Chester Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Chester

Spectacular Oceanfront Living in Authentic Fishing Village

When you stay at this vacation home in Fox Point, you'll be on the waterfront, within a 15-minute walk of J. D. Shatford Memorial Library and Hubbards Farmer's Market.

Tranquil coast hideaway near the water's edge/full kitchen/2 bedrooms/sleeps 6

When you stay at this vacation home in Maders Cove, you'll be by the sea, within a 5-minute drive of For The Birds Nature Shop and The Moorings Gallery.

Tucked away on quiet street but short walk to Mahone Bay and all its amenities.

A stay at this vacation home places you in the heart of Mahone Bay, within a 10-minute walk of Northern Sun Gallery & Gifts and Have A Yarn.

Mahone Bay Hide-Away

With a stay at this vacation home in Mahone Bay, you'll be within a 5-minute walk of Have A Yarn and Northern Sun Gallery & Gifts.

Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay

With a stay at this vacation home in Mahone Bay, you'll be a 4-minute walk from For The Birds Nature Shop and 6 minutes by foot from The Moorings Gallery.

Unique Ocean View Hilltop Retreat

When you stay at this vacation home in First South, you'll be by the sea, within a 5-minute drive of Pearl Theatre and Halifax and Southwestern Railway Museum.

The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg

When you stay at this vacation home in Feltzen South, you'll be on the waterfront and 5 minutes by car from Ovens Natural Park.

Adventure Awaits at Salt & Tide

With a stay at this vacation home in Blandford, you'll be by the sea, a 4-minute walk from Heritege Park and a 5-minute drive from Deep Cove Conservation Lands.

Relax on the South Shore, steps from 2 beaches, ocean views & hot tub.

With a stay at this vacation home in East River Point, you'll be within a 5-minute drive of Meisners Beach and East River Provincial Park.

Pet-Friendly Glamping Dome close to Peggy’s Cove!

Located in Seabright, this vacation home is within a 15-minute drive of Shining Waters Marina and Tantallon Public Library.

Ocean Front Modern South Shore Home

Located in Kingsburg, this vacation home is by the ocean, within a 15-minute drive of Hirtle's Beach and Ovens Natural Park.

The Beacon at Bayswater Beach

Located in Bayswater, this vacation home is on the waterfront, within a 5-minute drive of Swiss Air Flight 111 Memorial Bayswater and Bayswater Beach Provincial Park.

Don't see what you're looking for?

See all available properties in Chester

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.