Book Holiday Homes in Chesters

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Featured Holiday Homes in Chesters

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

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

Jedburgh SCT
Located in Jedburgh, this vacation home is on a river, within a 10-minute drive of Mary Queen of Scots House and Jedburgh Abbey.
Opens in a new windowStylish comfortable self catering cottage . In the heart of the Scottish Borders
Cross Keys House - Cosy 4-Bed Cottage In Yetholm

Cross Keys House - Cosy 4-Bed Cottage In Yetholm

Kirk Yetholm Scotland
Located in Kelso, this vacation home is in a rural location, a 1-minute drive from Pennine Way and 7 minutes from Hailes Castle.
Opens in a new windowCross Keys House - Cosy 4-Bed Cottage In Yetholm
The Five Turrets: Stay in Scotland in Style in a Historic Four-bed Holiday Home

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

4.5 out of 5
The Five Turrets Ettrick Terrace Selkirk Scotland
When you stay at this vacation home in Selkirk, you'll be in the mountains, just steps from Sir Walter Scott's Courtroom and Market Square.
Opens in a new windowThe Five Turrets: Stay in Scotland in Style in a Historic Four-bed Holiday Home
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Broken-sky Lodge

Broken-sky Lodge

3.5 out of 5
Newcastle-upon-Tyne England
The price is AU$1,587 per night from 20 Mar to 21 Mar
AU$1,587
20 Mar - 21 Mar
includes taxes & fees
When you stay at this vacation home in Newcastle-upon-Tyne, you'll be next to a golf course and 5 minutes by car from Northumberland National Park.
Opens in a new windowBroken-sky Lodge
Host & Stay | Crackin' View

Host & Stay | Crackin' View

Hexham England
Located in Hexham, this vacation home is in a rural location, within a 5-minute drive of Bellingham Golf Club and Northumberland National Park.
Opens in a new windowHost & Stay | Crackin' View
World famous house in the beautiful Scottish Borders

World famous house in the beautiful Scottish Borders

Melrose Scotland
With a stay at this vacation home in Melrose, you'll be on a river, just steps from Abbotsford The Home Of Sir Walter Scott and a 3-minute drive from Waverley ...
Opens in a new windowWorld famous house in the beautiful Scottish Borders
The Old Smithy Converted Blacksmiths - Sleeps 7  and pet friendly (upto 2 dogs)

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

Kelso SCT
Located in Kelso, this vacation home is in a rural location, within a 5-minute drive of Kelso Racecourse and Kelso Old Parish Church.
Opens in a new windowThe Old Smithy Converted Blacksmiths - Sleeps 7 and pet friendly (upto 2 dogs)
Lovely Townhouse with garden overlooking the Square sleeps 2-5+ comfortably

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

Melrose SCT
When you stay at this vacation home in Melrose, you'll be on a river, just steps from Saint Cuthbert's Way and Melrose Abbey.
Opens in a new windowLovely Townhouse with garden overlooking the Square sleeps 2-5+ comfortably
Host & Stay | Birdhope Craig Church

Host & Stay | Birdhope Craig Church

Rochester England
When you stay at this vacation home in Newcastle-upon-Tyne, you'll be within a short 5-minute drive from Northumberland National Park.
Opens in a new windowHost & Stay | Birdhope Craig Church
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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.

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

Dryburgh Abbey Hotel

3 out of 5
St Boswells Melrose Scotland
Fully refundableReserve now, pay when you stay
The price is AU$223 per night from 22 Mar to 23 Mar
AU$223
22 Mar - 23 Mar
includes taxes & fees
Located in Melrose, Dryburgh Abbey Hotel is on a river, a short 4-minute walk from Dryburgh Abbey and within 5 minutes by car from Scott's View.
Opens in a new windowDryburgh Abbey Hotel
SCHLOSS Roxburghe, part of Destination by Hyatt

SCHLOSS Roxburghe, part of Destination by Hyatt

5 out of 5
Heiton Kelso Scotland
Fully refundableReserve now, pay when you stay
The price is AU$462 per night from 30 Mar to 31 Mar
AU$462
30 Mar - 31 Mar
includes taxes & fees
Located in Kelso, SCHLOSS Roxburghe, part of Destination by Hyatt is on a river, within a 15-minute drive of Kelso Abbey and Kelso Racecourse.
Opens in a new windowSCHLOSS Roxburghe, part of Destination by Hyatt
Ednam House Hotel

Ednam House Hotel

3 out of 5
Bridge St Kelso Scotland
Fully refundableReserve now, pay when you stay
The price is AU$178 per night from 6 Apr to 7 Apr
AU$178
6 Apr - 7 Apr
includes taxes & fees
A stay at Ednam House Hotel places you in the heart of Kelso, steps from Kelso Abbey and Borders Abbeys Way.
Opens in a new windowEdnam House Hotel
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George and Abbotsford Hotel

George and Abbotsford Hotel

3.5 out of 5
High Street Melrose Scotland
With a stay at George and Abbotsford Hotel in Melrose, you'll be just steps from Saint Cuthbert's Way and Melrose Abbey.
Opens in a new windowGeorge and Abbotsford Hotel
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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.

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^Subject to availability and chosen travel dates.