Vacation rentals in Chester

Start date: Check-in selected.
To Date
End date: Check-out

Wander Wisely with exceptional service, 24/7 support

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Vacation rentals in Chester

Spacious Exclusive 5-bedroom house in fabulous Chester with WiFi, AC

Spacious Exclusive 5-bedroom house in fabulous Chester with WiFi, AC

Chester NS
0.62 km from city centre
Get rates
Stay at this vacation home in Chester. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Valverde Studio Gallery and Chester Playhouse are located nearby.
Kitchen
Washer
Luxury Accomodation, Footsteps from the Ocean.

Luxury Accomodation, Footsteps from the Ocean.

Chester NS
0.19 km from city centre
Get rates
Stay at this vacation home in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Lordly House Museum and Chester Art Center are located nearby.
Kitchen
Washer
Black Forest Cabins

Black Forest Cabins

3 out of 5
15 Longhill Rd Mahone Bay NS
15.85 km from city centre
Get rates
Book a stay at this spa cabin in Mahone Bay. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mahone Bay Swimming Pool and Have A Yarn are located nearby.
Parking included
Free WiFi
Oceanside Cottage, Spectacular Sunsets, near Peggy's Cove

Oceanside Cottage, Spectacular Sunsets, near Peggy's Cove

Indian Harbour NS
24.28 km from city centre
Get rates
Stay at this cottage in Indian Harbour. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Swissair Flight 111 Memorial and Indian Harbour Lighthouse are located nearby.
Kitchen
Washer
Mahone Bay Hide-Away

Mahone Bay Hide-Away

Mahone Bay NS
15.46 km from city centre
Get rates
Stay at this vacation home in Mahone Bay. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Jubilee Park and Have A Yarn are located nearby.
Kitchen
Washer
One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage

Mahone Bay NS
15.46 km from city centre
Get rates
Stay at this cottage in Mahone Bay. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Jubilee Park and Have A Yarn are located nearby.
Kitchen
Washer
Spruce Bell Tent near Peggy's Cove

Spruce Bell Tent near Peggy's Cove

East Dover NS
30.18 km from city centre
Get rates
Stay at this campground in East Dover. Popular attractions West Dover Provincial Park and William E. deGarthe Memorial Monument are located nearby.
Wilson's Coastal Club - C3

Wilson's Coastal Club - C3

Boutiliers Point NS
25.99 km from city centre
The price is CA $119 per night
CA $119
CA $171 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this family-friendly cottage in Boutiliers Point. Enjoy a sauna, a garden, and laundry facilities. Popular attractions Saint Margarets Bay Look Off Park and Cleveland Beach Provincial Park are located nearby.
Hot tub
Kitchen
Beach Front Oasis - Custom-built Timber Frame Home on Cleveland Beach 12 guests

Beach Front Oasis - Custom-built Timber Frame Home on Cleveland Beach 12 guests

Hubbards NS
22.65 km from city centre
Get rates
Book a stay at this beach vacation home in Queensland. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Cleveland Beach Provincial Park and Queensland Beach Provincial Park are located nearby.
Hot tub
Kitchen
Red Roof Bed & Breakfast

Red Roof Bed & Breakfast

Lunenburg NS
20.51 km from city centre
The price is CA $179 per night
CA $179
CA $271 total
Dec 31 - Jan 1, 2026
includes taxes & fees
Stay at this apartment in Front Centre. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Halifax and Southwestern Railway Museum and Pearl Theatre are located nearby.
Kitchen
Air conditioning
Lunenburg's Cupcake House

Lunenburg's Cupcake House

Lunenburg
19 km from city centre
Get rates
Stay at this vacation home in Lunenburg. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Lunenburg Academy and St John's Anglican Church are located nearby.
Kitchen
Washer
Knotting Hill - A Charming Hidden Gem in Mahone Bay

Knotting Hill - A Charming Hidden Gem in Mahone Bay

Mahone Bay NS
15.39 km from city centre
Get rates
Book a stay at this family-friendly vacation home in Maders Cove. Enjoy free WiFi, a fitness center, and a garden. Popular attractions For The Birds Nature Shop and The Moorings Gallery are located nearby.
Kitchen
Washer
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring

Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring

Chester NS
4.86 km from city centre
Get rates
Book a stay at this beach cottage in East Chester. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Goat Lake and Graves Island Provincial Park are located nearby.
Kitchen
Washer
Amazing ocean view/ private road/close to bayswater beach.

Amazing ocean view/ private road/close to bayswater beach.

Hubbards NS
16.48 km from city centre
Get rates
Stay at this cottage in The Lodge. Enjoy a garden, laundry facilities, and patios. Popular attractions Little Lake and Mill Cove Second Lake are located nearby.
Kitchen
Washer
Romantic, oceanfront, renovated luxury cottage at a beach and near Halifax

Romantic, oceanfront, renovated luxury cottage at a beach and near Halifax

Black Point NS
23.43 km from city centre
Get rates
Book a stay at this beach apartment in Black Point. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Cleveland Beach Provincial Park and Saint Margarets Bay Look Off Park are located nearby.
Kitchen
Washer
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.