Vacation rentals in Oswestry

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Oswestry vacation rentals
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Best Vacation rentals and Airbnb offers in Oswestry

Find Vacation Rentals in Downtown of Oswestry

These central Oswestry vacation rentals make exploring downtown easy on foot. Skip the hassle of transfers and enjoy a convenient city stay.

Entire Town House With Free Parking - Oswestry
8.9 63 reviews

Entire Town House With Free Parking

house, Oswestry
This 3-bedroom townhouse is located in Oswestry, a short drive from Chirk Castle and Whittington Castle, both historic landmarks.
The house features a private terrace and garden, perfect for relaxing, and offers convenient parking, including an electric vehicle charging station.
Contemporary Converted Church, Oswestry - Oswestry
9.9 156 reviews

Contemporary Converted Church, Oswestry

apartment
This charming church conversion is located in a peaceful setting in Oswestry, close to the town center and a short drive from Oswestry Castle. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment sleeps up to eight guests in three bedrooms and three bathrooms. Amenities include a dishwasher, parking, internet access, underfloor heating, a stone bath, and Egyptian cotton bedding.
Beautiful House Great Location - Oswestry
9.7 76 reviews

Beautiful House Great Location

apartment
This two-bedroom, two-bathroom house in Oswestry, Shropshire, is a two-minute walk from the town center and directly across from Cae Glas Park.
The pet-friendly rental sleeps six, offers free internet and parking, and is conveniently located for exploring Shropshire's attractions, including an enclosed dog park across the street.
1 Bed Apt. Sleeps 2. Oswestry. Parking. Garden - Oswestry
10 4 reviews

1 Bed Apt. Sleeps 2. Oswestry. Parking. Garden

apartment
This apartment in Shropshire is located a 3-minute walk from Cae Glas Park, offering a peaceful residential setting.
This one-bedroom flat accommodates two guests and features an open-plan kitchen diner, bifold doors, and a south-facing garden with internet access.

Best Oswestry vacation rentals with air conditioning

2-bed Home | Parking | Acess Gobowen Hospital - Oswestry
9.7 13 reviews

2-bed Home | Parking | Acess Gobowen Hospital

apartment
This Shropshire apartment rental is conveniently located near Oswestry Hospital and Oswestry's town center, offering easy access to major roads for exploring Shropshire, North Wales, Chester (45 minutes away), and Wrexham (30 minutes away).
This two-bedroom, one-bathroom unit sleeps four guests comfortably, boasting a well-equipped kitchen, free off-street parking for two cars plus a garage, a south-facing garden, a 43-inch smart TV, free Wi-Fi, and flexible sleeping arrangements (super king or twin in one bedroom, double in another); weekly deep cleaning is available for extended stays.
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 Oswestry cottage offers a family-friendly stay with complimentary WiFi, air conditioning, and on-site parking, located 3 miles from Whittington Castle and 6.7 miles from Chirk Castle.
This 750 square foot dwelling accommodates up to 7 guests, featuring a full kitchen, a cozy fireplace, and parquet floors, with Oswestry serving as a base 26 miles from Chester Racecourse and 29 miles from Chester Zoo.

Frequently Asked Questions about vacation rentals in Oswestry

  • Which walking or cycling routes are the best in Oswestry?

    There are some great trails for walking and cycling around Oswestry. The Offa's Dyke Path is a long-distance trail that runs right through the town, and you can find shorter walks in the nearby countryside, like the Oswestry Town Trail. For cyclists, the Oswestry to Ellesmere canal towpath is a great option, and there are plenty of other routes for all levels of experience.
  • What are the best Airbnb and vacation rentals in Oswestry?

    The Sweeney, Old Chapel and Hayes Suite are the most popular Airbnb and vacation rentals in Oswestry among travelers.

  • What sports or outdoor activites can visitors enjoy in and around Oswestry?

    Oswestry is a great place to enjoy the outdoors. You can go hiking, biking, fishing, or kayaking in the nearby countryside. There's a golf course just outside of town, and you can also find tennis courts and other recreational facilities. For a more adrenaline-pumping experience, you can visit the nearby Llangollen, which offers whitewater rafting and other watersports.
  • 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 other towns or cities can be easily accessed from Oswestry?

    Oswestry has great access to other towns and cities in the region. You can easily reach Shrewsbury, Chester, and Wrexham by car or public transport. If you're looking for a day trip to a larger city, you can get to Liverpool or Manchester in about two hours by car.
  • 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 amenities are commonly available in vacation rentals in Oswestry?

    Vacation rentals in Oswestry usually offer a range of amenities, including kitchens, bathrooms, and bedrooms. Many also have laundry facilities, Wi-Fi, and parking. Some rentals even have gardens or patios, and some are located in the town center, while others are in more rural areas.
  • What are the best rentals or Airbnbs with a jacuzzi in Oswestry?

    Mountain Lodge-uk41053 and Breidden Lodge-uk41037 are the best vacation rentals or Airbnb with a jacuzzi in Oswestry.

  • What time of year is best to rent a vacation rental Oswestry?

    The best time to visit Oswestry depends on your preferences. Summer is a popular time to visit, with warm weather and plenty of outdoor activities. Spring and fall offer milder temperatures and beautiful scenery. Winter can be cold and wet, but it's a great time to enjoy the town's festive atmosphere.
  • What are the local dishes in Oswestry region?

    You can find plenty of delicious food in Oswestry. The region is known for its lamb, beef, and dairy products. Try the traditional Welsh dish of Cawl, a hearty stew made with lamb, vegetables, and barley. You can also find plenty of pubs serving local beers and ciders.

Popular destinations

Top Vacation Rentals with Balconies in Oswestry

Enjoy your own private terrace with city skyline views at these vacation rentals in Oswestry.

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 mountainside farmhouse rental, near The Willow Art Gallery, Rednal Laser Games, and Crazy Knights (within 6 miles), offers scenic views and easy access to area attractions.
This 4,645-square-foot vacation home sleeps eight guests in four bedrooms and three bathrooms, featuring a fully equipped kitchen (fridge, microwave, dishwasher), terrace, garden, parking, and free Wi-Fi.
The Garden Lodge - Oswestry
9.6 73 reviews

The Garden Lodge

house, Llynclys
The Garden Lodge is located in Llynclys, a short drive from Whittington Castle and Chirk Castle, offering a peaceful escape in the picturesque countryside. The property has earned excellent ratings for location, cleanliness, and overall user experience.
The cozy cottage features one bedroom and one bathroom, accommodating up to two guests in its 220 square feet of space. Enjoy the convenience of a fully equipped kitchen, a private patio and garden, free parking, and Wi-Fi access, perfect for relaxing and exploring the surrounding area.
Little Underhill - Oswestry
10 2 reviews

Little Underhill

house, Oswestry
Little Underhill is a vacation home in Oswestry, located 7.7 miles from Chirk Castle and 14 miles from Erddig, offering easy access to local attractions.
This 1,940 square foot property boasts four bedrooms, a fully equipped kitchen, a patio with barbecue facilities, and a children's playground, making it an ideal choice for families.
Finest Retreats - Canal Central - Oswestry
8.0 3 reviews

Finest Retreats - Canal Central

apartment, Ball
Finest Retreats - Canal Central, a two-bedroom condo in Ball, offers proximity to Whittington Castle (5.7 miles), Chirk Castle (10 miles), and Chester Racecourse (29 miles).
This 860-square-foot apartment accommodates up to seven guests with two bathrooms, a well-equipped kitchen, a balcony with river views, a garden, and on-site parking with free WiFi.

Discover Family-Friendly Vacation Rentals in Oswestry

Booking a family-oriented vacation rental in Oswestry keeps you close to top city attractions for a stress-free getaway.

Cottage ∙ 1 Bedroom ∙ 4 Guests - Oswestry
No reviews

Cottage ∙ 1 Bedroom ∙ 4 Guests

cottage, Gobowen
This stone-built annex, a cozy cottage, is located in the countryside just 0.8 miles from Gobowen, offering convenient access to Oswestry and Ellesmere, and is situated near heritage sites like Chirk Castle and Pontcysyllte Aqueduct.
This family-friendly retreat accommodates up to four guests with one bedroom, features a full kitchen with a fridge and microwave, offers internet access, and provides a garden with countryside views, ideal for exploring nearby walking routes and attractions.
2 Bedroom Accommodation In Oswestry - Oswestry
No reviews

2 Bedroom Accommodation In Oswestry

cottage, Oswestry
This two-bedroom cottage near Oswestry offers a rural escape on a working smallholding, with easy access to Offa's Dyke Path and views of local farm animals.
This family-friendly accommodation accommodates four guests and includes complimentary Wi-Fi, a well-equipped kitchen, and an enclosed garden with patio and sitting areas, plus on-site bike/surfboard/kayak storage and parking for three cars.
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Oswestry
No reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage, Weston Rhyn
Sally's Barn is a cottage situated in Weston Rhyn, Shropshire, offering proximity to local shops and pubs, and within easy reach of attractions like the Pontcysyllte Aqueduct and Chirk Castle.
This four-bedroom vacation home accommodates up to eight guests and features a wood-burning stove, a full bathroom, a separate shower room, a cloakroom, a kitchen with a fridge and dishwasher, and an enclosed garden with parking.
14 Bed In Llansanffraid (Oc-b30382) - Oswestry
No reviews

14 Bed In Llansanffraid (Oc-b30382)

cottage, Llansantffraid
This 14-bedroom lodge near Llansantffraid-Ym-Mechain is situated 10 miles from Pistyll Rhaeadr Waterfall, 14 miles from the Berwyn Mountains, and 19 miles from Lake Vyrnwy, set within 15 acres of parkland with river access.
This spacious estate accommodates up to 28 guests, featuring a semi-commercial kitchen, formal dining for 14, a Garden Room for 44, an indoor hot tub, a spa with sauna, and private parking for 14 vehicles with EV charging.

Best Oswestry vacation rentals with parking

4 Bedroom Accommodation In Weston Rhyn, Near Oswestry - Oswestry
No reviews

4 Bedroom Accommodation In Weston Rhyn, Near Oswestry

cottage, Weston Rhyn, near Oswestry
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Oswestry
No reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage, Weston Rhyn
Tanat House, Pet Friendly, With Hot Tub In Trefonen - Oswestry
No reviews

Tanat House, Pet Friendly, With Hot Tub In Trefonen

cottage, Oswestry
Garden View Apartment - Oswestry
9.8 5 reviews

Garden View Apartment

apartment, Oswestry

Best 5-Star Vacation Rentals in Oswestry

Elevate your stay in a luxury vacation rental or Airbnb in Oswestry, featuring high-end finishes and a prime location.

The Little House, Oswestry - Oswestry
9.2 159 reviews

The Little House, Oswestry

apartment, Oswestry

Find the Best Dog-Friendly Vacation Rentals in Oswestry

Experience a pet-friendly stay in Oswestry with vacation rentals located steps away from city dog parks and walking trails.

Top Farm Cottage - Oswestry
9.7 51 reviews

Top Farm Cottage

house, Oswestry
Central Oswestry 2 Bedroom House - Oswestry
No reviews

Central Oswestry 2 Bedroom House

apartment, Shropshire
2 Bed In Oswestry Oc-76537 - Oswestry
No reviews

2 Bed In Oswestry Oc-76537

house, Gobowen
Embank Glamping Forest Retreat - Cosy Log Burner - Oswestry
9.8 469 reviews

Embank Glamping Forest Retreat - Cosy Log Burner

glamping

Search Vacation Rentals with Swimming Pool in Oswestry

Choose a vacation rental in Oswestry with a swimming pool for a proper workout or a leisurely dip right in the heart of the city.

Cottage ∙ 7 Bedrooms ∙ 14 Guests - Oswestry
No reviews

Cottage ∙ 7 Bedrooms ∙ 14 Guests

cottage, Nantmawr
Cottage ∙ 14 Bedrooms ∙ 28 Guests - Oswestry
No reviews

Cottage ∙ 14 Bedrooms ∙ 28 Guests

cottage
Cottage ∙ 4 Bedrooms ∙ 8 Guests - Oswestry
No reviews

Cottage ∙ 4 Bedrooms ∙ 8 Guests

cottage, Weston Rhyn
Lodge ∙ 4 Bedrooms ∙ 8 Guests - Oswestry
10 3 reviews

Lodge ∙ 4 Bedrooms ∙ 8 Guests

chalet

Top-Rated Vacation Rentals with a Hot Tub in Oswestry

Unwind at the end of a busy city day with a private hot tub at these hand-selected vacation rentals in Oswestry.

2 Bed In Oswestry (Oc-96349) - Oswestry
No reviews

2 Bed In Oswestry (Oc-96349)

chalet, Llansantffraid
Cottage ∙ 2 Bedrooms ∙ 3 Guests - Oswestry
8.9 10 reviews

Cottage ∙ 2 Bedrooms ∙ 3 Guests

cottage, Whittington
4 Bed In Llansanffraid (Oc-k30383) - Oswestry
No reviews

4 Bed In Llansanffraid (Oc-k30383)

chalet, Llansantffraid
2 Bed In Oswestry (Oc-76537) - Oswestry
9.3 8 reviews

2 Bed In Oswestry (Oc-76537)

apartment
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