Villas and Holiday homes in Oswestry

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Oswestry holiday homes
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27 Villa rentals in Oswestry

Search Holiday Homes near the Heart of the City in Oswestry

Position yourself moments from excellent independent bistros and famous landmarks with central holiday homes in Oswestry.

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.
2 Bedroom Accommodation In Oswestry - Oswestry
8.8 5 reviews

2 Bedroom Accommodation In Oswestry

cottage, Oswestry
This charming cottage is situated just 1.1 km from The Willow Art Gallery and a short drive from Rednal Laser Games and Crazy Knights, offering a peaceful escape in Oswestry. It has received excellent user ratings, making it a popular choice for travellers.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to three guests. Guests can enjoy a fully equipped kitchen, a private garden, parking, and internet access, ensuring a comfortable and convenient stay.
Entire Town House With Free Parking - Oswestry
8.8 67 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.
Central Oswestry 2 Bedroom House - Oswestry
9.0 3 reviews

Central Oswestry 2 Bedroom House

house, Oswestry
This two-bedroom house in central Oswestry offers convenient access to Whittington Castle, located 4.3 kilometres away, and Chirk Castle, 9.3 kilometres distant, with further attractions in Chester accessible.
This property provides parking and Wi-Fi, a garden, and a kitchen with a fridge and microwave, accommodating up to seven guests within its 54 square metres of living space.

Best family friendly Oswestry villas and holiday home

Among the 27 accommodations in Oswestry, here are the 4 best family friendly villas and holiday homes

Rhandregynwen Hall - Oswestry
9.8 53 reviews

Rhandregynwen Hall

house, Llanymynech
Rhandregynwen Hall, a luxurious 5-star property in Llanymynech, Powys, offers easy access to Chirk Castle (24km), Shrewsbury Cathedral (26km), and Whittington Castle (19km).
This eight-bedroom house boasts 205 square metres of space, including a fully equipped kitchen, swimming pool, jacuzzi, and a garden, perfect for large groups seeking self-catering accommodation near historical sites and cycling routes.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oswestry
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Morda
This Morda cottage, a converted barn near Oswestry, Shropshire, enjoys stunning views of the Shropshire plain and Welsh hills, and is conveniently located 5km from Gobowen railway station, providing easy access to Chester and Shrewsbury.
The self-catering property sleeps four in two bedrooms (one double, one twin), boasts two shower rooms, an open-plan living area, a fully equipped kitchen with dishwasher, private parking for two cars, and free Wi-Fi; a travel cot and highchair are available, making it ideal for families, with the Offa's Dyke Path nearby.
Top Farm Lodge - Oswestry
9.2 44 reviews

Top Farm Lodge

house, Oswestry
Top Farm Lodge is a peaceful rural retreat located just 47 kilometres from both Ironbridge Gorge and Telford International Centre, offering a tranquil escape from the bustling town of Oswestry. The lodge has consistently received excellent ratings for its cleanliness, location, and overall user experience.
This two-bedroom holiday home, spanning 105 square metres, comfortably accommodates up to four guests. The property boasts a fully equipped kitchen, a private garden, free Wi-Fi, and ample parking, making it ideal for families or groups of friends seeking a relaxing escape in the countryside.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Oswestry
No reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage
Chepstow Cottage, a Grade II listed building in Eardiston, Shropshire, is situated 2.6km from West Felton and close to Oswestry, Ellesmere, and Whittington, offering stunning views of the Tedsmore Hall Estate.
This four-bedroom holiday home sleeps eight, features a spacious open-plan kitchen with dishwasher, a garden, parking, and a Smart TV, and benefits from solar power and proximity to local amenities.

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.

Popular destinations

Best Oswestry villas and holiday homes with a garden

Aelybryn - Oswestry
10 1 review

Aelybryn

house, Oswestry
Aelybryn, a three-bedroom house in Oswestry, is conveniently located within 16km of Whittington Castle and 19km of Chirk Castle, offering easy access to other attractions in the region.
This 130 square metre property sleeps up to 11 guests, boasting two bathrooms (including a walk-in shower), a fully equipped kitchen with dishwasher, a fireplace, private garden, parking, and free Wi-Fi; nearby activities include golfing, cycling, and fishing.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oswestry
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Chirk
Aqueduct Hideaway is a centrally located cottage in Chirk town centre, within walking distance of Chirk Castle and the Chirk Aqueduct.
This two-bedroom holiday home, sleeping four, boasts a fully equipped kitchen with Smeg appliances, a private enclosed garden with gas barbecue, and free Wi-Fi; private parking is also available for two cars.
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.
Kempton Park Cottage, Pet Friendly, With A Garden In West Felton - Oswestry
No reviews

Kempton Park Cottage, Pet Friendly, With A Garden In West Felton

cottage, Oswestry
Haydock Cottage is located in the quiet hamlet of West Felton, just 3km from the historic town of Oswestry and a short drive from the scenic Ellesmere, renowned for its lakes. This charming cottage offers a peaceful retreat in the Shropshire countryside, with easy access to attractions and activities.
The cottage has four bedrooms, sleeping up to eight guests, and covers 145 square metres. The well-equipped kitchen includes a dishwasher, microwave, and fridge, while the garden, parking, and internet ensure a comfortable stay.

Best Oswestry villas and holiday homes with parking

25 Birch House - Oswestry
10 1 review

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.
Cosy Woodland Log Cabin For 2 - Oswestry
9.6 158 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.
The Old Drift House - Oswestry
9.8 12 reviews

The Old Drift House

farm
The Old Drift House studio is situated on Treflach Farm near the Shropshire/North Wales border, offering easy access to the Marches region and its attractions.
This self-catering unit sleeps four, featuring a double bed with an Emma mattress, a double sofa bed, a fully equipped kitchenette, three bathrooms, free Wi-Fi, and parking, all within a cosy converted stone building with exposed beams.
Bryn Celyn - Oswestry
9.0 11 reviews

Bryn Celyn

house, Oswestry
Bryn Celyn, situated in Oswestry, is conveniently located near Whittington Castle (9.6km), Chirk Castle (15km), and Chester Racecourse (47km), offering easy access to historical landmarks and recreational activities.
This five-bedroom, three-bathroom dwelling boasts 160 square metres of living space, complete with a fully equipped kitchen, private parking, Wi-Fi, and a garden, comfortably accommodating large families or groups and welcoming one well-behaved dog.

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.

Little Pentre Barn With Seasonal Swimming Pool - Oswestry
9.2 131 reviews

Little Pentre Barn With Seasonal Swimming Pool

house, Wrexham
Cottage ∙ 1 Bedroom ∙ 2 Guests - Oswestry
No reviews

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage
Chalet ∙ 2 Bedrooms ∙ 4 Guests - Oswestry
No reviews

Chalet ∙ 2 Bedrooms ∙ 4 Guests

chalet
The Dragon's Hut With Seasonal Swimming Pool - Oswestry
9.5 76 reviews

The Dragon's Hut With Seasonal Swimming Pool

house, Wrexham

Find the Best Luxury Holiday Homes in Oswestry

Upscale holiday homes in Oswestry offer a memorable stay with premium amenities designed for those who appreciate the finer things.

Pentre Hall - Oswestry
10 1 review

Pentre Hall

house, Oswestry

Browse Holiday Homes with a Hot Tub in Oswestry

Indulging in a your holiday home with a hot tub at the end of a busy city day in Oswestry is a wonderful way to switch off.

4 Bed In Oswestry (Oc-74110) - Oswestry
No reviews

4 Bed In Oswestry (Oc-74110)

chalet, Kinnerley
4 Bed In Oswestry (Oc-74982) - Oswestry
No reviews

4 Bed In Oswestry (Oc-74982)

chalet, Kinnerley
4 Bed In Oswestry Oc-74110 - Oswestry
No reviews

4 Bed In Oswestry Oc-74110

house, Kinnerley
Lodge ∙ 4 Bedrooms ∙ 8 Guests - Oswestry
9.0 5 reviews

Lodge ∙ 4 Bedrooms ∙ 8 Guests

chalet, Kinnerley
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