Parkside vacation rentals

We found 178 vacation rentals — enter your dates for availability

Welcome to Parkside, where the charm of historic houses meets the lush greenery of scenic parks. Stroll through vibrant neighborhoods filled with delightful eateries, and immerse yourself in family-friendly activities at Deering Oaks Park or the iconic Portland Head Light. With a diverse selection of cozy cottages and modern condos, your group will find the perfect home base, offering all the comforts and amenities needed for a memorable getaway.

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Find out more about Parkside

Why visit Parkside

  • Scenic Beaches: Enjoy the beautiful coastal views and relaxing walks along the beaches in Parkside.
  • Historic Attractions: Explore charming historic houses that showcase the rich culture of Portland.
  • Vibrant Downtown: Experience the lively atmosphere of downtown Portland with its shops and eateries.
  • Family-Friendly Activities: Participate in various activities that cater to all ages, ensuring fun for everyone.
  • Cozy Accommodations: Choose from a range of vacation rentals, including apartments and cottages, for a comfortable stay.

Popular types of accommodation around Parkside

Discover the perfect getaway with Parkside vacation rentals. Our platform offers a variety of accommodations, including houses, cozy cottages, and modern condos. Whether you're searching for Parkside apartments, Portland apartments, or spacious townhomes, we have options to suit every traveler's needs. Enjoy the convenience of parking available at select properties, ensuring a hassle-free stay. Choose your ideal spot and experience the best of Parkside today.

  • Houses: The top choice for visitors in Parkside, offering spacious and comfortable settings ideal for families or groups.
  • Cottages: A charming option for a quaint and cozy getaway, perfect for those seeking a peaceful retreat.
  • Condos: A popular selection that combines modern amenities with a convenient location for exploring the area.
  • Apartments: A versatile option, providing a home-like atmosphere for both short and extended stays.
  • Cabins: A delightful choice for nature enthusiasts, offering a rustic and serene escape in the woods.**

Top attractions near Parkside

Parkside, Portland, Maine, offers a delightful blend of outdoor and romantic experiences, perfect for vacationers. Explore scenic beaches, historic houses, and entertainment arenas while enjoying the local culture and family-friendly activities. Don't miss visiting downtown Portland for its vibrant atmosphere and Pier Park for relaxing strolls and picturesque views. Whether you're seeking adventure or tranquility, Parkside has something for everyone.

  • Portland Museum of Art: This museum showcases a diverse collection of American, European, and contemporary art. Located 0.4 miles from Parkside, it offers a rich cultural experience with rotating exhibitions and special events that connect art lovers to the local artistic community.
  • Cross Insurance Arena: Situated 0.6 miles away, this vibrant entertainment venue hosts a variety of events, from concerts to sports. It's a family-friendly place where you can enjoy thrilling performances and connect with the lively atmosphere of Portland.
  • University of Southern Maine: A historic institution located 0.5 miles from Parkside, it features beautiful architecture and a rich cultural environment. Visitors can explore its campus, attend public events, and experience the academic spirit of the local community.

Things to do recommended for couples

Planning a romantic getaway in Parkside? Enjoy a concert at Thompson's Point, just a mile away, or indulge in luxury at the Portland Club, only 0.4 miles from your stay. For adventure, try parasailing at Old Orchard Beach, a thrilling 14 miles from Parkside.

Things to do recommended for families

Your family will have a fantastic time exploring Hadlock Field, just half a mile from Parkside, where you can catch a game. Enjoy the fun at Bayside Bowl, only 0.4 miles away, and be amazed by the stars at Southworth Planetarium, located 0.6 miles from your stay.

Things to do recommended for groups

Groups visiting Parkside, Portland can enjoy a show at the nearby State Theatre, just 0.3 miles away, or shop and dine at the Maine Mall, located 4 miles away. Don’t miss the iconic LL Bean Flagship Store, a 16-mile journey 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 Parkside

When planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—be sure to prioritize your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Parkside with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. The great news is that you can easily filter for all of these options, and more, on Vrbo.
  • Traveling to Parkside with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, as well as look for age-appropriate amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Parkside: For many families, a vacation isn’t truly a getaway without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Parkside: 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 using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Parkside

Parkside, a charming neighborhood in Portland, Maine, is perfect for outdoor enthusiasts and romantic getaways. Nearby, the Bayside area offers a vibrant atmosphere with family-friendly excursions and urban experiences. Explore the inviting streets of West Bayside, where friendly locals and unique attractions await. Discover cozy apartments and local eateries that showcase the best of Portland's culture, making your vacation both memorable and enjoyable.

  • Portland: Portland, Maine is a vibrant city nestled along the stunning coast, offering a delightful mix of outdoor adventures and family-friendly activities. With its picturesque beaches and serene lakes, visitors can enjoy a variety of water sports and scenic picnics. The city is known for its lively arts scene, featuring theaters and entertainment venues that host performances year-round. Shoppers will find an array of boutiques and shopping malls, making it a perfect destination for retail therapy. Whether you're exploring the waterfront or indulging in local cuisine, Portland has something for everyone.
  • South Portland: Located just 2 miles from Parkside, South Portland is a charming city perfect for family outings and business trips alike. The area boasts several shopping centers and malls, offering a wide variety of retail options and dining experiences. South Portland is also home to beautiful beaches and lakes that provide a tranquil setting for relaxation and recreation. With its city-themed attractions and educational facilities, this city is ideal for both leisure and learning. Explore the welcoming atmosphere while enjoying various local events and attractions.
  • Downtown Portland: A mere 0.7 miles from Parkside, Downtown Portland is a bustling neighborhood that promises a memorable experience for families and couples. This vibrant area features a rich selection of theaters, music venues, and concert halls, showcasing both local and national talent. Stroll along the scenic waterfront, or indulge in romantic dining options with stunning views. The nearby beaches and lakes offer a perfect escape for outdoor enthusiasts. Whether you're looking for cultural experiences or outdoor fun, Downtown Portland has it all.

Best time to go to Parkside

If you're planning a trip to Parkside, it's a good idea to check both the weather and property rates. The warmest months are July and July. Peak season runs in June, June to July, July to August and August, while off-peak times, like January, January to February, February to March and March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.1°F (-3.3°C)Light RainMostly SunnyLowSlightly Low
January26.1°F (-3.3°C)Light RainMostly SunnyLowSlightly Low
February27.0°F (-2.8°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
March33.4°F (0.8°C)Light RainMostly SunnyLowSlightly Low
April43.9°F (6.6°C)Light RainMostly SunnyAverageAverage
April43.9°F (6.6°C)Light RainMostly SunnyAverageAverage
May54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
May54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
June61.9°F (16.6°C)Light RainMostly SunnyHighSlightly High
June61.9°F (16.6°C)Light RainMostly SunnyHighSlightly High
July68.9°F (20.5°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
August68.5°F (20.3°C)Light RainMostly SunnyHighSlightly High
September62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
September62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
October52.2°F (11.2°C)Light RainMostly SunnyAverageAverage
October52.2°F (11.2°C)Light RainMostly SunnyAverageAverage
November41.2°F (5.1°C)Light RainMostly SunnyAverageAverage
November41.2°F (5.1°C)Light RainMostly SunnyAverageAverage
December32.9°F (0.5°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 next getaway? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, if you opt for a longer stay, you often enjoy significant savings. To discover the perfect Vrbo rental that fits your budget, take advantage of our filters to narrow down options by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up from where you left off, and keep your travel plans organized. You can easily access the properties you've saved and booked, now categorized into Potential, Upcoming, or Current Trips. To start 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 Parkside?
In Parkside, apartments are the most common vacation rental option, with about 22 available throughout the area. These apartments are typically situated in peaceful neighborhoods, providing travelers with a comfortable and convenient home base. Most units come equipped with fully functional kitchens, cozy living areas, and some even feature balconies or patios where guests can relax and enjoy the fresh air. Additionally, there are several vacation houses and condos available, which cater to those seeking more space or different amenities.
Are there any beach house rentals in Parkside?
In Parkside, Maine, there are several beach house rentals available, offering a charming seaside experience. These homes typically feature spacious layouts with multiple bedrooms, allowing families or groups to stay comfortably together. Many of the rentals come with fully equipped kitchens, cozy living areas, and outdoor decks or patios where guests can enjoy the fresh ocean air and scenic views. Situated near the coast, these properties provide easy access to local beaches and nearby attractions, making Parkside a great choice for a beach getaway.
How much does it cost to rent a vacation home in Parkside?
Prices for vacation rentals in Parkside 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 Parkside 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 Parkside vacation house rentals?
You can find great discounts on house rentals in Parkside 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 Parkside?
In Parkside, Maine, popular vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals with ease. A coffee and tea maker is typically available for those who enjoy a warm beverage in the morning. Onsite parking is also a common feature, providing convenience for travelers with vehicles. Many rentals are pet-friendly, welcoming guests who wish to bring their furry companions along for the trip. Additionally, some units may include blenders, superb for whipping up smoothies or other refreshments.
Can I find family house rentals in Parkside?
In Parkside, Maine, there are numerous family-friendly house rentals available, with around 11 options for visitors to choose from. This charming area offers a welcoming environment for families, featuring spacious homes that often include amenities like full kitchens, cozy living rooms, and outdoor spaces for kids to play.Families will appreciate the convenience of nearby parks and recreational activities, providing opportunities for hiking, picnicking, and enjoying nature. Additionally, the local community hosts various events throughout the year, allowing guests to immerse themselves in the vibrant culture of the area.
Are there any Parkside vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Parkside 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 Parkside?
Yes, you can book pet-friendly vacation rentals in Parkside, Maine, where there are around 12 options available. This charming area offers a variety of vacation homes that typically feature amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air. Travelers can expect comfortable accommodations, often including features like private patios or decks, superb for relaxing after a day of exploring.In addition to the rentals, Parkside provides access to several pet-friendly points of interest, including nearby parks and nature trails that are great for walks and outdoor activities with your furry companions.
Can I find long-stay vacation rentals in Parkside?
A long-stay vacation rental in Parkside 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 Parkside for a vacation rental?
March is a fantastic time to visit Parkside, as the town begins to awaken from winter's embrace, offering visitors a unique blend of early spring charm and outdoor activities. During this month, temperatures typically range from the low 30s to mid-50s Fahrenheit, making it a comfortable period for exploring the beautiful coastal scenery and engaging in outdoor adventures like hiking and birdwatching.As you venture into the warmer months of June through August, you'll find that Parkside turns into a vibrant hub of activity. This peak season attracts families and travelers eager to enjoy the area's stunning beaches, local festivals, and outdoor recreation opportunities, allowing for a lively option filled with fun and excitement.For those seeking a more budget-friendly experience, consider planning your visit in October. This month offers a serene ambiance with the added bonus of experiencing the stunning fall foliage that Maine is famous for. Crisp air and colorful leaves create a picturesque setting that invites leisurely walks and scenic drives.Ultimately, the best time to book a vacation rental in Parkside depends on your preferences for either the lively summer scene or the tranquil beauty of early spring and autumn.
Are there any remote work vacation rentals in Parkside?
In Parkside, Maine, there are numerous remote work vacation rentals available, with around 25 options to choose from. Many of these rentals cater specifically to remote workers, offering essential amenities such as high-speed Wi-Fi and dedicated workspaces, making them ideal for those needing to balance work and leisure. Travelers can expect comfortable living areas, full kitchens for meal preparation, and often outdoor spaces to enjoy the serene surroundings.The area itself is known for its natural beauty, with proximity to parks and recreational activities, allowing for a refreshing break from work. Whether you prefer a cozy cabin or a more modern home, Parkside provides a variety of settings that encourage productivity while offering a peaceful retreat to unwind after a busy workday. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Parkside vacation rental?
Book your Parkside 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 Parkside, Maine, United States of America?
In Parkside, Maine, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local culture. The nearby Acadia National Park offers stunning coastal views, hiking trails, and opportunities for wildlife spotting, making it a must-visit for outdoor enthusiasts. The charming town of Bar Harbor, just a short drive away, features a vibrant waterfront with shops, restaurants, and galleries, as well as scenic boat tours.In Parkside itself, travelers can explore local parks and green spaces, superb for leisurely walks or picnics. The area also has a rich maritime history, which can be experienced through various local museums and historic sites. Additionally, the picturesque coastline provides ample opportunities for water activities, including kayaking, sailing, and fishing.
Can I change or cancel my Parkside home rental booking on Vrbo?
To find Parkside 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 Parkside 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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