
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 $67 NZD 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.

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.

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.

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.

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).

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

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

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.

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

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.

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.

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.

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
House rentals with a pool

Maltfield Riverside Pool Retreat

Luxury Holiday Home. Pool & Hot Tub - North Wales

Mid Wales - Valley View Lodge B13

The Annexe - A little Welsh getaway

Mid Wales-farmhouse-sleeps 14-natural swiming pool

Avondale-charming 4 bed house with access to River

The Larch House

Converted former Stable with clock and bell tower.
Weekly house rentals

Idyllic country cottage, beautiful views, hot tub

Entire house in Wrexham, United kingdom

Brownhills

Stunning Church Lodge next to City Centre

Luxury cottage in city walls.

The Granary at Bridge Farm

Rural retreat, Wales

Double King bed, huge space, F/stick games & xbox
Private house rentals

Countryside Cottage - Grade II Listed

Cottage in a great rural location.

Graig Isaf Cottage (Graig Escapes)

Detached Bungalow with parking central Oswestry

Entire town house with free parking

Beautiful House Great Location

2-Bed Home | Parking | Access Gobowen Hospital

Gwynfa, The Old Chapel - sleeps 6, 2pm check in
Destinations to explore
- Snowdonia / Eryri National Park
- Alton Towers
- Chester Zoo
- Royal Albert Dock, Liverpool
- West Midland Safari Park
- Sefton Park
- Zip World Penrhyn Quarry
- Snowdonia Mountain Lodge
- Ludlow Castle
- Pontcysyllte Aqueduct and Canal
- The Secret Garden Glamping
- Tatton Park
- Snowdon Mountain Railway
- M&S Bank Arena
- Wythenshawe Park
- The Iron Bridge
- Harlech Beach
- Rhyl Beach Front
- Aberdyfi Beach
- Conwy Castle
- Great Orme
- Aintree Racecourse
- Shell Island
- Carding Mill Valley & The Long Mynd





