Vacation Rentals in Oswestry

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Oswestry holiday rentals
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71 Holiday rentals and Airbnb in Oswestry

Discover Exceptional Family Holiday Rentals in Oswestry

Keep the whole group together under one roof with plenty of space to lounge at family holiday rentals in Oswestry.

2 Bed In Oswestry (Oc-76537) - Oswestry
No reviews

2 Bed In Oswestry (Oc-76537)

cottage, Gobowen
This holiday home in Oswestry is situated adjacent to a twelfth-century castle and a short drive from Oswestry town, offering convenient access to historical sites and amenities.
This two-bedroom lodge accommodates up to three guests and features a well-equipped kitchen/diner, a comfortable lounge with a gas fire, a king-size bedroom with TV/DVD, a single bedroom, a family bathroom, a garden with seating and a dog wash, and a separate enclosed garden with a wood-fired hot tub, plus off-road parking for one car and secure bicycle storage.
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.
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 ∙ 4 Bedrooms ∙ 8 Guests - Oswestry
No reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage, Weston Rhyn
Sally's Barn, a four-bedroom house in Weston Rhyn, Shropshire, is centrally located, a short drive from Chirk Castle and the Pontcysyllte Aqueduct.
This pet-friendly dwelling sleeps eight, boasting an equipped kitchen, dining area, cosy sitting room with wood-burning stove, and a private enclosed garden; nearby attractions include Oswestry and the Llangollen Railway.

Best Oswestry holiday rentals with parking

40 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Oswestry
9.3 12 reviews

40 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment
This Glandwr 2 apartment is situated in Powys, near Oswestry, offering convenient access to local attractions in the area, though precise distances aren't specified.
The 40-square-metre self-catering flat features one double bedroom, one bathroom, and accommodates two guests, complete with a full kitchen, free parking, and internet access.
Oak - Glamping Pod - Uk49946 - Oswestry
No reviews

Oak - Glamping Pod - Uk49946

glamping, Oswestry
Oak - Glamping Pod - Uk49946 is a secluded glamping pod located in Oswestry, offering convenient access to Chirk Castle (10.5 kilometres) and Whittington Castle (12 kilometres), with Chester Racecourse (38.6 kilometres) and Chester Zoo (41.8 kilometres) also nearby.
This glamping pod accommodates up to three guests, provides free Wi-Fi and private parking, and features a fully equipped kitchen for self-catering.
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.
Victorian Church Town Centre Flat 3 - Oswestry
9.4 58 reviews

Victorian Church Town Centre Flat 3

apartment
This modern flat is situated in Oswestry's town centre, just a short walk from the historic Oswestry Castle and the bustling marketplace. It has received excellent ratings for location, cleanliness and user experience.
The self-catering accommodation sleeps up to four guests in two bedrooms, each with an en suite bathroom. Amenities include a fully equipped kitchen, a private outdoor space, a smart TV and free Wi-Fi.

Frequently asked questions about holiday rentals in Oswestry

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

    Oswestry is a great base for exploring the area. You can easily get to Shrewsbury, a historic town just 20 miles away, or head west to Wrexham, a bustling town with plenty of shops and restaurants. And if you want to explore further afield, Chester, a historic city with Roman walls, is just over an hour's drive.
  • 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 come with the essentials like Wi-Fi, a kitchen, and a washing machine. Many also have a garden or patio, perfect for enjoying the fresh air. Some even have extras like a hot tub or a swimming pool, depending on the property.
  • 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?

    It really depends on what you're looking for. Spring and autumn are lovely for walks and exploring the countryside, while summer is great for enjoying the local festivals and outdoor activities. If you want to see the town decked out for Christmas, December is a magical time to visit.
  • 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 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

Discover Holiday Rentals with a Balcony in Oswestry

Watch the local morning bustle with a fresh breeze at holiday rentals featuring an outdoor balcony in Oswestry.

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.
Riverside Cabins - Oswestry
9.6 296 reviews

Riverside Cabins

cabin, Shrewsbury
Riverside Cabins are situated in Shrewsbury, Shropshire, just 48 kilometres from the Ironbridge Gorge, 22 kilometres from Chirk Castle, and 32 kilometres from Attingham Park, offering a peaceful retreat by the river. The cabins consistently receive excellent ratings for location, cleanliness, and overall user experience.
The comfortable cabins feature a seating area, a flat-screen TV, and a terrace with stunning river views. Enjoy private hot tubs, fully equipped kitchens with dishwashers and microwaves, BBQ facilities, a garden, and on-site activities including bicycle rental, water sports, fishing, and canoeing.
Little Pentre Barn With Seasonal Swimming Pool - Oswestry
9.2 132 reviews

Little Pentre Barn With Seasonal Swimming Pool

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.
Little Underhill - Oswestry
10 2 reviews

Little Underhill

house, Oswestry
Little Underhill is a 4-bedroom holiday home situated in Oswestry, just 12.4 kilometres from Chirk Castle and 22.5 kilometres from Erddig, offering a convenient base for exploring the local area.
This 180 square metre property features a children's playground, a patio with barbecue facilities, a well-equipped kitchen and two bathrooms with walk-in showers, as well as an electric vehicle charging station.

Compare Pet-Friendly Holiday Rentals in Oswestry

Browse pet-friendly holiday rentals in Oswestry where dogs are always welcome.

Cynynion Uchaf Farmhouse - 18th Century, Welsh Borders, Breathtaking Views - Oswestry
10 95 reviews

Cynynion Uchaf Farmhouse - 18th Century, Welsh Borders, Breathtaking Views

farm, Oswestry
Tranquil 4 Bedroom Country Farmhouse with Views is located in Oswestry, Shropshire, 11.4 km from Whittington Castle and 12.7 km from Chirk Castle, offering a peaceful escape in the beautiful Shropshire countryside. The farmhouse has consistently received excellent ratings for its location, cleanliness, and overall experience.
The farmhouse has 4 bedrooms and 2 bathrooms, providing accommodation for up to 8 guests across 372 square metres. Guests can enjoy a range of amenities including a fully equipped kitchen, a patio, a garden, and free parking, making it ideal for families or groups of friends looking for a relaxing countryside getaway.
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.
1 Bed Apt Sleeps 2 Oswestry Parking Garden - Oswestry
8.0 8 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.
Beech - Glamping Pod - Uk49945 - Oswestry
No reviews

Beech - Glamping Pod - Uk49945

glamping, Oswestry
The Beech - Glamping Pod - Uk49945 is a unique glamping pod located in Oswestry, offering proximity to Chirk Castle (10.5 kilometres) and Whittington Castle (12 kilometres), with Chester attractions such as Chester Racecourse (38.6 kilometres) and Chester Zoo (41.8 kilometres) also easily accessible.
This glamping pod accommodates up to three guests and features a fully equipped kitchen, complimentary Wi-Fi, and private parking, making it ideal for a self-catering stay away from large gatherings.
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