Holiday Rentals in Oswestry

71 available vacation rental offers

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Oswestry holiday rentals
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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

Entire  Town House With Free Parking - Oswestry
9.6 58 reviews

Entire Town House With Free Parking

apartment
This three-bedroom mid-terraced house is situated in the centre of Oswestry, a historic market town in Shropshire, just a 5-minute walk from the town centre and a 2-minute walk from a convenience store. The property sleeps up to six guests and features a fully equipped kitchen, a garden, parking, and free Wi-Fi, making it an ideal base for exploring the Shropshire countryside.
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.
Cottage ∙ 6 Bedrooms ∙ 12 Guests - Oswestry
No reviews

Cottage ∙ 6 Bedrooms ∙ 12 Guests

cottage, Weston Rhyn
The Wain House, a large barn conversion near Oswestry on the North Wales border, offers six bedrooms and four bathrooms sleeping up to twelve guests, and is less than 0.8 km from a shop, pub, and restaurant, with easy access to Oswestry's Iron Age Hill Fort and several National Trust properties including Chirk Castle.
This Weston Rhyn holiday home boasts ample space, a large lawned garden with barbecue, private parking for six cars, and stabling for horses (for a fee), alongside modern conveniences including Wi-Fi, a dishwasher, and proximity to activities like Offa's Dyke Path and Pistyll Rhaeadr waterfall.
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.

Best Oswestry holiday rentals with parking

Garden View Apartment - Oswestry
No reviews

Garden View Apartment

apartment, Oswestry
This apartment in Oswestry is located in the Garden View area, offering convenient access to local amenities, approximately 1.5 kilometers from the town center.
This 42 square meter flat provides a separate living area, a kitchen with a fridge and microwave, complimentary high-speed internet, and free on-site parking, with some units featuring air conditioning or a balcony.
The Dinky Dairy - Oswestry
No reviews

The Dinky Dairy

house, Oswestry
This Dinky Dairy in Oswestry is situated 11 kilometres from Whittington Castle and 16 kilometres from Chirk Castle, offering convenient access to historical sites and the natural beauty of Lake Vyrnwy, located 30 kilometres away.
This one-bedroom, one-bathroom cottage accommodates up to three guests and features a fully equipped kitchen with an oven, complimentary WiFi, private parking, a garden, and a fireplace, with cycling opportunities nearby.
25 Birch House - Oswestry
10 3 reviews

25 Birch House

house, Oswestry
This recently renovated three-bedroom holiday home in Oswestry offers convenient access to Whittington Castle (4.99 kilometres) and Chirk Castle (9.98 kilometres), with Chester Racecourse 41.84 kilometres away.
This family-friendly property, accommodating up to five guests, provides 105 square meters of living space, featuring a fully equipped kitchen with a microwave and dishwasher, a private garden with outdoor dining, free WiFi, and soundproofing for a peaceful stay.
Sebastians Hotel Apartment Oswestry Town Centre Parking - Oswestry
No reviews

Sebastians Hotel Apartment Oswestry Town Centre Parking

apartment, Oswestry
This one-bedroom flat is situated in Oswestry town centre, offering convenient access to historic Whittington Castle (4.5 kilometres) and Chirk Castle (9.5 kilometres).
This pet-friendly property includes complimentary Wi-Fi, a fully equipped kitchen, and private parking for up to 15 guests, with check-out at 11:00 AM.

Frequently asked questions about holiday rentals in Oswestry

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

    The Offa's Dyke Path runs right through Oswestry, offering stunning views and a chance to explore the Welsh countryside. The Llantysilio Mountain Bike Trail is a great option for cyclists, with trails for all abilities.
  • 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.

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

    Oswestry has a lot to offer outdoor enthusiasts! You can go fishing at the Oswestry Angling Club, play golf at Oswestry Golf Club, or go for a swim at Oswestry Leisure Centre. There's also plenty of opportunity for walking and cycling in the surrounding 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 other towns or cities can be easily accessed from Oswestry?

    Oswestry is well-connected! Shrewsbury is just a 20-minute drive away, and the historic city of Chester is about an hour's drive. You can also easily reach Wrexham, Llangollen, and Ellesmere.
  • 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 amenities are commonly available in vacation rentals in Oswestry?

    Most vacation rentals in Oswestry offer standard amenities like Wi-Fi, a kitchen, and a washing machine. Many also have a garden or patio, and some even have a hot tub or swimming pool.
  • What are the best rentals or Airbnbs with a jacuzzi in Oswestry?

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

  • What time of year is best to rent a vacation rental Oswestry?

    The best time to visit Oswestry really depends on your preferences. Spring and autumn are lovely for mild weather and fewer crowds, while summer is ideal for enjoying the outdoor activities. Winter offers a charming, festive atmosphere.
  • What are the local dishes in Oswestry region?

    Oswestry is known for its hearty, traditional food. Try the Welsh lamb, cawl (a Welsh stew), or bara brith (a fruit bread). You can also find delicious local cheeses and cider.

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.
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.
6 Bedroom Accommodation In Weston Rhyn, Near Oswestry - Oswestry
10 5 reviews

6 Bedroom Accommodation In Weston Rhyn, Near Oswestry

cottage, Weston Rhyn, near Oswestry
This spacious six-bedroom barn conversion, sleeping up to twelve guests, is situated near Oswestry, Shropshire, close to the Shropshire/Wales border, a 40-minute drive from Chester and 30 minutes from Shrewsbury, offering easy access to Chirk Castle and the scenic Ellesmere (14.5 km away).
The property boasts a large lawned garden with barbecue facilities, private parking for six cars, free Wi-Fi, a travel cot, and a highchair, alongside multiple bathrooms and en-suites, making it ideal for families or groups.

Best pet friendly Oswestry holiday rentals

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

Sebastians Hotel Apartment - Oswestry
8.0 1 review

Sebastians Hotel Apartment

apartment
This 3-bedroom, 1-bathroom apartment is situated within the established Sebastian's Hotel in Shropshire, offering convenient access to local attractions.
This spacious flat accommodates up to 8 guests with flexible bed configurations and features include internet and a kitchen, with pets also welcome.
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.
View Cottage, Llanymynech - Oswestry
10 98 reviews

View Cottage, Llanymynech

apartment
This 3-bedroom cottage is located in Llanymynech, just a short distance from Llanymynech Rocks Nature Reserve, Llanymynech Golf Course, and Offa's Dyke Trail. The cottage has excellent ratings for location, cleanliness, and user experience.
The property features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. Guests can enjoy the peaceful garden, free Wi-Fi, and parking. This pet-friendly cottage is ideal for families and groups of up to 6 people.
Entire Village Cottage W/garden & Free Parking - Oswestry
9.8 353 reviews

Entire Village Cottage W/garden & Free Parking

apartment
Appletree Cottage is a charming end-terrace property situated in Whittington, just a short walk from pubs, a castle, and a shop in the historic village. This cottage has been consistently rated excellent for location, cleanliness, and overall experience.
The cottage has two bedrooms, one bathroom, and can comfortably accommodate four guests. Amenities include Sky TV, a fully equipped kitchen, a private garden, and a double parking space, providing guests with everything they need for a relaxing and enjoyable stay.
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