Book Holiday Homes in Chesters

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Featured Holiday Homes in Chesters

Beautifully Refurbished Large 3 Bed Terrace

Beautifully Refurbished Large 3 Bed Terrace

Hawick
With a stay at this vacation home in Hawick, you'll be within a 10-minute walk of Heart of Hawick and Borders Textile Towerhouse.
Beautifully Refurbished Large 3 Bed Terrace
3 Large Bedroom Ground Floor

3 Large Bedroom Ground Floor

Galashiels
With a stay at this vacation home in Galashiels, you'll be within a 15-minute walk of Bank Street Gardens and Old Gala House.
3 Large Bedroom Ground Floor
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 a stay at this vacation home in Selkirk, you'll be in the mountains, within a 5-minute walk of Market Square and Sir Walter Scott's Courtroom.
The Five Turrets: Stay in Scotland in Style in a Historic Four-bed Holiday Home
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Gorgeous Arts & Craft period house with 8 ensuite bedrooms

Gorgeous Arts & Craft period house with 8 ensuite bedrooms

Galashiels
When you stay at this vacation home in Galashiels, you'll be on a river, within a 5-minute drive of Old Gala House and Bank Street Gardens.
Gorgeous Arts & Craft period house with 8 ensuite bedrooms
Forest Retreat - Three Bedroom House, Sleeps 5

Forest Retreat - Three Bedroom House, Sleeps 5

Byrness Village
With a stay at this vacation home in Newcastle-upon-Tyne, you'll be within a 15-minute drive of Northumberland National Park and Jedforest Deer & Farm Park.
Forest Retreat - Three Bedroom House, Sleeps 5
Stunning Church Conversion located near to Kelso, Scottish Borders

Stunning Church Conversion located near to Kelso, Scottish Borders

Kelso
Located in Kelso, this vacation home is in a rural location, within a 15-minute walk of Kelso Old Parish Church and Kelso Abbey.
Stunning Church Conversion located near to Kelso, 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
Located in Kelso, this vacation home is in a rural location, within a 5-minute drive of Kelso Racecourse and Kelso Old Parish Church.
The Old Smithy Converted Blacksmiths - Sleeps 7 and pet friendly (upto 2 dogs)
World famous house in the beautiful Scottish Borders

World famous house in the beautiful Scottish Borders

Melrose
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 ...
World famous house in the beautiful Scottish Borders
Teviotside Travel Inn - Hawick - Room 7 - Family Suite

Teviotside Travel Inn - Hawick - Room 7 - Family Suite

Hawick
The price is AU$291 per night from 25 Aug to 26 Aug
AU$291
25 Aug - 26 Aug
includes taxes & fees
Located in Hawick, this vacation home is within a 15-minute walk of The Borders Distillery and Heart of Hawick.
Teviotside Travel Inn - Hawick - Room 7 - Family Suite
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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
58 Holiday Homes
Lowest Price
AU$238
Highest Price
AU$777
Popular accommodation
Beautifully Refurbished Large 3 Bed Terrace, 3 Large Bedroom Ground Floor, The Five Turrets: Stay in Scotland in Style in a Historic Four-bed Holiday Home, Gorgeous Arts & Craft period house with 8 ensuite bedrooms, Forest Retreat - Three Bedroom House, Sleeps 5, Stunning Church Conversion located near to Kelso, Scottish Borders, The Old Smithy Converted Blacksmiths - Sleeps 7 and pet friendly (upto 2 dogs), World famous house in the beautiful Scottish Borders, Teviotside Travel Inn - Hawick - Room 7 - Family Suite

Top trending hotels in Chesters

Dryburgh Abbey Hotel

Dryburgh Abbey Hotel

3 out of 5
St Boswells, Melrose, Scotland
The price is AU$238 per night from 10 Sept to 11 Sept
AU$238
10 Sept - 11 Sept
includes taxes & fees
Located in Melrose, Dryburgh Abbey Hotel is on a river, a 4-minute walk from Dryburgh Abbey and within a 5-minute drive of Scott's View.
Dryburgh Abbey Hotel
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 within a 5-minute walk of Saint Cuthbert's Way and Melrose Abbey.
George and Abbotsford 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$777 per night from 23 Aug to 24 Aug
AU$777
23 Aug - 24 Aug
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.
SCHLOSS Roxburghe, part of Destination by Hyatt
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Ednam House Hotel

Ednam House Hotel

3 out of 5
Bridge St, Kelso, Scotland
A stay at Ednam House Hotel places you in the heart of Kelso, steps from Kelso Abbey and Borders Abbeys Way.
Ednam House 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.