Villas and Holiday homes in Oswestry

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Oswestry holiday homes
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20 Villa rentals in Oswestry

Compare Holiday Homes with a Pool in Oswestry

A holiday home in Oswestry with a swimming pool makes enjoying a proper swim in the heart of the city remarkably convenient.

Cottage ∙ 1 Bedroom ∙ 2 Guests - Oswestry
Oswestry
16/07 – 04/08
£121/nighttotal: £2299 (19 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage
Cheviot shepherd's hut, a self-catering retreat in the Moelfre countryside of Powys, is situated 12.4 km from Oswestry, offering easy access to attractions like Chirk Castle and Powis Castle.
This one-bedroom dwelling sleeps two guests, including two well-behaved dogs, and boasts a king-size bed, a contemporary shower room, an enclosed garden with a copper hot tub, and off-road parking.
Little Pentre Barn With Cozy Logburner - Oswestry
9.3 129 reviews
Oswestry
02/08 – 05/08
£202/nighttotal: £606 (3 )

Little Pentre Barn With Cozy Logburner

2 4
house , Wrexham
Little Pentre Barn is a charming cottage located near Wrexham, just 35 kilometres from Chester Racecourse and Chester Zoo, and 15 kilometres from Whittington Castle. The property has received excellent user and location ratings, and a very good cleanliness rating.
The two-bedroom cottage has a floor area of 40 square metres and can accommodate up to four guests. Guests can enjoy a cosy log burner, a private terrace, an outdoor swimming pool, free Wi-Fi, and a fully equipped kitchen.
Cottage ∙ 1 Bedroom ∙ 2 Guests - Oswestry
Oswestry
16/07 – 04/08
£123/nighttotal: £2337 (19 )

Cottage ∙ 1 Bedroom ∙ 2 Guests

1 2
cottage
The Charollais shepherd's hut, a romantic retreat for couples, is situated in Moelfre, Powys, approximately 12.4 km from Oswestry, offering easy access to historical sites like the Iron Age fort and numerous castles.
This self-contained unit features a king-size bed, a sleek shower room, an open-plan living area with a well-equipped kitchen, a copper hot tub in an enclosed garden, off-road parking, and accommodates up to two guests and two well-behaved dogs.
Lodge ∙ 4 Bedrooms ∙ 8 Guests - Oswestry
9.0 5 reviews
Oswestry
02/08 – 05/08
£662/nighttotal: £1986 (3 )

Lodge ∙ 4 Bedrooms ∙ 8 Guests

4 4
chalet , Kinnerley
This luxurious, single-storey Kinnerley property is situated 10.5 km from Oswestry and 24 km from Welshpool, offering easy access to Offa's Dyke Path.
The 45-square-metre dwelling boasts four bedrooms sleeping eight, four bathrooms, a private hot tub, tennis court, and swimming pool, plus a fully equipped kitchen and utility room.

Best family friendly Oswestry villas and holiday home

Among the 20 accommodations in Oswestry, here are the 4 best family friendly villas and holiday homes

Cottage ∙ 4 Bedrooms ∙ 8 Guests - Oswestry
Oswestry
16/07 – 04/08
£248/nighttotal: £4712 (19 )

Cottage ∙ 4 Bedrooms ∙ 8 Guests

4 2
cottage , Weston Rhyn
This four-bedroom holiday home in Weston Rhyn, Shropshire, is situated near the Welsh border, a short drive from local amenities and attractions including National Trust Chirk Castle.
This family-friendly property accommodates up to eight guests and features a woodburning stove, two Smart TV-equipped sitting rooms, a private courtyard garden with barbecue, and is equipped with internet and parking.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Oswestry
Oswestry
10/07 – 11/07
£949/nightfor 1 night

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage , Maesbury Marsh
Pennal Cottage, near Knockin in Shropshire, is situated 3.4km from Maesbury Marsh, offering easy access to the Montgomery Canal and Shropshire Sculpture Park.
This three-bedroom holiday home sleeps six, boasting a hot tub, wood-burning stove, fully equipped kitchen including a dishwasher, and is within walking distance of a pub; Oswestry's attractions, including Cae Glas Park and Oswestry Castle, are also within a short driving distance.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oswestry
Oswestry
02/08 – 05/08
£157/nighttotal: £471 (3 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 4
cottage , Trefonen
Little Barn, a stone cottage in Trefonen, Shropshire, is a short walk from the village pub, shop, and church, and within easy driving distance (approximately 16km) of Oswestry.
This two-bedroom self-catering property sleeps four, boasting a well-equipped kitchen/diner, a contemporary shower room, a wood-burning stove, and a private courtyard garden; enjoy nearby walks and explore Shropshire's attractions.
The Pigsty Cottage E2783 - Oswestry
9.4 27 reviews
Oswestry
12/09 – 14/09
£187/nighttotal: £374 (2 )

The Pigsty Cottage E2783

1 2
house , Oswestry
The Pigsty Cottage E2783 is located in Oswestry, just 12km from Whittington Castle, 18km from Chirk Castle, and 32km from Shrewsbury Cathedral. The cottage has received excellent ratings for its location, cleanliness, and overall user experience.
The cottage offers one bedroom and one bathroom, accommodating up to two guests. It features a private garden, free parking, free Wi-Fi, and a fully equipped kitchen, making it ideal for a relaxing getaway in a peaceful setting.

Frequently asked questions about villa rentals in Oswestry

  • What is the best time to visit Oswestry?

    Oswestry is lovely all year round, but spring and autumn are particularly nice. You'll get the best of the weather and the crowds are smaller then. The Oswestry Show in August is a real highlight.
  • What are the best holiday homes in Oswestry?

    Among the holiday homes in Oswestry, The Sweeney, Cottage By The Castle - Free Parking and Summerhill Lodge are the most popular ones.

  • When is it easiest to book a villa rental in Oswestry?

    You'll find the best deals on villa rentals in Oswestry during the shoulder seasons - spring and autumn. It's quieter then, and you'll avoid the summer rush.
  • What are the best holiday homes with a pool in Oswestry?

    Cottage ∙ 4 Bedrooms ∙ 8 Guests and Cottage ∙ 3 Bedrooms ∙ 5 Guests are the best holiday homes with a pool in Oswestry.

  • What are the top hiking trails near Oswestry?

    There are some great walks around Oswestry. The Offa's Dyke Path is a classic, and the Llantysilio Mountain is a bit more challenging. The Shropshire Way is a lovely circular walk that takes you through the countryside.
  • What are the best holiday homes with a jacuzzi in Oswestry?

  • What are the advantages of renting a house or a villa in Oswestry

    Renting a villa in Oswestry gives you more space and privacy than a hotel. You can cook your own meals, relax in your own garden, and enjoy the peace and quiet of the countryside.
  • What are the best holiday homes for families and kids in Oswestry?

    The best holiday homes for families and kids in Oswestry are The Sweeney, Courtyard Cottage and Little Underhill At Underhill House.

  • Are there popular destinations near Oswestry?

    Definitely! Chester is a lovely historic city just a short drive away. Shrewsbury is another great option, and if you're feeling adventurous, you can head to the Welsh coast, which is about an hour's drive away.
  • What are the best pet friendly holiday homes in Oswestry?

    The best pet friendly holiday homes in Oswestry are The Sweeney, Cottage By The Castle - Free Parking and Courtyard Cottage.

  • What are the best holiday homes with parking in Oswestry?

    The Sweeney, Summerhill Lodge and Stunning Period Townhouse In Attractive Setting are the best holiday homes with parking in Oswestry.

Destinations nearby

Best Oswestry villas and holiday homes with parking

Maesbury Manor - Oswestry
9.2 13 reviews
Oswestry
21/08 – 23/08
£333/nighttotal: £666 (2 )

Maesbury Manor

5 4
house , Oswestry
Maesbury Manor is a 5-bedroom holiday home located in Oswestry, just 10km from Whittington Castle and 15km from Chirk Castle, offering a peaceful escape from the hustle and bustle of city life. The house has consistently received very good user ratings, with excellent cleanliness ratings.
The property is spacious with a total floor area of 160 square metres, and it offers a fully equipped kitchen, a garden, free parking, and free Wi-Fi. Guests can enjoy a range of activities in the area, including golfing, cycling, and fishing, as well as exploring the many historical landmarks nearby.
Mini Haven - Oswestry
9.7 51 reviews
Oswestry
10/07 – 11/07
£109/nightfor 1 night

Mini Haven

1 2
house , Oswestry
Mini Haven, a self-catering property in Oswestry, is conveniently located 13.8 km from Whittington Castle and 21 km from Chirk Castle, offering easy access to historical sites in Shropshire and North Wales.
This one-bedroom house provides accommodation for two guests, featuring a private garden, free Wi-Fi, parking, and a peaceful setting ideal for couples or solo travellers seeking a quiet getaway near Oswestry.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Oswestry
9.4 1 review
Oswestry
10/07 – 11/07
£830/nightfor 1 night

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 2
cottage
Aelybryn cottage is a three-bedroom property situated on the rural outskirts of Nantmawr, Shropshire, 3.7 kilometres from Trefonen village and a short drive from Shrewsbury and Oswestry, offering easy access to Offa's Dyke Path.
This 130 square metre self-catering holiday home sleeps six, boasting a spacious kitchen with dishwasher, two bathrooms, a wood-burning stove, smart TV, and an enclosed wraparound garden with patio and outdoor furniture.
Y Caban - Oswestry
8.0 22 reviews
Oswestry
02/08 – 05/08
£231/nighttotal: £693 (3 )

Y Caban

3 4
house , Llangollen
Y Caban is a holiday home located in Llangollen, just a short drive from Chirk Castle and Chester Racecourse, offering a peaceful escape in the Welsh countryside. It has received excellent ratings for location and very good for overall user experience, with a good cleanliness rating.
The 3-bedroom property, with a floor area of 130 square meters, comfortably sleeps 6 guests. Enjoy a fully equipped kitchen, a private garden, and free parking, along with modern amenities like a walk-in shower, free Wi-Fi and a TV.

Best Oswestry villas and holiday homes with a garden

The Coach House - Oswestry
9.3 10 reviews
Oswestry
02/08 – 05/08
£316/nighttotal: £948 (3 )

The Coach House

3 4
house , Llanymynech
The Coach House in Llanymynech offers a peaceful retreat, situated 16km from Whittington Castle and 21km from Chirk Castle, providing easy access to significant historical sites.
This 130 square metre property sleeps six guests comfortably across three bedrooms and two bathrooms, boasting a swimming pool, hot tub, and fully equipped kitchen including a dishwasher, alongside free Wi-Fi and private parking.
Pod With A View!  In The Countryside With Fab View - Oswestry
10 331 reviews
Oswestry
12/09 – 14/09
£172/nighttotal: £344 (2 )

Pod With A View! In The Countryside With Fab View

1 2
cabin , Llanymynech
This charming pod is located on the outskirts of Llanymynech, just a short distance from the historic Llanymynech Rocks and the Offa's Dyke Path, offering stunning views of the surrounding countryside. Guests have consistently rated the pod as excellent for its cleanliness, location, and overall experience.
The pod is ideal for couples, offering a comfortable and luxurious space with a fully equipped kitchenette and a private hot tub. Enjoy the breathtaking views from the extended decked area, relax in the private hot tub, and explore the local attractions, all within easy reach.
Martingale Cottage, Pet Friendly, With A Garden In West Felton - Oswestry
Oswestry
16/07 – 04/08
£374/nighttotal: £7106 (19 )

Martingale Cottage, Pet Friendly, With A Garden In West Felton

4 2
cottage , Oswestry
Martingale Cottage, a four-bedroom house in Eardiston, Shropshire, is situated 2.6km from a shop and 2.7km from a pub, offering easy access to Oswestry's attractions including the British Ironwork Centre and Old Oswestry Hill Fort.
This 145 square metre self-catering property sleeps eight, boasting three bathrooms (two en-suite), a well-equipped kitchen with dishwasher, enclosed garden, off-road parking for two cars, plus WiFi, highchair and travel cot.
2 Bedroom Accommodation In Oswestry - Oswestry
Oswestry
12/09 – 14/09
£260/nighttotal: £520 (2 )

2 Bedroom Accommodation In Oswestry

2 2
cottage , Oswestry
This Oswestry holiday home is situated 3.5km from The Willow Art Gallery and within 10km of family attractions including Rednal Laser Games and the Pontcysyllte Aqueduct.
The two-bedroom, two-bathroom property sleeps four, offering a fully equipped kitchen with dishwasher, a peaceful garden, parking, and Wi-Fi; guests can enjoy nearby activities such as visiting Park Hall Stadium.
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