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Chesters Holiday Rentals

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Our top choices for Chesters holiday rentals

1. 3 Queen Marys Buildings

3 Queen Marys Buildings
3.5 star property
Jedburgh
10.0 out of 10, Exceptional, (1 review)
"Location excellent Parking no problem just outside front door Accommodation ideal for our purposes Bed and seating very comfortable"
United Kingdom
Daniel
The price is NZ$735
includes taxes & fees
13 Sept - 14 Sept
3 Queen Marys Buildings

2. 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 NZ$500
includes taxes & fees
2 Sept - 3 Sept
Lovely 2- Bed Apartment in Hawick

3. 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 NZ$393
includes taxes & fees
1 Sept - 2 Sept
Hawick Central, cosy stylish flat with log burner.

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 NZ$485
includes taxes & fees
2 Sept - 3 Sept
Gorgeous, fully refurbished centrally located cosy cottage

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

Modern and relaxing, first floor maisonette. Pet friendly
Hawick
The price is NZ$286
includes taxes & fees
31 Aug - 1 Sept
Modern and relaxing, first floor maisonette. Pet friendly

6. 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 NZ$577
includes taxes & fees
29 Sept - 30 Sept
Lovely 2- Bed Apartment in Hawick

7. Lovingly restored castle in the Scottish Borders

Lovingly restored castle in the Scottish Borders
Oxnam
The price is NZ$5,264
includes taxes & fees
31 Aug - 1 Sept
Lovingly restored castle in the Scottish Borders

8. 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 NZ$657
includes taxes & fees
24 Sept - 25 Sept
2 bedroom accommodation in Town Yetholm, near Kelso

9. 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 NZ$785
includes taxes & fees
28 Sept - 29 Sept
The Left Luggage Office

10. Montrose Apartment - an apartment that sleeps 3 guests in 2 bedrooms

Montrose Apartment - an apartment that sleeps 3 guests in 2 bedrooms
Selkirk
10.0 out of 10, Exceptional, (1 review)
"Great stay here, would definitely book again."
United Kingdom
Karen A.
The price is NZ$944
includes taxes & fees
12 Sept - 13 Sept
Montrose Apartment - an apartment that sleeps 3 guests in 2 bedrooms

11. 49 Castlegate

49 Castlegate
3.0 star property
Jedburgh
The price is NZ$902
includes taxes & fees
3 Sept - 4 Sept
49 Castlegate

12. 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.
The price is NZ$616
includes taxes & fees
9 Sept - 10 Sept
No 1 Braefoot Cottage - country retreat on the River Tweed at The Yair

13. 2 bedroom accommodation in Nenthorn, near Kelso

2 bedroom accommodation in Nenthorn, near Kelso
Nenthorn, near Kelso
9.8 out of 10, Exceptional, (7 reviews)
"Comfortable, cosy, well equipped cottage, in a lovely rural setting, close to all amenities."
United States
Calum Macdonald
The price is NZ$977
includes taxes & fees
26 Sept - 27 Sept
2 bedroom accommodation in Nenthorn, near Kelso

14. Stylish quiet Galashiels apartment:private parking

Stylish quiet Galashiels apartment:private parking
Galashiels
9.4 out of 10, Exceptional, (3 reviews)
"Great central location for Kelso, Peebles, Melrose and Dawyck.Apartment was top class, 5 star. Everything we needed."
United Kingdom
Caroline S.
The price is NZ$313
includes taxes & fees
13 Sept - 14 Sept
Stylish quiet Galashiels apartment:private parking

15. 21A High Street

21A High Street
3.0 star property
Jedburgh
The price is NZ$880
includes taxes & fees
6 Sept - 7 Sept
21A High Street

16. Castlebrae

Castlebrae
3.5 star property
Jedburgh
The price is NZ$957
includes taxes & fees
4 Sept - 5 Sept
Castlebrae

17. 85C Bongate

85C Bongate
3.0 star property
Jedburgh
The price is NZ$962
includes taxes & fees
11 Sept - 12 Sept
85C Bongate

18. Station Masters House

Station Masters House
2.0 star property
Hawick
The price is NZ$1,240
includes taxes & fees
4 Sept - 5 Sept
Station Masters House

19. Kirk Cottage

Kirk Cottage
3.0 star property
Kelso
The price is NZ$1,128
includes taxes & fees
3 Sept - 4 Sept
Kirk Cottage

20. 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 NZ$840
includes taxes & fees
25 Sept - 26 Sept
Kennels Cottage
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

Find out more about Chesters

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chesters holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chesters. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Chesters. Seeing all the best attractions is bound to make you fall in love with Chesters. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Chesters short-term rentals, that won’t be hard to do.

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?

Central Hawick Flat, Sleeps 13, Families & Work: This holiday home rental outside of Chesters is equipped with a fireplace, laundry facilities and WiFi to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 Abbey and Mary Queen of Scots House 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.