Highland Square vacation rentals

We found 32 vacation rentals — enter your dates for availability

Discover a selection of 10 homes and other vacation rentals in Highland Square that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation rentals have the best amenities for hanging out with the people that matter most, including air conditioning and cable TV. No matter what you're looking for, you'll find a rental that has what everyone needs, including accessible or non-smoking choices.

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Find out more about Highland Square

Why visit Highland Square

  • Outdoor adventures: Highland Square offers ample opportunities for hiking and exploring nearby state parks, perfect for nature lovers.
  • Cultural experiences: Immerse yourself in the local history and vibrant community through various cultural attractions.
  • Family-friendly parks: Enjoy relaxing days in parks that cater to families, providing fun activities for all ages.
  • Diverse dining options: Discover a range of restaurants and eateries in downtown Akron, just a short distance away.
  • Charming accommodations: Choose from cozy vacation rentals, modern apartments, or rustic cabins to enhance your stay.

Popular types of accommodation around Highland Square

Discover the charm of Highland Square with our selection of vacation rentals. Whether you're seeking cozy houses, modern apartments, or rustic cabins, we have something for everyone. Our Highland Square apartments in Akron cater to various needs, making your stay comfortable and convenient. Explore the best apartment rentals in the area and find the perfect spot for your getaway. Your ideal Highland Square experience awaits.

  • Houses: The top choice for visitors to Highland Square, offering spacious and comfortable stays for families and groups.
  • Apartments: A popular option for travelers seeking convenience and amenities, perfect for short or extended stays.
  • Cabins: Ideal for those wanting a rustic experience, surrounded by nature's beauty.
  • Cottages: A delightful and cozy choice for couples or small families looking for charm.
  • Condos: A great blend of comfort and amenities, perfect for those who want a home-away-from-home feel.**

Top attractions near Highland Square

Highland Square in Akron, Ohio, is perfect for outdoor enthusiasts and adventure seekers. You can explore a variety of attractions, including medical centers, national state parks, and historic houses. This vibrant area offers cultural experiences and family-friendly activities, making it an ideal destination for travelers looking to immerse themselves in nature and local history.

  • Cuyahoga Valley National Park: Experience breathtaking scenery and outdoor adventures in this national park. Enjoy hiking trails, bike paths, and picturesque views of waterfalls and wildlife, all just 11 miles from Highland Square.
  • EJ Thomas Hall: Immerse yourself in the local culture at this vibrant arts center, located 2 miles away. Attend a variety of performances, including concerts and theater productions that showcase regional talent.
  • Stan Hywet Hall and Gardens: Explore this historic estate, just 1 mile from Highland Square. Stroll through beautifully landscaped gardens and tour the impressive manor, steeped in rich history and architectural beauty.

Things to do recommended for couples

For a romantic getaway near Highland Square, visit Barberton Brookside Country Club, just 8 miles away. Enjoy the luxury vibes and serene surroundings, perfect for couples seeking relaxation and quality time together. Don’t forget to explore the beautiful landscapes and indulge in a delightful meal.

Things to do recommended for families

Families will love exploring the vibrant local shops and eateries in Highland Square. Enjoy a day at the nearby Akron Zoo, or visit the Akron Art Museum for engaging exhibits. Don't miss the fun at the nearby Cascade Valley Metro Park for some outdoor adventures.

Things to do recommended for groups

Groups visiting Highland Square can enjoy a stroll through the vibrant local shops and cafes, visit the nearby Akron Art Museum, and relax at the picturesque Goodyear Heights Metro Park, perfect for a picnic or a nature walk together.

*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 Highland Square

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

  • Traveling to Highland Square 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 many others on Vrbo.
  • Traveling to Highland Square with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with amenities that suit their age, like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Highland Square: 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, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Highland Square: If you're in search of vacation rentals that offer great deals for month-long stays, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Highland Square

Highland Square in Akron, Ohio, is a charming neighborhood perfect for outdoor enthusiasts and culture seekers alike. Explore the vibrant local scene, enjoy family-friendly parks, and soak in the historical atmosphere. Just a short distance away, downtown Akron offers diverse dining and shopping experiences. Whether you're seeking adventure or relaxation, Highland Square and its surrounding areas promise a memorable vacation filled with friendly faces and unique vibes.

  • Akron: As a vibrant city in Ohio, Akron is the hub of Highland Square, offering a blend of outdoor adventure and scenic beauty. Visitors can explore a range of recreational areas, enjoy performances at local theaters, and experience exciting events at arena entertainment facilities. Nature enthusiasts will appreciate the nearby national and state parks, which provide stunning views and opportunities for hiking and picnicking. With its rich cultural landscape and engaging attractions, Akron promises a memorable travel experience.
  • Elizabeth Park Valley: Located just a mile from Highland Square, Elizabeth Park Valley is a charming neighborhood known for its picturesque outdoor spaces and adventure options. Visitors can take advantage of the recreational areas and educational venues, making it perfect for families and outdoor lovers alike. The proximity to national and state parks allows travelers to immerse themselves in nature, offering scenic views and tranquil spots for relaxation. This neighborhood provides a delightful escape with plenty of local charm.
  • Northwest Akron: Also situated a mile away from Highland Square, Northwest Akron boasts a vibrant community filled with opportunities for outdoor activities and entertainment. This neighborhood features several recreational areas, theaters, and arena facilities, ensuring that there’s always something to do. With its access to the beautiful national and state parks nearby, visitors can enjoy the stunning landscapes and recreational options that Akron has to offer. Northwest Akron is a great destination for those looking to experience local culture and natural beauty.

Best time to go to Highland Square

If you're planning a trip to Highland Square, 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
January26.2°F (-3.2°C)Light RainMostly CloudySlightly LowSlightly Low
February28.4°F (-2.0°C)Light RainMostly CloudySlightly LowSlightly Low
March37.9°F (3.3°C)Light RainMostly CloudySlightly LowSlightly Low
April48.4°F (9.1°C)Light RainMostly CloudyAverageAverage
May60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
June67.8°F (19.9°C)Light RainMostly SunnySlightly HighSlightly High
July72.3°F (22.4°C)Light RainMostly SunnySlightly HighSlightly High
August70.5°F (21.4°C)Light RainMostly SunnySlightly HighSlightly High
September64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
October53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
November40.8°F (4.9°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can really pay off, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To help you find the perfect Vrbo property within your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers an easy-to-use platform for planning your travels. You can start new trips, resume where you last left off, or manage your existing plans all in one place. Your saved or booked properties will be neatly organized under categories like Potential, Upcoming, or Current Trips. To begin exploring 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 Highland Square?
In Highland Square, vacation houses are the most popular type of rental, with about 11 available throughout the area. These properties provide ample space, often featuring multiple bedrooms, fully equipped kitchens, and outdoor areas, making them ideal for families or groups. Additionally, several apartments can be found, typically offering a comfortable living space and essential amenities, which cater to travelers looking for a more compact, yet cozy accommodation.
How much does it cost to rent a vacation home in Highland Square?
Prices for vacation rentals in Highland Square 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 Highland Square 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 Highland Square vacation house rentals?
You can find great discounts on house rentals in Highland Square 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 Highland Square?
In Highland Square, popular vacation rental amenities include fully equipped kitchens, making it easy for travelers to prepare their own meals. Many rentals also offer onsite parking, providing convenience for those with vehicles. Guests can enjoy the comfort of having a coffee or tea maker in their accommodations, superb for a morning pick-me-up. Additionally, some properties permit pets, accommodating travelers who wish to bring their furry friends along. Many rentals also feature porches or lanais, allowing guests to relax outdoors and enjoy the neighborhood's charm.
Can I find family house rentals in Highland Square?
In Highland Square, Ohio, there are several family-friendly house rentals available. This vibrant neighborhood has a friendly setting for families, with spacious homes that typically feature amenities such as full kitchens, comfortable living areas, and outdoor spaces for children to enjoy.

Visitors will appreciate the proximity to local parks, including the scenic Highland Square Park, which provides playgrounds, walking trails, and picnic areas—superb for family outings. Additionally, the area is known for its charming shops and restaurants, making it easy for families to explore and enjoy the local culture.
Can I rent a vacation home with a pool or hot tub in Highland Square?
In Highland Square, Ohio, there are several vacation homes available for rent that feature hot tubs, making it an appealing option for travelers seeking relaxation. This charming neighborhood offers a mix of properties, including cozy bungalows and spacious family homes, often equipped with amenities such as private hot tubs, outdoor seating areas, and fully stocked kitchens for convenient dining options. Many rentals also provide comfortable living spaces and modern conveniences like Wi-Fi and air conditioning.
Are there any Highland Square vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Highland Square 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 Highland Square?
In Highland Square, travelers can find several pet-friendly vacation rentals that cater to those bringing their furry friends along. The neighborhood is known for its vibrant community atmosphere, featuring a mix of charming homes and convenient amenities. Many of the available rentals offer spacious layouts, fully equipped kitchens, and outdoor spaces, ideal for both relaxation and entertaining.

Highland Square is also close to several parks and green spaces, providing ample opportunities for walks and playtime with pets. Nearby parks often feature walking trails, open fields, and pet-friendly areas, making it a superb destination for dog owners.
Can I find long-stay vacation rentals in Highland Square?
A long-stay vacation rental in Highland Square 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 Highland Square for a vacation rental?
The best time to visit Highland Square for a vacation rental is during the peak season from July to September, when the local community comes alive with vibrant activities and events. July, in particular, stands out as the most popular month, attracting visitors eager to enjoy the warm summer weather and partake in outdoor festivities.

During this season, temperatures typically range from the mid-60s to the low 80s Fahrenheit, making it ideal for leisurely strolls through the neighborhood, picnics in the parks, and exploring nearby attractions. The lively option is great for those looking to immerse themselves in local culture, attend outdoor concerts, or simply relax and soak up the sun.

For travelers seeking a more budget-friendly option, November presents a wonderful opportunity to enjoy Highland Square in a quieter setting. With fewer tourists around, you can appreciate the charm of the area at a more relaxed pace. The crisp autumn air and beautiful fall foliage create a picturesque backdrop for scenic walks and local explorations.

Ultimately, the best time to visit Highland Square depends on whether you prefer the vibrant energy of summer or the peaceful ambiance of fall.
Are there any remote work vacation rentals in Highland Square?
In Highland Square, Ohio, there are several vacation rentals well-suited for remote work, with a total of 11 available options. Many of these rentals provide essential amenities for productivity, including free Wi-Fi in the rooms, dedicated desks, and comfortable desk chairs, ensuring a conducive work environment. Properties often feature additional comforts like spacious living areas, fully equipped kitchens, and cozy atmospheres to help you unwind after a day of work.

The Highland Square neighborhood is vibrant, known for its parks, local shops, and dining options, making it an appealing location for both work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Highland Square vacation rental?
Book your Highland Square 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 Highland Square, Ohio, United States of America?
In Highland Square, visitors can enjoy a vibrant community atmosphere with a mix of local shops, cafes, and parks. One of the main attractions in the area is the Highland Square Theatre, a charming venue that showcases independent films and hosts various events. The neighborhood is also home to several beautiful parks, such as the nearby Summit Lake Park, which offers opportunities for outdoor activities like walking, picnicking, and enjoying nature.

Additionally, the local arts scene is highlighted by various murals and art installations scattered throughout the area, reflecting the community's creative spirit. For those interested in local dining, there are numerous eateries featuring a variety of cuisines, making it a great spot for food enthusiasts.
Can I change or cancel my Highland Square home rental booking on Vrbo?
To find Highland Square 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 Highland Square 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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