Oswestry Holiday Rentals

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Oswestry holiday rentals

In-room dining
Tedsmore Cottages

Tedsmore Cottages

Tedsmore Cottages
3.0 star property
Oswestry
Tedsmore Cottages
Private kitchen
Roomzzz Chester City

Roomzzz Chester City

Roomzzz Chester City
4.0 star property
Chester
9.4 out of 10, Exceptional, (1056)
"Excellent stay/hotel"
United Kingdom
David
The price is S$123
includes taxes & fees
21 Dec - 22 Dec
Roomzzz Chester City
1 bedroom, individually furnished, iron/ironing board, free WiFi
Royal House Luxury Apartments Chester

Royal House Luxury Apartments Chester

Royal House Luxury Apartments Chester
3.5 star property
Chester
7.6 out of 10, Good, (51)
"Brilliant location, close to everything. Really nice apartment. Will definitely stay again."
United Kingdom
christian
The price is S$172
includes taxes & fees
15 Dec - 16 Dec
Royal House Luxury Apartments Chester
Living area
14-16 Grosvenor Street Luxury Apartments

14-16 Grosvenor Street Luxury Apartments

14-16 Grosvenor Street Luxury Apartments
3.0 star property
Chester
7.0 out of 10, Good, (12)
"Great location, 2 minutes from the town centre. Clean and compact aprtment. Would stay again"
United Kingdom
Andrew
The price is S$165
includes taxes & fees
5 Jan - 6 Jan, 2026
14-16 Grosvenor Street Luxury Apartments
Exterior
Long Mountain Centre

Long Mountain Centre

Long Mountain Centre
3.0 star property
Shrewsbury
9.2 out of 10, Wonderful, (11)
"Was the perfect romantic last minute get away will be going back again "
United Kingdom
Jamie
The price is S$215
includes taxes & fees
17 Dec - 18 Dec
Long Mountain Centre
Premium bedding, individually decorated, individually furnished, desk
Deva Leisure

Deva Leisure

Deva Leisure
4.0 star property
Chester
9.4 out of 10, Exceptional, (31)
"Really love the decor of the room. Nice and clean with a fast, efficient and very helpful service. Highly recommend"
United States
David
Deva Leisure
7 bedrooms, iron/ironing board
The Tudor Gathering Chester - City Centre

The Tudor Gathering Chester - City Centre

The Tudor Gathering Chester - City Centre
3.0 star property
Chester
10.0 out of 10, Exceptional, (2)
"Amazing little find in Chester. Great communication from the owners and the property was in good condition in great location Lovely facilities and fulfilled all needs and matched description on the booking site"
United Kingdom
Matthew
The price is S$741
includes taxes & fees
18 Dec - 19 Dec
The Tudor Gathering Chester - City Centre
2 bedrooms, iron/ironing board
Lion House Chester - Very Near Zoo Ideal for Families

Lion House Chester - Very Near Zoo Ideal for Families

Lion House Chester - Very Near Zoo Ideal for Families
3.0 star property
Chester
7.6 out of 10, Good, (4)
"Perfect location for girls trip to Chester, good size space, on road parking, less than £5 under into town and 10 min walk to lovely local eateries around Hoole for breakfast, single mattresses not the best but absolutely fine for one night thanks so much x"
United Kingdom
Elizabeth
The price is S$170
includes taxes & fees
5 Jan - 6 Jan, 2026
Lion House Chester - Very Near Zoo Ideal for Families
Garden
Plas Bellin Cottages

Plas Bellin Cottages

Plas Bellin Cottages
2.0 star property
Mold
Plas Bellin Cottages
Terrace/patio
Tattenhall Marina

Tattenhall Marina

Tattenhall Marina
2.5 star property
Chester
The price is S$218
includes taxes & fees
16 Dec - 17 Dec
Tattenhall Marina
3 bedrooms, Internet
The Kings Gathering - Very Central Chester

The Kings Gathering - Very Central Chester

The Kings Gathering - Very Central Chester
2.0 star property
Chester
The price is S$304
includes taxes & fees
18 Dec - 19 Dec
The Kings Gathering - Very Central Chester
Exterior
Meadow Terrace

Meadow Terrace

Meadow Terrace
3.0 star property
Shrewsbury
9.6 out of 10, Exceptional, (7)
"Great property. Spacious, functional and a good location. "
United Kingdom
Lita
The price is S$298
includes taxes & fees
4 Jan - 5 Jan, 2026
Meadow Terrace
8 bedrooms
The Cheshire Gathering - Hot Tub 8 Bedroom

The Cheshire Gathering - Hot Tub 8 Bedroom

The Cheshire Gathering - Hot Tub 8 Bedroom
2.0 star property
Chester
The price is S$456
includes taxes & fees
5 Jan - 6 Jan, 2026
The Cheshire Gathering - Hot Tub 8 Bedroom
1 bedroom, individually decorated, individually furnished, free WiFi
The Cloud Apartment 2

The Cloud Apartment 2

The Cloud Apartment 2
2.0 star property
Chester
The price is S$602
includes taxes & fees
23 Dec - 24 Dec
The Cloud Apartment 2
Private kitchen
Pet Friendly - 7 Guests - Idyllic Village

Pet Friendly - 7 Guests - Idyllic Village

Pet Friendly - 7 Guests - Idyllic Village
3.5 star property
Chester
2.0 out of 10, (1)
The price is S$258
includes taxes & fees
27 Dec - 28 Dec
Pet Friendly - 7 Guests - Idyllic Village
Interior
Well House Farm Flat 2

Well House Farm Flat 2

Well House Farm Flat 2
3.5 star property
Chester
8.8 out of 10, Excellent, (3)
"The property was of a basic nature and very tired in places. The bathroom paint was peeling off the walls. The bed was a small queen bed that wasn't big enough for 2 adults to get a good night sleep. The mattress was very thin and uncomfortable. Due to this we left the property early and had to book a hotel. I also tried to contact the property as advised by Sykes cottages, but my calls were unanswered and not returned. Overall a disappointing stay. There are plenty of better rentals available."
United Kingdom
Danny
The price is S$576
includes taxes & fees
18 Dec - 19 Dec
Well House Farm Flat 2
5 bedrooms
The City Walls Gathering 5 Bed - Sleeps 12 City Centre

The City Walls Gathering 5 Bed - Sleeps 12 City Centre

The City Walls Gathering 5 Bed - Sleeps 12 City Centre
2.0 star property
Chester
The price is S$221
includes taxes & fees
5 Jan - 6 Jan, 2026
The City Walls Gathering 5 Bed - Sleeps 12 City Centre
Private kitchen
Dee Heights Penthouse

Dee Heights Penthouse

Dee Heights Penthouse
3.0 star property
Chester
10.0 out of 10, Exceptional, (1)
"This accommodation was great , listening to the water running in the river was very therapeutic. Definitely return to Dee Heights and will recommend family and friends to stay here ."
United Kingdom
Catriona
The price is S$1,041
includes taxes & fees
29 Dec - 30 Dec
Dee Heights Penthouse
5 bedrooms, iron/ironing board
The Storyhouse Gathering 5 Bed - Sleeps 13 City Centre

The Storyhouse Gathering 5 Bed - Sleeps 13 City Centre

The Storyhouse Gathering 5 Bed - Sleeps 13 City Centre
3.0 star property
Chester
8.0 out of 10, Very good, (1)
"A good place to stay for a great price, it's right on a main road so it is noisy but that's nothing a pair of earplugs wouldn't solve. it was warm, comfortable and clean. will definitely stay here again."
United Kingdom
john
The Storyhouse Gathering 5 Bed - Sleeps 13 City Centre
Private kitchen
The Roman Gathering 5 Bed - Sleeps 12 City Centre

The Roman Gathering 5 Bed - Sleeps 12 City Centre

The Roman Gathering 5 Bed - Sleeps 12 City Centre
2.0 star property
Chester
10.0 out of 10, Exceptional, (1)
"This was a great property slept a lot of people was super clean had everything we needed"
United States
Cara
The price is S$213
includes taxes & fees
11 Jan - 12 Jan, 2026
The Roman Gathering 5 Bed - Sleeps 12 City Centre
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

Crowne Plaza Chester by IHG

Crowne Plaza Chester by IHG

10/10 Excellent
"Staff always super helpful and friendly. Rooms always clean and tidy. Excellent advice about saving money for future stays. Great deal on breakfast with blue light card. We will be back again"
Joanna 1-night trip
Posted 21 hours ago
Crowne Plaza Chester by IHG

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.