Parkside vacation rentals

We found 183 vacation rentals — enter your dates for availability
Discover a selection of 5 homes and other vacation rentals in Parkside that are perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, like WiFi and a washer and dryer. At the end of the day, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Parkside

Showing deals for:Dec 11 - Dec 18

Everyone's favorite room in the home. Massive 8ftx6ft skylight.
Large open concept living space with tall sloped celling and a loft.
View from inside unit.
Lobby can be accessed from Patton Ct or Exchange St. Door code will be provided.
Exceptional
(7 reviews)

Exchange Street Skylight Loft

Portland

10% off
CA $436
CA $3,924 total
Exchange Street Skylight Loft
Exterior detail
Interior
Living area
Dining
Exceptional
(99 reviews)

2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood

Portland

10% off
CA $305
CA $2,836 total
2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood
Pia Men Miyake, the best place for lunch!
Smalls! A short walk from the house.
Private kitchen
Room
Exceptional
(23 reviews)

West End Bright Spot with Parking.

Portland

10% off
CA $220
CA $2,012 total
West End Bright Spot with Parking.
Interior
Scales in the Old Port for the best seafood
Room
The State Theater is a 5 minute walk away.
Exceptional
(53 reviews)

Charming West End Hideaway. Private Parking

Portland

10% off
CA $308
CA $2,707 total
Charming West End Hideaway. Private Parking
Dining
Interior
Room
Interior
Exceptional
(22 reviews)

West End's Diamond in the Rough 2-bedroom Apartment with Parking & WiFi

Portland

10% off
CA $497
CA $4,458 total
West End's Diamond in the Rough 2-bedroom Apartment with Parking & WiFi
Living area
Interior
Exterior detail
Dining
Exceptional
(21 reviews)

New England Charm, Portland - Parking included

Portland

10% off
CA $471
CA $4,303 total
New England Charm, Portland - Parking included

Find out more about Parkside

Why visit Parkside

  • Beautiful parks: Enjoy scenic parks and riverside areas perfect for family outings or peaceful retreats.
  • Cultural experiences: Immerse yourself in local history by visiting historic homes and cultural sites.
  • Vibrant neighbourhoods: Explore lively areas filled with charming shops and friendly urban atmosphere.
  • Outdoor adventures: Engage in a variety of outdoor activities, from hiking to cozy evenings by outdoor fireplaces.
  • Diverse accommodations: Choose from charming cottages to luxurious condos, ensuring a perfect home away from home.

Popular types of accommodation around Parkside

Planning a getaway to Parkside? You're in for a treat. From charming cottages to spacious houses and modern condos, Parkside offers a variety of vacation rentals to suit every traveler's needs. Whether you're looking for a cozy cottage or a luxurious stay at a Parkside resort, you'll find the perfect home away from home. Explore your options and make your vacation memorable with a stay in Parkside.

  • Houses: The top choice for visitors, offering spacious and comfortable stays ideal for families or groups.
  • Cottages: A charming option, providing a cozy atmosphere with a touch of rustic charm, perfect for a relaxing getaway.
  • Condos: A great balance of convenience and comfort, ideal for those seeking modern amenities in a vibrant neighbourhood.
  • Apartments: A practical choice for solo travellers or couples looking for a home-like experience during their stay.
  • Cabins: A popular retreat for nature lovers, offering a serene escape in the beautiful surroundings of Parkside.**

Top attractions near Parkside

Parkside, Portland, Maine, offers a delightful blend of outdoor scenery and romantic spots, perfectly suited for a memorable vacation. Explore local attractions like scenic parks, riverside parks, and historic houses, or enjoy the vibrant atmosphere at entertainment arenas. Whether you're seeking cultural experiences or family-friendly outings, Parkside has something for everyone, making it an ideal getaway for nature lovers and adventure seekers alike.

  • Portland Museum of Art: An artistic gem featuring an impressive collection of American, European, and contemporary art. Located only 644m from Parkside, the museum offers a vibrant cultural experience with rotating exhibitions and engaging programs.
  • Cross Insurance Arena: A lively venue situated 966m away, perfect for family entertainment. Enjoy concerts, sporting events, and shows in a dynamic atmosphere that caters to all ages.
  • University of Southern Maine: This historic university, located 805m from Parkside, showcases beautiful architecture and offers cultural events, enriching the local arts scene.

Things to do recommended for couples

For a romantic getaway in Parkside, explore the lively Thompson's Point for a concert just 1.6km away, or enjoy an adventurous parasail at Old Orchard Beach, 22.5km away. Don't miss the intimate vibes at Port City Music Hall, only 644m from your stay.

Things to do recommended for families

Your family will love attending a game at Hadlock Field, just 805m from Parkside. Explore the stars at the Southworth Planetarium, 966m away, or enjoy a day of thrills at Aquaboggan Water Park, located 16.1km from Parkside, perfect for adventure and fun.

Things to do recommended for groups

Groups visiting Parkside can enjoy a cultural evening at the State Theatre, located 483m away. For shopping and entertainment, the Maine Mall is 6.4km distant. Don't miss a trip to the LL Bean Flagship Store, a unique retail experience just 25.7km away.

*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, as a family, with pets, or seeking longer accommodations, it's essential to prioritize your preferences. Here are some helpful Vrbo booking tips to guide 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. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Parkside 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 ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Parkside: For many families, a vacation isn’t truly fulfilling unless their furry companions are along for the journey. If this resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the 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 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 near Parkside

Discover the charm of Parkside, Portland, where outdoor adventures and romantic getaways await. Explore nearby parks with stunning scenery, perfect for family outings or a serene mountain retreat. Enjoy cozy evenings by outdoor fireplaces and immerse yourself in the friendly, urban atmosphere. With family-friendly excursions and vibrant neighbourhoods just a stone's throw away, your vacation in Parkside promises unforgettable experiences in this delightful corner of Maine.

  • Portland: Nestled along the picturesque coastline, Portland offers a delightful blend of outdoor adventure and vibrant city life. Parkside, located within Portland, is an excellent base for exploring the area's stunning beaches and serene lakes, ideal for family outings. Visitors can enjoy a range of activities from shopping at local malls to catching a show at the theater or an exciting event at the arena. The city's scenic views and outdoor spaces make it a perfect destination for nature lovers and those seeking memorable experiences.
  • South Portland: Just 3.2km from Parkside, South Portland is a charming city known for its family-friendly atmosphere and urban conveniences. The city is home to several shopping centres and educational institutions, making it an ideal spot for families and business travelers alike. South Portland's coastal location provides easy access to beautiful beaches and lakes, perfect for a relaxing day out. Enjoy leisurely strolls along the waterfront or explore the local attractions that showcase the area's rich maritime heritage.
  • Downtown Portland: Located a mere 1.1km from Parkside, Downtown Portland is the city's bustling heart, where families can revel in outdoor activities and romantic outings. This lively neighbourhood is packed with theatres, music venues, and entertainment options, making it a hub for arts and culture. Take a leisurely walk along the waterfront, visit local shops, or enjoy a live music concert. With its proximity to stunning beaches and picturesque lakes, Downtown Portland is perfect for those looking to soak in the area's natural beauty.

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 simple

Are you hoping to save on your upcoming adventure? Consider being flexible with your travel dates, as this can lead to better pricing options. You might also enjoy considerable savings by opting for a longer stay. 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 getaway.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform for planning your next adventures. You can easily create new trips, resume your previous arrangements, or manage your itinerary all in one place. Your saved or booked properties will be organized into categories such as Potential, Upcoming, or Current Trips for your convenience. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

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 travelling 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.
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.
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 travellers 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 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. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Parkside for a vacation rental?
The best time to visit Parkside for a vacation rental is during March, when the area begins to come alive with early spring charm. As the snow melts away, the scenic beauty of Maine unfolds, presenting a great opportunity for outdoor enthusiasts to explore the stunning landscapes. During this time, temperatures typically range from -1 to 10 degrees Celsius, making it a refreshing period for activities like hiking and visiting local attractions.The peak tourist season in Parkside runs from June to August, attracting travellers with its warm weather and vibrant community events. This bustling summer period offers plenty of activities, including kayaking on nearby lakes and enjoying the local festivals that celebrate the region's culture.For those looking for a more budget-friendly option, consider visiting in October. This month not only features beautiful autumn foliage, but also a quieter atmosphere, allowing you to fully appreciate the natural beauty and charm of Parkside without the crowds. The cooler temperatures, typically ranging from 5 to 15 degrees Celsius, create a crisp environment great for leisurely walks and enjoying the seasonal scenery.
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 charm. The nearby Back Cove offers scenic walking and biking trails with stunning views of the water and the Portland skyline, making it a popular spot for outdoor enthusiasts. The local parks, such as Deering Oaks Park, provide lovely green spaces for picnics and leisurely strolls.For those interested in culture, the Maine College of Art is situated in the vicinity, showcasing contemporary art exhibitions and offering a glimpse into the local creative scene. Additionally, the vibrant downtown area of Portland, just a short distance away, features an array of shops, cafes, and restaurants, as well as the famous Old Port with its historic architecture and waterfront views.The nearby Eastern Promenade is another must-visit, offering beautiful walking paths along the coast and fantastic opportunities for kayaking and sailing in Casco Bay.
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 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 travellers 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 cosy cabin or a beach house, 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. 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, 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 organising 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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