Holiday Rentals in Oswestry

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Oswestry holiday rentals
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Best Holiday rentals and Airbnb offers in Oswestry

Search Holiday Rentals near the Heart of the City in Oswestry

Reconnect with your partner at secluded holiday rentals for couples in Oswestry, offering intimate settings for a city break.

The Coach House - Oswestry
9.1 45 reviews

The Coach House

house, Oswestry
The Coach House is located in Oswestry, just 6 kilometres from Whittington Castle and 11 kilometres from Chirk Castle, making it a great base for exploring the area's historic attractions. The property consistently receives excellent ratings for its cleanliness, location and overall experience.
The house has two bedrooms and can comfortably accommodate up to three guests. Guests have access to a fully equipped kitchen, a private garden, free Wi-Fi and parking, and towels and linen are provided.
Townhouse Apartment Oswestry. Parking. Town Centre - Oswestry
10 4 reviews

Townhouse Apartment Oswestry. Parking. Town Centre

apartment
This spacious one-bedroom flat is located in the central district of town, offering convenient access to local amenities and town centre landmarks.
This accommodation provides space for two guests and includes internet and a kitchen, making it a comfortable base for exploring Shropshire.
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.
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.

Best Oswestry holiday rentals with air conditioning

2-bed Home | Parking | Near Gobowen Hospital - Oswestry
9.8 12 reviews

2-bed Home | Parking | Near 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.

Frequently asked questions about holiday rentals in Oswestry

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

    Oswestry is well-connected, so you can easily get to other places. Shrewsbury is just a short drive away, and Chester is about an hour's drive. You can also easily reach the beautiful Welsh countryside, with towns like Llangollen and Wrexham within easy reach.
  • 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 amenities are commonly available in vacation rentals in Oswestry?

    Most vacation rentals in Oswestry will have basic amenities like WiFi, a kitchen, and a bathroom. Many also have a garden or patio, and some even have a hot tub or swimming pool. You can find a wide range of options to suit your needs and budget.
  • 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 time of year is best to rent a vacation rental Oswestry?

    The best time to visit Oswestry really depends on what you want to do. Summer is great for outdoor activities, while autumn brings beautiful colours to the countryside. Spring and winter are quieter, but still offer plenty to see and do.
  • 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 are the local dishes in Oswestry region?

    Oswestry is known for its traditional Welsh dishes, like lamb, cawl (a hearty stew), and Welsh cakes. You can also find plenty of pubs serving classic pub food, like fish and chips and pies. Don't forget to try the local ale, which is brewed in several pubs in the area.
  • 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.

Popular destinations

Check Out Holiday Rentals with a Balcony in Oswestry

Choosing a holiday rental in Oswestry with a private balcony offers city skyline views that are worth every penny. Compare options and find yours.

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.
Top Farm House - Oswestry
9.9 20 reviews

Top Farm House

house, Oswestry
Top Farm House, near Oswestry in Shropshire, offers a spacious seven-bedroom property, ideally located 47km from Ironbridge Gorge and 47km from Telford International Centre, with easy access to attractions such as Whittington Castle (12km) and Chirk Castle (21km).
This large family home boasts 190 square metres of living space, including four bathrooms, a fully equipped kitchen with dishwasher, a garden, parking, and Wi-Fi, perfect for groups or families seeking self-catering accommodation near Oswestry.
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.
The Cob House. - Oswestry
9.8 557 reviews

The Cob House.

house, Ifton Heath
The Cob House is located in Ifton Heath, just 5.8 km from Chirk Castle and 7.6 km from Whittington Castle, offering a peaceful retreat in the Welsh countryside. The property has consistently received excellent ratings from previous guests, highlighting its cleanliness, location, and overall experience.
The cottage provides spacious accommodation for up to 6 guests, featuring 3 bedrooms and a floor area of 14 square meters. Guests can enjoy a private garden, outdoor dining, a fully equipped kitchen, two bathrooms, a washing machine, and free parking and Wi-Fi.

Discover Family-Friendly Self-Catering Rentals in Oswestry

Travelling to Oswestry with children? A quality family holiday rental or Airbnb makes everything easier with city attractions nearby.

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.
Flat 2 The Butlers Quarters - Oswestry
9.4 17 reviews

Flat 2 The Butlers Quarters

apartment
This Shropshire ground-floor flat, a completely renovated former servants' quarters, offers modern comfort in a historic setting, its precise location within Shropshire unspecified but suggested to be near a garden in a village or town.
Sleeping up to three guests, the self-contained apartment features a double bed, a fold-up bed, a private patio, free WiFi, Netflix, and a shared bathroom; nearby attractions and distances would need to be confirmed upon booking.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Oswestry
10 2 reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Selattyn
This single-storey holiday cottage is located on a 250-acre working farm just outside Selattyn village, offering proximity to Selattyn Hills (1.6 km), Offa's Dyke Path (2.4 km), and Oswestry Hillfort (4 km).
The property accommodates up to six guests in three bedrooms and features a modern lounge with a wood burner, a well-equipped kitchen with a dishwasher, a private garden with seating, and ample parking, with Gobowen train station 3.2 km away.
Martingale Cottage, Pet Friendly, With A Garden In West Felton - Oswestry
No reviews

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

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.

Compare Holiday Rentals with Parking in Oswestry

On-site parking takes one thing off your list when visiting Oswestry. Our holiday rentals have it included.

The Little House, Oswestry - Oswestry
9.2 153 reviews

The Little House, Oswestry

apartment, Oswestry
Oak - Glamping Pod - Uk49946 - Oswestry
No reviews

Oak - Glamping Pod - Uk49946

glamping, Oswestry
The Old Drift House - Oswestry
9.8 12 reviews

The Old Drift House

farm
Pod With A View!  In The Countryside With Fab View - Oswestry
10 344 reviews

Pod With A View! In The Countryside With Fab View

cabin

Explore 5-Star Self-Catering Rentals in Oswestry

Staying in a luxury holiday rental or Airbnb in Oswestry ensures every detail of your trip feels considered. Enjoy high-end finishes and prime locations.

Beech - Glamping Pod - Uk49945 - Oswestry
No reviews

Beech - Glamping Pod - Uk49945

glamping, Oswestry

Top Pet-Friendly Holiday Rentals in Oswestry

Travelling with a pet to Oswestry is easy when your holiday rental is properly set up with nearby dog parks and city walks.

2 Bed In Oswestry Oc-76537 - Oswestry
No reviews

2 Bed In Oswestry Oc-76537

house, Gobowen
Hayes Suite - Oswestry
9.8 171 reviews

Hayes Suite

apartment, Oswestry
Kempton Park Cottage - Oswestry
No reviews

Kempton Park Cottage

apartment
Beautiful Base To Explore Stunning Surroundings. - Oswestry
9.6 322 reviews

Beautiful Base To Explore Stunning Surroundings.

apartment

Choose the Right Holiday Rentals with a Pool in Oswestry

Having a pool at your holiday rental in Oswestry opens up a proper swim in the heart of the city without extra planning. Start comparing.

Courtyard Cottage - Oswestry
9.9 116 reviews

Courtyard Cottage

house, Oswestry
Little Pentre Barn With Seasonal Swimming Pool - Oswestry
9.2 132 reviews

Little Pentre Barn With Seasonal Swimming Pool

house, Wrexham
The Gin Palace With Seasonal Swimming Pool - Oswestry
8.5 93 reviews

The Gin Palace With Seasonal Swimming Pool

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

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage

Guest-Favourite Holiday Rentals with a Hot Tub in Oswestry

There is a real magic to having a private hot tub after exploring Oswestry. Browse available holiday rentals below.

2 Mountain View - Oswestry
8.8 11 reviews

2 Mountain View

house, Wrexham
Ty Felin - Uk12744 - Oswestry
9.7 3 reviews

Ty Felin - Uk12744

house, Acrefair
Riverside Cabin - Sleeps 2 - Hottub - Parking - Oswestry
9.7 105 reviews

Riverside Cabin - Sleeps 2 - Hottub - Parking

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

4 Bed In Oswestry (Oc-74110)

chalet, Kinnerley
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