
Holiday houses in Oswestry
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Quick stats about holiday rentals in Oswestry

Total holiday rentals
Explore 50 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 2,400 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 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 holiday rentals in Oswestry
Guests agree: these stays are highly rated for location, cleanliness and more.

Ash Cabin at Bramblewoods with stunning views
Our handcrafted en-suite wooden adult only cabin is located within a small wood on the grounds of working sheep farm with an uninterrupted view across the valley in picturesque Shropshire. It has everything you need to retreat from the real world, whether it's for a cosy night in, in front of the log burner or a chance to sit and stargaze on the deck. There is an abundance of walks right from your doorstep, you're even lucky enough to have the Offas Dyke within a stones throw from the Cabin.
ValueFamilyIndoor spaces

Cynynion Uchaf - Welsh Borders, 1700s, Epic Views
Relax at 1700s Cynynion Uchaf, a fabulous stone farmhouse & working farm, just 10 mins from Oswestry, offering comfort, log burner, character, peace, space, breathtaking views over England & Wales, walks & ample parking, set in private grounds. 4 large bedrooms, 1 ensuite shower, 1 family bathroom & ground floor toilet. Adjoining twin bedroom makes the perfect extended family stay. Open plan fully equipped kitchen/dining. Free Wifi. 2 dogs, fees apply. Sleeps 8 & 10 with fold up singles.
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Entire town house with free parking
3 bedroom mid terraced town house with off street parking (Also a public car park within 50 metres for approx £1 per day 8am to 6pm, free 6pm-8am) House consists of living room, dining room, bathroom and 3 bedrooms. Driveway at front of house and small concrete backyard. Gas central heating. range cooker, washing machine, microwave, kettle, toaster, fridge freezer, Tv in lounge, dining and all 3 bedrooms (Freeview only). House is located within a 6 minute walk to centre of town
ValueLocationComfort

Courtyard Cottage at Underhill House
We offer a family and child friendly country retreat; spacious accommodation with room to spread and relax - a true getaway from the Pell Mell pressures of modern life. We even can accept one well behaved dog, as long as it follows a few house rules. We ask that guests contact us on booking to confirm the dog arrangments, and please note there is a surcharge applied of 30 pound sterling per stay, payable separately via our booking managment system Eviivo, prior to arrival.
LocationFamilyPets

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.
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Entire Village Cottage w/Garden & Free Parking
A cosy end terrace Victorian cottage, dog-friendly village base for couples, friends — with two bedrooms, spacious private parking and outdoor space. Whittington Castle Events and menu, plus 2 Family pubs. Explore Shropshire, North Wales, historic sites, hiking, cycling routes. Flexi Check-in after 3pm. No EV charging. Note: Shower/toilet is downstairs. Stairs unsuitable for toddlers/infirm. Old cottage has imperfections while gradually making improvements
ValueFamilyQuiet

1-bedroom Annex with on-road parking
Cosy Victorian end terrace private annex in the heart of Oswestry, a friendly and traditional market town in the north of Shropshire. House is walking distance to the town centre (0.2 miles) Co-op Shop just across the road Easy access to countryside walks, the Heritage Railway, Old Oswestry Hill Fort, Offa’s Dike, Horseshoe Pass, Chirk Castle, Pontycysyllte Viaduct and other tourist attractions Also convenient for the specialist Orthopaedic hospital.
LocationFamilyOutdoor spaces

Cosy, quirky cottage in Oswestry
Duck Cottage is situated in the centre of the historic market town of Oswestry, 2 miles from the Welsh Border. It is ideally located for exploring Shropshire and North Wales, whilst enjoying road and train links to Chester and the Midlands. Our little cottage affords you all the amenities you need for a stay in North Shropshire, with a fantastic variety of country walks, stately homes, village pubs, canal networks and cycle routes all on your doorstep.
ValueLocationLaundry

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.
LocationFamilyParking

Large luxury 1 bedroom suite in a beautiful garden
A uniquely located luxurious, spacious and peaceful apartment set within large garden grounds, yet only 5-10 minutes walk into Oswestry town centre. The apartment is well stocked with modern appliances and has lovely far reaching views over the Shropshire plain. Plenty of parking space is available and a separate laundry room is available to use on-site at no extra cost. Key code available for late check-ins.
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Old Chapel
Due to the current situation l am happy to consider longer stays for workers and will offer discounts so please enquire. A unique lovingly renovated hideaway, very convenient for anyone visiting the town of Oswestry. Three minutes walk to the park, the ancient Church and Heritage Centre. The town has many restaurants, pubs and cafes, galleries and other attractions.
ValueLocationQuiet

Summerhill Lodge
Converted from a cattle shed into a holiday let in 2011. Compact,simple but comfortable, in quiet rural location with views over open countryside, situated within 2 miles of town centre. Ideal location for relaxing break or as a base to explore the many attractions of local area.
LocationValueWi-Fi
Popular amenities for Oswestry holiday rentals
Other great holiday rentals in Oswestry

Beautiful House Great Location
FamilyLocationAmenities

Farmhouse Cottage set in beautiful countryside
LocationValueNearby

2-Bed Home | Parking | Near Gobowen Hospital
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Carpenter's Cottage, a fabulous barn conversion
LocationValueGetting around

Self Contained West Wing with own sauna
ValueFamilyAccuracy

Wisteria Cottage Edgerley nr Shrewsbury/Oswestry
FamilyValueLong stay

Studio Apartment Shropshire/Welsh Borders
FamilyValueIndoor spaces

ByEvo Oswestry Barn
ValueLocationAccuracy
When is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $215 NZD | $217 NZD | $205 NZD | $234 NZD | $244 NZD | $251 NZD | $227 NZD | $224 NZD | $215 NZD | $214 NZD | $208 NZD | $220 NZD |
| Avg. temp | 4°C | 5°C | 6°C | 9°C | 12°C | 14°C | 16°C | 16°C | 14°C | 10°C | 7°C | 5°C |
Frequently Asked Questions
Are there family-friendly house rentals in Oswestry?
Oswestry has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Oswestry?
Experience the best of Oswestry with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Oswestry?
Four-legged friends are welcome in Oswestry. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Oswestry?
Yes! Work meets play with ease at over 10 vacation rentals in Oswestry featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Oswestry have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Oswestry. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oswestry have wifi?
Absolutely! We offer over 10 house rentals with wifi in Oswestry. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oswestry have free parking?
Absolutely! We offer over 10 house rentals with free parking in Oswestry. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Oswestry?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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
- Ludlow Castle
- Snowdonia Mountain Lodge
- Pontcysyllte Aqueduct and Canal
- Tatton Park
- The Secret Garden Glamping
- Snowdon Mountain Railway
- M&S Bank Arena
- Wythenshawe Park
- The Iron Bridge
- Harlech Beach
- Rhyl Beach Front
- Great Orme
- Aberdyfi Beach
- Aintree Racecourse
- Carding Mill Valley & The Long Mynd
- Shell Island
- Tywyn Beach





