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House holiday rentals in Oswestry

Find and book unique houses on Airbnb

Quick stats about house rentals in Oswestry

  • Total holiday rentals

    Explore 20 holiday rentals in Oswestry

  • Nightly prices starting at

    Oswestry holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 860 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    10 of Oswestry holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oswestry rentals

  • 4.9 Average rating

    Oswestry stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated house rentals in Oswestry

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
A charming stone cottage features a traditional slate roof and wooden window frames, surrounded by a landscaped garden. Colorful blooms and creeping vines add visual interest to the exterior, while a stone wall enhances the rustic appeal. Clear skies provide a bright backdrop.
Home in Melin-y-Wig
4.98 out of 5 average rating, 377 reviews

Stunning period Farmhouse in rural setting

Dating from 1762, this beautiful stone cottage is full of period features, beamed ceilings and a huge inglenook fireplace. Lovely rural hillside location in a courtyard setting, 2 miles from the main road along a country lane, but only 9 miles from Ruthin. Enjoy the lovely private garden, watch the birds or stargaze at night whilst sharing a bottle of wine in the 'Piggery'. Perfectly placed for all that North Wales has to offer. Great for couples, adventurers, families and dogs. Car essential.

Top Guest favourite
The charming exterior of a Grade 2 listed building is showcased, featuring a combination of red and stone walls. A picnic table sits on a grassy area, surrounded by trees, with expansive views of the valley in the background beneath a clear sky.
Home in Leighton
4.96 out of 5 average rating, 291 reviews

Stunning refurbished Grade II Listed building

The Summerhouse sits 250m from Offa's Dyke Path with access to miles of walks, ideal for anyone wanting to explore Shropshire and mid-Wales. It is a charming Grade 2 listed building, with commanding views of the Severn Valley to Montgomery. Recently refurbished - the top floor has a comfortable super-king double bed, beneath a Victorian vaulted wooden ceiling and a cosy sitting area with QLED TV and super fast fibre broadband. Ample car parking with external electric vehicle charging point.

Top Guest favourite
An open-plan kitchen and living area features a bright, spacious design. Light hardwood flooring extends throughout the space. The kitchen, equipped with a central island, blends seamlessly with a cozy seating area and dining space, offering views of the garden through large windows.
Home in Shrewsbury
4.99 out of 5 average rating, 113 reviews

Beautiful retreat by the River Severn with parking

Looking for luxury on the banks of the River Severn? This exceptional and unique former schoolhouse is for you. The property has been renovated to the highest standard, with lovely panelling in the sitting room, a stylish kitchen, beautiful bedrooms with hand made mattresses and a cool and serene bathroom with freestanding bath and shower cubicle. The open-plan living area features high ceilings, ample natural light, and a 65" Smart TV. This is all complemented by plush, comfortable seating.

Top Guest favourite
The exterior of the cottage showcases a traditional design with red brick walls and a charming blue front door. Large windows framed in white offer natural light, complemented by window shutters painted in the same soft blue. A flowerbox beneath the window contains blooming flowers.
Home in Shrewsbury
4.99 out of 5 average rating, 112 reviews

Gorgeous 200 year old Cottage in Shrewsbury

Take a break and unwind at this peaceful oasis. Set in the conservation area of Meole Brace on the outskirts of Shrewsbury, this delightful cottage is a perfect home away from home for your short stay. The property is only a five minute drive or 25 minute walk into the centre of Shrewsbury. A fully refurbished two bedroomed grade 2 listed cottage on a quiet residential street only 400m from the Shropshire Way. Close to Shrewsbury School (5 min drive) and Shrewsbury Town FC (15 min walk).

Guest favourite
An open-plan living area features a stylish sofa facing a modern fireplace with a marble surround. Natural light floods the space from skylights and large glass doors, leading to an outdoor terrace. A contemporary dining area with dark cabinetry is visible in the background.
Home in Chester
4.92 out of 5 average rating, 155 reviews

Luxury central townhouse, Cinema/Private chef

Without a doubt one of the best properties in Chester! You will fall in love with this home, it's a gem and here's why: * Central location within walking distance of everything * Huge social spaces with a large kitchen and dining area and a separate living room (With smart TV and Sky TV) * Cinema room * Free parking in a secure pin pad operated garage * Outdoor terrace area * Make up room * 3 king size bedrooms * Private chef on request to create a bespoke in house dining experience

Top Guest favourite
Home in Wem Rural
4.99 out of 5 average rating, 101 reviews

17th Century Town Cottage in Wem

Inviting Grade 2 listed cottage located in an attractive side street in the old market town of Wem. Refurbished in keeping with the ambience of this old cottage. Yet includes useful amenities such as fast wifi, Smart TV, Fridge/Freezer, dishwasher, washing machine and so forth. Comfortably sleeps 3 plus 1 on the sofa bed Striking fireplace in sitting room Spacious Kitchen/Dining room leading to Small Courtyard Garden. Good location for attending local activities and events

Top Guest favourite
The exterior of the cottage showcases a brick façade adorned with a welcoming green door. Colorful flower beds filled with tulips and other blooms enhance the garden area, framed by neatly trimmed shrubs, creating a charming and inviting entryway.
Home in Shropshire
4.99 out of 5 average rating, 110 reviews

Cosy Cottage within Victorian Walled Garden

The Bothy unique cottage providing accommodation for 2 people wishing to enjoy the delights of Shropshire and glorious countryside near the Welsh Borders. Set within a Victorian Walled Garden it is only 3 miles from Shrewsbury town centre. There is a pretty open plan living space with a sofa and armchair, wood burner and dining for four people. A well-equipped kitchen includes a microwave, dishwasher and Nespresso coffee machine. The bedroom sleeps two and has a king-size bed.

Top Guest favourite
A charming cottage built from red brick is situated among trees, featuring a black chimney and a warm wooden door. An outdoor seating area with cushioned chairs and a colorful umbrella is visible, offering a peaceful spot to relax.
Home in Whittington
4.9 out of 5 average rating, 125 reviews

Luxury woodland escape for two.

Nestled serenely on the edge of woodland is this 19th century blacksmiths building. It has been sympathetically renovated and brought back to life with style at the forefront, whilst keeping every unique feature in tact. We have taken advantage of the high ceiling with an incredible mezzanine bedroom with kingsize bed and installed a log burner for added comfort during the colder months. The luxury bathroom boasts a freestanding roll top bath to help you unwind. Wifi + TV

Guest favourite
The exterior of the house is showcased with a well-maintained garden featuring a spacious patio area. A large wooden picnic table is positioned under a shade umbrella. Surrounding pots with greenery enhance the inviting outdoor space.
Home in Saint Martin's
4.95 out of 5 average rating, 499 reviews

The Cob House. Entire house, garden & parking

This 3 bed spacious house has a large kitchen diner with 1800s bread oven feature, comfortable lounge, 3 generous bedrooms one with ensuite and large family bathroom with freestanding bath and spacious shower. Lovely country village location with two family pubs, a park great for children and a large independant supermarket which sells everything you could need. Plenty of lovely country walks straight from the door perfect for a getaway or home from home when working away.

Top Guest favourite
The exterior of the annexe is illustrated, showcasing a two-story white building with a slate roof. The surrounding area features a gravelled driveway and green foliage, set against a backdrop of blue skies and scattered clouds.
Home in Llandrinio
4.96 out of 5 average rating, 159 reviews

SEVERNSIDE ANNEX

The annexe is situated next to our home with its own private access so you can be completely independent. It’s in the small village of Four Crosses near the England/Wales border and can sleep five people in two bedrooms, one king-size double and one family room comprising three single beds. The ground floor has an open plan living area with kitchen, dining area and sitting area. Outside there is off road parking for two cars and a gravelled patio with garden furniture.

Top Guest favourite
An outdoor heated swimming pool is surrounded by a wooden deck and lush greenery. Comfortable seating is positioned nearby, offering a relaxing space to enjoy views of the tranquil landscaping. The area is well-lit by natural sunlight filtering through scattered clouds.
Home in Overton
4.98 out of 5 average rating, 235 reviews

Luxury homely open-plan barn with log burner

Furnished to a high standard, homely touches, wooden floors and log fire. Super spacious, a space to relax and unwind. The barn is in the Welsh countryside, a very peaceful spot with beautiful walks and pubs. Close to Ellesmere, Oswestry, Shrewsbury, Chester and historic Llangollen. The heated pool is open from 1ST MAY - END OF SEPTEMBER. TABLE TENNIS/STUDIO/ SAUNA & TENNIS COURT AVAILABLE. Sauna (wood fired), cold tubs & Studio chargeable at an hourly rate.

Top Guest favourite
Home in Shropshire
5.0 out of 5 average rating, 133 reviews

Stylish 2-Bed Home with Garden

Relax in style at this high-spec 2-bedroom bungalow just 5 minutes’ walk from Market Drayton town centre. Set on a peaceful road, the home features open-plan living, an ensuite master, a private south-facing garden, Alexa sound system, and parking for up to 5 cars – perfect for couples, families, or business travellers. Master bedroom with en-suite and second bathroom for guests. Large fridge freezer, wine fridge and washing machine provided in the utility.

Popular amenities for Oswestry house rentals