A mountainous landscape with a village in the valley, a prominent rock formation, and a distant tower.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Oswestry holiday rentals

A brick building with a stone annex, surrounded by potted plants and a white fence.

1. Tedsmore Cottages

Tedsmore Cottages
3.0 star property
Oswestry
9.6 out of 10, Exceptional, (8 reviews)
"Amazing and staff was also very helpful and friendly would definitely recommend "
United Kingdom
Lindsay
The price is ฿5,991
฿7,189 total
includes taxes & fees
18 Oct - 19 Oct
Tedsmore Cottages
A balcony with a table set for breakfast, including croissants and a cup, overlooking a road and greenery.

2. Plum Hill

Plum Hill
3.0 star property
Oswestry
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful apartment, high quality , comfortable and scenic. "
United Kingdom
Lorn a
The price is ฿13,904
฿16,685 total
includes taxes & fees
20 Oct - 21 Oct
Plum Hill
A conservatory with a view of a mountainous landscape, furnished with grey sofas and a small wooden table with cups and saucers.

3. Bryn Teg

Bryn Teg
3.5 star property
Oswestry
The price is ฿23,197
฿27,837 total
includes taxes & fees
23 Oct - 24 Oct
Bryn Teg
A wooden fence with a sign that reads 'Preesgweene Farmhouse.'

4. Preesgweene Farmhouse

Preesgweene Farmhouse
3.0 star property
Oswestry
The price is ฿30,288
฿36,346 total
includes taxes & fees
14 Oct - 15 Oct
Preesgweene Farmhouse
A white building with a sign reading "LITTLE BEECHES" and a door with a lattice design.

5. Little Beeches

Little Beeches
3.0 star property
Oswestry
10.0 out of 10, Exceptional, (2 reviews)
"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 ฿14,220
฿17,064 total
includes taxes & fees
20 Oct - 21 Oct
Little Beeches
A stone building with a wooden gate labeled "Sally's Barn."

6. Sally's Barn

Sally's Barn
3.0 star property
Oswestry
The price is ฿23,499
฿28,199 total
includes taxes & fees
14 Oct - 15 Oct
Sally's Barn
A stone house with a patio, outdoor seating, and a koi pond.

7. Tanat House

Tanat House
3.0 star property
Oswestry
The price is ฿65,405
฿78,486 total
includes taxes & fees
14 Oct - 15 Oct
Tanat House
A cozy living room with a fireplace, a sofa set, and a red accent wall.

8. Belmont Bridge

Belmont Bridge
3.5 star property
Oswestry
The price is ฿26,064
฿31,277 total
includes taxes & fees
14 Oct - 15 Oct
Belmont Bridge
Dining

9. Godre'r Gyrn, Plas Moelfre Hall Barns

Godre'r Gyrn, Plas Moelfre Hall Barns
2.0 star property
Oswestry
The price is ฿42,660
฿51,192 total
includes taxes & fees
15 Oct - 16 Oct
Godre'r Gyrn, Plas Moelfre Hall Barns
A living room with a purple sofa, a plaid armchair, and a dining area with wooden furniture.

10. Gwdihw

Gwdihw
3.5 star property
Oswestry
10.0 out of 10, Exceptional, (1 review)
" A fabulous cottage in a quiet but also convenient location. Owners were so warm and helpful."
United Kingdom
Huilian
The price is ฿13,307
฿13,307 total
includes taxes & fees
30 Oct - 31 Oct
Gwdihw
A hot tub with a wooden staircase leading up to it, surrounded by a metal fence and a view of a green landscape.

11. Charollais

Charollais
3.0 star property
Oswestry
The price is ฿14,522
฿17,426 total
includes taxes & fees
21 Oct - 22 Oct
Charollais
A hot tub on a wooden deck with a view of a grassy landscape and hills.

12. Cheviot

Cheviot
3.0 star property
Oswestry
The price is ฿14,899
฿17,879 total
includes taxes & fees
19 Oct - 20 Oct
Cheviot
A stone patio with a table and chairs, surrounded by flower pots and a stone wall.

13. Bryn Celyn

Bryn Celyn
3.5 star property
Oswestry
The price is ฿33,193
฿39,831 total
includes taxes & fees
15 Oct - 16 Oct
Bryn Celyn
A bedroom with a bed, a window with a view of a green field, and wooden ceiling beams.

14. Defaid Cymreig

Defaid Cymreig
3.0 star property
Oswestry
The price is ฿14,974
฿17,969 total
includes taxes & fees
14 Oct - 15 Oct
Defaid Cymreig
A room with a dining table, chairs, a TV, and a vase with flowers on the balcony.

15. The Wynnstead Annexe

The Wynnstead Annexe
3.5 star property
Oswestry
10.0 out of 10, Exceptional, (3 reviews)
"The property was very nice. Spacious, well equipped and nicely decorated. I'd highly recommend it."
United Kingdom
David
The price is ฿11,353
฿13,624 total
includes taxes & fees
16 Oct - 17 Oct
The Wynnstead Annexe
A stone building with wooden steps leading to a wooden deck. A hot tub is visible on the deck.

16. Rhianwen, Plas Moelfre Hall Barns

Rhianwen, Plas Moelfre Hall Barns
3.0 star property
Oswestry
10.0 out of 10, Exceptional, (1 review)
"Very clean accommodation. Comfortable beds. Stunning location. Highly recommend."
United Kingdom
Laura
The price is ฿25,913
฿31,096 total
includes taxes & fees
11 Nov - 12 Nov
Rhianwen, Plas Moelfre Hall Barns
A patio with a table and chairs, a red umbrella, and a view of a stone building with a wooden deck.

17. Cut Moch, Plas Moelfre Hall Barns

Cut Moch, Plas Moelfre Hall Barns
3.5 star property
Oswestry
10.0 out of 10, Exceptional, (1 review)
"Clean rooms, great views and really perfect for a quite relaxing break"
United Kingdom
Punit
The price is ฿19,614
฿23,537 total
includes taxes & fees
16 Oct - 17 Oct
Cut Moch, Plas Moelfre Hall Barns
A cozy living room with a brown leather sofa, plaid cushions, a wooden dining table, and a red rug.

18. Top Farm Lodge

Top Farm Lodge
3.5 star property
Oswestry
The price is ฿15,767
฿18,920 total
includes taxes & fees
16 Oct - 17 Oct
Top Farm Lodge
A wooden hot tub with a wooden bench in a garden setting.

19. The Moorhen Retreat

The Moorhen Retreat
3.5 star property
Oswestry
The price is ฿14,899
฿17,879 total
includes taxes & fees
14 Oct - 15 Oct
The Moorhen Retreat
A rustic brick building with a wooden deck, outdoor seating, and a view of a green field.

20. Aelybryn

Aelybryn
3.0 star property
Oswestry
The price is ฿17,577
฿21,092 total
includes taxes & fees
16 Oct - 17 Oct
Aelybryn
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
"The room was small but cozy, just right for a single. The television was disappointing, as there seemed to be only one movie channel with old B movies. The staff were very pleasanr and helpful. The breakfast was very good with a large variety of choices. The location is excellent for exploring the city center or shopping, very near the East Gate in the city walls."
Karen 2-night trip
Posted 2 hours 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 Oswestry Leisure Centre, 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?

Abbey Foregate: This holiday home rental outside Oswestry has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Amenities such as an electric kettle and free parking are also available for your convenience.

How many holiday rentals will I find in Oswestry?

Expedia has 42 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 Llanymynech Golf Course 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.