Compare Vacation Rentals & Airbnb in Oswestry

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Oswestry vacation rentals
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71 Rentals and Airbnb in Oswestry

Best family friendly Oswestry vacation rentals

Among the 71 accommodations in Oswestry, here are the 4 best family friendly rentals

Chalet ∙ 2 Bedrooms ∙ 4 Guests - Oswestry
No reviews

Chalet ∙ 2 Bedrooms ∙ 4 Guests

chalet, Chirk
This bespoke, hand-crafted lodge, part of the Evermore Lodge Holidays Collection, is situated on the Shropshire-Wales border, offering a semi-rural retreat approximately 1.7 kilometres from the centre of Chirk.
This family-friendly lodge accommodates four guests across two bedrooms, featuring a private hot tub, BBQ, underfloor heating, and a contemporary open-plan living space with a well-equipped kitchen.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Oswestry
9.9 33 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Saint Martin's
Belmont Bridge cottage, situated in Henlle, Shropshire, is less than 1.6km from St Martins village and offers easy access to the Shropshire Union Canal towpath, Chirk Castle, and other North Wales attractions.
This 105 square metre holiday home sleeps four in two bedrooms and features a well-equipped kitchen, a cosy sitting room with a wood-burning stove and Sky TV, a modern bathroom, and a private garden with access to owner's fields, perfect for families seeking canal-side walking and cycling.
Cottage ∙ 1 Bedroom ∙ 4 Guests - Oswestry
No reviews

Cottage ∙ 1 Bedroom ∙ 4 Guests

cottage, Gobowen
This countryside annex, Henlle Home Farm, is located 1.3 kilometers from Gobowen, offering proximity to Oswestry and Ellesmere, and is ideal for couples and their pets.
This single-storey cottage accommodates four guests in one bedroom, featuring an open-plan living space with a well-equipped kitchen, a garden with countryside views, and is close to local amenities and heritage attractions like Chirk Castle.
Pentre Hall, Bronygarth - Oswestry
10 1 review

Pentre Hall, Bronygarth

apartment, Oswestry
This five-bedroom, four-bathroom holiday cottage in the Ceiriog Valley near Chirk, Shropshire, offers a rural escape bordering England and Wales, located approximately 3 kilometers from shops and pubs and near the River Ceiriog, with Chirk Castle and its gardens a short distance away.
This pet-friendly, family-sized dwelling accommodates up to ten guests and features off-road parking for six cars, a wood-fired hot tub in the enclosed garden, a well-equipped kitchen/diner, and a separate dining room with a woodburning stove, providing ample space and amenities for a comfortable stay.

Best Oswestry vacation rentals with parking

Cosy Woodland Log Cabin For 2 - Oswestry
9.6 158 reviews

Cosy Woodland Log Cabin For 2

cabin
This charming cabin is situated in a picturesque location, just a short distance from historical landmarks and natural wonders like Llanymynech Rocks and a famous waterfall. The cabin has received excellent ratings for its location, cleanliness, and overall experience.
The cosy dwelling has one bedroom and one bathroom, accommodating up to two guests. The cabin offers a range of amenities and activities, including a private hot tub, a fully equipped kitchen, a garden, and easy access to nearby horse riding, golf, fishing, and walking trails.
Tanat House - Oswestry
No reviews

Tanat House

apartment
Tanat House, a substantial residence in Nantmawr, Shropshire, offers a rural retreat approximately 13 kilometers from Oswestry and 20 kilometers from Shrewsbury, providing a base for exploring the Welsh Marches. This pet-friendly country house sleeps up to 14 guests, featuring seven bedrooms, four bathrooms, a games room with a pool table and table tennis, a hot tub, and a woodburner, with Wi-Fi and parking included.
Cosy Cottage In Chirk - Oswestry
10 8 reviews

Cosy Cottage In Chirk

apartment
This two-bedroom apartment is centrally located in Chirk village, within 500 meters of local amenities and the Llangollen Canal, and a short drive from Chirk Castle.
This renovated 17th Century cottage offers accommodation for four guests with two king-sized bedrooms, a family bathroom, a fully equipped kitchen including a dishwasher and washing machine, and free parking for two vehicles.
Cozy Glamping Pod | Stay Wild Retreats | Double - Oswestry
9.8 48 reviews

Cozy Glamping Pod | Stay Wild Retreats | Double

glamping
This studio is located on the Shropshire-Wales border, close to Weston Rhyn, rivers, canals, and beautiful countryside. It has excellent ratings for location, cleanliness, and user experience. The studio offers a private, well-insulated bedroom with natural light, plus a private deck with seating. Amenities include a continental breakfast, a shared outdoor space, a barbecue and fire pit, and access to local pubs and restaurants.

Frequently Asked Questions about vacation rentals in Oswestry

  • What are some interesting places to visit in or near Oswestry?

    Oswestry's got loads to see! The Oswestry Town Walls are a must-see, and you can't miss the iconic St Oswald's Church. For a bit of history, head to the Powis Castle and Garden, just a short drive away. And for a day out in nature, there's the beautiful Lake Vyrnwy.
  • 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.

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

    The Offa's Dyke Path is a classic, running right through Oswestry. It's a great walk or cycle, and there are lots of shorter sections you can do too. For a more local stroll, try the Oswestry Town Trail, which takes you past all the main sights.
  • 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 sports or outdoor activites can visitors enjoy in and around Oswestry?

    Oswestry's a great place for getting active! You can go horse riding at the Oswestry Riding Centre, or try your hand at fly fishing on the River Vyrnwy. For something a bit more relaxed, there's the Oswestry Golf Club, or you can go for a swim at the local leisure centre.
  • 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 other towns or cities can be easily accessed from Oswestry?

    Oswestry's well-connected, with easy access to lots of other places. You can be in Shrewsbury in about 30 minutes by car, or Chester in about an hour. If you're feeling adventurous, you could even head to the Welsh coast, which is about an hour and a half away.
  • 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 amenities are commonly available in vacation rentals in Oswestry?

    Most vacation rentals in Oswestry have the basics like Wi-Fi, a kitchen, and a washing machine. Some also have extra features like a garden, off-street parking, and even a hot tub. It really depends on what you're looking for!
  • What time of year is best to rent a vacation rental Oswestry?

    It really depends on what you want to do! If you're looking for warm weather, summer is the best time to visit. But if you prefer a quieter stay, spring or autumn are lovely, with the autumn colours being particularly beautiful.
  • What are the local dishes in Oswestry region?

    Oswestry's known for its traditional pub grub. You can't go wrong with a hearty steak and ale pie, a classic fish and chips, or a Sunday roast. If you're looking for something lighter, try a Welsh lamb dish or a local cheeseboard. For something sweet, don't miss out on the famous Welsh cakes.

Popular destinations

Best Oswestry vacation rentals with a balcony

Bryn Dwr - Oswestry
9.2 5 reviews

Bryn Dwr

house, Llangollen
Bryn Dwr, a five-bedroom holiday home in Llangollen, is situated approximately 37 kilometres from Chester Racecourse and 48 kilometres from Delamere Forest.
This 160 square metre property boasts two bathrooms, sleeps up to 19 guests, offers free Wi-Fi and private parking, and features a garden, terrace, and fully equipped kitchen including a fridge and microwave; nearby activities include golfing, cycling, and fishing.
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.
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.
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.

Best pet friendly Oswestry vacation rentals

Among the 71 accommodations in Oswestry, here are the 4 best pet friendly rentals

The Dinky Dairy, Pet Friendly, Character Holiday Cottage In Trefonen - Oswestry
No reviews

The Dinky Dairy, Pet Friendly, Character Holiday Cottage In Trefonen

cottage, Oswestry
This pet-friendly cottage in Oswestry is located a 12-minute drive from the British Ironwork Centre and 17 minutes from Pontcysyllte Aqueduct, offering convenient access to local heritage sites and natural beauty spots.
This 90 square meter holiday home accommodates two guests with one bedroom and one bathroom, featuring a well-equipped kitchen, Wi-Fi, and on-site parking, with numerous outdoor activities like cycling and fishing available nearby.
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.
Henlle Home Farm, Pet Friendly, With A Garden In Gobowen - Oswestry
No reviews

Henlle Home Farm, Pet Friendly, With A Garden In Gobowen

cottage, Oswestry
This pet-friendly cottage in Oswestry is located an 8-minute walk from Lion Quays Hotel and Spa Resort and a 2-minute drive from Pontcysyllte Aqueduct.
This 90 square meter lodge accommodates up to four guests with one bedroom and one bathroom, featuring a kitchen with a fridge and microwave, and offering Wi-Fi and a garden.
1 Piccadilly - Oswestry
No reviews

1 Piccadilly

house, Trefonen
1 Piccadilly, a Trefonen holiday home, is peacefully situated in the countryside, approximately 9.6km from Whittington Castle and 16km from Chirk Castle.
This three-bedroom, three-bathroom property sleeps up to 11 guests and boasts a fully equipped kitchen with a dishwasher, free Wi-Fi, private parking, a garden, and a fireplace; pets are welcome.
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