Discover Your Perfect Highland Park Vacation Homes

Best Vacation Homes in Highland Park

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10.0 (1 Review)
Apartment
  • Parking
  • Security/Safety
  • Child Friendly
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9.6 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
9.6 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Accessibility

Why Choose Rent By Owner for your Highland Park 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.

Best Times to Visit Highland Park

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you enjoy the region's natural beauty and local events at their best, making your getaway in Highland Park, Crookston all the more memorable.

Peak Season Highlights

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Summer (June to August)

During the warmest months, you'll enjoy longer days and plenty of sunshine, making it an ideal time to explore the area's outdoor activities and natural beauty.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

As the region's foliage reaches its peak, visiting in fall offers stunning scenic views and a peaceful atmosphere perfect for relaxing stays at your vacation rental.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

In winter, the area transforms into a tranquil, snow-covered retreat, ideal for those seeking a cozy escape from the colder months.

Average Temperature Daytime: 20°F to 30°F - Nighttime: 0°F to 10°F
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Spring (March to May)

Early spring offers mild weather with blooming landscapes, providing a quiet and comfortable setting for a memorable getaway before the busy summer season begins.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Highland Park

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.

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 a private outdoor patio or deck perfect for relaxing or dining al fresco during your stay.
  • Make the most of the spacious backyard, ideal for outdoor activities and family gatherings.
  • Take advantage of nearby parks and green spaces for walking, jogging, or picnicking in the region.
  • Benefit from access to a fire pit or outdoor fireplace, creating cozy evenings under the stars.
  • Explore local trails or pathways connected to the property for hiking or biking adventures.
  • Utilize designated outdoor parking areas to easily accommodate your vehicle while enjoying your getaway.
  • Relax by the water features, such as ponds or lakes, often found in this part of the area, offering peaceful views and recreational opportunities.
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Family Activities

  • Crookston Sports Center: Enjoy a family-friendly day at this local sports complex, offering activities like ice skating and indoor recreational games suitable for all ages.
  • Chahinkapa Park: Discover the scenic beauty of this park featuring walking trails, playgrounds, and picnic spots, perfect for outdoor family outings in the area.
  • Crookston Aquatic Center: Make a splash at this popular water park that provides fun pools and slides, ideal for kids and parents seeking aquatic entertainment nearby.
  • University of Minnesota Crookston Arboretum: Explore the lush gardens and nature trails here, offering an educational and relaxing experience for families interested in local flora and fauna.
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Adult Activities

  • Fishing at the Crookston Dam: Spend a relaxing day casting your line at this popular fishing spot in the region, renowned for its serene views and abundant local fish species.
  • Exploring Glacial Ridge Trail System: Enjoy hiking or mountain biking along this extensive trail network that showcases the natural beauty and diverse landscape of the area.
  • Golfing at the Crookston Golf Club: Tee off on well-maintained courses where you can improve your swing amid scenic surroundings just minutes from your rental.
  • Visiting the Crookston Downtown Historic District: Discover local shops, cafes, and cultural attractions that highlight the area's rich history and vibrant community spirit.

Highland Park Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Trails: Take advantage of the region's scenic trails for outdoor activities like hiking, biking, or birdwatching to fully experience the natural beauty here.
  • Visit Seasonal Events: Check out local festivals or seasonal gatherings in the area to enjoy authentic regional culture and meet fellow travelers.
  • Discover Nearby Dining Options: Savor regional flavors by exploring nearby eateries, ensuring you experience the culinary delights distinctive to this destination.
  • Plan Outdoor Activities Early: Make the most of your stay by scheduling outdoor adventures early in the day when weather conditions are typically ideal.

Transportation Options

  • Personal Vehicle: Having your own car offers the most flexibility when exploring Highland Park and the surrounding region in Crookston, making it easy to visit local attractions at your own pace.
  • Local Taxi Services: Reliable taxi options are available in the area, providing convenient transportation for short trips within Highland Park and neighboring neighborhoods.
  • Public Transit: The regional bus system connects this destination with nearby towns and amenities, offering an affordable way to travel without a vehicle.
  • Bike Rentals: Exploring on two wheels is a popular choice here, with bike rentals providing an eco-friendly and leisurely way to enjoy the neighborhood and its scenic surroundings.

Local Customs Options

  • Community Gatherings: Participating in local events like seasonal festivals highlights the region’s strong sense of community and tradition.
  • Respect for Nature: Embracing outdoor customs such as fishing and hiking reflects the area's deep connection to its natural surroundings.
  • Local Cuisine Appreciation: Enjoying regional dishes and supporting local eateries showcases an appreciation for the area’s culinary heritage.
  • Folklore and Storytelling: Engaging with traditional stories and customs maintains the cultural fabric that makes this destination unique.

Frequently Asked Questions About Highland Park?

2. How many Rentbyowner vacation rentals are available in Highland Park?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 168 in the Highland Park 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 Park. 

3. What is the cancellation policy for vacation rentals here?

Cancellation policies vary depending on the property owner, so it’s important to review the specific listing details. You can find this information in the rental terms or contact the host directly for clarification.

4. How do I confirm my booking for a vacation rental in this area?

Once you select your preferred property, follow the booking process outlined on the listing page. Payment is typically processed through the platform, and you'll receive confirmation once your reservation is secured.

5. Are there any special requirements or house rules I should be aware of?

Each vacation rental may have its own set of house rules or requirements. Be sure to read the property description and rules section thoroughly before completing your booking, or reach out to the host for any specific questions.

6. What amenities are generally included with vacation rentals in the region?

Properties often feature essential amenities such as Wi-Fi, parking, and kitchen facilities. For detailed information on what each rental offers, review the listing descriptions or contact the property owner directly.

7. Is it possible to stay for a short-term visit or only for weekly stays?

Rental availability varies by property, with some offering flexible short-term stays and others requiring longer commitments. Check the individual listing for minimum stay requirements or contact the host to discuss your travel plans.

Best Vacation Homes in Highland Park

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9.5 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
10.0 (17 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
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9.3 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Transportation/Shuttle
10.0 (3 Reviews)
Apartment
  • TV
  • Balcony/Terrace
  • Security/Safety