Vacation rentals in Oswestry

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Top-rated vacation rentals in Oswestry

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

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Guest favorite
Barn in Cheshire West and Chester
4.98 out of 5 average rating, 402 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 favorite
A single-story building is nestled among vibrant landscaped gardens. The exterior features a slate roof and large windows, allowing natural light to illuminate the interior. A small covered seating area is visible on the patio, surrounded by various flowering plants and greenery.
Guesthouse in Selattyn
5 out of 5 average rating, 119 reviews

Cosy one bed guest house set in idyllic location

Set in the heart of the beautiful Shropshire countryside, the annexe at Tower Hill Barn Selattyn, provides an ideal escape from the hustle and bustle of everyday life. Just 3 miles from the border town of Oswestry it provides an ideal base for walkers, with an abundance of local footpaths - Offa's Dyke is close by. The village of Selattyn is home to The Docks pub which serves excellent food and local beers. The property is not really suitable for children and regrettably we do not accept pets.

Top guest favorite
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, 346 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 favorite
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, 416 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 favorite
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, 205 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 favorite
Cabin in Selattyn
4.98 out of 5 average rating, 256 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 favorite
Cottage in Oswestry Rural
4.99 out of 5 average rating, 211 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.

Superhost
Shepherd’s hut in Shebdon
4.82 out of 5 average rating, 232 reviews

Beautiful, private Shepherd's hut overlooking lake

Escape to our secluded shepherd’s hut overlooking a peaceful reservoir. This charming hideaway offers total privacy and stunning water views. Unwind in your own private log-fired Scandinavian hot tub, perfect for stargazing or relaxing after a day in nature. Inside, enjoy cozy comforts and rustic charm. Ideal for couples or solo travelers seeking tranquility and a break from the everyday. A true off-grid retreat. Please feel free to message us and enquire for more information.

Top guest favorite
The A-frame lodge is showcased from an angled view, highlighting its distinct sloped roof and dark exterior. A spacious deck is visible, constructed from warm wood, featuring modern seating options. Surrounding greenery complements the structure, emphasizing the connection to the natural landscape.
Place to stay in Pentre-celyn
4.98 out of 5 average rating, 114 reviews

Sigrid Lodge ( Graig Escapes )

Welcome to Sigrid Lodge, one of our Scandinavian A frame lodges here at Graig Escapes. Set in the beautiful vale of clywd area of outstanding natural beauty, surrounded by open fields and beautiful countryside. Enjoy being greeted by our Alpacas on arrival and when you step inside Sigrid lodge we hope to blow your mind with the stunning A frame design, finished in a Scandinavian and nordic style which boasts a wood fire, oak flooring, lots of lovely rugs and woollen blankets.

Top guest favorite
The exterior of the cottage is shown, featuring a brick facade and a steep roof. A small outdoor seating area with a parasol is visible. Lush greenery surrounds the structure, providing a secluded atmosphere. A clear gravel driveway leads into the surroundings.
Home in Whittington
4.88 out of 5 average rating, 112 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 favorite
The spacious lounge features vaulted ceilings with rustic beams, complemented by large arched windows. A central dining table is surrounded by modern chairs, while comfortable sofas are arranged for relaxation. Colorful artwork adorns the walls, and a chandelier adds a touch of elegance.
Home in Oswestry
4.95 out of 5 average rating, 124 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 favorite
A row of charming brick units features distinct entryways with wooden canopies. Potted plants are placed at the base of each doorway. The blue sky and scattered clouds provide a bright backdrop, highlighting the rustic architecture and serene setting.
Apartment in Oswestry
4.95 out of 5 average rating, 140 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.

Popular amenities for Oswestry vacation rentals

When is the best time to visit Oswestry?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$26,763 GYDG$26,972 GYDG$25,509 GYDG$25,300 GYDG$26,345 GYDG$26,136 GYDG$28,227 GYDG$27,809 GYDG$26,763 GYDG$26,554 GYDG$25,927 GYDG$27,391 GYD
Avg. temp4°C5°C6°C9°C12°C14°C16°C16°C14°C10°C7°C5°C

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 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 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 vacation rentals in Oswestry

  • Total vacation rentals

    Explore 50 vacation rentals in Oswestry

  • Nightly prices starting at

    Oswestry vacation rentals start at G$8,364 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,360 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Oswestry vacation rentals include wi-fi 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