Book Holiday Homes in Chesters
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Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Chesters

Stylish comfortable self catering cottage . In the heart of the Scottish Borders

Cross Keys House - Cosy 4-Bed Cottage In Yetholm

The Five Turrets: Stay in Scotland in Style in a Historic Four-bed Holiday Home

Broken-sky Lodge

Host & Stay | Crackin' View

World famous house in the beautiful Scottish Borders

The Old Smithy Converted Blacksmiths - Sleeps 7 and pet friendly (upto 2 dogs)

Lovely Townhouse with garden overlooking the Square sleeps 2-5+ comfortably

Host & Stay | Birdhope Craig Church
Chesters 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 Chesters vacation homes are the perfect way for you to wing it.
Holiday houses in Chesters 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 Chesters 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 Chesters adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chesters 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 Chesters 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.
Chesters Holiday Homes essential information
Accommodation | 46 Holiday Homes |
|---|---|
Lowest Price | AU$178 |
Highest Price | AU$1,587 |
Popular accommodation | Stylish comfortable self catering cottage . In the heart of the Scottish Borders, Cross Keys House - Cosy 4-Bed Cottage In Yetholm, The Five Turrets: Stay in Scotland in Style in a Historic Four-bed Holiday Home, Broken-sky Lodge, Host & Stay | Crackin' View, World famous house in the beautiful Scottish Borders, The Old Smithy Converted Blacksmiths - Sleeps 7 and pet friendly (upto 2 dogs), Lovely Townhouse with garden overlooking the Square sleeps 2-5+ comfortably, Host & Stay | Birdhope Craig Church |
Top trending hotels in Chesters

Dryburgh Abbey Hotel

SCHLOSS Roxburghe, part of Destination by Hyatt

Ednam House Hotel

George and Abbotsford Hotel
More ways to explore Chesters
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**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
