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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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Top guest favourite
The exterior of a charming white cottage is depicted, featuring a welcoming entrance with a peaked roof. A gravel pathway leads to the front, lined with a tree and shrubs. The surrounding landscape offers an open view, enhancing the rural setting.
Guest suite
4.96 out of 5 average rating, 138 reviews

The Walkers Rest Gated onto National Trust Forest

The walkers rest is a self contained 1 bedroom annexe attached to our family home. With it's own private entrance, garden and hot tub. There is direct access to The National Trust Wenlock Edge Forest, with breath taking views, miles of walking trails, bridle paths and cycle routes. Much Wenlock is a 2 min drive or a short walk through the forest to quaint shops and pubs. Shrewsbury, Iron bridge, Ludlow, Buildwas Abbey, Church Stretton, The Wrekin are some of the places within a short drive.

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, 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

Superhost
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
4.8 out of 5 average rating, 294 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 image shows a modern bedroom with a freestanding bath in view. Large glass doors provide a seamless connection to the outdoor patio. Soft ambient lighting is created by two pendant lamps, and warm brick walls enhance the welcoming atmosphere.
Barn
4.96 out of 5 average rating, 186 reviews

Luxury dog-friendly barn near Nantwich and Chester

Escape to Little Barn, a beautifully renovated luxury barn nestled in the heart of the Cheshire countryside. Perfect for couples seeking a romantic getaway, families with young children or dogs looking to recharge, and guests attending weddings in the area. Just minutes from the historic market town of Nantwich and close to the city of Chester, Little Barn offers the ideal blend of peaceful rural seclusion and easy access to Cheshire’s finest attractions, restaurants, and wedding venues.

Top guest favourite
The exterior of the cottage is shown, featuring a charming brick facade surrounded by greenery. A shaded patio set is positioned on the terrace, providing a space for relaxation. Flower beds and plants are visible, contributing to the inviting outdoor atmosphere.
Cottage
4.96 out of 5 average rating, 206 reviews

Jemima’s cottage, cosy and comfortable!

Cosy cottage adjacent to the owners listed property, situated in a small hamlet.Jemima’s has views of the surrounding countryside and a small private garden with garden furniture ,ample parking and WiFi.There are two bedrooms and two bathrooms the main bedroom also has shower and wc . There is a fully equipped kitchen and very comfortable living room. Shrewsbury is a 20 mins drive away . There isn’t a washing machine in the cottage but guests are welcome to use ours if they need to.

Top guest favourite
Cabin
4.98 out of 5 average rating, 239 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
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
4.99 out of 5 average rating, 334 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.

Top guest favourite
The timber-framed cottage is set amidst lush greenery, showcasing traditional black and white features. A well-maintained gravel path leads to the spacious front entrance, while a separate outbuilding is visible to the side. Surrounding trees offer a serene backdrop.
Cottage
4.98 out of 5 average rating, 208 reviews

Secluded forester’s cottage with modern comforts

Hollybush Cottage is full of character with a garden and stream. It is surrounded by woodland and is 100m from Offa’s Dyke path with access to miles of beautiful walks, ideal for anyone wanting to explore Shropshire and mid Wales. It Sleeps 4, there is a kingsize bed and two singles in the second bedroom. Recently refurbished throughout with a new fully equipped kitchen and bathroom. The sitting room has a log burner and QLED TV. Super fast fibre broadband throughout.

Top guest favourite
The exterior of a white, two-story annexe is presented, featuring a clean and simple design. Climbing roses adorn the walls, and a small garden area is visible, adding greenery to the surroundings. A clear blue sky provides a bright backdrop to this charming structure.
Cottage
4.96 out of 5 average rating, 100 reviews

Self-Contained accommodation ne Shrewsbury Centre

Petit Blythe is self-contained and adjoins a charming cottage within a beautiful setting close to the River Severn. The ground floor features a sofa bed (additional fee for using sofa bed £15 per night) , TV and lounge area with a small dining table plus kitchenette. The upstairs bedroom has a double bed with ensuite shower room. Country walks are on the doorstep and it is an easy 20/25-minute​ stroll into town, passing Theatre Severn and many bars and restaurants.

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, 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
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.

Superhost
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
4.81 out of 5 average rating, 343 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£84£88£96£91£94£94£101£100£96£95£93£98
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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 £22 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