Holiday Rentals in Oswestry

71 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Oswestry holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

71 Holiday Rentals and Airbnb in Oswestry

Best family friendly Oswestry holiday rentals

Among the 71 accommodations in Oswestry, here are the 4 best family friendly rentals

Cottage ∙ 4 Bedrooms ∙ 8 Guests - Oswestry
No reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage, Weston Rhyn
Holly Barn, a spacious barn conversion near Weston Rhyn in Shropshire, is situated less than 0.8km from local amenities and conveniently located for exploring Oswestry, Chirk Castle, and the Offa's Dyke Path.
This four-bedroom, three-bathroom dwelling sleeps eight guests, boasting a well-equipped kitchen with modern appliances, a private garden with barbecue, free Wi-Fi, and parking for six cars.
Pant Dafydd Goch - Oswestry
9.9 16 reviews

Pant Dafydd Goch

apartment
This detached farmhouse is located in the village of Pontfadog, just a short drive from Wrexham town centre and within easy reach of the beautiful Welsh countryside. The farmhouse offers a peaceful and secluded escape, perfect for those seeking a tranquil retreat.
This spacious property can accommodate up to 16 guests in eight bedrooms, making it ideal for large families or groups of friends. The farmhouse comes equipped with a kitchen, a dishwasher, a microwave oven, a fridge, and parking, ensuring a comfortable and convenient stay.
2-bed Home | Parking | Acess Gobowen Hospital - Oswestry
9.7 13 reviews

2-bed Home | Parking | Acess Gobowen Hospital

apartment
This two-bedroom Shropshire apartment is conveniently located near Oswestry Hospital, a short drive (approx. 1.6km) from Oswestry town centre, offering easy access to amenities and major road links to Chester, Wrexham, and beyond.
The self-catering flat sleeps four guests, features a well-equipped kitchen, free off-street parking for two cars plus a garage, a private garden, and weekly deep cleaning is available; long-stay discounts are offered.
3 Bed In Selattyn Oc-w34593 - Oswestry
No reviews

3 Bed In Selattyn Oc-w34593

house, Gobowen
This 3-bedroom detached house in Selattyn is situated 6.9 kilometres from Chirk Castle and 7.4 kilometres from Whittington Castle, with Chester attractions located approximately 40 to 45 kilometres away.
This property offers accommodation for up to 11 guests, featuring a fully equipped kitchen with a dishwasher, complimentary WiFi, private parking, and a fireplace for a comfortable stay.

Best Oswestry holiday rentals with parking

Luxury Woodland Escape For Two. - Oswestry
9.8 125 reviews

Luxury Woodland Escape For Two.

apartment
This 19th-century blacksmith's cottage, a unique self-catering retreat near Whittington, offers a peaceful woodland setting.
The property boasts a king-size mezzanine bedroom, a luxury bathroom with a roll-top bath and outdoor shower, a fully equipped kitchen with a double oven and induction hob, and a cosy living area with a Charnwood log burner and smart TV, sleeping up to two guests and including private parking, a garden, and a fire pit.
The Dinky Dairy - Oswestry
10 1 review

The Dinky Dairy

apartment
The Dinky Dairy, a character-filled cottage in Treflach, Shropshire, offers a countryside escape 0.8 kilometres from the nearest pub and 2.1 kilometres from a shop.
This one-bedroom cottage accommodates two guests with a ground-floor double bedroom and a mezzanine study with a sofa bed, featuring a well-equipped kitchen, a sitting room with a woodburning stove, and an outdoor patio, with one well-behaved dog welcome.
Glamping Pod - Twin - Oswestry
9.8 12 reviews

Glamping Pod - Twin

glamping
This Shropshire cottage offers a rustic retreat, its precise location within the county unspecified but likely near Ludlow or Shrewsbury Castles, potentially within a 20-30 kilometre radius.
Sleeping up to three guests in one bedroom, the property features parking and internet access, with the possibility of nearby walking trails and access to Shropshire's Areas of Outstanding Natural Beauty.
Long Term Stay 2 Bed 1 Bath & Parking Shropshire - Oswestry
10 1 review

Long Term Stay 2 Bed 1 Bath & Parking Shropshire

house, Oswestry
This detached house in Oswestry is situated 4.8 kilometres from Whittington Castle and 10.8 kilometres from Chirk Castle, with Chester Racecourse 41.8 kilometres and Chester Zoo 46.7 kilometres away.
The property offers 70 square metres of living space with one bedroom, one bathroom, and capacity for up to seven guests, featuring air conditioning, WiFi, a fully equipped kitchen, and on-site parking.

Frequently asked questions about holiday rentals in Oswestry

  • What are some interesting places to visit in or near Oswestry?

    Oswestry is a charming town with plenty to see and do. You can visit the historic Oswestry Castle, explore the Oswestry Museum, or stroll through Cae Glas Park. For a day trip, head to the nearby town of Shrewsbury, with its medieval streets and historic buildings.
  • What are the best Airbnb and holiday rentals in Oswestry?

    The Sweeney, Old Chapel and Hayes Suite are among the best Airbnb and holiday rentals in Oswestry.

  • Which walking or cycling routes are the best in Oswestry?

    The Offa's Dyke Path is a popular long-distance trail that runs near Oswestry. For shorter walks, try the Oswestry Town Trail, which takes you past many of the town's historical landmarks. If you're a cyclist, the Oswestry to Ellesmere cycle route is a beautiful ride through the Shropshire countryside.
  • What are the most popular Airbnbs in Oswestry?

    Among the Airbnbs in Oswestry, Old Chapel, Stunning Period Townhouse In Attractive Setting and Parkhall Modern Apartment are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Oswestry?

    Oswestry is a great place for outdoor activities. You can enjoy a round of golf at the Oswestry Golf Club, go fishing at the River Severn, or try your hand at horse riding at the nearby equestrian centre. There are also plenty of opportunities for walking, cycling, and birdwatching in the surrounding countryside.
  • What are the best rentals for families and kids in Oswestry?

    The best rentals for families and kids in Oswestry are The Sweeney, Hayes Suite and Courtyard Cottage.

  • What other towns or cities can be easily accessed from Oswestry?

    Oswestry is well-connected to other towns and cities in the region. You can easily reach Shrewsbury, Chester, and Wrexham by car or public transport. If you're looking for a longer journey, you can also visit the cities of Birmingham and Manchester, both within a couple of hours' drive.
  • What are the best rentals or Airbnbs with a jacuzzi in Oswestry?

    Mountain Lodge-uk41053 and Breidden Lodge-uk41037 are the best holiday rentals or Airbnb with a jacuzzi in Oswestry.

  • What amenities are commonly available in vacation rentals in Oswestry?

    Vacation rentals in Oswestry typically offer a range of amenities, including Wi-Fi, parking, and a fully equipped kitchen. Some rentals also have a garden, a patio, or a hot tub. It's always best to check the listing for specific details.
  • What time of year is best to rent a vacation rental Oswestry?

    The best time to visit Oswestry depends on your preferences. Spring and summer offer warm weather and plenty of sunshine, perfect for outdoor activities. Autumn brings beautiful colours to the countryside, and winter is a magical time to visit with festive markets and events.
  • What are the local dishes in Oswestry region?

    Oswestry is known for its traditional British pub grub. Try a classic dish like fish and chips, or a hearty stew. The region also has a strong agricultural heritage, so you can expect to find plenty of fresh, local produce.

Popular destinations

Best Oswestry holiday rentals with a balcony

4 Bedroom Accommodation In Weston Rhyn, Near Oswestry - Oswestry
No reviews

4 Bedroom Accommodation In Weston Rhyn, Near Oswestry

cottage, Weston Rhyn, near Oswestry
This charming cottage is located just 1.6km from the Pontcysyllte Aqueduct, a UNESCO World Heritage Site, and within easy reach of other attractions like Lion Quays Spa and Chirk Castle. The surrounding area offers a peaceful and picturesque setting for a relaxing getaway.
The cottage has four bedrooms and three bathrooms, comfortably accommodating up to seven guests. It features a well-equipped kitchen, a private balcony, a garden, and free Wi-Fi, making it ideal for families and groups looking for a comfortable and convenient base to explore the local attractions.
The Garden Lodge - Oswestry
9.7 72 reviews

The Garden Lodge

house, Llynclys
The Garden Lodge is located in Llynclys, a peaceful village just 11 kilometres from Whittington Castle and 16 kilometres from Chirk Castle, offering a tranquil escape from the hustle and bustle. The property consistently receives excellent ratings for its cleanliness, location, and overall experience.
The cottage offers one bedroom and one bathroom, spanning 20 square metres and comfortably accommodating two guests. Enjoy a fully equipped kitchen, a terrace with garden views, free parking, and complimentary Wi-Fi, making it an ideal base for exploring the surrounding countryside.
Entire Town House With Free Parking - Oswestry
8.9 66 reviews

Entire Town House With Free Parking

house, Oswestry
This three-bedroom townhouse is situated in Oswestry, just 10 kilometres from Chirk Castle and 21 kilometres from Erddig.
The property boasts a spacious living area, a fully equipped kitchen with a dishwasher, a garden, and a tennis court, making it ideal for families or groups of up to 10 guests.
1 Bed Apt Sleeps 2 Oswestry Parking Garden - Oswestry
8.0 10 reviews

1 Bed Apt Sleeps 2 Oswestry Parking Garden

apartment, Oswestry
This Oswestry flat is located 5.0 kilometres from Whittington Castle and 9.3 kilometres from Chirk Castle, with Chester attractions within a 41.8 kilometre radius.
This pet-friendly apartment offers one bedroom for up to three guests, featuring a fully equipped kitchen, private terrace, and complimentary parking.

Best pet friendly Oswestry holiday rentals

Among the 71 accommodations in Oswestry, here are the 4 best pet friendly rentals

Cosy Woodland Log Cabin For 2 - Oswestry
9.6 159 reviews

Cosy Woodland Log Cabin For 2

cabin
This charming cabin is situated in a picturesque location, just a short distance from historical landmarks and natural wonders like Llanymynech Rocks and a famous waterfall. The cabin has received excellent ratings for its location, cleanliness, and overall experience.
The cosy dwelling has one bedroom and one bathroom, accommodating up to two guests. The cabin offers a range of amenities and activities, including a private hot tub, a fully equipped kitchen, a garden, and easy access to nearby horse riding, golf, fishing, and walking trails.
Wesleyan House Gobowen, 2 Dogs - Oswestry
10 1 review

Wesleyan House Gobowen, 2 Dogs

cottage, Oswestry
This converted chapel holiday let in Gobowen, 3 kilometers north of Oswestry, offers contemporary living within a unique building, situated 100 meters from local shops and pubs and featuring convenient rail links to Chester and Shrewsbury.
This 4-bedroom, 3-bathroom property accommodates up to 8 guests, boasting an open-plan living space with an electric stove, a fully equipped kitchen, WiFi, off-road parking for one car, and is a short drive from attractions like Pontcysyllte Aqueduct and Chirk Castle, with opportunities for canal walks and watersports on the River Dee.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Oswestry
9.8 5 reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage, Gobowen
Wesleyan House, a converted 1896 chapel in Gobowen, Shropshire, offers a unique stay near Gobowen railway station, providing easy access to attractions such as Chirk Castle (approximately 8km away) and the Llangollen Canal.
This four-bedroom property sleeps eight, boasting an open-plan living area with a Smart TV, a well-equipped kitchen including a dishwasher, and an enclosed garden; guests can also enjoy proximity to local amenities and excellent rail links to Chester and Shrewsbury.
Cwmalis Hall - Oswestry
9.5 46 reviews

Cwmalis Hall

house, Llangollen
Cwmalis Hall is a spacious house situated just 7.6km from Chirk Castle and 10.5km from Horseshoe Pass, offering a peaceful retreat in the heart of Llangollen. It has been consistently rated as excellent for cleanliness, location, and overall experience.
The property spans 205 square metres and comfortably accommodates up to 16 guests in its 8 bedrooms and 4 bathrooms. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, and free parking.
©2026 cozycozy.com