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  2. Nova Scotia
  3. Chester
  4. Rentals by Owner

Discover Your Perfect Chester Rentals by Owner

Chester Rentals by Owner

10.0 (8 Reviews)
House
Shoreside Unit
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Rentals by Owner in Chester Area

Why Choose Rent By Owner for your Chester 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.

Best Times to Visit Chester

When should you plan your Rentals by Owner stay?

Timing your visit to this destination allows you to experience its unique charm at its best, so consider planning your stay during the region's peak seasons for a memorable and seamless vacation experience through Rent By Owner.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences warm weather and long daylight hours, making it an ideal time for outdoor activities and enjoying the natural beauty of this destination.

Average Temperature Daytime: 20°C to 25°C - Nighttime: 13°C to 16°C
autumn
Fall (September to October)

In early autumn, the region is known for its vibrant foliage and pleasant climate, attracting visitors seeking a picturesque setting and outdoor exploration.

Average Temperature Daytime: 15°C to 20°C - Nighttime: 8°C to 12°C

Off-Season Highlights

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Winter (November to February)

The winter months bring colder temperatures and quieter surroundings, offering a peaceful retreat for those who enjoy cozy accommodations and winter scenery.

Average Temperature Daytime: 0°C to 5°C - Nighttime: -5°C to -2°C
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Spring (March to May)

Early spring marks the start of blooming and renewal, with mild temperatures and fewer visitors, making it a tranquil time to explore the area at a relaxed pace.

Average Temperature Daytime: 7°C to 12°C - Nighttime: 2°C to 6°C

Weekly Weather Forecast for Chester

How to Book Your Chester 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

More Top-Rated Rentals by Owner in Chester 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

  • Enjoy a spacious outdoor patio or deck perfect for relaxing and entertaining in the fresh air.
  • Take advantage of a private barbecue grill to prepare delicious meals while soaking in the natural surroundings.
  • Make use of an outdoor dining area, ideal for enjoying meals with a scenic backdrop.
  • Benefit from well-maintained landscaped gardens that enhance your outdoor experience.
  • Explore nearby walking trails or hiking paths directly accessible from your rental property.
  • Relax in a cozy outdoor fire pit, perfect for evenings under the stars in this scenic region.
  • Utilize convenient parking spaces for your outdoor adventure gear, ensuring easy access around here.

Top Attractions Around Chester

What attractions are nearby?

Within this charming destination, you can explore a variety of nearby activities such as relaxing on scenic beaches, enjoying boating and water sports, or discovering local trails perfect for hiking and nature walks, providing a well-rounded experience just moments from your rental by owner.

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Family Activities

  • Chester Waterfront Park: Spend quality time outdoors at this scenic park, where you can enjoy picnicking, playgrounds, and beautiful views of the harbor with your family.
  • Chester Playhouse: Experience local culture through family-friendly performances and theater productions that bring entertainment to all ages in the area.
  • Chester Golf Club: Introduce your children to the game or simply relax on the lush greens while enjoying the welcoming atmosphere of this nearby golf course.
  • Chester Lighthouse & Harbor Walk: Discover maritime history and take a leisurely walk along the harbor, soaking in the picturesque scenery unique to this destination.
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Adult Activities

  • Golfing at Chester Golf Club: Enjoy a round of golf on the scenic courses that offer stunning views and a relaxing atmosphere in this charming part of Nova Scotia.
  • Exploring Little River Harbour: Discover the natural beauty and tranquil waters of Little River Harbour, perfect for kayaking or simply unwinding by the water's edge.
  • Dining at Local Restaurants: Savor delicious regional cuisine at acclaimed eateries that showcase the area's fresh seafood and local flavors.
  • Hiking along Chester Forest Trails: Take a leisurely hike through lush forests and enjoy the peaceful scenery just minutes from your vacation rental here.

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Chester Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Take the time to research local events and outdoor activities to make the most of your stay in this charming area, ensuring you experience its natural beauty and culture fully.
  • Choose a Coastal Rental: Opt for a rental with water views or proximity to the shoreline, so you can enjoy the region's stunning coastal scenery right from your accommodations.
  • Explore Local Cuisine: Sample regional flavors at nearby eateries or prepare fresh seafood in your rental’s kitchen to deepen your connection with the area's culinary offerings.
  • Practice Responsible Tourism: Respect the natural environment and support local businesses to help preserve the region's scenic landscapes and welcoming community for future visitors.

Transportation Options

  • Chester Transit Services: You can rely on local transit options for convenient travel within the area and to nearby attractions.
  • Car Rentals: Renting a vehicle here offers you flexibility to explore the region at your own pace and access more remote spots comfortably.
  • Taxis and Rideshare Services: Taxis and rideshare options provide quick, reliable transportation when you need to get around without hassle.
  • Biking Trails: The area features scenic biking routes that are perfect for exploring the region while enjoying the fresh coastal air.

Local Customs Options

  • Local Maritime Hospitality: You will find that residents here embrace the warm and welcoming spirit typical of Nova Scotia, making your stay in the area feel like a home away from home.
  • Celebration of Maritime Heritage: Participating in local festivals and events allows you to experience traditional music, dance, and crafts unique to the region's coastal culture.
  • Respect for Nature and the Sea: It’s customary to show appreciation for the region's maritime environment, which is reflected in the community’s sustainable practices and outdoor activities.
  • Preservation of Local Customs: You’ll notice a strong sense of community pride, with customs and traditions being passed down through generations, adding authenticity to your visit.

Chester Rentals by Owner Frequently Asked Questions

1. What are the top vacation rentals in Chester?

There are a lot of options in Chester. If you plan on staying in the Chester 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:

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 110 in the Chester 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. 

3. What is the cancellation policy for rentals booked through Rent By Owner in Chester?

Cancellation policies vary by listing, so you should review the specific rental's policy on the property page or contact the owner directly to understand the terms before booking.

4. How can I communicate with the property owner before finalizing my reservation?

You can use the messaging feature on the Rent By Owner platform to ask the owner questions about the rental and clarify any details before confirming your reservation in this area.

5. Are additional fees like cleaning or security deposits applicable when booking a rental in this region?

Additional fees such as cleaning or security deposits are often listed in the property details. Review each listing carefully or reach out to the owner to get complete information on extra charges.

6. What amenities are typically included with rentals by owner here?

Amenities vary by property, but common features include Wi-Fi, parking, and kitchen facilities. Check the specific listing for detailed information on what’s included during your stay.

7. How do I ensure my stay complies with local regulations and guidelines in this destination?

It’s recommended to review the property description and communicate with the owner for any rules or guidelines applicable during your stay to ensure compliance in this area.

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More Top-Rated Rentals by Owner in Chester Area