Popular Features
Sleeps
Sleeps
Destinations
Popular Cottages
- Freshwinds
- The Owls Retweet
- Trap Cottage At Tugford Farm
- Arkle
- Meal House At Tugford Farm
- Moonriver
- High Grove
- Wrekin View
- Butterfly Cottage Stottesdon
- The Little Dingle
- Beau View Cottage
- Top Farm Lodge
- Redford Farm Barns
- The Old Cart House Stokesay
- The Lodge at Marrington
- Blackbird Cottage
- The Light House Clun Valley
- Gold Top Barn
- Wrekin Havoc
- Burnetts Cottage
- Bolting Rabbit Rushbury
- Ivy House Farm The Old Dairy
- Ash Barn Pinfold Barn
- Upper Tumble Cottage
- 2 The Villa
- Bryn Cottage
- The Wheatlands
- Berwyn View
- Old Hall Barn 2
- Queen Anne Townhouse
Oswestry Holiday Cottages
Rated Top 5 Most Popular Places in Shropshire 2026 by our visitors
Our curated collection of Oswestry cottages has something for everyone... Whether you're idea of a great holiday is a modern glamping pod, or a rustic thatched cottage that's a hundred years old, we've got you covered! Each of our rentals features a private hot tub and everything you need for your next family holiday, romantic retreat or that getaway with a group of friends. Discover find your perfect Oswestry holiday home today.
Visitor Rating
4.8
- Wood-fired hot tub in secret garden
- Twelfth-century castle on doorstep
- Offa's Dyke walks from cottage
- Welcomes two dogs with wash station
- King-size bedroom with Smart TV
View Cottage
[+] To Favourites
Visitor Rating
4.9
- Wood-fired hot tub with mountain views
- Nine acres of private woodland
- Games room with foosball and table tennis
- Four en-suite bedrooms sleeping eight
- Near Chirk Castle and Powis Castle
View Cottage
[+] To Favourites
- Private estate with walking trails
- Historical building with period features
- Sleeps 8 across 4 bedrooms
- Enclosed garden with BBQ patio
- Pet-friendly with purpose-built trail
View Cottage
[+] To Favourites
- Three en-suite bedrooms sleep six
- Dog-friendly with estate walking trails
- Private patio and communal gardens
- Underfloor heating throughout property
- Near Shrewsbury and Hawkstone Park
View Cottage
[+] To Favourites
Visitor Rating
4.8
- Hot tub with countryside views
- Full-size private tennis court
- Sleeps 8 in 4 bedrooms
- Three acres of private grounds
- Children's play area included
View Cottage
[+] To Favourites
Visitor Rating
4.6
- Hot tub with countryside views
- Four en-suite bathrooms included
- Three acres of private grounds
- Full-size tennis court available
- Sleeps eight across four bedrooms
View Cottage
[+] To Favourites
Visitor Rating
4.7
- Hot tub with countryside views
- Full-size tennis court on site
- Sleeps 8 across 4 bedrooms
- Three acres of private grounds
- Children's play area included
View Cottage
[+] To Favourites
Visitor Rating
4.8
- Hot tub with countryside views
- Four en-suite bedrooms sleep eight
- Shared tennis court and play area
- Private parking for four cars
- Walking distance to pub and shop
View Cottage
[+] To Favourites
- 250-acre working farm setting
- Sleeps 6 in three bedrooms
- Wood burner and countryside views
- Single-storey accessible layout
- Near Offa's Dyke Path walks
View Cottage
[+] To Favourites
Visitor Rating
4.8
- Sleeps 10 in five bedrooms
- Open fire and woodburning stove
- Enclosed garden safe for pets
- Walking distance to village pub
- Offa's Dyke on the doorstep
View Cottage
[+] To Favourites
Visitor Rating
5
- Peaceful Shropshire countryside location
- Pet-friendly lodges available
- Parking for two cars
- Near castles and heritage sites
- Multiple lodge sizes available
View Cottage
[+] To Favourites
Visitor Rating
4.9
- Refurbished cottage with modern kitchen
- Super-king bedroom with quality linen
- Pet-friendly with enclosed courtyard
- Village pub and shop 0.3 miles
- Easy access to Shropshire and Wales
View Cottage
[+] To Favourites
Visitor Rating
4.8
- Accessible lodge with ramp entrance
- Woodburning stove with starter pack
- Sleeps six across three bedrooms
- Utilities included in rental price
- Near Oswestry and Welsh border
View Cottage
[+] To Favourites
Visitor Rating
5
- Wood-fired hot tub with stargazing
- Peaceful working farm with wildlife
- Covered barbecue and outdoor seating
- Exceptionally comfortable double bed
- Welcoming hosts with farm tours
View Cottage
[+] To Favourites
Visitor Rating
5
- Sleeps 13 in seven bedrooms
- Grade II listed 1642 farmhouse
- Three en-suite bathrooms available
- Two woodburning stoves throughout
- Ground floor bedroom for accessibility
View Cottage
[+] To Favourites
Visitor Rating
4.7
- Ground floor barn conversion sleeping four
- Two en-suite bedrooms with quality furnishings
- Log burner with supplied logs included
- Private courtyard and shared dog field
- Village shop and pub 0.3 miles
View Cottage
[+] To Favourites
Visitor Rating
4.8
- Ground-floor cottage for two
- Enclosed courtyard with BBQ
- Large field for dogs
- Walking distance to shop and pub
- Near Offa's Dyke Path
View Cottage
[+] To Favourites
- Private hot tub on patio
- Sleeps 8 across 4 bedrooms
- Two dogs welcome with fee
- Estate walking trails from doorstep
- Enclosed garden with BBQ area
View Cottage
[+] To Favourites
- Private estate with walking trails
- Ground floor bedroom with wet room
- Sleeps eight across four bedrooms
- Dog-friendly with purpose-built trail
- Private patio with BBQ facilities
View Cottage
[+] To Favourites
Visitor Rating
5
- Barn conversion for two
- Ground floor bedroom and wet room
- Enclosed dog-friendly garden
- EV charging point on site
- Mezzanine sitting room with rural views
View Cottage
[+] To Favourites
Visitor Rating
5
- Private luxury hot tub on patio
- Two ensuite bedrooms sleep four
- Welcomes two dogs with fenced area
- Rural location near Ellesmere meres
- Easy access to Welsh border attractions
View Cottage
[+] To Favourites
Visitor Rating
5
- Private luxury hot tub included
- Wheelchair accessible ground floor bedroom
- Sleeps 5 with 2 dogs
- Peaceful rural Shropshire countryside setting
- Near Chirk Castle and Ellesmere
View Cottage
[+] To Favourites
Visitor Rating
5
- Private hot tub for guests
- Modern lodge in peaceful Shropshire
- Dog friendly countryside accommodation
- Near Shrewsbury and Ironbridge attractions
- Excellent walking routes from property
View Cottage
[+] To Favourites
Visitor Rating
4.8
- Private hot tub with mountain views
- Sleeps 2 in converted stone barn
- Dog-friendly with secure garden
- Direct access to Gyrn Moelfre walks
- Underfloor heating and cosy woodburner
View Cottage
[+] To Favourites
Visitor Rating
4
- Converted chapel sleeping four guests
- Two super-king bedrooms with Smart TVs
- Mezzanine level with full-size pool table
- Enclosed courtyard garden with BBQ facilities
- Welcomes two dogs in rural Shropshire
View Cottage
[+] To Favourites
- Two cosy open fires throughout
- South-facing enclosed garden for pets
- Colemere Country Park 150 metres away
- Sleeps 6 in 3 bedrooms
- Parking for three cars included
- Mere membership with paddle boarding
View Cottage
[+] To Favourites
Visitor Rating
5
- Hot tub with panoramic countryside views
- Onsite activities including quad biking
- Spotlessly clean with high-spec furnishings
- Two king-size bedrooms with en-suites
- Peaceful working farm near Shropshire Hills
View Cottage
[+] To Favourites
Visitor Rating
4
- Converted granary sleeping two guests
- Wood burner and underfloor heating
- Three acres of private grounds
- Electric vehicle charging point included
- Walking distance to Colmere countryside
View Cottage
[+] To Favourites
- Sleeps 8 in 4 bedrooms
- Historic 1843 estate cottage
- 300-acre deer park access
- Original 18th century artwork
- Parking for four cars
View Cottage
[+] To Favourites
- Private indoor padel court
- Wood-fired hot tub in garden
- Sleeps 15 across seven bedrooms
- Parking for up to ten cars
- Dog-friendly with secure garden
View Cottage
[+] To Favourites
Explore more of Shropshire
Popular towns and villages in and around Oswestry