Wifi
Car parking on site
Enclosed Garden / Patio
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
5
out of 5
7 nights
From
£503
Reserve today for only £25
Oswestry Cottages
Looking for the perfect holiday getaway in Oswestry? Look no further than cottages.com, with a wide selection of charming cottages, we offer the ideal accommodation for holidaymakers looking to experience the beauty and tranquillity of Oswestry. Nestled amidst stunning landscapes and picturesque countryside, Oswestry cottages provide the perfect escape from the hustle and bustle of everyday life. Whether you're looking for a romantic retreat for two or a spacious family-friendly cottage, we have something to suit every taste and budget. Immerse yourself in the rich history and culture of Oswestry, with its ancient castles, charming market towns, and vibrant arts scene. Explore the breathtaking beauty of the surrounding countryside with its rolling hills, meandering rivers, and enchanting woodland walks. At cottages.com, we understand the importance of a memorable holiday experience. That's why we go above and beyond to ensure that our cottages are of the highest standard, offering all the comforts and conveniences you need for a truly relaxing stay.
Popular Holiday Cottages in Oswestry
Wifi
Swimming pool
Car parking on site
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
- 0 Pets
4
out of 5
7 nights
From
£865
Wifi
Car parking on site
Pub within 1 mile
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.7
out of 5
7 nights
From
£333
Reserve today for only £25
Luxury
Wifi
Car parking on site
- 5 Guests
- 2 Bedrooms
- 2 Bathrooms
- 2 Pets
5
out of 5
7 nights
From
£822
Reserve today for only £25
Luxury
Wifi
Car parking on site
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 0 Pets
5
out of 5
7 nights
From
£407
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 0 Pets
4
out of 5
7 nights
From
£785
Reserve today for only £25
Wifi
Car parking on site
Enclosed Garden / Patio
- 3 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
4.6
out of 5
7 nights
From
£307
Reserve today for only £25
Wifi
Car parking on site
Enclosed Garden / Patio
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.9
out of 5
7 nights
From
£437
Reserve today for only £25
Wifi
Car parking on site
Enclosed Garden / Patio
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 0 Pets
5
out of 5
7 nights
From
£303
Dog Friendly Cottages in Oswestry
Wifi
Car parking on site
Enclosed Garden / Patio
- 4 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
5
out of 5
7 nights
From
£503
Reserve today for only £25
Wifi
Car parking on site
Pub within 1 mile
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.7
out of 5
7 nights
From
£333
Reserve today for only £25
Luxury
Wifi
Car parking on site
- 5 Guests
- 2 Bedrooms
- 2 Bathrooms
- 2 Pets
5
out of 5
7 nights
From
£822
Reserve today for only £25
Wifi
Car parking on site
Enclosed Garden / Patio
- 3 Guests
- 2 Bedrooms
- 1 Bathroom
- 2 Pets
4.6
out of 5
7 nights
From
£307
Reserve today for only £25
Wifi
Car parking on site
Enclosed Garden / Patio
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 2 Pets
4.9
out of 5
7 nights
From
£437
Reserve today for only £25
Wifi
Car parking on site
Enclosed Garden / Patio
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 1 Pet
4.9
out of 5
7 nights
From
£689
Reserve today for only £25
Wifi
Car parking on site
Pub within 1 mile
- 4 Guests
- 2 Bedrooms
- 2 Bathrooms
- 2 Pets
4.9
out of 5
7 nights
From
£403
Hot Tub
Luxury
Wifi
- 6 Guests
- 2 Bedrooms
- 2 Bathrooms
- 1 Pet
5
out of 5
7 nights
From
£615
Reserve today for only £25
Luxury
Wifi
Car parking on site
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 2 Pets
4.3
out of 5
7 nights
From
£845
Reserve today for only £25
Luxury Holiday Cottages in Oswestry
Luxury
Wifi
Car parking on site
- 5 Guests
- 2 Bedrooms
- 2 Bathrooms
- 2 Pets
5
out of 5
7 nights
From
£822
Reserve today for only £25
Luxury
Wifi
Car parking on site
- 2 Guests
- 1 Bedroom
- 1 Bathroom
- 0 Pets
5
out of 5
7 nights
From
£407
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 0 Pets
4
out of 5
7 nights
From
£785
Reserve today for only £25
Luxury
Wifi
Car parking on site
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 0 Pets
4.9
out of 5
7 nights
From
£679
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- 0 Pets
5
out of 5
7 nights
From
£1,102
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 4 Guests
- 2 Bedrooms
- 2 Bathrooms
- 0 Pets
4.7
out of 5
7 nights
From
£523
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 6 Guests
- 2 Bedrooms
- 2 Bathrooms
- 1 Pet
5
out of 5
7 nights
From
£615
Reserve today for only £25
Luxury
Wifi
Car parking on site
- 6 Guests
- 3 Bedrooms
- 3 Bathrooms
- 2 Pets
4.3
out of 5
7 nights
From
£845
Reserve today for only £25
Hot Tub
Luxury
Wifi
- 12 Guests
- 6 Bedrooms
- 5 Bathrooms
- 0 Pets
5
out of 5
7 nights
From
£1,756
Reserve today for only 25%
Inspiration of things to see and do in our cottages in Oswestry
This historic market town is known for its heritage, stunning landscapes, and local attractions. Book your Oswestry cottage today and embark on an unforgettable holiday adventure. Discover the magic of this hidden gem and create lasting memories with cottages.com. With the largest collection of holiday cottages in Shropshire, we have the perfect home away from home for you.
Here are the top 5 things to see and do from our cottages in Oswestry:
Old Oswestry Hillfort
Explore Old Oswestry Hillfort, an impressive Iron Age hillfort that offers panoramic views of the surrounding countryside. Walk along its ramparts and learn about its history.
Whittington Castle
Visit Whittington Castle, a well-preserved medieval castle that hosts events and reenactments. Explore its grounds, enjoy the serene atmosphere, and learn about its past.
Oswestry Town Centre
Wander through Oswestry's town centre, where you'll find a mix of historic buildings, independent shops, cafes, and a traditional market.
Cambrian Heritage Railways
Take a ride on the Cambrian Heritage Railways, which operates vintage steam and diesel trains. Enjoy a scenic journey through the Shropshire countryside.
Llanymynech Limeworks Heritage Area
Discover the Llanymynech Limeworks Heritage Area, a site that features old lime kilns and industrial history. Walk along the Montgomery Canal and explore the lime kiln trails.
More Popular Holiday Destinations in Shropshire
Explore
Inspiration
Collections
2026 Holiday CottagesAccessible Holiday CottagesChristmas Holiday BreaksCity BreaksCoastal HolidaysCottages with PoolCycling BreaksDog friendlyEaster HolidaysEV Charging Holiday CottagesFamily HolidaysFebruary Half Term BreaksFishing HolidaysGlamping in the UKGolf BreaksHoliday Cottages with Games RoomHot tub breaksLarge Holiday Cottages & Group AccommodationLast Minute DealsLuxury Holiday CottagesMay Half Term HolidayMother's DayNew Years Eve BreaksOctober Half Term BreaksQuality CottagesRomantic GetawaysShort Breaks & Weekends AwaySpring Breaks in the UKSummer Holidays in the UKSustaibable & Eco Friendly CottagesUnique CottagesValentines BreaksWaterside BreaksWinter Breaks in the UK
Destinations
Countries
Regions
All West MidlandsBedfordshireBerkshireBlackdown HillsBuckinghamshireCambridgeshireCheshireConstable CountryCornwallCotswoldsCounty DurhamCranborne Chase and West Wiltshire DownsCumbriaDartmoorDerbyshireDevonDorsetEssexExmoorForest of BowlandForest of DeanGloucestershireGreater LondonHampshireHerefordshireHertfordshireHigh WealdHowardian HillsIsle of WightKentKent DownsLake DistrictLancashireLeicestershireLincolnshireLincolnshire WoldsMalvern HillsMendip HillsNew ForestNidderdaleNorfolkNorfolk BroadsNorfolk CoastNorth Devon CoastNorth PenninesNorth Wessex DownsNorthamptonshireNorthumberlandNorthumberland CoastNottinghamshireOxfordshirePeak DistrictRutlandShakespeare CountryShropshireShropshire HillsSomersetSouth DownsStaffordshireSuffolkSuffolk Coast and HeathsSurreySussexWarwickshireWiltshireWorcestershireWye ValleyYorkshireYorkshire DalesYorkshire Moors
Areas
Sign up for a chance to win £500!
Stay updated on the latest deals, exclusive offers and new holiday destinations by joining the cottages.com newsletter! Register today and automatically be entered into our prize draw to win a £500 voucher.
Click here for terms and conditions. You can opt out anytime by using the unsubscribe link in our emails. We will use your information as per our Privacy Notice.