
Holiday rentals in Oswestry
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Top-rated holiday rentals in Oswestry
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Village Cottage w/Garden & Free Parking/nr Castle
Cosy Victorian end-terrace cottage w/ small garden. Ideal for 2, sleeps 4. Village location by Whittington Castle ruin (see events & Kitchen at the Castle menu), plus 2 Family pubs. Explore local scenery, historic sites, hiking, cycling. Flexi Check-in after 3pm. All Enquiries welcome *7-day 10% discount * Handy for North Wales * Free double parking NB: Shower/toilet is downstairs. Stairs unsuitable for toddlers/infirm Old cottage may have cosmetic flaws while gradually making improvements

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. Find us using What3Words:///market.orbit.dumplings

Wisteria Cottage Edgerley nr Shrewsbury/Oswestry
Wisteria Cottage is a self-contained private cottage in a quiet rural setting with countryside views, surrounded by nature. Newly refurbished with shabby-chic country inspired interior. Private WiFi, TV's both floors & super-king bed. Close to market towns of Shrewsbury & Oswestry, both 10 miles/15 minutes drive away. Private parking, central heating, 1-2 bedrooms, lounge, large fully equipped kitchen/dining area/family room. Main bedroom upstairs, two single beds in downstairs bedroom.

Self contained Coach House
Recently renovated Coach House, adjacent to Gablecroft. Available for 7 night minimum stay arriving on fridays Light, comfortable and welcoming space consisting of: kitchen/diner, sitting room with French doors leading to large patio/dining area and private garden. Double master bedroom, second bedroom with 2 single beds and a third single room. Shower room/toilet downstairs. Gas central heating throughout. With private parking for one car pet friendly We have a fully enclosed large garden

Carpenter's Cottage, a fabulous barn conversion
Carpenter's Cottage is situated at the heart of the historic Halston Estate. Recently renovated the single storey listed building has spacious rooms and double height ceilings. An ideal get away for up to six people it has a courtyard garden for sunny days and a woodburner for the colder, wetter days. Shared use of a tennis court. The house is fantastically well equipped and in an ideal location for exploring anywhere from South Shropshire to Snowdonia, Chester or Ellesmere and Shrewsbury.

The Granary at Pentregaer Ucha, tennis & lake.
Charming one bedroom self catering holiday let in traditional stone barn. The Granary is one of four self catering units available at Pentregaer Ucha, alongside The Barn, The Nook and The Stables, all can be found listed separately on Airbnb making a perfect getaway for couples or groups. All our holiday lets offer everything you need for the perfect rural retreat and are decorated and maintained to the highest standards; an ideal base for exploring both Wales and Shropshire.

Wilderness Lodge, England
Wilderness Lodge is a stunning brand new build set into the Shropshire hillside with incredible views, beautiful walks and just a stone's throw from Chester and Shrewsbury. The Lodge is self-contained with a full kitchen, bathroom, bedroom and 2 sofa beds suitable for children. Please note the sofa beds are situated in the open plan lounge. It is finished to an extremely high standard with a 52" LED TV, WiFi, Bluetooth speaker system and remote mood lighting.

Studio, kitchen + balcony. Detached + private.
Escape to the countryside and relax in this calming space with unspoilt country views. Newly built (2022), open plan private studio apartment near Arddleen, Llanymynech (Mid Wales). Perfectly located for Welshpool, Oswestry & Shrewsbury. Ideal for walking, cycling, family visits and short breaks. Situated above a detached garage at a private family home. Shared driveway with the main house. Parking for 2 cars. The Loft is the only airbnb at the property.

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.

Entire Loft with stunning views
Take it easy at this unique and tranquil getaway. The loft is a private accommodation suitable for up to 4 people. In a very quiet rural spot overlooking the Welsh countryside. Our accommodation is perfect for single travellers, couples or a small group of friends wishing to explore the area. Perfect location for walking Offas Dyke. The canal path runs 200 yards away. Snowdon is about 90 mins drive away.

Redwood Cabin
Nestled in the Mid Wales countryside, Redwood offers comfortable accommodation for the couple wanting to get away from it all. We have our private stretch of river, ideal for fishing, paddle boarding and canoeing. Riverside walks and cycling routes close by. Golf course within 4 miles. Local pubs, shops and restaurants within 1.5 miles. Ideal to use as a base to explore the local attractions.

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

A quiet and cosy home. Suitable for adults only.

Beautiful House Great Location

The Snug at Coed Y Gaer

Oswestry Home / Comfy 2 Bed / Driveway / Long Stay

The Coach House

Cosy, quirky cottage

Cosy yet Spacious, 3BR, Parking, Village Location

Peaceful 2 bedroom cottage in quiet rural location
Quick stats about holiday rentals in Oswestry
Total rentals
40 properties
Nightly prices starting at
$52 SGD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Snowdonia / Eryri National Park
- Alton Towers
- Chester Zoo
- Sefton Park
- West Midland Safari Park
- Pontcysyllte Aqueduct and Canal
- Aberdyfi Beach
- Ironbridge Gorge
- Aber Falls
- Ludlow Castle
- Welsh Mountain Zoo
- Harlech Beach
- Conwy Castle
- Carden Park Golf Resort
- Formby Beach
- Tatton Park
- Tywyn Beach
- Tir Prince Fun Park
- Aberdovey Golf Club
- Museum of Liverpool
- Harlech Castle
- Royal St David's Golf Club
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