
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.

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.

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

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.

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.

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.

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.

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.

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.

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.

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.

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.

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
Stay near Oswestry's top sights
Other great holiday rentals in Oswestry

Beautiful House Great Location

The Granary Cottage @ Bromwich Park Farm, Oswestry

Boutique style, cozy cottage.

A romantic historic tower for 2

The Willow at Pinfold Barns

Luxury 1 bedroom cottage in a village setting

1700s, Wales Border, Comfort, Epic Views

Courtyard Cottage at Underhill House
When is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £84 | £88 | £96 | £91 | £94 | £94 | £101 | £100 | £96 | £95 | £93 | £98 |
| Avg. temp | 4°C | 5°C | 6°C | 9°C | 12°C | 14°C | 16°C | 16°C | 14°C | 10°C | 7°C | 5°C |
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!
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