Holiday rentals 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 £30 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 & 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!

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
4.98 out of 5 average rating, 406 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
4.87 out of 5 average rating, 348 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
5 out of 5 average rating, 220 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
A cozy lounge area features a green leather sofa and a plush rug. Natural light streams in through a large window, illuminating two wooden dining chairs positioned beside a small table. The kitchenette is visible in the background, enhancing the comfortable living space.
Apartment
4.81 out of 5 average rating, 314 reviews

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.

Top guest favourite
The kitchen is designed with modern black cabinetry and white countertops, featuring a circular window that offers outdoor views. Equipped with a stove, microwave, and neatly arranged dishware, the space is well-lit by pendant lights and natural light from the nearby window.
Apartment
4.99 out of 5 average rating, 432 reviews

The Lodge in beautiful North Wales & near Chester

Kick back and relax in this calm, stylish space. Surrounded by amazing views, including Hope Mountain one side and the remains of the old viaduct nestled in amongst trees the other side. Set within the grounds of the Hall, the accommodation provides a peaceful retreat. Just 13 miles from Chester, 17 miles from Chester Zoo and about an hours drive from Snowdonia. Lots of great walks in the area, also 'One Planet Adventure' is nearby offering mountain biking, walking and trail running.

Top guest favourite
Cabin
4.98 out of 5 average rating, 263 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.

Guest favourite
A tranquil outdoor area is highlighted by a softly illuminated hot tub with water features. The backdrop features an open door leading into a stylish interior, framed by warm lighting on the brick wall. An inviting seating area with modern decor is visible through the doorway.
Guest house
4.94 out of 5 average rating, 247 reviews

Luxury Coach house,as seen on welcome to Wrexham

Newly renovated barn conversion … known as the coach house has a high end contemporary style, featuring a copper bath, garden hot tub, underfloor heating &outside eating area. The coach house boasts a private two story barn conversion with parking, two bathrooms, wet room & a gorgeous steel staircase. Ollie Palmer home on welcome to Wrexham:)Sleeps up to 4 guests, has a kitchen for you to be self sufficient. Located 1.3 miles from Wrexham FC (town centre) 📍

Top guest favourite
Cottage
4.98 out of 5 average rating, 43 reviews

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.

Top guest favourite
Dome
5 out of 5 average rating, 272 reviews

Unique Off Grid Dome, Stunning views and landscape

Off Grid unique Panoramic Dome, sleeping 2 adults.Double bed, log burner & amazing views. As you enter your quirky dome, you’ll be tempted to dive into the double bed and devour those views! You’ll also find comfy seating – the ideal spot for a cup of tea .Simply yet effectively furnished, the space reinforces the sense that this is a sanctuary. Its remote location means that the Dome is off grid. Greener Camping Club Members, see other details below.

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
4.95 out of 5 average rating, 126 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.
Flat
4.95 out of 5 average rating, 143 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
4.82 out of 5 average rating, 238 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£96£96£91£90£94£93£101£99£96£95£93£98
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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 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 wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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  5. Oswestry