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Holiday Rentals in Chesters

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Chesters holiday rentals

A cozy living room with a stone fireplace, two grey sofas, a wooden coffee table, and framed pictures on the wall.

1. Todlaw Farm House

Todlaw Farm House
3.0 star property
Jedburgh
Todlaw Farm House
A bedroom with a bed, pillows, a nightstand, a lamp, a framed picture, and a window with a view.

2. Hawick Central, cosy stylish flat with log burner.

Hawick Central, cosy stylish flat with log burner.
Hawick
10.0 out of 10, Exceptional, (18 reviews)
"A beautiful apartment- would stay again!"
Canada
Alison
The price is €211
includes taxes & fees
20 Oct - 21 Oct
Hawick Central, cosy stylish flat with log burner.
A large stone building with multiple windows and a central entrance.

3. Lovely 2- Bed Apartment in Hawick

Lovely 2- Bed Apartment in Hawick
3.5 star property
Hawick
10.0 out of 10, Exceptional, (1 review)
The price is €286
includes taxes & fees
19 Oct - 20 Oct
Lovely 2- Bed Apartment in Hawick
A hotel room with a bed, a bedside lamp, a mirror, and a wooden door.

4. Gorgeous, fully refurbished centrally located cosy cottage

Gorgeous, fully refurbished centrally located cosy cottage
Hawick
9.4 out of 10, Exceptional, (3 reviews)
"This is a well positioned house, just off the high street and right by the river and the new river walk. We couldn't fault it in any way. Spotlessly clean, comfy, small patio area to sit outside, friendly neighbours, easy access to the other border towns. Many thanks."
United Kingdom
Pauline S.
The price is €261
includes taxes & fees
18 Oct - 19 Oct
Gorgeous, fully refurbished centrally located cosy cottage
A stone house with a sloped roof, a front entrance, and a small porch.

5. 2 bedroom accommodation in Lanton, near Jedburgh

2 bedroom accommodation in Lanton, near Jedburgh
Lanton, near Jedburgh
8.0 out of 10, Very good, (2 reviews)
"Enjoyable holiday. Family liked it. Possibly could do with internet like WI-FI. Phone signal was intermittent and made it hard to search things in the area"
United States
Anthony Palmer
The price is €512
includes taxes & fees
15 Nov - 16 Nov
2 bedroom accommodation in Lanton, near Jedburgh
A neatly made bed with pillows, a bedside table with a lamp, a chair, and a window with curtains.

6. Modern and relaxing, first floor maisonette. Pet friendly

Modern and relaxing, first floor maisonette. Pet friendly
Hawick
The price is €152
includes taxes & fees
18 Oct - 19 Oct
Modern and relaxing, first floor maisonette. Pet friendly
An indoor swimming pool with multiple lanes, a water slide, and a diving platform.

7. Lovely 2- Bed Apartment in Hawick

Lovely 2- Bed Apartment in Hawick
Hawick
10.0 out of 10, Exceptional, (1 review)
"Mike was very helpful to us before we arrived, and the property was very welcoming and comfortable. Everything we needed was there. Would stay again."
United Kingdom
Lori S.
The price is €275
includes taxes & fees
19 Oct - 20 Oct
Lovely 2- Bed Apartment in Hawick
A living room with a television on a stand, a fireplace, and a patterned wallpaper.

8. Host & Stay | Lime Cottage

Host & Stay | Lime Cottage
Morebattle
The price is €197
includes taxes & fees
26 Oct - 27 Oct
Host & Stay | Lime Cottage
House

9. 2 bedroom accommodation in Town Yetholm, near Kelso

2 bedroom accommodation in Town Yetholm, near Kelso
Town Yetholm, near Kelso
9.0 out of 10, Wonderful, (13 reviews)
"Lovely cosy cottage with gorgeous views. Owner was really friendly checking we’d settled in ok. Great location (as long as you have car) to get to nearby towns and attractions. Shame there wasn’t a pub within walking distance (as the road was too risky to walk on at night), however, the food and staff at the local pub in Yetholm (approx 1.5mile) were lovely and welcoming and food great! The only criticism I’d have of the cottage is that the bathroom and some decor could do with updating, however...
United States
Helen
The price is €304
includes taxes & fees
5 Nov - 6 Nov
2 bedroom accommodation in Town Yetholm, near Kelso
A bedroom with a bed, pillows, a nightstand, a lamp, and a view of the outdoors through a door.

10. The Left Luggage Office

The Left Luggage Office
Falstone, near Kielder
10.0 out of 10, Exceptional, (1 review)
"If you need somewhere to stay in a tranquil setting then look no further than the left luggage office. It is a little gem. It has everything you need for a really comfortable stay and more. We have stayed at many excellent rentals but can honestly say that this was the best. Ruth and Paul were in touch to ascertain we had everything we needed and had no problems and their welcome gift was a lovely touch and much appreciated"
United States
Patricia Walker
The price is €299
includes taxes & fees
9 Nov - 10 Nov
The Left Luggage Office
A narrow street with a building featuring a blue door, white-framed windows, and flower boxes on the windowsill.

11. 21A High Street

21A High Street
3.0 star property
Jedburgh
9.0 out of 10, Wonderful, (2 reviews)
"Great location, very clean. Comfortable. Be prepared to deal with 31 steps."
United States
Jeffrey A
The price is €454
includes taxes & fees
9 Nov - 10 Nov
21A High Street
A room with a window, a white desk, a brown sofa, and a patterned wallpaper.

12. Host Stay - Lime Cottage

Host Stay - Lime Cottage
2.0 star property
Kelso
The price is €244
includes taxes & fees
16 Oct - 17 Oct
Host Stay - Lime Cottage
A pathway through a forest with stone walls on one side and logs on the other.

13. No 1 Braefoot Cottage - country retreat on the River Tweed at The Yair

No 1 Braefoot Cottage - country retreat on the River Tweed at The Yair
Galashiels
10.0 out of 10, Exceptional, (16 reviews)
"From the word go lovely to be in spacious atmospheric cottage In fabulous setting great walks on door step , and right by the river tweed .Attention to detail so good everything we needed."
United States
Helen P.
No 1 Braefoot Cottage - country retreat on the River Tweed at The Yair
Room

14. Boutique Studio, King Bed, En-suite & Kitchenette

Boutique Studio, King Bed, En-suite & Kitchenette
Scottish Borders
8.0 out of 10, Very good, (1 review)
"I had a fantastic experience during my stay! The property was exactly as described—clean, comfortable, and well-maintained. The location was perfect for exploring the area, and everything I needed was close by. The host was incredibly responsive and made the check-in process smooth and easy."
United States
Joey C.
Boutique Studio, King Bed, En-suite & Kitchenette
A modern kitchen with white cabinets, a microwave, and a dining area set for a meal.

15. 85C Bongate

85C Bongate
3.0 star property
Jedburgh
85C Bongate
A cozy living room with a leather sofa, a wooden table, a TV, and a wood-burning stove.

16. The Old Byre

The Old Byre
3.5 star property
Jedburgh
The Old Byre
A stone house with a stone pathway leading to a wooden deck.

17. Station Masters House

Station Masters House
2.0 star property
Hawick
Station Masters House
A stone building with a wooden fence in front.

18. Kirk Cottage

Kirk Cottage
3.0 star property
Kelso
The price is €583
includes taxes & fees
18 Oct - 19 Oct
Kirk Cottage
A brick building with a lawn and a bench.

19. Kennels Cottage

Kennels Cottage
3.0 star property
Melrose
8.0 out of 10, Very good, (2 reviews)
"Great property- very convenient for local pub "
United Kingdom
Aileen
The price is €434
includes taxes & fees
10 Nov - 11 Nov
Kennels Cottage
A multi-story building with a traditional architectural style, featuring a central entrance with steps, large windows, and a small porch area.

20. Tweed Apartment

Tweed Apartment
3.0 star property
Galashiels
10.0 out of 10, Exceptional, (2 reviews)
"Perfectly placed for touring the Borders. Lovely apartment, well furnished, all mod cons. Quiet location with stunning view of the hills. "
United Kingdom
Timothy
The price is €540
includes taxes & fees
20 Oct - 21 Oct
Tweed Apartment
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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Top Chesters Hotel Reviews

The Central Guest House

The Central Guest House

8/10 Good
"Good location but flat was 3 storeys up so no good for disabled or unfit! It was clean and comfortable but little provided in terms of kitchenware"
Jan 2-night trip
Posted 18 hours ago
The Central Guest House

Find out more about Chesters

Everything you need to know about Chesters holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesters holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesters holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chesters holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesters. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesters holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesters holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chesters rentals

At Expedia, we put the best Chesters holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chesters rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesters holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesters. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Chesters?

Yes, there are holiday rentals close to the most popular sights in Chesters, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chesters has to offer?

Stylish comfortable self catering cottage . In the heart of the Scottish Borders: This holiday home rental outside of Chesters is located on a river, and has a garden, a selection of games and laundry facilities to put you at ease in your new surroundings.

What’s there to see and do in Chesters?

Explore the area and family-friendly sights such as Kielder Observatory, or get out into nature at a spot like Kielder Water and Forest Park. Jedburgh Castle & Jail Museum and Jedburgh Abbey are a couple of places you'll find in the wider area.

What’s a holiday rental in Chesters like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chesters. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for families.