Book Holiday Homes in Chesters

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Chesters

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
Selkirk
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
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
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
Save an average of 15% on thousands of hotels when you're signed in
Host & Stay | Crackin' View

Host & Stay | Crackin' View

Hexham
Located in Hexham, this vacation home is in a rural location, a 5-minute drive from Northumberland National Park and 7 minutes from Kielder Water and Forest ...
Host & Stay | Crackin' View
Home from Home Converted Blacksmiths - Sleeps 7  and pet friendly (upto 2 dogs)

Home from Home 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.
Home from Home Converted Blacksmiths - Sleeps 7 and pet friendly (upto 2 dogs)
Lovely home with garden located centrally in Kelso, Scottish Borders

Lovely home with garden located centrally in Kelso, Scottish Borders

Kelso
When you stay at this vacation home in Kelso, you'll be on a river, within a 10-minute walk of Kelso Old Parish Church and Borders Abbeys Way.
Lovely home with garden located centrally in Kelso, Scottish Borders
Abbey House, charming traditional historic house. Spectacular views of the Abbey

Abbey House, charming traditional historic house. Spectacular views of the Abbey

Jedburgh
With a stay at this vacation home in Jedburgh, you'll be a 4-minute walk from Jedburgh Castle & Jail Museum and 6 minutes by foot from Mary Queen of Scots ...
Abbey House, charming traditional historic house. Spectacular views of the Abbey
MONTEVIOT STABLES WEST - woodland trails and inspirational gardens, 4 bedroom

MONTEVIOT STABLES WEST - woodland trails and inspirational gardens, 4 bedroom

Jedburgh
Located in Jedburgh, this vacation home is in a rural location, within a 15-minute walk of Monteviot House and Woodside Garden Centre.
MONTEVIOT STABLES WEST - woodland trails and inspirational gardens, 4 bedroom
3 Bedroom 2 bathroom  luxurious lodge with hot tub stunning Northumberland

3 Bedroom 2 bathroom luxurious lodge with hot tub stunning Northumberland

Otterburn
When you stay at this vacation home in Newcastle-upon-Tyne, you'll be 6 minutes by car from Northumberland National Park.
3 Bedroom 2 bathroom luxurious lodge with hot tub stunning Northumberland
Don't see what you're looking for?
See all available properties in Chesters
View all properties
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
51 Holiday Homes
Lowest Price
AU$218
Highest Price
AU$484
Popular accommodation
The Five Turrets: Stay in Scotland in Style in a Historic Four-bed Holiday Home, Gorgeous Arts & Craft period house with 8 ensuite bedrooms, Stunning Church Conversion located near to Kelso, Scottish Borders, Host & Stay | Crackin' View, Home from Home Converted Blacksmiths - Sleeps 7 and pet friendly (upto 2 dogs), Lovely home with garden located centrally in Kelso, Scottish Borders, Abbey House, charming traditional historic house. Spectacular views of the Abbey, MONTEVIOT STABLES WEST - woodland trails and inspirational gardens, 4 bedroom, 3 Bedroom 2 bathroom luxurious lodge with hot tub stunning Northumberland

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$220 per night from 12 May to 13 May
AU$220
includes taxes & fees
12 May - 13 May
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
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$484 per night from 29 Apr to 30 Apr
AU$484
includes taxes & fees
29 Apr - 30 Apr
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
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$218 per night from 28 Apr to 29 Apr
AU$218
includes taxes & fees
28 Apr - 29 Apr
A stay at Ednam House Hotel places you in the heart of Kelso, steps from Kelso Abbey and Borders Abbeys Way.
Ednam House Hotel
Save an average of 15% on thousands of hotels when you're signed in
George and Abbotsford Hotel

George and Abbotsford Hotel

3.5 out of 5
High Street, Melrose, Scotland
Fully refundableReserve now, pay when you stay
The price is AU$229 per night from 21 Apr to 22 Apr
AU$229
includes taxes & fees
21 Apr - 22 Apr
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
Don't see what you're looking for?
See all available properties in Chesters
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.