Holiday rentals in Oswestry

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Top-rated holiday rentals in Oswestry

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

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Guest favourite
An aerial view showcases the barn retreat set in lush greenery, with well-maintained gardens featuring symmetrical hedges and a circular seating area. The surrounding landscape includes trees and spacious lawns, creating a serene outdoor environment for guests to enjoy.
Barn in Cheshire West and Chester
4.98 out of 5 average rating, 403 reviews

Exclusive Barn Stay Spa treatments & chef on site

Beautiful barn retreat with hot tub and options for ~ spa treatments/massages/facials ~ private chef ~ pilates, yoga, zumba Ideal for couples, families/groups in the grounds of historic Oulton Smithy. Close to Oulton Park race circuit in the pretty Cheshire countryside. Beautiful woodland walks & country pubs nearby. The converted barn is set back from the Smithy with its own entrance, secure parking and a stunning private hot tub, it has two bedrooms & two en-suites. Luxury touches throughout.

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, 347 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

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, 211 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.

Top guest favourite
A private outdoor space is illuminated under a night sky, featuring a hot tub with soft blue lighting. A shaded seating area is adjacent, surrounded by potted plants. The nearby building displays warm tones, creating a cozy atmosphere. Subtle pathway lighting enhances the tranquil setting.
Place to stay in Ruabon
5 out of 5 average rating, 292 reviews

Unique Stables Retreat with Hot Tub & Sauna

Peaceful, private getaway nestled in a Welsh Vale surrounded by farm land and set within the grounds of a renovated estate workers cottage. Tranquil setting for a get away from it all and to visit the many attractions based in and around North Wales. There is easy access to Snowdonia, Port Meirion, and by train Liverpool Manchester Chester & Shrewsbury. Locally there is Llangollen, Poncysyllte and canal world heritage site, National Trust Erddig Hall & Bangor on Dee Race course

Top guest favourite
Cabin in Selattyn
4.98 out of 5 average rating, 258 reviews

Ash Cabin at Bramblewoods with stunning views

Our handcrafted en-suite wooden 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.

Top guest favourite
A traditional stone barn complex is set against a clear blue sky. The entrance features a neatly paved pathway leading to multiple holiday let units, each with a seating area. Flowering plants add color to the landscape, and a sign marks the property as Pentregaer Ucha Holiday Lets.
Cottage in Oswestry Rural
4.99 out of 5 average rating, 213 reviews

The Barn at Pentregaer Ucha, tennis court & lake.

Charming one bedroom self catering holiday let in traditional stone barn. The Barn is one of four self catering units available at Pentregaer Ucha, alongside The Granary, 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.

Top guest favourite
A charming cottage built from red brick is situated among trees, featuring a black chimney and a warm wooden door. An outdoor seating area with cushioned chairs and a colorful umbrella is visible, offering a peaceful spot to relax.
Home in Whittington
4.89 out of 5 average rating, 114 reviews

Luxury woodland escape for two.

Nestled serenely on the edge of woodland is this 19th century blacksmiths building. It has been sympathetically renovated and brought back to life with style at the forefront, whilst keeping every unique feature in tact. We have taken advantage of the high ceiling with an incredible mezzanine bedroom with kingsize bed and installed a log burner for added comfort during the colder months. The luxury bathroom boasts a freestanding roll top bath to help you unwind. Wifi + TV

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, 125 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.

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, 141 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 wooden deck features a Scandinavian log-fired hot tub surrounded by a natural landscape. A small table holds towels and refreshments, complemented by potted flowers. The tranquil lake reflects the cloudy sky, creating a serene atmosphere for relaxation.
Tent in Shebdon
4.94 out of 5 average rating, 263 reviews

Lake side tipi with hot tub and stunning views

Escape to our idyllic lakeside tipi, where comfort meets nature. Featuring a super king-size bed and a cozy log burner, it’s the perfect retreat in any season. Soak in the Scandinavian log-fired hot tub as you take in tranquil lake views, or enjoy fishing right from the shore. Breathe in the fresh air, unwind in peaceful surroundings, and experience a unique blend of rustic charm and indulgent luxury.

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, 235 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.

Guest favourite
The exterior of a large period property is showcased, featuring a stone facade and a charming conservatory. Lush greenery surrounds the building, complemented by vibrant flower baskets. The roof is adorned with multiple chimneys, while a gravel path leads to the entrance.
Guest suite in Whittington
4.81 out of 5 average rating, 347 reviews

Self Contained West Wing with own sauna

Beautifully renovated spacious wing of large period property. Available for minimum 4 night booking arriving any day One double bedroom (standard double bed) with , en-suite,hairdryer sauna, shower & WC, large living/dining room with solid fuel burner, kitchen with hob, microwave, small electric oven and under counter fridge. Dog friendly

Popular amenities for Oswestry holiday rentals

When is the best time to visit Oswestry?

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Avg. price$165 SGD$167 SGD$158 SGD$156 SGD$163 SGD$161 SGD$174 SGD$172 SGD$165 SGD$164 SGD$160 SGD$169 SGD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Oswestry?

    Oswestry has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cottage rentals in Oswestry?

    Experience the best of Oswestry with our cottage rentals, starting at about $90 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 20 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 a kitchen, over 10 homes with wifi, 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 $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,360 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

    20 properties have a dedicated workspace

  • Wifi availability

    50 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