Vacation Rentals & Apartments in Chester (Nova Scotia)

Nestled along Nova Scotia's stunning South Shore, vacation rentals in Chester offer an exceptional coastal getaway that perfectly balances tranquil seclusion with convenient access to maritime adventures. This charming seaside village features an impressive collection of oceanfront cottages, beach houses, and luxury vacation homes that showcase the region's distinctive maritime architecture. Most properties feature classic Nova Scotian elements including wraparound decks, weathered shingle exteriors, and expansive windows designed to capture the breathtaking views of St. Margaret's Bay and the surrounding Atlantic coastline.

Vacation rentals in Chester are renowned for their exceptional waterfront amenities and modern comfort features that create unforgettable coastal experiences. From private floating docks and boat launches to outdoor fire pits and hot tubs overlooking the ocean, these vacation accommodation properties provide everything needed for a perfect Maritime retreat.

Here's what guests can expect from these exceptional coastal properties:

• Private waterfront access with floating docks and boat launches
• Breathtaking ocean views from multiple rooms and expansive decks
• Modern fully-equipped kitchens with granite countertops and stainless steel appliances
• Cozy wood-burning fireplaces for romantic evenings and cooler seasons
• Private hot tubs and outdoor showers with ocean views
• High-speed internet and smart TV entertainment systems
• Electric vehicle charging stations for eco-conscious travelers
• Pet-friendly accommodations with secure outdoor spaces
• Child-friendly features including safe swimming areas and spacious lawns
• Multiple bedrooms accommodating large groups and families

Chester attracts a diverse array of travelers who share a love for coastal adventures and natural beauty. Water sports enthusiasts find paradise with world-class sailing conditions, protected coves perfect for kayaking and canoeing, and excellent fishing opportunities right from private docks. Families appreciate the safe swimming beaches and child-friendly attractions, while couples seek romantic getaways featuring spectacular sunrises and sunsets over St. Margaret's Bay. Photography enthusiasts and artists are drawn to the dramatic coastlines and historic maritime architecture, particularly the famous three churches of nearby Mahone Bay and the UNESCO World Heritage site of Lunenburg. The best time to visit is during the warm summer months from June through September, when temperatures reach comfortable highs of 77-84°F (25-29°C) and vacation homes in Chester offer the perfect base for exploring pristine beaches, hiking coastal trails, and enjoying outdoor dining with average nightly rates ranging from CAD$367-$654 during peak season.

Chester's prime location on Nova Scotia's South Shore provides easy access to some of the Maritime provinces' most spectacular attractions and experiences. These carefully selected recommendations showcase the region's natural beauty, rich history, and unique coastal culture.

1. Peggy's Cove Lighthouse
2. Crystal Crescent Beach Provincial Park
3. Historic Lunenburg Waterfront
4. Rissers Beach Provincial Park
5. Graves Island Provincial Park

Peggy's Cove Lighthouse

This iconic lighthouse (4.8/5 stars, 10,296 reviews) represents one of Canada's most photographed landmarks, featuring dramatic granite coastlines and crashing Atlantic waves just 30 minutes from Chester.

Crystal Crescent Beach Provincial Park

A pristine white sand beach paradise (4.7/5 stars, 2,044 reviews) offering three distinct beaches, hiking trails, and some of Nova Scotia's clearest swimming waters.

Historic Lunenburg Waterfront

This UNESCO World Heritage site (4.7/5 stars, 3,238 reviews) showcases perfectly preserved 18th-century British colonial architecture and houses the famous Bluenose II schooner replica.

Rissers Beach Provincial Park

An expansive sandy beach destination (4.8/5 stars, 694 reviews) perfect for swimming, beach walking, and sunset photography along the protected Lunenburg Bay.

Graves Island Provincial Park

A peaceful island retreat (4.6/5 stars, 380 reviews) connected by causeway, offering camping, hiking trails, and exceptional bird-watching opportunities in Chester's backyard.

Chester's culinary scene celebrates Nova Scotia's renowned seafood heritage while embracing diverse international flavors. These highly-rated restaurants offer memorable dining experiences just minutes from your waterfront accommodation.

• Shore Club (4.6/5 stars) - Located in nearby Hubbards, this oceanfront establishment specializes in fresh Nova Scotia lobster and features live entertainment alongside spectacular bay views and creative Maritime cuisine.
• Shajeela's Kitchen (4.4/5 stars) - An authentic Indian restaurant in Bedford offering exceptional curries, tandoor specialties, and vegetarian options that provide a delightful contrast to the region's seafood-focused dining.
• East Side Mario's (4.5/5 stars) - A popular Italian-American restaurant featuring wood-fired pizzas, hearty pasta dishes, and family-friendly atmosphere perfect for groups staying in larger vacation rentals.

Experienced hosts consistently recommend visiting during shoulder seasons for the best value and fewer crowds, with vacation homes to rent in Chester offering significant savings during spring and fall months when temperatures remain pleasant for hiking and sightseeing. The region's maritime climate means weather can change quickly, so packing layers is essential even during summer visits.

Local hosts particularly emphasize Chester's perfect location as a base for day trips - just 45 minutes from Halifax International Airport and within easy driving distance of famous attractions like Peggy's Cove and Lunenburg. Many properties include complimentary bicycles for exploring Chester's scenic coastal roads and village center, where you'll find charming local shops, art galleries, and the weekly farmers market.

The area maintains a strong commitment to sustainability, with many vacation rentals featuring solar power, composting systems, and partnerships with local organic farms. Guests frequently praise the warm Maritime hospitality, with hosts providing detailed recommendations for hidden beaches, the best lobster pounds, and seasonal festivals. For the most authentic experience, consider booking waterfront vacation rentals in Chester that include private docks, allowing you to fully embrace the coastal lifestyle with morning coffee watching fishing boats depart and evening relaxation as they return with the day's catch.