Holiday Homes in Chester

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Check prices for these dates

Our top choices for Chester holiday homes

1. Cozy 3-Bedroom, 2-Bath Home with Private Pool & Hot Tub, Chester Front Harbour

Cozy 3-Bedroom, 2-Bath Home with Private Pool & Hot Tub, Chester Front Harbour
Chester
Cozy 3-Bedroom, 2-Bath Home with Private Pool & Hot Tub, Chester Front Harbour

2. Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise
Western Shore
9.2 out of 10, Wonderful, (29 reviews)
"Excellent location with beautiful marina and ocean view from the property. Very well maintained with excellent host Holly."
United States
Cynthia K G.
The price is €220
includes taxes & fees
2 Dec - 3 Dec
Oceanfront Luxury Magical Views Sunset and Sunrise

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

Pet-Friendly Glamping Dome close to Peggy’s Cove!
Seabright
10.0 out of 10, Exceptional, (22 reviews)
"Great place and location and the owners were very helpful!"
Canada
Judy
The price is €228
includes taxes & fees
13 Nov - 14 Nov
Pet-Friendly Glamping Dome close to Peggy’s Cove!

4. Oceanview 3-Bedroom Cottage | Fireplace | Sauna | Near Halifax

Oceanview 3-Bedroom Cottage | Fireplace | Sauna | Near Halifax
Boutiliers Point
9.2 out of 10, Wonderful, (15 reviews)
"Great cottage and location is amazing! "
Canada
Joanna
The price is €187
includes taxes & fees
11 Nov - 12 Nov
Oceanview 3-Bedroom Cottage | Fireplace | Sauna | Near Halifax

5. Pretty Bachelor with Balcony near River & Trails

Pretty Bachelor with Balcony near River & Trails
Bridgewater
2.0 out of 10, (1 review)
The price is €121
includes taxes & fees
12 Nov - 13 Nov
Pretty Bachelor with Balcony near River & Trails
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.

Learn more about Chester

Sail the pristine waters around Chester's harbour, where summer regattas showcase colourful boats against the backdrop of historic waterfront homes. Explore the charming village centre with its artisan shops, then ask locals about their favourite seafood spots for authentic Maritime flavours.

A blue house with a white porch and a flag.