Holiday rentals in Oswestry

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Top-rated holiday rentals in Oswestry

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Top guest favourite
A charming Victorian cottage features a red brick facade, complemented by decorative woodwork at the eaves. A window framed by greenery is visible, along with vibrant red foliage from a nearby plant, adding a touch of color to the exterior.
Cottage in Whittington
4.86 out of 5 average rating, 309 reviews

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

Guest favourite
The open-plan lounge and dining area feature high vaulted ceilings with rustic oak beams. A long wooden dining table is accompanied by colorful chairs, while a blue sofa set invites relaxation. Large windows allow natural light to illuminate the contemporary decor and artwork on the walls.
Home in Oswestry
4.95 out of 5 average rating, 117 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. Find us using What3Words:///market.orbit.dumplings

Top guest favourite
The entrance to Wisteria Cottage is framed by vibrant wisteria blooms cascading above the door. On either side, decorative potted plants stand in terracotta pots, complementing the charming white door adorned with a stained-glass window. Large windows alongside add natural light to the space.
Cottage in Oswestry
4.99 out of 5 average rating, 376 reviews

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.

Top guest favourite
A serene garden landscape is framed by a wooden fence, with vibrant flowers blooming along the path. A small wooden footbridge crosses over a gentle stream, surrounded by lush green foliage and tall trees. The scene captures a peaceful, natural setting.
Bungalow in Pen-y-Bont-Fawr
5 out of 5 average rating, 118 reviews

Tranquil Bungalow with Free Off Road Parking!

Take it easy at this unique and tranquil getaway! Beautiful bungalow set in the gateway to Snowdonia National Park. Private patio and garden area which includes a riverside seating area. A secure garden shed suitable for storage of bikes. 1 bedroom (with a king size bed) and a double sofa bed in the lounge area. Towels provided. A well equipped kitchen. Includes FREE wifi and parking. A post office/general store and 'The Railway Inn' (serves food) are both approximately 300 yards from stay.

Superhost
The exterior of the recently renovated Coach House is shown, featuring textured brick walls and large windows that allow sunlight to fill the space. A traditional lantern hangs beside the entrance, while a cobbled pathway leads to the door, framed by planters with colorful flowers.
Home in Whittington
4.7 out of 5 average rating, 334 reviews

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

Top guest favourite
The outdoor courtyard features stone paths and landscaped gardens, with colorful flowers in bloom. The traditional stone barn is visible alongside a white building, framed by rolling green fields and trees under a clear blue sky.
Cottage in Oswestry
4.99 out of 5 average rating, 326 reviews

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.

Guest favourite
An open plan studio apartment showcases a large glass door leading to a private balcony, with views of the surrounding greenery. Wooden bar stools are positioned near a counter, while a cozy seating area features a brown leather couch and a low wooden coffee table.
Loft in Llanymynech
4.96 out of 5 average rating, 233 reviews

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.

Guest favourite
A modern kitchen features dark cabinetry and sleek appliances, complemented by a spacious dining area with a round table set for four. A vibrant vase filled with flowers adds a touch of color to the scene, while windows provide natural light.
Flat in Oswestry
4.97 out of 5 average rating, 117 reviews

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.

Guest favourite
The exterior of a wooden building is shown, featuring a staircase leading to a private entrance. The path is surrounded by gravel and lush green grass, with a gentle slope of hillside visible in the background.
Loft in Powys
4.91 out of 5 average rating, 431 reviews

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.

Guest favourite
A rustic exterior view of a charming structure features a prominent arched wooden door emphasizing the historic character. The white brick wall complements the slate roof, while a small potted plant is positioned near the base of the door. Natural light softly illuminates the space.
Flat in Oswestry
4.82 out of 5 average rating, 222 reviews

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.

Top guest favourite
A single-story building is nestled among rolling greenery, surrounded by a manicured garden featuring various flowering plants. The structure is designed with large windows, allowing natural light to enhance the living space. A stone pathway leads to the entrance, offering easy access.
Cottage in Oswestry
4.98 out of 5 average rating, 197 reviews

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.

Top guest favourite
A green hut is situated on a gravel path surrounded by open grassland, with a parasol shading a seating area nearby. The structure features large wooden doors and is elevated on posts, providing views of the surrounding countryside and clear blue skies with scattered clouds.
Hut in Shropshire
4.95 out of 5 average rating, 144 reviews

Luxury Shepherd’s Hut near Picturesque Oswestry

Secluded in its own private orchard, with south facing views of glorious Shropshire countryside, and just a short drive to the Welsh hills, our hut has a fully equipped kitchenette, en-suite bathroom, double bed, underfloor heating and log burning stove.

Popular amenities for Oswestry holiday rentals

Quick stats about holiday rentals in Oswestry

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹3,519 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

  1. Airbnb
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  3. England
  4. Shropshire
  5. Oswestry