Old Port: Old Port is a historic neighborhood that captures the essence of Portland's maritime heritage. Known for its lively atmosphere, this area offers a blend of family-friendly activities and entertainment options. Stroll along cobblestone streets lined with boutique shops, enjoy a meal at local eateries, or catch a show at one of the nearby theaters. With easy access to the waterfront, visitors can enjoy beach activities and scenic views, making Old Port a delightful destination for all ages.

Best time to go to Portland

If you're planning a trip to 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

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

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform for planning your trips. You can easily create new itineraries, revisit your previous plans, or organize your upcoming travel details. Your saved or booked properties will be neatly categorized into Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Delight in the waterfront landscape of Portland

Enjoy the area's live music, museums and theater scene and make a vacation rental your home during your stay in Portland. This cosmopolitan city allures visitors with its seafood restaurants and shopping. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Portland

Are you looking for attractions to see in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Portland has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Dunegrass Golf Club (11.8 mi / 18.9 km)
  • Pirate's Cove (12 mi / 19.3 km)
  • Funtown Splashtown USA (12.7 mi / 20.5 km)
  • Old Orchard Beach Parasail (15.1 mi / 24.2 km)
  • Happy Wheels Skate Center (4.2 mi / 6.7 km)
  • Aquaboggan Water Park (10.8 mi / 17.3 km)

Exploring the natural features in Portland

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Portland is a great place to spend some time outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Eastern Promenade (0.8 mi / 1.3 km)
  • East End Beach (0.9 mi / 1.4 km)
  • Willard Beach (1.8 mi / 2.9 km)
  • Thompson's Point (2 mi / 3.2 km)
  • Sand Beach (2.2 mi / 3.5 km)
  • Crescent Beach (7 mi / 11.2 km)

Traveling to and around Portland

Fly into Portland Intl. Jetport Airport (PWM), the closest airport, located 2.9 mi (4.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 26.8 mi (43.2 km) away.

If you're traveling by train, you can make your way to Portland Transportation Center.

Frequently asked questions

What is the best area to stay in Portland, Maine, United States of America when booking a vacation rental?
When considering a vacation rental in Portland, Maine, the Old Port neighborhood stands out as a popular area to stay. This historic district is characterized by its charming cobblestone streets, vibrant waterfront, and an abundance of boutique shops and galleries. Visitors can enjoy top attractions such as the Portland Head Light, one of the most photographed lighthouses in the country, and the picturesque waterfront park that offers stunning views of Casco Bay.

Another excellent option is the East End, known for its artistic vibe and diverse culinary scene. This area features popular spots like the Eastern Promenade, which offers scenic walking paths and picnic areas with beautiful views of the harbor. The East End is also home to a variety of local breweries and restaurants, making it a great choice for food enthusiasts.

In terms of vacation rentals, both neighborhoods offer a wide variety of properties, from cozy apartments to spacious homes, suiting different tastes and budgets.
How much does it cost to rent a vacation home in Portland?
Prices for vacation rentals in 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 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 Portland vacation house rentals?
You can find great discounts on house rentals in 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.
Where are the best areas for renting a beach house in Portland?
For renting a beach house in Portland, Maine, the best areas to consider are the picturesque neighborhoods along the coast, particularly in the Cape Elizabeth area. Here, you can find charming beach houses near Crescent Beach State Park, which features sandy shores and scenic walking trails. Many of the rental properties in this area come with amenities such as outdoor decks with ocean views, fire pits for evening gatherings, and fully equipped kitchens ideal for family meals after a day at the beach.

Another excellent option is the Old Port district, known for its vibrant waterfront and historic charm. While this area is more urban, there are still select rentals that offer proximity to the waterfront and easy access to local shops and restaurants. Properties in this area may feature modern amenities, rooftop patios, and stylish interiors that provide a blend of comfort and elegance.

Additionally, the nearby Scarborough area has beach houses along Scarborough Beach, where travelers can expect amenities like private beach access, outdoor showers, and expansive yards superb for children to play. This area is also close to local attractions such as the Scarborough Marsh Audubon Center, providing opportunities for nature walks and bird watching. Find your rental near the beach in Portland.
Where are the best Portland ski resort rentals?
For skiing near Portland, Maine, travelers looking for rentals should focus on the nearby ski areas of Sunday River and Shawnee Peak, both within a reasonable driving distance. Sunday River, located in Newry, offers a variety of accommodations ranging from cozy lodges to spacious condos. Many of these properties come equipped with amenities like ski-in/ski-out access, hot tubs, and communal game rooms, superb for unwinding after a day on the slopes. Guests can also expect fully equipped kitchens or kitchenettes, making it convenient for families or groups to prepare meals.

Shawnee Peak, situated in Bridgton, provides additional rental options in the surrounding area. Here, visitors can find charming country homes and cabins that often include amenities like fireplaces, outdoor decks, and proximity to local dining and shopping. Many rentals in this region cater to those seeking a more rustic experience while still being close to the ski resort.

The drive from Portland to these ski areas is scenic, with opportunities to enjoy the beautiful landscapes of the western Maine mountains. Additionally, both ski resorts offer a range of winter activities beyond skiing, including snowshoeing and snowmobiling, making the area a great choice for a winter getaway.
What is the most popular type of vacation rental accomodation in Portland?
In Portland, Maine, apartments are the most common type of vacation rental, with approximately 137 available throughout the city. These apartments are often found in lively neighborhoods close to the waterfront, local eateries, and cultural landmarks such as the Portland Museum of Art and the historic Old Port district. Travelers can expect amenities like fully equipped kitchens, comfortable living areas, and many units feature balconies or patios for enjoying the coastal atmosphere.

For those seeking more space, around 62 vacation houses are also available. These homes typically include multiple bedrooms, private yards, and outdoor seating areas, making them ideal for families or groups looking to relax after a day of exploring the city's vibrant arts scene and stunning coastal views. Additionally, roughly 34 condos can be found, which often offer a blend of modern convenience and access to shared amenities like pools or fitness centers.
Are there any family house rentals in Portland?
In Portland, Maine, families have a wealth of options, with around 132 vacation rentals available throughout the city. Neighborhoods like the Old Port and East End are particularly popular among visitors. In the Old Port, you can find homes that often come with spacious living areas, full kitchens for preparing meals, and easy access to waterfront activities and unique shops. The vibrant setting of the area is superb for families looking to explore local attractions such as the Portland Museum of Art or take a ferry to nearby islands.

Meanwhile, the East End features larger homes with multiple bedrooms, backyard spaces for children to play, and sometimes even amenities like game rooms for family entertainment. This neighborhood is close to beautiful parks, such as the Eastern Promenade, where families can enjoy picnics, walking trails, and stunning views of Casco Bay.
Can I rent a vacation home with a pool or hot tub in Portland?
In Portland, Maine, there are several vacation homes available for rent that feature pools and hot tubs. The city offers a mix of vibrant neighborhoods, including the historic Old Port area, known for its cobblestone streets and waterfront views, as well as the quieter outskirts where families can enjoy more space. Many of these rentals come equipped with private pools and hot tubs, providing a ideal setting for relaxation after a day of exploring the city's rich maritime history and local attractions.
Can I find long-stay vacation rentals in Portland?
A long-stay vacation rental in 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 pet-friendly house rentals in Portland?
In Portland, Maine, travelers will find a variety of pet-friendly house rentals available, with numerous options to accommodate those traveling with furry companions. Many of these rentals are located in charming neighborhoods such as the historic Old Port, where visitors can enjoy vibrant waterfront views and easy access to local shops and restaurants. Properties in this area often come equipped with modern amenities, including spacious kitchens, cozy living spaces, and outdoor areas for pets to roam.

Additionally, the East End neighborhood offers a mix of rental homes with beautiful views of Casco Bay. Here, travelers can expect amenities like private decks, fire pits, and proximity to pet-friendly parks such as the Eastern Promenade, which features walking trails and scenic vistas, superb for enjoying with pets.
Are there any remote work vacation rentals in Portland?
In Portland, Maine, there are numerous vacation rentals suitable for remote work, with around 208 options available. The city offers a vibrant setting with a blend of historic charm and modern amenities. Many properties provide essential features like high-speed internet, dedicated workspaces, and free Wi-Fi, ensuring a productive environment for remote workers.

Travelers can expect a variety of accommodations, from stylish apartments in the Old Port district, which is known for its cobblestone streets and waterfront views, to cozy homes in quieter residential neighborhoods. Some rentals come equipped with comfortable desks, while others offer spacious living areas that can be adapted for work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Portland vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in 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.
What are popular rental amenities in Portland?
In Portland, Maine, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals include a fully equipped kitchen, allowing guests to prepare their own meals and enjoy the local seafood. Many properties also feature a coffee and tea maker for those who appreciate a warm beverage in the morning. Onsite parking is commonly available, making it convenient for visitors traveling by car. Additionally, many rentals come with a deck or patio, providing outdoor space to relax and take in the fresh coastal air. For pet owners, it's worth noting that a good number of rentals permit pets, making it easy to bring along furry companions.
When is the best time to visit Portland for a vacation rental?
March is a wonderful time to visit Portland, Maine, as the city begins to shake off winter and welcomes the first signs of spring. This month offers a delightful blend of milder temperatures, typically ranging from the low 30s to mid-50s Fahrenheit, making it great for outdoor activities such as exploring the picturesque waterfront and the vibrant arts district.

The peak season in Portland runs from June to August, drawing in tourists eager to experience the city's lively summer festivals, outdoor dining, and stunning coastal scenery. During these months, visitors can enjoy a variety of activities, from hiking in nearby parks to enjoying fresh seafood at local eateries. However, if you prefer a more laid-back experience with fewer crowds, March is an excellent choice, allowing you to enjoy the city's charm without the hustle and bustle of peak tourist traffic.

For budget-savvy travelers, October presents a great opportunity to experience Portland's fall foliage and seasonal festivities. The crisp autumn air, coupled with the vibrant colors of the leaves, creates a picturesque backdrop for leisurely strolls and scenic drives.

Ultimately, the best time to book a vacation rental in Portland depends on your preferences—whether you seek the energetic vibe of the summer months or the serene beauty of early spring and fall.
How early should I book a Portland vacation rental?
Book your 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 Portland, Maine, United States of America?
In Portland, Maine, visitors can explore a variety of attractions across its vibrant neighborhoods. The Old Port district, known for its cobblestone streets and historic buildings, features a lively option with boutique shops, restaurants, and waterfront views. Here, travelers can enjoy fresh seafood and visit the iconic Portland Head Light, a short drive away in Fort Williams Park.

The Arts District offers a cultural experience with the Portland Museum of Art and numerous galleries showcasing local artists. The nearby Congress Street is lined with theaters and performance spaces, making it a hub for entertainment.

For those interested in maritime history, the Eastern Promenade provides scenic views of Casco Bay, along with walking paths and picnic areas. This area is great for outdoor activities and offers access to ferry services for island hopping.

Additionally, the West End is known for its charming Victorian architecture and is home to lovely parks and gardens, creating a peaceful environment for relaxation.
Can I change or cancel my Portland home rental booking on Vrbo?
To find 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 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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