
Cottage Rentals in Chester (Nova Scotia)
9 properties for Cottage Rentals. Compare and book at the best price!
- Vacation rentals ·
- Canada ·
- Nova Scotia ·
- Chester (Nova Scotia) ·
- Cottage Rentals Chester (Nova Scotia)
Find offers
Popular Cottage Rentals in Chester (Nova Scotia)
Other holiday ideas and property types in Chester (Nova Scotia) that might be interesting
Discover Cottage Rentals in Chester (Nova Scotia)
Experience Maritime Charm on the South Shore
Nestled along Nova Scotia's picturesque South Shore, cottage rentals in Chester (Nova Scotia) offer an idyllic escape where coastal charm meets modern comfort. This charming seaside village, situated on the shores of Mahone Bay, has captivated visitors for generations with its stunning oceanfront properties, rich maritime heritage, and breathtaking natural beauty. Chester's cottages typically feature classic Maritime architecture with weathered cedar shingles, wraparound decks, and panoramic windows designed to showcase the spectacular views of the Atlantic Ocean and surrounding islands.
When you rent a private cottage in Chester (Nova Scotia), you'll discover accommodations that seamlessly blend rustic charm with contemporary amenities. These coastal retreats are thoughtfully designed to provide the perfect balance of comfort and authenticity, featuring fully equipped gourmet kitchens, cozy wood-burning fireplaces, and spacious living areas that flow naturally onto expansive outdoor decks.
Most properties boast cottage rentals in Chester (Nova Scotia) with direct waterfront access, private beaches, and dock facilities for boating enthusiasts.
Chester's cottage accommodations offer an impressive array of amenities designed to enhance your Maritime getaway. Here's what guests can typically expect from these exceptional properties:
- Private oceanfront access with panoramic views of Mahone Bay
- Fully equipped kitchens with modern appliances and dishwashers
- Wood-burning fireplaces and propane heating systems
- Wraparound decks with outdoor dining areas and BBQ grills
- Private docks and boat slips for marine activities
- Complimentary kayaks, canoes, and water sports equipment
- Hot tubs and outdoor shower facilities
- High-speed internet and cable television
- Washer and dryer facilities for extended stays
- Pet-friendly accommodations available
Who Should Book a Cottage Rental in Chester (Nova Scotia)?
Perfect Destinations for Every Type of Traveler
Chester appeals to a diverse range of travelers seeking authentic Maritime experiences and coastal tranquility.
Families will find this destination rewarding, with safe swimming beaches, tide pooling opportunities, and the famous Chester Playhouse offering family-friendly performances throughout the summer season. Adventure enthusiasts can explore the Aspotogan Peninsula's hiking trails, enjoy world-class sailing in Mahone Bay's protected waters, and discover hidden coves accessible only by kayak. Couples seeking romantic getaways will appreciate the intimate sunsets viewed from private decks, while history buffs can explore nearby Lunenburg's UNESCO World Heritage sites and learn about the region's rich shipbuilding legacy. When you book a cosy cottage in Chester (Nova Scotia), you gain access to year-round activities including winter ice skating on frozen lakes and spring whale watching from the shoreline. The best time to visit spans from late spring through early fall, when temperatures range from 15-25°C (59-77°F) during the day, though many cottages are winterized for year-round enjoyment. Current availability shows excellent options with average nightly rates ranging from C$268-C$655 depending on the season, with the most affordable rates available during November and March.
Top 5 Must-Visit Attractions in Chester
Discover the Best of Nova Scotia's South Shore
Chester's strategic location provides easy access to some of Nova Scotia's most celebrated attractions and natural wonders. Whether you're interested in maritime history, outdoor adventures, or cultural experiences, this coastal region offers unforgettable experiences just minutes from your cottage door.
- Peggy's Cove Lighthouse
- Historic Lunenburg Waterfront
- Graves Island Provincial Park
- Crystal Crescent Beach Provincial Park
- Meisners Beach
Peggy's Cove Lighthouse
Just 30 minutes from Chester, this iconic lighthouse (rated 4.8 stars by over 10,000 visitors) stands as Nova Scotia's most photographed landmark, offering dramatic coastal views and insights into the province's maritime heritage.
Historic Lunenburg Waterfront
This UNESCO World Heritage site, located 25 minutes from Chester, showcases Canada's best-preserved British colonial architecture and maritime culture, featuring the famous Bluenose II replica and historic waterfront district.
Graves Island Provincial Park
Located directly in Chester, this 4.6-star rated park offers camping, hiking trails, and excellent bird watching opportunities, connected to the mainland by a scenic causeway perfect for morning walks.
Crystal Crescent Beach Provincial Park
Renowned for its three pristine white sand beaches, this 4.7-star destination provides excellent swimming, surfing, and coastal hiking opportunities, approximately 45 minutes from Chester.
Meisners Beach
A local favorite offering quiet swimming and beachcombing opportunities with stunning views across Mahone Bay, this hidden gem provides the perfect escape for families and couples seeking tranquil coastal experiences.
Chester hosts the annual Chester Race Week each August, making it one of Eastern Canada's premier sailing destinations with over 150 boats participating in this world-class regatta.
Top-Rated Restaurants Near Your Cottage
Culinary Excellence on the South Shore
Chester's dining scene reflects the region's maritime heritage and commitment to fresh, local ingredients. Here are three exceptional restaurants that consistently earn rave reviews from both locals and visitors:
- Shore Club (4.6 stars, 655 reviews) - Located in nearby Hubbards, this upscale seafood restaurant and event venue offers stunning ocean views and expertly prepared Maritime cuisine featuring daily fresh catches and locally sourced ingredients.
- Shajeela's Kitchen (4.4 stars, 588 reviews) - This beloved Indian restaurant in Bedford provides authentic flavors and generous portions, perfect for those seeking diverse dining options during their coastal getaway.
- East Side Mario's (4.5 stars, 3,262 reviews) - A family-friendly Italian-American restaurant offering generous portions of pasta, pizza, and classic comfort foods, ideal for casual dining after days spent exploring the coastline.
Essential Local Knowledge for Your Chester Getaway
Insider Tips for the Perfect Maritime Experience
Local hosts consistently recommend timing your visit to coincide with Chester's vibrant cultural calendar, particularly the world-renowned Chester Race Week in August, when the harbor comes alive with sailing enthusiasts from around the globe. The region's commitment to sustainability is evident in many cottage properties that feature solar heating systems, rainwater collection, and native plant landscaping that supports local wildlife populations.
Many hosts proudly maintain partnerships with local fishermen and farmers, ensuring guests have access to the freshest lobster, scallops, and seasonal produce directly from the source. A unique local custom involves the evening "Sunset Toast" tradition, where visitors gather on waterfront decks to celebrate the day's end with locally crafted beverages while watching the spectacular Maritime sunsets paint the sky over Mahone Bay.
Understanding the tidal patterns enhances your experience significantly, as low tide reveals extensive mudflats perfect for clam digging and exploring, while high tide provides optimal conditions for swimming and boating activities. The proximity to Halifax (just 45 minutes away) makes it easy to combine peaceful cottage retreats with urban cultural experiences, yet Chester maintains its authentic small-town Maritime character that locals fiercely protect and visitors cherish. For the ultimate coastal experience, consider booking waterfront cottage rentals in Chester (Nova Scotia) during the shoulder seasons of late spring or early fall, when you'll enjoy perfect weather, fewer crowds, and the full spectrum of autumn colors reflecting in the pristine waters of the South Shore.









