Oswestry Holiday Rentals

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Oswestry holiday rentals

Private kitchen
Gwdihw

Cottage in Oswestry

Gwdihw
3.5 star property
10.0 out of 10, Exceptional, (1)
" A fabulous cottage in a quiet but also convenient location. Owners were so warm and helpful."
United Kingdom
Huilian
The price is HK$3,123
HK$3,123 total
includes taxes & fees
6 Jan - 7 Jan 2026
Gwdihw
Dishwasher, high chair
3 bedroom accommodation in Penybontfawr

Cottage in Penybontfawr

3 bedroom accommodation in Penybontfawr
10.0 out of 10, Exceptional, (2)
"Lovely spacious and comfortable house."
United States
Elaine Jay
The price is HK$2,655
HK$2,655 total
includes taxes & fees
19 Jan - 20 Jan 2026
3 bedroom accommodation in Penybontfawr
Private kitchen
2 bedroom accommodation in Oswestry

Cottage in Oswestry

2 bedroom accommodation in Oswestry
9.0 out of 10, Wonderful, (4)
"We really enjoyed our stay at the Coach House, will book again"
United States
Tina Leibrick
The price is HK$3,685
HK$3,685 total
includes taxes & fees
31 Dec - 1 Jan 2026
2 bedroom accommodation in Oswestry
Outdoor dining
Bodywen

Cottage in Oswestry

Bodywen
3.5 star property
10.0 out of 10, Exceptional, (1)
"The house is Brilliant! "
United Kingdom
Martin
The price is HK$4,301
HK$5,161 total
includes taxes & fees
17 Jan - 18 Jan 2026
Bodywen
Outdoor dining
Little Beeches

Cottage in Oswestry

Little Beeches
3.0 star property
10.0 out of 10, Exceptional, (1)
"Thank you June and Mark for a lovely stay at Little Beeches. We felt welcomed from the start. The home is tasteful and homely. While some holiday rentals can feel sparse and functional, in contrast it is obvious that a lot of thought and care has been put into making the cottage feel like a home. The kitchen is well stocked with decent cookware and crockery making cooking easy and pleasant. Having use of a washer and dryer was a huge help. The entire property was spotless. Very happy with the...
United Kingdom
Chloe
The price is HK$3,248
HK$3,897 total
includes taxes & fees
29 Dec - 30 Dec
Little Beeches
Balcony
Peniarth

Cottage in Oswestry

Peniarth
3.0 star property
8.8 out of 10, Excellent, (5)
"An absolutely idyllic stay, with baby lambs, chickens and a cute kitten prociding entertainment. "
United Kingdom
Nicolle
The price is HK$2,550
HK$2,550 total
includes taxes & fees
28 Dec - 29 Dec
Peniarth
Exterior
The Tractor Shed

Cottage in Oswestry

The Tractor Shed
3.5 star property
The price is HK$2,968
HK$3,562 total
includes taxes & fees
16 Jan - 17 Jan 2026
The Tractor Shed
Living area
Bethania

Cottage in Oswestry

Bethania
3.0 star property
The price is HK$2,863
HK$3,436 total
includes taxes & fees
20 Jan - 21 Jan 2026
Bethania
Property grounds
Sally's Barn

Cottage in Oswestry

Sally's Barn
3.0 star property
The price is HK$5,372
HK$6,446 total
includes taxes & fees
29 Dec - 30 Dec
Sally's Barn
Interior
Top Farm Lodge

Cottage in Oswestry

Top Farm Lodge
3.5 star property
The price is HK$3,398
HK$4,078 total
includes taxes & fees
28 Dec - 29 Dec
Top Farm Lodge
Interior
The Old Cart House

Cottage in Oswestry

The Old Cart House
3.5 star property
The price is HK$3,514
HK$4,217 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Old Cart House
Private kitchen
Yr Hen Felin

Cottage in Oswestry

Yr Hen Felin
3.5 star property
The price is HK$3,018
HK$3,621 total
includes taxes & fees
28 Dec - 29 Dec
Yr Hen Felin
Fridge, dishwasher, electric kettle, toaster
Old Cart House

Cottage in Oswestry

Old Cart House
3.0 star property
The price is HK$2,938
HK$3,526 total
includes taxes & fees
3 Jan - 4 Jan 2026
Old Cart House
Property grounds
Plum Hill

Cottage in Oswestry

Plum Hill
3.0 star property
The price is HK$3,240
HK$3,888 total
includes taxes & fees
2 Jan - 3 Jan 2026
Plum Hill
Living room
The Moorhen Retreat

Cottage in Oswestry

The Moorhen Retreat
3.5 star property
The price is HK$3,497
HK$4,196 total
includes taxes & fees
10 Jan - 11 Jan 2026
The Moorhen Retreat
Property grounds
The Retreat

Cottage in Oswestry

The Retreat
3.5 star property
The price is HK$3,258
HK$3,909 total
includes taxes & fees
29 Dec - 30 Dec
The Retreat
Fridge, dishwasher, electric kettle, toaster
Aelybryn

Cottage in Oswestry

Aelybryn
3.0 star property
The price is HK$4,312
HK$5,174 total
includes taxes & fees
7 Jan - 8 Jan 2026
Aelybryn
Interior
Cut Moch, Plas Moelfre Hall Barns

Cottage in Oswestry

Cut Moch, Plas Moelfre Hall Barns
3.5 star property
The price is HK$4,161
HK$4,993 total
includes taxes & fees
28 Dec - 29 Dec
Cut Moch, Plas Moelfre Hall Barns
Living area
Heron Pod

Cottage in Oswestry

Heron Pod
3.0 star property
The price is HK$3,487
HK$4,184 total
includes taxes & fees
10 Jan - 11 Jan 2026
Heron Pod
3 bedrooms, individually decorated, individually furnished, free WiFi
Bryn Teg

Cottage in Oswestry

Bryn Teg
3.5 star property
The price is HK$4,637
HK$5,564 total
includes taxes & fees
20 Jan - 21 Jan 2026
Bryn Teg
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 Oswestry Hotel Reviews

Macdonald New Blossoms Hotel, Chester

Macdonald New Blossoms Hotel, Chester

10/10 Excellent
"Staff were nice, very helpful."
Ian 2-night trip
Posted 2 days ago
Macdonald New Blossoms Hotel, Chester

Find out more about Oswestry

Search for holiday rentals in Oswestry on Expedia! You can easily find your home rentals, villas, holiday apartments in Oswestry using one of the methods below:

  • View our selection of featured holiday rentals in Oswestry
  • Use the map to find apartments and other holiday homes in the Oswestry neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oswestry while they last

Look no further and take a look at our great range of rental properties in Oswestry!

Frequently asked questions

Can I find a holiday rental in Oswestry?

Yes, there are holiday rentals in Oswestry close to Rednal Laser Games, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Oswestry is known for its relaxing spas and lakeside. Allow lots of time to check out the countryside and bars during your visit.

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

The City Walls Gathering 5 Bed - Sleeps 12 City Centre: This holiday home rental outside of Oswestry comes with free WiFi so that you can feel at home during your trip. Kitchen amenities include kitchenware to make your meal-planning easier.

How many holiday rentals will I find in Oswestry?

Expedia has 28 holiday rentals for your stay in Oswestry.

What can I see and do in Oswestry?

Cultural attractions include British Ironwork Centre and The Willow Art Gallery, whereas Pistyll Rhaeadr and Lake Vyrnwy are a couple of picturesque spots to enjoy the outdoors. Lion Quays Spa and Rednal Laser Games are other places to visit while you're in town.

What are holiday rentals like in Oswestry?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oswestry. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.