Book Holiday Homes in Chester
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Featured Holiday Homes in Chester

Unwind, Explore and Reconnect at Knotting Hill

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

Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay

Ocean front cottage in the heart of Hubbards.

Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area

Unique Ocean View Hilltop Retreat

Modern three bedroom with Panoramic Oceanview

Oceanfront 3-Bedroom Captain's House
Chester Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Chester vacation homes are the perfect way for you to wing it.
Holiday houses in Chester let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Chester in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Chester adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chester with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Chester vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Chester Holiday Homes essential information
Accommodation | 64 Holiday Homes |
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Lowest Price | NZ$188 |
Highest Price | NZ$489 |
Popular accommodation | Unwind, Explore and Reconnect at Knotting Hill, Relax on the South Shore, steps from 2 beaches, ocean views & hot tub., Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia, Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay, Ocean front cottage in the heart of Hubbards., Whalesback Cottage, on the ocean with access to Peggys Cove Preservation Area, Unique Ocean View Hilltop Retreat, Modern three bedroom with Panoramic Oceanview , Oceanfront 3-Bedroom Captain's House |
More accommodations in Chester
Top trending hotels in Chester

Family Home In the Heart of the Village of Chester

Best Western Plus Bridgewater Hotel & Convention Centre

Smugglers Cove Inn

Days Inn & Conference Center by Wyndham Bridgewater
More ways to explore Chester
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^Subject to availability and chosen travel dates.