Discover Your Perfect Highwood Vacation Homes

Best Vacation Homes in Highwood

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Highwood Luxury Rentals

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Highwood Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your Highwood 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 Highwood

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as the region offers distinct seasonal attractions that cater to various interests throughout the year.

Peak Season Highlights

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Summer (June to August)

During the warmest months, this area sees an influx of visitors looking to enjoy outdoor activities and festivals. Booking your vacation rentals early ensures you secure a comfortable stay during this lively season.

Average Temperature Daytime: around 80°F (27°C) - Nighttime: approximately 65°F (18°C)
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Fall (September to November)

Autumn offers scenic views and vibrant foliage, attracting travelers seeking outdoor exploration and local events. Reserve your vacation homes ahead of time to enjoy this colorful season comfortably.

Average Temperature Daytime: between 60°F and 70°F (15-21°C) - Nighttime: around 45°F to 50°F (7-10°C)

Off-Season Highlights

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Winter (December to February)

The quieter winter months allow for a peaceful retreat with fewer crowds. This is an ideal time to find budget-friendly vacation rentals while experiencing the region’s serene winter charm.

Average Temperature Daytime: generally below 30°F (-1°C) - Nighttime: around 10°F to 20°F (-12°C to -6°C)
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Spring (March to May)

As the area transitions into warmer weather, spring offers milder temperatures and fewer tourists. Booking your vacation rentals early helps you take advantage of lower rates during this shoulder season.

Average Temperature Daytime: about 50°F to 60°F (10-16°C) - Nighttime: around 35°F to 40°F (2-4°C)

Weekly Weather Forecast for Highwood

How to Book Your Highwood 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 Highwood

More Top-Rated Vacation Rentals in Highwood 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 dining areas or patios perfect for meals amidst scenic views in the region.
  • Take advantage of spacious yards or gardens ideal for relaxing or outdoor activities.
  • Make use of private decks or balconies to soak in the fresh air and local surroundings.
  • Access to outdoor grilling stations or barbecue areas for cooking gatherings with family and friends.
  • Explore nearby parks, trails, or green spaces that are easily accessible from your rental.
  • Benefit from outdoor fire pits or fireplaces for cozy evenings under the stars.
  • Utilize outdoor pools or hot tubs available in select properties, offering relaxation after exploring here.

Top Attractions Around Highwood

What attractions are nearby?

During your stay here, you'll find a variety of nearby activities in the region that offer opportunities to explore local parks, cultural attractions, and recreational venues, ensuring an enjoyable experience close to your vacation rental in Highwood, St. Paul.

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Family Activities

  • Como Park Zoo & Conservatory: Enjoy a day exploring the diverse animal exhibits and beautiful gardens, perfect for family outings in this scenic area of St. Paul.
  • Science Museum of Minnesota: Engage with interactive exhibits and immersive displays that will captivate children and adults alike during your stay in the region.
  • Phalen Regional Park: Relax and have fun outdoors with picnicking, fishing, or walking along the scenic trails at this popular park near here.
  • Creative Arts Building at the Minnesota State Fairgrounds: Discover arts and crafts activities designed for families, offering hands-on experiences in a vibrant community setting.
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Adult Activities

  • Visit the Minnesota State Capitol: You can explore this impressive building and learn about the state's political history just a short drive from your vacation rental in the area.
  • Explore Como Park Zoo and Conservatory: This family-friendly attraction offers a relaxing outdoor experience with wildlife and beautiful gardens nearby.
  • Enjoy the Mississippi River Bluffs: Hiking or biking along these scenic bluffs provides stunning views and a peaceful escape within reach of here’s accommodations.
  • Discover local breweries and pubs: Sampling craft beers at the region's renowned breweries offers an authentic taste of the local culture in a relaxed setting.

Highwood Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Book your vacation rentals early to secure the best options and enjoy a smooth stay in this inviting destination.
  • Explore Locally: Take time to discover the area's hidden gems and authentic spots to truly immerse yourself in the local culture.
  • Use Local Tips: Consult host recommendations or neighborhood guides to maximize your experience and find must-visit attractions nearby.
  • Enjoy the Flexibility: Opt for flexible booking options that allow you to adapt plans easily and make the most of your visit here.

Transportation Options

  • Car Rentals: Renting a vehicle offers the flexibility to explore the area and its surrounding attractions at your own pace during your stay.
  • Public Transit: The region is well-connected with buses providing convenient transportation options for navigating here without the need for a car.
  • Bike Sharing: Utilizing bike-sharing services allows you to enjoy the local scenery while making eco-friendly journeys within this destination.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing apps offer quick, reliable transportation directly from your vacation rental to nearby points of interest around here.

Local Customs Options

  • Community Gatherings: Participating in local festivals and neighborhood events is a cherished tradition that fosters a strong sense of community here.
  • Respect for Nature: Visitors are encouraged to follow eco-friendly practices, reflecting this area's commitment to preserving its natural beauty.
  • Dining Etiquette: When enjoying meals at local eateries, it’s customary to engage in friendly conversations and appreciate regional cuisine.
  • Holiday Celebrations: Celebrating seasonal festivities with neighbors is an integral part of the area's cultural identity and welcoming spirit.

Frequently Asked Questions About Highwood?

1. What are the top vacation rentals in Highwood?

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

2. Which vacation homes in Highwood are best for families?

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

3. How many Rentbyowner vacation rentals are available in Highwood?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 58 in the Highwood 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 Highwood. 

4. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies by listing, so you'll need to review the specific property's terms. Details are available on each property’s page or can be clarified by contacting the owner directly.

5. How do I secure my reservation at a vacation rental nearby?

Reservations are typically confirmed once you complete the booking process and submit any required deposits or payments. For precise steps and requirements, refer to the listing details or reach out to the host.

6. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, service charges, or taxes may apply depending on the property. These will be clearly listed during the booking process or within the listing description.

7. What amenities are included with my stay at a vacation rental in this region?

Amenities vary per property, but common features include Wi-Fi, parking, and kitchen access. To confirm what’s available, review the detailed listing information or contact the owner directly.

8. Is it possible to extend my stay at a vacation rental in this destination?

Extension requests depend on the property's availability and the owner's policies. You should contact the host well in advance to discuss extending your stay and obtain approval.