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Holiday rentals in Oswestry

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Oswestry

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.87 out of 5 average rating, 333 reviews

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

Guest favourite
A private covered hot tub is positioned under a wooden awning, with steam rising in the cool morning air. Lush green hills are visible in the background, bathed in soft sunlight filtering through trees.
Shepherd’s hut in Powys
4.98 out of 5 average rating, 184 reviews

Little Acorn - Shepherds Hut/Lodge - 5* Cyfie Farm

A truly spectacular example of a modern shepherds hut/lodge, with private covered hot tub and garden. Designed and built for luxury and comfort, Little Acorn is positioned to make the most of the amazing views across the farm and surrounding countryside. Whether relaxing in your own private covered hot tub, enjoying the hammock, warming by the fire pit, exploring the gardens or meeting our many animals you will truly have a unique stay at 5* Cyfie Farm. Not suitable for children or infants.

Superhost
A bright kitchen area features large windows with sheer curtains providing natural light. A wooden counter is accompanied by two upholstered chairs. An oven and microwave are included, along with additional cabinetry, creating a functional cooking space.
Place to stay in Ruyton-XI-Towns
4.75 out of 5 average rating, 257 reviews

Stunning Lodge to explore beautiful country views.

Lavender Lodge - located near the A5 between Shrewsbury - Oswestry with excellent private parking. Relax in our stunning location overlooking open fields or enjoy amazing rural walks around the Nescliffe woods and Hillfort or Kynaston Cave. Why not explore Ruyton XI Towns - mentioned in Dooms day book The basic price is for 2 guests. TO RESERVE THE SOFABED. Your booking must be made for 3 people to have access to the sofabed, it is NOT available as standard. Check in 4pm Check out 10am

Top guest favourite
A gravel pathway leads to the entrance of a charming stone building, framed by lush greenery. The scenic view of rolling hills and valleys stretches into the distance under a cloudy sky, creating a serene atmosphere.
Barn in Llandderfel
4.95 out of 5 average rating, 801 reviews

The Pigsty, Snowdonia, North Wales, Bala, Wales

Situated in the grounds of “Caerau Gardens”, a charming and unusual bolt hole for a couple. With under-floor heating, a Sauna and a full cinema system with screen and a stunning audio system from Monitor Audio. The surroundings are wonderful, we even have our lake for fishing, swimming or perhaps kayaking. Sorry no pets or children Otherwise The Hovel? https://abnb.me/E51Vz3SGL9 If you have a small child or two or like a spare bedroom. No sauna but proper stairs, a cinema and wood burner.

Top guest favourite
Cottage in Morda
4.96 out of 5 average rating, 132 reviews

The Stables, Pentregaer Ucha, tennis court & lake

Charming one bedroom newly renovated self catering holiday let in traditional stone barn. The Stables is one of four self catering units available at Pentregaer Ucha, alongside The Granary, The Nook and The Barn, 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
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, 120 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
A wooden tree cabin is perched above a gently flowing river, surrounded by lush greenery. Large windows provide scenic views, and a small table is positioned on the ground nearby. The area is dotted with autumn leaves, enhancing the natural setting.
Treehouse in Wrexham Principal Area
5 out of 5 average rating, 178 reviews

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.

Guest favourite
The exterior of the house is showcased with a well-maintained garden featuring a spacious patio area. A large wooden picnic table is positioned under a shade umbrella. Surrounding pots with greenery enhance the inviting outdoor space.
Home in Saint Martin's
4.95 out of 5 average rating, 475 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.

Top guest favourite
Cabin in Selattyn
4.98 out of 5 average rating, 176 reviews

Hawthorn Cabin with Stunning Countryside Views

Tucked away in a peaceful woodland on a working sheep farm in beautiful Shropshire, our handcrafted en-suite cabin offers stunning valley and woodland views. It’s the perfect place to switch off and unwind — enjoy cosy nights by the log burner or step out onto the deck to stargaze in total tranquillity. Scenic walks begin right from your doorstep, and we’re lucky enough to have the famous Offa’s Dyke just a stone’s throw from the cabin.

Top guest favourite
A dining area features a polished wooden table set for a meal. Elegant glassware and ceramic dishes are arranged symmetrically, while sunlight casts striped shadows across the surface. Framed artwork adorns the wall, and a large mirror reflects the space.
Bungalow in Trevor
4.98 out of 5 average rating, 115 reviews

Stunning 5 Star property in a fantastic location

This stunning bungalow is situated within a World Heritage area and is a stones throw away from the famous Thomas Telford Aqueduct in Trevor. It's perfect in every way. It's been reburbished to a very high standard and officially graded by Visit Wales as 5 star. The property is very spacious inside and out and has sufficient parking. There are numerous pubs and a convenience store a very short walk away. (0.1 mile).

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.
Serviced apartment in Oswestry
4.95 out of 5 average rating, 131 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
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, 227 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.

Popular amenities for Oswestry holiday rentals

When is the best time to visit Oswestry?

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Avg. price$143 SGD$151 SGD$163 SGD$154 SGD$161 SGD$160 SGD$172 SGD$170 SGD$163 SGD$162 SGD$158 SGD$167 SGD
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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 a kitchen, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Oswestry holiday rentals include wifi 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!

  1. Airbnb
  2. United Kingdom
  3. England
  4. Shropshire
  5. Oswestry