Holiday Rentals in Oswestry

46 available vacation rental offers

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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.

Sleeps 10. 5 Bed. Parking. Oswestry. - Oswestry
10 1 review

Sleeps 10. 5 Bed. Parking. Oswestry.

apartment
This Shropshire flat is located a 3-minute walk from Cae Glas Park, offering easy access to local green space.
This accommodation comfortably sleeps 10 guests and features two bathrooms, an open-plan kitchen diner, and a south-facing rear garden, making it ideal for family reunions and group holidays.
Cosy, Quirky Cottage In Oswestry - Oswestry
10 44 reviews

Cosy, Quirky Cottage In Oswestry

apartment
Duck Cottage, a pet-friendly terraced house in Oswestry, Shropshire, is centrally located, 3.2km from the Welsh border and offers easy access to Chester and the Midlands.
This two-bedroom, one-bathroom property sleeps four, features a garden, internet, and a kitchen with a fridge and microwave, and is ideally situated for exploring Shropshire's countryside and nearby attractions.
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.
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 Oswestry holiday rentals with air conditioning

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-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.
Le- Gro Luxury Barns. - Oswestry
9.9 62 reviews

Le- Gro Luxury Barns.

apartment
Le-Gro Barns is a 17th-century stone barn situated on the banks of the River Tanat, approximately 16 kilometres from Oswestry and 32 kilometres from Shrewsbury.
This six-bedroom, five-bathroom property sleeps up to 12 guests and boasts a fully equipped kitchen, a garden, and parking, perfect for families or groups looking for a tranquil retreat in the Welsh countryside.
Shropshire Farm House Cabin - Oswestry
9.3 14 reviews

Shropshire Farm House Cabin

cabin
This charming cottage is located in the picturesque countryside of Weston Rhyn, just a short drive from the historic town of Shrewsbury and the ancient ruins of Oswestry. The surrounding area offers stunning views and a peaceful atmosphere, perfect for a relaxing getaway.
The cottage sleeps up to four guests and features three bedrooms and one bathroom. It offers a fully equipped kitchen, a choice of self-catering or plant-based Jamaican cuisine, guided walking adventures, and flexible booking options.

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.

Townhouse Apartment - Oswestry
8.0 69 reviews

Townhouse Apartment

apartment, Oswestry
The Townhouse Apartment is situated in Oswestry, just 42 kilometres from Chester Racecourse and 5 kilometres from Whittington Castle, making it a great base for exploring the area. It has consistently received excellent ratings for location, cleanliness, and overall experience.
This one-bedroom flat can comfortably accommodate up to four guests. Enjoy the convenience of a fully equipped kitchen, a private terrace, a garden, and a bar, all while benefiting from free Wi-Fi and parking.
Wilderness Lodge - Oswestry
8.8 65 reviews

Wilderness Lodge

house, Oswestry
Wilderness Lodge, a renovated holiday home in Oswestry, Shropshire, is situated 39km from Chester Racecourse and 47km from Chester Zoo.
This one-bedroom property boasts 100 square metres of floor space, sleeping up to seven guests and featuring a fully equipped kitchen, private garden with barbecue, free parking, Wi-Fi, and a tennis court; nearby hiking trails offer additional outdoor activities.
80 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests - Oswestry
No reviews

80 M² Apartment ∙ 2 Bedrooms ∙ 4 Guests

apartment, Maesbury Marsh
This apartment is located in a peaceful canalside setting on the Shropshire/Mid Wales border, 3.2 kilometers from Oswestry, offering views of the Montgomery Canal and Welsh hills, and within a 48-kilometer drive of Chester, Shrewsbury, and Llangollen.
This 80-square-meter flat accommodates up to four guests in two bedrooms, features a private balcony and garden, includes Wi-Fi, bed linen, and towels, and provides access to eight acres of shared grounds with private parking for two cars and motorbike parking, with canoe hire available for exploring the canal.
The Wain House - Oswestry
10 5 reviews

The Wain House

house, Chirk
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.

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.

Wesleyan House - Oswestry
10 3 reviews

Wesleyan House

church
Wesleyan House is a converted chapel situated in Gobowen, Shropshire, within a short walk of a local shop and pub. This four-bedroom house, comfortably sleeping eight guests, offers modern amenities such as a dishwasher and coffee machine, along with three Smart TVs and WiFi for entertainment.
5 Bed In Llangollen Oc-l34205 - Oswestry
No reviews

5 Bed In Llangollen Oc-l34205

house, Llangollen
This five-bedroom detached house in Llangollen is located 37 kilometres from Chester Racecourse, 42 kilometres from Chester Zoo, and 48 kilometres from Delamere Forest and Bodelwyddan Castle.
This property offers accommodation for up to 14 guests with four bathrooms, a garden, and complimentary WiFi, providing a convenient base for exploring the area with pets welcome.
Goodwood Cottage, Pet Friendly, With A Garden In West Felton - Oswestry
No reviews

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

cottage, Oswestry
Goodwood Cottage, near Eardiston in Shropshire, is situated 2.6km from Oswestry town centre, offering easy access to attractions such as Rednal Laser Games and Lion Quays Spa, and is only 2.7km from the nearest pub.
This pet-friendly 145 square metre holiday home sleeps eight in four bedrooms, including a ground-floor king-size with en-suite wet room, and boasts a fully equipped kitchen/diner, Smart TV, WiFi, private parking for two cars, plus a highchair, travel cot, and stair gate.
Cynynion Uchaf Farmhouse - Welsh Borders, 1700s, Epic Views - Oswestry
8.0 1 review

Cynynion Uchaf Farmhouse - Welsh Borders, 1700s, Epic Views

farm, Oswestry
This Oswestry self-catering holiday home is a 4-bedroom property situated in a mountain setting, less than 10km from attractions including The Willow Art Gallery, Rednal Laser Games, the British Ironwork Centre, and Pontcysyllte Aqueduct.
Offering 4000 square metres of land, this pet-friendly farmhouse sleeps 8 guests and boasts 3 bathrooms, a fully equipped kitchen (including a dishwasher), a terrace, garden, parking, and free Wi-Fi.

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.

Little Beeches, Family Friendly, With A Garden In Hengoed - Oswestry
10 1 review

Little Beeches, Family Friendly, With A Garden In Hengoed

cottage, Oswestry
Maesbury Manor, Family Friendly, With A Garden In Knockin - Oswestry
No reviews

Maesbury Manor, Family Friendly, With A Garden In Knockin

cottage, Oswestry
Penycoed Cottage - Oswestry
9.5 13 reviews

Penycoed Cottage

bungalow
Granary Cottage - Oswestry
No reviews

Granary Cottage

house, Oswestry

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.

Vue Sur Jardin-appartement-salle De Bain Privée - Oswestry
10 3 reviews

Vue Sur Jardin-appartement-salle De Bain Privée

apartment

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.

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oswestry
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Chirk
Cottage ∙ 1 Bedroom ∙ 4 Guests - Oswestry
No reviews

Cottage ∙ 1 Bedroom ∙ 4 Guests

cottage, Gobowen
Little Barn - Oswestry
No reviews

Little Barn

cottage, Oswestry
Little Barn - Oswestry
9.5 6 reviews

Little Barn

house, Oswestry

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.

House ∙ 4 Bedrooms ∙ 8 Guests - Oswestry
No reviews

House ∙ 4 Bedrooms ∙ 8 Guests

house, Kinnerley
The Dragon's Hut With Seasonal Swimming Pool - Oswestry
9.4 77 reviews

The Dragon's Hut With Seasonal Swimming Pool

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

Cottage ∙ 1 Bedroom ∙ 2 Guests

cottage, Maesbrook
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Oswestry
10 2 reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Selattyn

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.

Ivy Lodge Log Cabin - Oswestry
9.8 80 reviews

Ivy Lodge Log Cabin

apartment
Chalet ∙ 3 Bedrooms ∙ 6 Guests - Oswestry
No reviews

Chalet ∙ 3 Bedrooms ∙ 6 Guests

chalet
Shropshire Ellesmere  Welshampton Shrewbury Chester - Oswestry
9.3 152 reviews

Shropshire Ellesmere Welshampton Shrewbury Chester

apartment, Ellesmere
Cosy Woodland Log Cabin For 2 - Oswestry
9.6 158 reviews

Cosy Woodland Log Cabin For 2

cabin
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