
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 $57 AUD 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.

Entire Village Cottage w/Garden & Free Parking
Cosy Victorian end-terrace cottage w/ small garden. Ideal for 2, sleeps 4. Village location by Whittington Castle ruin (which has Calendar of Events and menu), plus 2 Family pubs. Explore local scenery, historic sites, hiking, cycling. Flexi Check-in after 3pm. All Enquiries welcome. * Handy for North Wales * Free double parking Sorry no EV charging. NB: Shower/toilet is downstairs. Stairs unsuitable for toddlers/infirm Old cottage may have cosmetic flaws while gradually making improvements

Cosy one bed guest house set in idyllic location
Set in the heart of the beautiful Shropshire countryside, the annexe at Tower Hill Barn Selattyn, provides an ideal escape from the hustle and bustle of everyday life. Just 3 miles from the border town of Oswestry it provides an ideal base for walkers, with an abundance of local footpaths - Offa's Dyke is close by. The village of Selattyn is home to The Docks pub which serves excellent food and local beers. The property is not really suitable for children and regrettably we do not accept pets.

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.

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.

Elevated Quirky Cabin over River
This romantic tree cabin is located on the edge of a tranquil woodland at the bottom of a beautiful privately owned 5 acre garden, overlooking a hypnotic river waterfall. This majestic retreat is where you can unwind, relax and recharge, with full access to the BBQ area and on site sauna. If sitting back is not for you there are several local country walks and attractions. By car Wrexham is just 5 minutes away, Chester 25 minutes and if you fancy a day in Liverpool, it’s only an hour away.

Beautiful base to explore stunning surroundings.
A fantastic apartment set in the beautiful Shropshire countryside just off the A5 between Shrewsbury-Oswestry with excellent parking facilities to explore a wealth of fantastic walks, amazing Archaeology & stunning places to visit. Do visit Olivia's point. Excellent attractions in the heart of the countryside. A stunning base in a perfect location, for couples, work placements, Ramblers, Business travellers, stop overs and adventure motorcyclists etc. Check in 4pm - Check out 10am.

A romantic historic tower for 2
The Summerhouse Tower is a very special holiday-home-for-two set within the rolling Shropshire countryside. A Grade II listed tower, this unique, romantic retreat enjoys excellent views to the east, and views of the Shropshire Hills to the south and the west. The Tower, built circa 1607, was originally used as a banqueting house for entertaining dinner guests. Whilst the main house was destroyed by a fire, The Summer House is available for cosy stays throughout the year.

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.

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.

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.

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.

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.
Popular amenities for Oswestry holiday rentals
Other great holiday rentals in Oswestry

Detached Bungalow with parking central Oswestry

1-bedroom Annex with on-road parking

Courtyard Cottage at Underhill House

Frida Lodge [ Graig Escapes ]

Entire town house with free parking

Farmhouse Cottage set in beautiful countryside

Beautiful House Great Location

2-Bed Home | Parking | Access Gobowen Hospital
When is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $184 AUD | $185 AUD | $175 AUD | $174 AUD | $181 AUD | $180 AUD | $194 AUD | $191 AUD | $184 AUD | $182 AUD | $178 AUD | $188 AUD |
| 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
- Pontcysyllte Aqueduct and Canal
- Ludlow Castle
- Tatton Park
- M&S Bank Arena
- Snowdonia Mountain Lodge
- Snowdon Mountain Railway
- The Secret Garden Glamping
- The Iron Bridge
- Harlech Beach
- Aberdyfi Beach
- Great Orme
- Aintree Racecourse
- Rhyl Beach Front
- Carding Mill Valley & The Long Mynd
- Tywyn Beach
- Wythenshawe Park
- Welsh Mountain Zoo
- Shell Island





