Discover Your Perfect Chester Vacation Homes

Chester Luxury Rentals

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Why Choose Rent By Owner for your Chester 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 Chester

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you can fully enjoy the region's unique charm and natural beauty, making your vacation experience in Chester, Lunenburg County, Nova Scotia, truly memorable.

Peak Season Highlights

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Summer (June to August)

During the summer months, the area experiences warm weather and lively community events, making it the ideal time to explore this charming destination with your vacation rentals.

Average Temperature Daytime: 20ยฐC to 25ยฐC - Nighttime: 12ยฐC to 16ยฐC
autumn
Early Fall (September to October)

This period offers pleasant temperatures and vibrant fall foliage, providing a picturesque setting for enjoying your stay in this region's vacation rentals.

Average Temperature Daytime: 15ยฐC to 20ยฐC - Nighttime: 8ยฐC to 12ยฐC

Off-Season Highlights

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Late Fall to Winter (November to February)

The quiet season sees cooler temperatures and fewer visitors, offering a peaceful experience when booking vacation rentals here during these months.

Average Temperature Daytime: 5ยฐC to 10ยฐC - Nighttime: -2ยฐC to 2ยฐC
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Spring (March to May)

As the region transitions from winter to warmer weather, the early spring months provide a serene atmosphere for enjoying your stay with fewer crowds and blooming scenery.

Average Temperature Daytime: 7ยฐC to 13ยฐC - Nighttime: 0ยฐC to 4ยฐC

Weekly Weather Forecast for Chester

How to Book Your Chester 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, youโ€™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 partnerโ€™s website.

Explore and book the perfect rental in Chester

More Top-Rated Vacation Rentals in Chester 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. Hereโ€™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 with a private patio or picnic area overlooking the scenic surroundings.
  • Take advantage of a spacious backyard or garden space for relaxing or outdoor activities.
  • Make use of a barbecue grill for cookouts amid the fresh air and natural beauty.
  • Access to a fire pit for cozy evenings under the stars, perfect for gathering with family and friends.
  • Utilize outdoor furniture to unwind and soak in the views of this popular destination.
  • Benefit from dedicated parking areas close to your rental, making exploring the region convenient.
  • Explore nearby walking trails or waterfront access, ideal for outdoor adventures right here in the area.

Top Attractions Around Chester

What attractions are nearby?

During your stay, you can enjoy a variety of outdoor activities and scenic explorations just moments from here, making it easy to experience the natural beauty and coastal charm that define this destination in Nova Scotia.

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Family Activities

  • Chester Harbour Yacht Club: Enjoy a family-friendly day exploring boat rides and sailing lessons along the scenic waterways near this destination.
  • Lighthouse Park: Take a leisurely walk with your family to admire stunning coastal views and learn about maritime history, perfect for outdoor exploration in the area.
  • Chester Golf Club: Engage in a fun round of golf suited for all ages, offering a relaxed atmosphere and beautiful scenery characteristic of the region.
  • The Chester Playhouse: Experience local culture through family-friendly performances and community events that bring entertainment here to life.
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Adult Activities

  • Chester Heritage Walk: Discover the area's rich maritime history and scenic waterfront on a guided heritage walk that offers insight into its charming past.
  • Chester Golf Club: Play a round of golf surrounded by stunning views of the regionโ€™s natural beauty, perfect for relaxing and improving your swing.
  • Chester Art Gallery: Explore local art collections and contemporary exhibitions that showcase the creative spirit of this destination.
  • Chester Coastal Kayaking: Experience the region's tranquil waters with a kayaking adventure ideal for exploring hidden coves and enjoying the serene coastline.

Other Places to Stay in Chester, NS

Graves Island Provincial Park
Graves Island Provincial Park Vacation Rentals
Valverde Studio Gallery
Valverde Studio Gallery Vacation Rentals
St. Stephen's Church
St. Stephen's Church Vacation Rentals
Lordly House Museum
Lordly House Museum Vacation Rentals
Tancook Island
Tancook Island Vacation Rentals
Chester Art Center
Chester Art Center Vacation Rentals
Amicus Gallery
Amicus Gallery Vacation Rentals
Chester Playhouse
Chester Playhouse Vacation Rentals
Chester Golf Club
Chester Golf Club Vacation Rentals
Middle River
Middle River Vacation Rentals
Chester Basin
Chester Basin Vacation Rentals
More Places to Stay Near Chester

Chester Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Research local events and outdoor activities to enhance your stay and make the most of this charming coastal destination.
  • Choose the Right Accommodation: Select a vacation rental that offers convenient access to popular spots around here, ensuring a comfortable and enjoyable experience.
  • Explore Local Cuisine: Take time to discover regional restaurants and eateries to savor authentic flavors unique to the area.
  • Respect the Environment: Preserve the natural beauty of this destination by following eco-friendly practices during your visit.

Transportation Options

  • Chester Ferry Service: This convenient ferry connects the area to nearby communities, offering a scenic and relaxing transportation option for exploring the region.
  • Local Taxi Services: Reliable taxi providers in Chester make it easy to navigate the destination comfortably without the need for a personal vehicle.
  • Rental Car Agencies: Several rental car companies operate nearby, giving you flexibility and independence while discovering the regionโ€™s attractions and vacation rentals.
  • Public Transit System: The area's public transit options provide an affordable and efficient way to move around here and access popular destinations within Lunenburg County.

Local Customs Options

  • Traditional Seaside Celebrations: The local community in the region prides itself on maritime festivals that celebrate its rich shipbuilding and fishing heritage, offering an authentic cultural experience.
  • Seafood Dining Etiquette: When enjoying the regional cuisine, itโ€™s customary to appreciate locally caught seafood, which is often shared in communal settings or family-style meals.
  • Respect for Historic Sites: Visitors are encouraged to honor the area's preserved heritage by maintaining respectful behavior around historic landmarks and structures.
  • Community-Driven Events: Participating in small-scale local gatherings and events can deepen your connection with residents who value tradition and community spirit here.

Frequently Asked Questions About Chester?

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:

Which vacation homes in Chester are best for families?

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

How many Rentbyowner vacation rentals are available in Chester?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 54 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.โ€ฏ