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  3. Duluth
  4. Chester Park
  5. Rentals by Owner

Discover Your Perfect Chester Park Rentals by Owner

Chester Park Rentals by Owner

10.0 (1 Review)
Apartment
The Intrepid Rentals
  • Air Conditioner
  • Parking
  • Security/Safety
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9.8 (5 Reviews)
Apartment
The Njörd
  • Air Conditioner
  • Parking
  • Accessibility
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More Top-Rated Rentals by Owner in Chester Park Area

Why Choose Rent By Owner for your Chester Park vacation rental?

What makes our Rentals by Owner 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 Chester Park Rentals by Owner

Where are the best neighborhoods to stay in Chester Park?

When seeking the perfect place to stay in Duluth, Minnesota, Chester Park offers a charming neighborhood that balances natural beauty with convenient access to local amenities. Located within easy reach of outdoor attractions and community spaces, this area provides a peaceful retreat while remaining close to the city's vibrant core. Whether you're looking for a cozy rental by owner or a more spacious option, Chester Park’s welcoming environment makes it an ideal choice for your Duluth getaway. Trust Rent By Owner to help you find the authentic, reliable lodging experience that ensures your visit to Chester Park is both comfortable and memorable.

Canal Park

Located in the heart of Duluth, this area offers easy access to scenic waterfront views and vibrant local culture, making it a great choice for your rental by owner experience. Staying here puts you close to bustling shops and attractions that highlight the region's maritime charm.

View 38+ Rentals in Canal Park

North Shore

This region offers a tranquil retreat with stunning natural scenery along Lake Superior, ideal for those seeking outdoor adventures and peaceful surroundings during their stay. It’s the perfect neighborhood for exploring the region’s rugged beauty while enjoying comfortable vacation rentals.

View 103+ Rentals in North Shore

Downtown - Waterfront

Set against the backdrop of the bustling city center, this area provides convenient access to local dining, entertainment, and cultural sites, all within walking distance from your rental. It’s an excellent choice if you prefer to stay in the midst of the region’s vibrant scene.

View 280+ Rentals in Downtown - Waterfront

Lakeside - Lester Park

Offering picturesque lakeside views and lush parks, this neighborhood is perfect for relaxing walks and outdoor recreation. Your rental can serve as a serene base while still immersing you in this area's natural beauty.

View 54+ Rentals in Lakeside - Lester Park

Park Point

Known for its expansive sandy beaches and scenic views, staying here provides a unique opportunity to enjoy the region’s waterfront tranquility. It’s an ideal neighborhood for beach lovers and outdoor enthusiasts alike.

View 37+ Rentals in Park Point

Bayview Heights

Perched offering elevated views over the region’s landscape, this neighborhood combines residential comfort with scenic vistas. It’s a sought-after area for visitors looking to enjoy a peaceful stay with easy access to local attractions.

View 62+ Rentals in Bayview Heights

Observation Hill

This historic neighborhood boasts panoramic views of the city and the harbor, providing a captivating backdrop for your rental stay. It’s perfect for travelers wanting a combination of scenic outlooks and regional history.

View 401+ Rentals in Observation Hill

Best Times to Visit Chester Park

When should you plan your Rentals by Owner stay?

Choosing the ideal time to visit ensures you make the most of your stay in this charming area, whether you're seeking vibrant seasons or peaceful retreats, making it essential to consider the local climate and peak visiting periods when booking your rental through Rent By Owner.

Peak Season Highlights

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Summer (June to August)

During the summer months, the area experiences its warmest weather, making it ideal for outdoor activities and exploring the region’s natural beauty.

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

Fall offers cooler temperatures and vibrant foliage, perfect for enjoying scenic views and local outdoor pursuits in this popular destination.

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 region transforms into a snowy retreat, attracting visitors seeking winter sports and cozy accommodations.

Average Temperature Daytime: 20°F to 30°F - Nighttime: 0°F to 15°F
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Spring (March to May)

Spring sees milder weather and blooming landscapes, offering a quieter experience for those looking to avoid peak crowds while enjoying the area's natural charm.

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

Weekly Weather Forecast for Chester Park

How to Book Your Chester Park vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Chester Park

More Top-Rated Rentals by Owner in Chester Park Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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

  • Access to scenic hiking and biking trails right outside your rental, perfect for exploring the outdoors in the region.
  • Private outdoor patio or deck area ideal for enjoying meals or relaxing amid nature.
  • Outdoor fire pit for cozy evenings under the stars after a day of adventure.
  • Beautifully maintained gardens or landscaped yards that enhance your outdoor experience.
  • Convenient parking space with easy access to nearby outdoor attractions in the area.
  • Shared community picnic areas or outdoor seating spots to gather with family and friends.
  • Nearby access to lakes or waterways for recreational activities like kayaking, fishing, or sightseeing in this destination.

Top Attractions Around Chester Park

What attractions are nearby?

Nearby, you can enjoy a variety of outdoor activities such as scenic hiking and birdwatching, making it an ideal spot for nature lovers visiting this area.

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Family Activities

  • Exploring Chester Park Trails: Discover the scenic walking and biking paths that make outdoor adventures in this area perfect for family outings.
  • Visiting the Chester Park Playground: Enjoy the well-maintained play areas where children can have fun and burn off energy amidst natural surroundings.
  • Picnic by the Lake: Take advantage of the designated picnic spots near the water, ideal for a relaxed meal with loved ones in the region's peaceful setting.
  • Wildlife Watching Opportunities: Observe local birds and small animals in their natural habitat, making it a great spot for nature-loving families visiting here.
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Adult Activities

  • Hiking and Nature Walks: Explore scenic trails along the area’s lush landscape, offering a peaceful escape into nature.
  • Biking Adventures: Rent a bike to enjoy the region's paved paths and woodland trails for an active day outdoors.
  • Bird Watching and Wildlife Viewing: Observe diverse bird species and local wildlife in their natural habitat within the park’s pristine environment.
  • Picnicking and Relaxation: Find a quiet spot to unwind with a picnic while enjoying the scenic views this destination has to offer.

Chester Park Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor trails: Take advantage of the area's scenic pathways to enjoy the natural beauty and tranquility that this region offers during your stay.
  • Plan your visit around peak seasons: Scheduling your trip during the region’s optimal weather months can enhance your experience and provide better access to outdoor activities.
  • Utilize nearby amenities: Make the most of the convenient local facilities and services available close to your rental, ensuring a comfortable and hassle-free visit.
  • Connect with the community: Engage with local events or attractions to deepen your appreciation of the area’s culture and make your trip more memorable.

Transportation Options

  • Local Bus Services: The regional bus network offers convenient routes throughout Duluth, making it easy to explore the area without a car.
  • Rideshare Options: Rideshare services such as Uber and Lyft are readily available here, providing quick transportation when you prefer on-demand travel.
  • Rental Car Agencies: Several rental car companies operate in this part of Duluth, giving you flexible access to a vehicle for your stay.
  • Walking and Biking: The area features pedestrian-friendly streets and dedicated bike paths, allowing you to enjoy scenic walks or bike rides nearby your rental accommodation.

Local Customs Options

  • Respect for Nature: Locals in this region take pride in preserving the natural beauty of Chester Park and its surroundings, so you’ll find that environmental conservation is a shared value.
  • Community Engagement: Participating in local events and supporting neighborhood initiatives is common here, fostering a welcoming atmosphere for visitors seeking authentic experiences.
  • Outdoor Traditions: The area’s residents often engage in outdoor activities such as hiking and birdwatching, reflecting the region’s appreciation for its scenic landscape.
  • Local Hospitality: Visitors frequently notice the friendly and helpful attitude of residents, who enjoy sharing their community’s unique charm and traditions with newcomers.

Frequently Asked Questions About Chester Park Rentals by Owner

1. What are the top vacation rentals in Chester Park?

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 174 in the Chester 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 Chester Park. 

3. What is the cancellation policy for a rental by owner in this area?

Cancellation policies vary by listing. You should review the specific rental's terms on the listing page or contact the owner directly to understand the conditions and any applicable fees.

4. How do I confirm my booking with a rental owner in the region?

Once you select your preferred dates and submit a reservation request, the owner typically confirms the booking through the platform. For any questions, reaching out to the owner via the messaging system can ensure a smooth process.

5. Are there any additional fees I should be aware of when booking a rental here?

Additional fees such as cleaning, service charges, or security deposits may apply. These details are usually listed during the booking process or in the rental description, so reviewing the listing carefully is recommended.

6. What amenities are generally available in rentals owned here?

Rental amenities vary, but many offer essentials like Wi-Fi, parking, and fully equipped kitchens. Specific amenities are detailed in each listing, so reviewing them will help you find the best fit for your stay.

7. Is it possible to extend or modify my stay once booked in this destination?

Modifications or extensions depend on the owner's policies and availability. Contact the host directly through the platform to inquire about adjusting your reservation.

More Rentals You May Like Near Chester Park

More Top-Rated Rentals by Owner in Chester Park Area