
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, Wi-Fi 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.

Keepers Cottage
Kick back & relax in our calm, stylish cottage. Located in the beautiful county of Cheshire with easy access to Shropshire and North Wales where the places to visit & enjoy are endless. We recommend Chester Races & Zoo, Carden Park Golf Courses & Spa, Beeston, Peckforton & Cholmondley Castles, The famous Ice Cream Farm, Eaton Hall Open Days hosted by The Duke of Westminster, Llangollen home of the Eisteddfod or simply sample the many delights, great walks and fabulous cuisine close to our home.
LocationFamilyIndoor spaces
4.98 out of 5 average rating, 101 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.
ValueFamilyParking
4.98 out of 5 average rating, 380 reviews
Lovely home, Country Park Views
Modernised 3bed family friendly house in quiet residential area, sleeping up to 5, with room for travel cot. On edge of the village close to amenities, opposite Ty Mawr Country Park with lovely views. Good base for outdoor activities, secure storage for bikes available. Within walking distance of Pontcysyllte Aqueduct,4miles from Llangollen,6 miles from Wrexham Local bus routes, 2miles to Ruabon Railway station, 5mins from A483 good links to Chester/Liverpool/ Oswestry Shrewsbury & N. Wales
ValueLocationLaundry
4.97 out of 5 average rating, 149 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
LocationValueSleep quality
4.92 out of 5 average rating, 157 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
ValueFamilyWalkability
4.98 out of 5 average rating, 108 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
ValueLocationBathroom
4.89 out of 5 average rating, 129 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.
ValueLocationLayout
4.95 out of 5 average rating, 500 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.
LocationValueIndoor spaces
4.96 out of 5 average rating, 164 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.
FamilyLocationComfort
4.98 out of 5 average rating, 236 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.
FamilyLocationWi-Fi
4.99 out of 5 average rating, 145 reviews
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.
FamilyValueAccuracy
4.95 out of 5 average rating, 131 reviews
Entire house in Wrexham, United kingdom
Newly renovated 2 bed house. 5 minutes walk to Wrexham town centre, close to Eagles meadow shopping centre, super markets, bars, restaurants and 2 minutes from AirHop. A short drive from the beauty of the North Wales countryside. 12 miles from the historic city of Chester. The whole group will enjoy easy access to everything from this centrally located place.
FamilyLocationBathroom
4.97 out of 5 average rating, 125 reviewsPopular amenities for Oswestry house rentals
House rentals with a pool

Luxury Holiday Home. Pool & Hot Tub - North Wales
LocationFamilyBarbecue
4.96 out of 5 average rating, 67 reviews
Maltfield Riverside Pool Retreat
LocationFamilyCheck-in
4.94 out of 5 average rating, 35 reviews
The Annexe - A little Welsh getaway
ValueFamilyWalkability
4.92 out of 5 average rating, 13 reviews
Mid Wales - Valley View Lodge B13
ValueFamilyParks
4.89 out of 5 average rating, 73 reviews
Large farmhouse w/ heated pool Nr Chester/Parking
LocationFamilyIndoor spaces
4.61 out of 5 average rating, 31 reviews
Marrington Hall - Marrington Escapes
FamilyOutdoor spacesKitchen
4.67 out of 5 average rating, 3 reviews
Mid Wales-farmhouse-sleeps 14-natural swiming pool
LocationFamilyGetting around
4.97 out of 5 average rating, 97 reviews
Pendennis-Accessible Holiday Cottage with Hot Tub
LocationFamilyHospitality
5.0 out of 5 average rating, 3 reviewsWeekly house rentals

Double King bed, huge space, F/stick games & xbox
LocationFamilyLayout
4.89 out of 5 average rating, 149 reviews
Beautiful retreat by the River Severn with parking
FamilyLocationLayout
4.99 out of 5 average rating, 119 reviews
Stunning refurbished Grade II Listed building
ValueFamilyCheck-in
4.95 out of 5 average rating, 297 reviews
Malt Barn, Grade2 listed in heart of rural Shrops
FamilyLocationView
4.93 out of 5 average rating, 164 reviews
Countryside Cottage - Grade II Listed
ValueFamilyAccuracy
4.82 out of 5 average rating, 175 reviews
Spacious country cottage
LocationFamilyView
4.95 out of 5 average rating, 213 reviews
The Old Coach House, Wrexham
LocationFamilyAccess
4.88 out of 5 average rating, 272 reviews
Cosy Cottage within Victorian Walled Garden
ValueFamilyWalkability
4.99 out of 5 average rating, 114 reviewsPrivate house rentals

Gaer Hall Guilsfield a country mansion with hottub
ValueLocationLong stay
4.86 out of 5 average rating, 172 reviews
Penylan farmhouse Mid Wales for up to 12 in 6 beds
FamilyValueKitchen
4.94 out of 5 average rating, 185 reviews
Beautiful Cheshire Farmhouse, sleeps 12
FamilyValueLayout
4.96 out of 5 average rating, 110 reviews
Detached Bungalow with parking central Oswestry
ValueFamilyAmenities
4.96 out of 5 average rating, 26 reviews
Entire town house with free parking
FamilyLocationParking
4.8 out of 5 average rating, 59 reviews
Beautiful House Great Location
ValueFamilyQuiet
4.84 out of 5 average rating, 83 reviews
Home from home in St Martins
LocationFamilyNearby
5.0 out of 5 average rating, 24 reviews
Derwen Deg Fawr
FamilyLocationBathroom
4.97 out of 5 average rating, 94 reviewsDestinations to explore
- Snowdonia / Eryri National Park
- Alton Towers
- Chester Zoo
- Royal Albert Dock, Liverpool
- West Midland Safari Park
- Sefton Park
- Zip World Penrhyn Quarry
- Wythenshawe Park
- Ludlow Castle
- Pontcysyllte Aqueduct and Canal
- Snowdonia Mountain Lodge
- Tatton Park
- Snowdon Mountain Railway
- The Secret Garden Glamping
- M&S Bank Arena
- Great Orme
- The Iron Bridge
- Aberdyfi Beach
- Rhyl Beach Front
- Harlech Beach
- Carding Mill Valley & The Long Mynd
- Shell Island
- Aintree Racecourse
- Tywyn Beach





