Holiday Rentals in Oswestry

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Oswestry holiday rentals
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Best Holiday rentals and Airbnb offers in Oswestry

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.

The Wain House - Oswestry
10 5 reviews
Oswestry
05/10 – 10/10
£302/nighttotal: £1510 (5 )

The Wain House

6 4
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.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Oswestry
Oswestry
21/08 – 23/08
£376/nighttotal: £752 (2 )

Cottage ∙ 3 Bedrooms ∙ 5 Guests

3 4
cottage , Weston Rhyn
2 Aqueduct Cottages, a three-bedroom house situated on the Chirk canal towpath in Weston Rhyn, is 0.1km from the Chirk Aqueduct and a short walk from Chirk town and its amenities.
This canal-side property sleeps five, boasting a modern kitchen with dishwasher, a cosy sitting room with an open fire, a family bathroom, a ground floor shower room, and a private lawned garden with patio and decked area; enjoy exploring nearby Llangollen, Oswestry, and Chester.
Little Underhill - Oswestry
10 2 reviews
Oswestry
04/09 – 11/09
£220/nighttotal: £1540 (7 )

Little Underhill

1 2
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.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Oswestry
Oswestry
02/08 – 05/08
£478/nighttotal: £1434 (3 )

Cottage ∙ 4 Bedrooms ∙ 8 Guests

4 4
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.

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.

2 Bedroom Accommodation In Oswestry - Oswestry
9.0 4 reviews
Oswestry
10/07 – 11/07
£337/nightfor 1 night

2 Bedroom Accommodation In Oswestry

2 2
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.
Penymaes , Bronygarth - Oswestry
Oswestry
05/10 – 10/10
£77/nighttotal: £385 (5 )

Penymaes , Bronygarth

3 4
apartment , Oswestry
This detached cottage in Bronygarth, on the Welsh/English border, offers elevated views and is situated 1.8 kilometers from Chirk Castle, a historic site with gardens, a medieval tower, and a dungeon.
The accommodation sleeps up to five people in three bedrooms and features a kitchen/diner, a sitting room with a woodburner, a garden with patio furniture, off-road parking, and a bike store, making it ideal for walkers on the Offa's Dyke Path.
Sweeney Hall Hotel - Oswestry
8.8 2087 reviews
Oswestry
10/07 – 11/07
£133/nightfor 1 night

Sweeney Hall Hotel

1 2
house , Oswestry
Sweeney Hall Hotel is located in Oswestry, just 8 kilometres from Whittington Castle and 13.5 kilometres from Chirk Castle, making it a great base for exploring the historic region. This 3-star hotel receives very good user ratings for its cleanliness, location and overall experience.
The hotel offers a range of rooms and apartments, some with private kitchens and terraces. Guests can enjoy the on-site spa, restaurant, bar, garden and terrace, as well as free Wi-Fi and parking.
Garden View Apartment - Oswestry
9.7 3 reviews
Oswestry
15/08 – 25/08
£100/nighttotal: £1000 (10 )

Garden View Apartment

1 1
apartment , Oswestry
Garden View Apartment in Oswestry offers a self-catering flat near Whittington Castle (7.4km) and Chirk Castle (12.7km), ideal for exploring Shropshire's historical sites.
This one-bedroom apartment, boasting 42 square metres of floor space, comfortably sleeps two guests and includes free Wi-Fi, on-site parking, a fully equipped kitchen, and access to mini-golf, fishing, and hiking trails nearby.

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.

Destinations nearby

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.

Mellow Mountain Eco Retreat Exclusive Use With Tipi, Wood Burning Hot Tub, Sauna - Oswestry
8.8 44 reviews
Oswestry
02/10 – 09/10
£248/nighttotal: £1736 (7 )

Mellow Mountain Eco Retreat Exclusive Use With Tipi, Wood Burning Hot Tub, Sauna

5 6
cottage , Llangollen
Mellow Mountain is an eco-retreat located in the Glynn Ceiriog valley, just a 3-kilometre drive from the village of Pontfadog, offering stunning views across the valley and surrounding woodland. The retreat has received very good user, location, and cleanliness ratings.
This unique retreat can accommodate up to 12 guests and offers a choice of accommodation, including a 16th-century cottage, a tipi, and a yurt. Enjoy a wood-burning hot tub and sauna, a garden with 3 acres of woodland, and 37 walks straight from the retreat, perfect for exploring the surrounding countryside.
The Cob House. - Oswestry
9.8 541 reviews
Oswestry
02/10 – 09/10
£199/nighttotal: £1393 (7 )

The Cob House.

3 6
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.
Victorian Church Flat 3 - Oswestry
8.0 61 reviews
Oswestry
12/09 – 14/09
£110/nighttotal: £220 (2 )

Victorian Church Flat 3

2 2
apartment , Oswestry
Apartment 3 is located just 3.5 km from Whittington Castle, offering a peaceful retreat in a convenient location close to Oswestry's attractions. The property has received very good user ratings for cleanliness and location, with guests praising its excellent location.
The two-bedroom apartment can comfortably accommodate four guests and features a fully equipped kitchen, two en-suite bathrooms, a private terrace, and a Smart TV. Enjoy the convenience of free Wi-Fi, explore the nearby Whittington Castle, and take advantage of the apartment's easy access to Liverpool Airport, just 55 km away.
Canal Central - Oswestry
10 3 reviews
Oswestry
05/10 – 10/10
£88/nighttotal: £440 (5 )

Canal Central

2 4
apartment , Maesbury Marsh
This first-floor apartment in Maesbury Marsh offers tranquil canalside views towards the Welsh hills, located just 3 kilometers from the market town of Oswestry.
This 80 square meter flat provides accommodation for four guests with two bedrooms and two bathrooms, featuring an open-plan living area, a well-equipped kitchen, a private balcony, and access to shared eight-acre grounds with canoe hire.

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.

Beech - Glamping Pod - Uk49945 - Oswestry
Oswestry
11/07 – 12/07
£316/nightfor 1 night

Beech - Glamping Pod - Uk49945

1 2
cottage , Oswestry
Beech Pod, a wooden dwelling, is located in the North Shropshire countryside, 14 kilometres from Oswestry and 8 kilometres from Ellesmere, offering rural views and proximity to the Welsh border.
This pet-friendly accommodation has 1 bedroom and 1 bathroom, sleeping up to 4 guests with free Wi-Fi, private parking for 2 cars, and is ideal for exploring Llangollen and Chirk Castle.
Cynynion Uchaf Farmhouse - Welsh Borders, 1700s, Epic Views - Oswestry
8.0 1 review
Oswestry
03/07 – 05/07
£662/nighttotal: £1324 (2 )

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

4 2
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.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Oswestry
Oswestry
02/10 – 09/10
£75/nighttotal: £525 (7 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 6
cottage , Chirk
This three-bedroom bungalow, 2 Mountain View, is situated on the edge of the Clwydian Range & Dee Valley Area of Outstanding Natural Beauty, just outside Chirk, offering easy access to Chirk Castle and the Pontcysyllte Aqueduct (both within a few kilometres).
The self-catering property sleeps six, boasting a private hot tub, games room with pool table and darts, and a garden with fire pit and barbecue, all within easy reach of the Offa's Dyke Path and other walking trails.
Wilderness Lodge - Oswestry
8.8 59 reviews
Oswestry
05/10 – 10/10
£113/nighttotal: £565 (5 )

Wilderness Lodge

1 4
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.
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