Chesters Vacation Rentals

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Vacation Rentals in Chesters

Northern Hideaways, Sunnyside, Otterburn
3.0 star property
10.0 out of 10, Exceptional, (1)
"Fabulous house in a lovely location, it was perfect for long walks . The house is very roomy with fab decor. Close to a lovely restaurant we we popped in gor drinks and food a few times over the weekend. Will definitely return in the sumner months."
United Kingdom
John
$583 nightly
The price is $700
Nov 24 - Nov 25
Total with taxes and fees
Northern Hideaways, Sunnyside, Otterburn
Unique Upcycled Straw Trailer @ Westcote
2.0 star property
10.0 out of 10, Exceptional, (2)
"Perfect calm peaceful caravan away from all the noise definitely go again "
United Kingdom
Phil
$141 nightly
The price is $169
Oct 27 - Oct 28
Total with taxes and fees
Unique Upcycled Straw Trailer @ Westcote
Gallow Law Cottage
3.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing place of such high quality. Stayed before but next door. I his is now our preferred cottage though. Only down side would be the two single beds. Would have been nice to have had them pushed together as we were two sets of adults "
United Kingdom
Martin
$629 nightly
The price is $754
Oct 31 - Nov 1
Total with taxes and fees
Gallow Law Cottage
2 Bedroom Apartment-free Parking
2.0 star property
2 Bedroom Apartment-free Parking
Hawick Central, cosy stylish flat with log burner.
10.0 out of 10, Exceptional, (18)
"A beautiful apartment- would stay again!"
Canada
Alison
$232 nightly
The price is $232
Oct 28 - Oct 29
Total with taxes and fees
Hawick Central, cosy stylish flat with log burner.
Unique Upcycled Straw Trailer @ Westcote
10.0 out of 10, Exceptional, (3)
"Really helpful and friendly owner, and the set-up was great."
United Kingdom
Anonymous traveler
$169 nightly
The price is $169
Oct 27 - Oct 28
Total with taxes and fees
Unique Upcycled Straw Trailer @ Westcote
Gorgeous, fully refurbished centrally located cosy cottage
10.0 out of 10, Exceptional, (2)
"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.
$262 nightly
The price is $262
Nov 4 - Nov 5
Total with taxes and fees
Gorgeous, fully refurbished centrally located cosy cottage
Kennels Cottage - Countryside charm at The Yair in The Scottish Borders
10.0 out of 10, Exceptional, (6)
"We loved our stay at The Yair. We booked it for its proximity to the river Tweed for fly fishing and found that the river runs past the property; complete with fishing hut and a gillie! The property’s owner was great in his communication and was available for anything we needed. It was fascinating to learn from him about the history of the property. Our cottage was beautiful and the hot tub was a nice addition. We would stay here again, independent of fishing."
United States
Nicole
Kennels Cottage - Countryside charm at The Yair in The Scottish Borders
Secluded country retreat situated next to a magnificent walled garden at The Yair
10.0 out of 10, Exceptional, (15)
"Absolutely love everything about this property! Honestly could have used the entire week just roaming around the gorgeous estate grounds . And that walled garden!?! Just a dream😍 The Fall colors were breathtaking! Super comfy bed! Cozy kitchen and living area. Great shower! Everything you need! Loved the lemon drizzle bread made by Hannah and Ollie was so kind to come and rescue us when we locked ourselves out. We would stay here again in a heartbeat!"
United States
Wayne and Kim M.
$346 nightly
The price is $346
Oct 30 - Oct 31
Total with taxes and fees
Secluded country retreat situated next to a magnificent walled garden at The Yair
2 bedroom accommodation in Town Yetholm, near Kelso
9.0 out of 10, Wonderful, (13)
"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
$395 nightly
The price is $395
Nov 24 - Nov 25
Total with taxes and fees
2 bedroom accommodation in Town Yetholm, near Kelso
Entire Lovely Modern Scottish Cottage
7.4 out of 10, Good, (3)
"We asked that a different email be used on 9/4 as i no longer have access to the email used. No acknowledgment of this was received. Again we asked on 9/22, the day before our checkin, that you use our new email provided. Absolutely no response to our request, no one responded to our request or answer the "emergency" no. We received the passcode by text, and a response TO that text went unanswered as well. Extremely disappointed. Will not use Vrbo again."
United States
Mary M.
$233 nightly
The price is $233
Oct 27 - Oct 28
Total with taxes and fees
Entire Lovely Modern Scottish Cottage
Lovely 2- Bed Apartment in Hawick
3.5 star property
10.0 out of 10, Exceptional, (1)
$293 nightly
The price is $293
Oct 27 - Oct 28
Total with taxes and fees
Lovely 2- Bed Apartment in Hawick
Shepherds Burn Cottage
3.5 star property
10.0 out of 10, Exceptional, (1)
"A beautiful cottage in a secluded area with lovely views of surrounding hills and forest. The photos dont do it justice, it is much bigger in reality. It is very well equipped, and beds very comfortable with spotless linen. Even in cold weather, the cottage has more than enough radiators and a very efficient log burner to keep you warm. Perfectly located for trips to kielder ; Alnwick and the coast are also within easy reach. The owner, Simon is very welcoming and a font of knowledge about the...
United Kingdom
Julie
$558 nightly
The price is $669
Oct 31 - Nov 1
Total with taxes and fees
Shepherds Burn Cottage
The Left Luggage Office
10.0 out of 10, Exceptional, (1)
"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
$362 nightly
The price is $362
Nov 15 - Nov 16
Total with taxes and fees
The Left Luggage Office
The Lodge at The Yair - Riverside comfort in the Scottish Borders
10.0 out of 10, Exceptional, (1)
"What a fantastic couple of nights in The Lodge. Beautiful place to stay. There are no words for the tranquility and surroundings. Had the most perfect stay I could ever have hoped for."
United Kingdom
Sarah R.
$391 nightly
The price is $391
Nov 15 - Nov 16
Total with taxes and fees
The Lodge at The Yair - Riverside comfort in the Scottish Borders
Montrose Apartment - an apartment that sleeps 3 guests in 2 bedrooms
10.0 out of 10, Exceptional, (1)
"Great stay here, would definitely book again."
United Kingdom
Karen A.
$487 nightly
The price is $487
Nov 1 - Nov 2
Total with taxes and fees
Montrose Apartment - an apartment that sleeps 3 guests in 2 bedrooms
2 bedroom accommodation in Nenthorn, near Kelso
10.0 out of 10, Exceptional, (2)
"Definitely visit again we were made so welcome. The Groom's Bothy was warm and cosy. Thank you Ian and Susan Ray Hazel Sallie and David"
United Kingdom
Rays C.
$349 nightly
The price is $349
Nov 22 - Nov 23
Total with taxes and fees
2 bedroom accommodation in Nenthorn, near Kelso
No. 2 Braefoot Cottage at The Yair - sensational estate in the Scottish Borders
9.2 out of 10, Wonderful, (7)
"The cottage is lovely and roomy with everything you might need and in the most enchanted setting on the river tweed. The owner is extremely helpful and ready to assist with any queries. Highly recommended."
United Kingdom
Halia P.
No. 2 Braefoot Cottage at The Yair - sensational estate in the Scottish Borders
2 bedroom accommodation in Lanton, near Jedburgh
8.0 out of 10, Very Good, (1)
"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
$596 nightly
The price is $596
Oct 31 - Nov 1
Total with taxes and fees
2 bedroom accommodation in Lanton, near Jedburgh
SCHLOSS Roxburghe Hotel 2-bedroom cottage near Heiton
$446 nightly
The price is $525
Oct 26 - Oct 27
Total with taxes and fees
SCHLOSS Roxburghe Hotel 2-bedroom cottage near Heiton
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

Everything you need to know about Chesters vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesters vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesters vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chesters in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $169 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chesters rentals

At Expedia, we put the best Chesters vacation 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 vacation.

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 vacation rental in Chesters?

Yes, there are vacation rentals close to well known attractions in Chesters, or you can select a secluded option if you're looking for relaxation.

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

Broken-sky Lodge: This vacation home rental outside Chesters is located next to a golf course and offers a garden, laundry facilities, and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and kitchenware, so 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 larger area.

What’s a vacation rental in Chesters like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Chesters. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.