Discover Your Perfect Highland Square Vacation Homes

Highland Square Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your Highland Square Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Highland Square Vacation Rentals

Where are the best neighborhoods to stay in Highland Square?

Exploring Highland Square in Akron, Ohio, offers a unique opportunity to stay in a vibrant and eclectic neighborhood known for its lively arts scene and charming local businesses. When choosing a vacation rental in this area, you'll enjoy easy access to diverse dining options, boutique shops, and community events that capture the neighborhood's welcoming spirit. Whether you're looking for a cozy retreat or a stylish home base, Highland Square provides an authentic Ohio experience with a friendly atmosphere and convenient location. Booking your ideal accommodation here ensures a memorable stay immersed in Akron's local culture and vibrant neighborhood charm.

West Akron

This part of the city offers a peaceful atmosphere while providing easy access to local amenities, making it an ideal spot for those seeking comfort and convenience in their vacation rentals. Staying here puts you close to key attractions and facilities that enhance your visit.

View 100+ Rentals in West Akron

Elizabeth Park Valley

Known for its scenic beauty and tranquil surroundings, this neighborhood is perfect for relaxing getaways. Guests often find this area appealing for its blend of natural serenity and proximity to regional highlights.

View 124+ Rentals in Elizabeth Park Valley

Northwest Akron

Offering a vibrant community atmosphere, this part of the region combines convenient transportation options with local attractions, providing a comfortable base for exploring the broader area.

View 88+ Rentals in Northwest Akron

Best Times to Visit Highland Square

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you can fully enjoy the charm and local activities, making your stay in Highland Square, Akron, Ohio, a memorable experience tailored to the region's best seasons.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy the lively atmosphere and pleasant weather that makes this destination ideal for outdoor activities and exploring local culture.

Average Temperature Daytime: around 80°F - Nighttime: mid-60s°F
autumn
Fall (September to November)

The region experiences vibrant fall foliage, attracting visitors who wish to immerse themselves in the scenic autumn scenery and cultural events during this popular season.

Average Temperature Daytime: mid-70s°F - Nighttime: low 50s°F

Off-Season Highlights

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Winter (December to February)

This time of year sees fewer visitors, offering a quieter experience for those seeking affordable vacation rentals and a cozy retreat amid cooler temperatures.

Average Temperature Daytime: high 30s to low 40s°F - Nighttime: mid-20s°F
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Spring (March to May)

While spring brings blooming flowers and milder weather, it’s also a less crowded period, making it a good choice if you prefer a peaceful stay in the area.

Average Temperature Daytime: mid-50s to mid-60s°F - Nighttime: mid-30s to low 40s°F

Weekly Weather Forecast for Highland Square

How to Book Your Highland Square Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Highland Square

More Top-Rated Vacation Rentals in Highland Square Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas such as patios or decks to relax and soak up the local atmosphere.
  • Take advantage of private gardens or landscaped yards that offer a peaceful retreat after exploring the area.
  • Make the most of spacious lawns suitable for outdoor activities or picnics with family and friends.
  • Benefit from access to nearby parks or green spaces perfect for walking, jogging, or cycling.
  • Utilize outdoor grilling facilities to enjoy barbecues while taking in the scenic surroundings.
  • Experience outdoor fire pits or fireplaces ideal for cozy evenings under the stars.
  • Discover covered outdoor areas or porches that provide shade and comfort during your stay here.

Top Attractions Around Highland Square

What attractions are nearby?

Within this vibrant area, you can enjoy exploring local shops, savoring diverse culinary options, and engaging in community events that highlight the region’s unique culture and charm.

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Family Activities

  • Highland Square Farmers Market: Explore local produce and handmade goods, offering a fun outdoor experience for families in this vibrant neighborhood.
  • Akron Art Museum: Engage with family-friendly art exhibits and interactive programs that inspire creativity and cultural appreciation.
  • The Akron Zoo: Spend a day discovering diverse wildlife and enjoying educational encounters designed to delight visitors of all ages.
  • Goodyear Heights Metro Park: Enjoy outdoor activities like hiking and picnicking at this scenic park perfect for family outings near Highland Square.
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Adult Activities

  • Explore the local art scene: Visit galleries and studios that showcase the creative talents of this vibrant community.
  • Dine at unique eateries: Savor diverse culinary options at locally-owned restaurants that reflect the area's eclectic flavor.
  • Enjoy live music and entertainment: Attend concerts and performances at intimate venues that highlight the region's lively arts culture.
  • Visit charming boutiques and shops: Browse through distinctive stores offering handmade crafts and vintage finds in the heart of the neighborhood.

Other Places to Stay in Highland Square, OH

Highland Theater
Highland Theater Vacation Rentals
Dr. Bob's Home
Dr. Bob's Home Vacation Rentals
Coach House Theater
Coach House Theater Vacation Rentals
More Places to Stay Near Highland Square

Highland Square Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Eateries: Take advantage of the area's diverse culinary scene by trying popular local restaurants and cafes to experience authentic regional flavors during your stay.
  • Visit Nearby Parks and Trails: Make time for outdoor activities in the community’s parks and walking trails, which highlight the natural beauty of this destination.
  • Support Community Events: Check out local calendars for events and festivals that showcase the region's vibrant culture and offer a chance to engage with residents.
  • Discover Unique Shops: Stroll through the neighborhood’s boutique stores and markets for one-of-a-kind souvenirs and handcrafted items to enhance your visit.

Transportation Options

  • Akron Area Transit (AAT): This regional bus service provides frequent routes across Akron and nearby neighborhoods, making it easy to explore the area without a car.
  • Rideshare Services: Popular options like Uber and Lyft operate extensively here, offering convenient transportation for quick trips around Highland Square and beyond.
  • Rental Cars: Several local agencies near the region's major transportation hubs offer rental cars, providing flexibility for visiting attractions outside the immediate area.
  • Bike Rentals: Bike-sharing programs and rental shops in the neighborhood allow you to enjoy scenic rides through Highland Square’s vibrant streets at your own pace.

Local Customs Options

  • Community Festivals: During local festivals, you'll find residents celebrating with music and food, reflecting the area's vibrant culture and welcoming spirit.
  • Historic Preservation: Respect for historic buildings and landmarks is a common custom, emphasizing the community’s pride in its heritage here.
  • Local Artisans: Supporting small businesses and artisans is customary, showcasing the region's appreciation for creative craftsmanship.
  • Park Gatherings: Using outdoor spaces for casual gatherings and relaxation is a cherished tradition among residents and visitors alike.

Frequently Asked Questions About Highland Square?

1. What are the top vacation rentals in Highland Square?

There are a lot of options in Highland Square. If you plan on staying in the Highland Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Highland Square:

2. Which vacation homes in Highland Square are best for families?

If you are looking for a family-friendly vacation home in Highland Square, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Highland Square:

3. How many Rentbyowner vacation rentals are available in Highland Square?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 42 in the Highland Square area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Highland Square. 

4. What is the cancellation policy for vacation rentals in Highland Square?

Cancellation policies vary depending on the property owner. To understand the specific terms and any applicable fees, please review the listing details or contact the host directly before booking.

5. Are there any specific check-in and check-out times I should be aware of when staying in Highland Square vacation rentals?

Check-in and check-out times are set by each property owner. You can find this information in the listing description or confirm directly with the host to ensure a smooth arrival and departure during your stay.

6. How do I know if a vacation rental in Akron’s Highland Square offers amenities like Wi-Fi or parking?

Details about available amenities are provided in each listing. To verify if a property has Wi-Fi, parking, or other features important to you, please review the listing specifics or reach out to the owner for clarification.

7. What should I do if I encounter issues during my stay in a Highland Square vacation rental?

If you experience any problems during your visit, contact the property owner or manager promptly. The listing will typically include contact information, and they are best equipped to assist you quickly and effectively.

8. Is it necessary to read the entire listing before booking a vacation rental in the region?

Yes, reviewing the full listing ensures you understand the property's details, rules, and expectations. For further questions or personalized concerns, reaching out directly to the host is recommended to confirm all aspects of your stay.