
House vacation rentals in Oswestry
Find and book unique houses on Airbnb
Quick stats about house rentals in Oswestry

Total vacation rentals
Explore 20 vacation rentals in Oswestry

Nightly prices starting at
Oswestry vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 860 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Oswestry vacation 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.

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.
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Hilltop Barn Annex
Escape to the country! This property featured on the popular TV programme. This spacious one bedroom annex in the village of Ryton has bags of character. It is well-equipped with a quality kitchen area, dining area and sitting area with Wi-Fi and Sky TV. The bedroom has a large double bed and plenty of storage space. There are lovely views over the fields and hills from upstairs. The bathroom has a shower, washbasin and toilet. There is also a downstairs toilet. 15% discount for 7 days+
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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.
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Idyllic country cottage, beautiful views, hot tub
With far reaching countryside views, private garden, parking and hot tub, The Coach House is the perfect romantic hideaway in South Cheshire. Stylish modern décor compliments the character of the Coach House: With access to the Sandstone Trail for walkers and Cholmondeley Castle Gardens, plenty of restaurants and gastro pubs to choose from locally, and Chester, Nantwich, Tarporley and Whitchurch all within 20 minutes or so The Coach House is perfectly located to explore the surrounding area.
ValueLocationHot tub

Malt Barn, Grade2 listed in heart of rural Shrops
Fabulous location close to explore Snowdonia, the historic town of Shrewsbury, (where Medieval buildings abound), Ellesmere & the Meres & Mosses. The area has stunning walking, terrific pubs & canoeing on the Severn. Our gorgeous barn between Loppington & Burlton with own driveway. Upstairs are 2 beautiful bedrooms & a lovely bathroom. Downstairs is a small sitting room (TV/DVD) & a bright, well-equipped kitchen opening onto a stunning little private garden with far-reaching views.
LocationFamilyWalkability

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
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Luxury City Centre Townhouse
A unique home, centrally located in the vibrant city of Chester. The Victorian townhouse has been newly renovated to a high standard, giving it a luxury feel with plenty of space. Original features and character have been sympathetically restored, maintaining its charm with a modern twist. This house really does offer a fantastic location next to the Grosvenor Park and in close proximity to shops, coffee shops, restaurants, bars, Chester racecourse, and the Roman Amphitheatre.
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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.
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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
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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.
LocationFamilyCleanliness

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.
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Contemporary Converted Church, Oswestry
The Church is a charming converted Victorian church situated in a peaceful setting in the friendly town of Oswestry. The three-bedroom property retains many beautiful features with vaulted ceiling and rustic oak beams. The contemporary decor in the lounge offers a cosy place to enjoy the spectacular country views, with custom made arched windows and an open plan kitchen. We have under-floor heating, a stone bath and Egyptian Cotton Bedding.
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Popular amenities for Oswestry house rentals
House rentals with a pool

Luxury homely open-plan barn with log burner
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Luxury Holiday Home. Pool & Hot Tub - North Wales
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Maltfield Riverside Pool Retreat
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The Annexe - A little Welsh getaway
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Large farmhouse w/ heated pool Nr Chester/Parking
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Mid Wales - Valley View Lodge B13
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Mid Wales-farmhouse-sleeps 14-natural swiming pool
FamilyLocationCondition

Ty Newydd
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Weekly house rentals

SEVERNSIDE ANNEX
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Peace & Luxury in our Cosy Cottage in Mid-Wales
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Beautiful retreat by the River Severn with parking
LocationFamilyAccess

Walkers retreat The Lodge with hot tub and sauna
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Graig Isaf Cottage ( Graig Escapes )
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The Granary at Bridge Farm
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ENTIRE PLACE CLOSE TO ZOO, RIVER DEE, FREE PARKING
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The Old School House
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Private house rentals

Spacious country cottage
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Detached Bungalow with parking central Oswestry
LocationFamilyWalkability

2-Bed Home | Parking | Access Gobowen Hospital
LocationFamilyIndoor spaces

Entire town house with free parking
FamilyLocationComfort

Beautiful House Great Location
ValueFamilyCheck-in

Home from home in St Martins
FamilyLocationCondition

Henllys Cottage – Cosy Riverside Cottage
LocationValueGetting around

Countryside Farm House Annex for Peaceful Stay
LocationFamilyHospitality
Destinations to explore
- Snowdonia / Eryri National Park
- Alton Towers
- Chester Zoo
- Royal Albert Dock, Liverpool
- West Midland Safari Park
- Sefton Park
- Ludlow Castle
- Pontcysyllte Aqueduct and Canal
- Snowdonia Mountain Lodge
- Tatton Park
- M&S Bank Arena
- Snowdon Mountain Railway
- The Secret Garden Glamping
- The Iron Bridge
- Harlech Beach
- Aberdyfi Beach
- Great Orme
- Rhyl Beach Front
- Wythenshawe Park
- Aintree Racecourse
- Carding Mill Valley & The Long Mynd
- Tywyn Beach
- Zip World Penrhyn Quarry
- Shell Island





