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

Oswestry Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Oswestry vacation rentals

A modern kitchen with grey cabinets, a central island, and a stainless steel range hood.

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 P11,224
P13,469 total
includes taxes & fees
Oct 18 - Oct 19
Tedsmore Cottages
A two-story brick house with a front door, a small porch, and a garden area with potted plants and a bench.

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 P26,050
P31,261 total
includes taxes & fees
Oct 18 - Oct 19
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
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 P56,748
P68,097 total
includes taxes & fees
Oct 14 - Oct 15
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 P26,642
P31,971 total
includes taxes & fees
Oct 20 - Oct 21
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 P44,027
P52,833 total
includes taxes & fees
Oct 15 - Oct 16
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
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
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 P79,927
P95,913 total
includes taxes & fees
Nov 11 - Nov 12
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 P24,932
P24,932 total
includes taxes & fees
Oct 30 - Oct 31
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 P27,208
P32,649 total
includes taxes & fees
Oct 21 - Oct 22
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 P27,914
P33,497 total
includes taxes & fees
Oct 19 - Oct 20
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
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 P28,056
P33,667 total
includes taxes & fees
Oct 23 - Oct 24
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 P21,272
P25,526 total
includes taxes & fees
Oct 16 - Oct 17
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 P48,550
P58,260 total
includes taxes & fees
Oct 14 - Oct 15
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 P36,748
P44,098 total
includes taxes & fees
Oct 16 - Oct 17
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
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 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
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 vacation rental in Oswestry?

Yes, we have vacation rentals in Oswestry close to Oswestry Leisure Centre, or you can choose a 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 vacation home rentals that Oswestry has to offer?

Abbey Foregate: You might want to consider this Oswestry vacation home rental for your stay. It has free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Amenities like an electric kettle and free parking are also available for your convenience.

How many vacation rentals will I find in Oswestry?

Expedia has 42 vacation 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 vacation rentals like in Oswestry?

Vacation rentals are private properties you can stay in for several days or longer in Oswestry. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.