We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals in Oswestry

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oswestry

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

0 of 0 items showing

1 of 3 pages

Cottage in Whittington

4.86 out of 5 average rating, 248 reviews

Village Cottage nr Castle Activites, Free Parking

Cosy end cottage in the heart of a unique Village - Castle events & activities. Ideal for 2, max 4. Nearby tea room, two Family pubs all within 2 mins walk. Enjoy exploring nearby hills, hiking, cycling, Handy for North Wales, A5 & Orthopaedic Hospital. Free Parking 2 cars, Desk for remote workers with mature trees view. NB: The shower/toilet is downstairs *Old stairs are unsuitable for toddlers & the infirm A homely Victorian cottage that's not all perfect with natural organic cotton bedding

Cottage in Oswestry

4.98 out of 5 average rating, 324 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.

Cabin in Sir Ddinbych

4.97 out of 5 average rating, 201 reviews

Unique dog friendly cabin in Llangollen.

Take it easy at this unique and tranquil getaway. Set in a cottage garden on a hillside above the town of Llangollen our lovely blue cabin has panoramic views across town towards Castell Dinas Bran and the Horseshoe Pass. Beautiful Llangollen is great for a break any time of year. Sit with a drink on the decking, or in front of the little log burner, and watch the sunset over the mountains, or the snow sweeping in along the valley. Take a glass of sparkly and have a bath under the stars.

Barn in Whittington

4.98 out of 5 average rating, 103 reviews

Carpenter's Cottage, a fabulous barn conversion

Carpenter's Cottage is situated at the heart of the historic Halston Estate. Recently renovated the single storey listed building has spacious rooms and double height ceilings. An ideal get away for up to six people it has a courtyard garden for sunny days and a woodburner for the colder, wetter days. Shared use of a tennis court. The house is fantastically well equipped and in an ideal location for exploring anywhere from South Shropshire to Snowdonia, Chester or Ellesmere and Shrewsbury.

Cabin in Selattyn

4.98 out of 5 average rating, 191 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.

Cottage in Oswestry

4.99 out of 5 average rating, 279 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.

Cottage in Shropshire

4.99 out of 5 average rating, 136 reviews

Beautiful Old Coach House in tranquil village.

A beautifully converted Coach House Refurbished to the highest standard with many original features being maintained including the old venting windows which have been creatively glazed. The accommodation offers two En Suite bedrooms one King Size one Twin room, Lounge with feature Picture window, Dining area a fully fitted Kitchen with Breakfast Bar , supplied with all utilities. The property has high speed Wi Fi connectivity. Free view TV. With Off Road Parking for 2 Cars.

Loft in Llanymynech

4.96 out of 5 average rating, 151 reviews

Studio, kitchen + balcony. Detached + private.

Escape to the countryside and relax in this calm, stylish space with unspoilt country views. Newly built (2022), open plan private studio apartment near Arddleen, Llanymynech (Mid Wales). Perfectly located for Welshpool, Oswestry & Shrewsbury. Ideal for walking, cycling, family visits and short breaks. Situated above a detached garage at a private family home. Shared driveway with the main house. Parking for 2 cars. The Loft is the only airbnb at the property.

Earthen home in Shropshire

4.94 out of 5 average rating, 326 reviews

Wilderness Lodge, England

Wilderness Lodge is a stunning brand new build set into the Shropshire hillside with incredible views, beautiful walks and just a stone's throw from Chester and Shrewsbury. The Lodge is self-contained with a full kitchen, bathroom, bedroom and 2 sofa beds suitable for children. Please note the sofa beds are situated in the open plan lounge. It is finished to an extremely high standard with a 52" LED TV, WiFi, Bluetooth speaker system and remote mood lighting.

Condo in Shropshire

4.8 out of 5 average rating, 241 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 local walks, amazing Archaeology & stunning places to visit. You name it we are in the perfect location, A Stunning base for couples, work placements, ramblers, Business travellers, stop overs to break up your journey and adventure motorcyclists etc. Check in 4pm - Check out 10am

Cottage in Shropshire

4.9 out of 5 average rating, 180 reviews

Apple Tree Cottage

Cosy and comfortable cottage in the heart of Ellesmere. Plenty of character - original part of the building dating back to the late 1700's but with all the modern amenities you could wish for. Beautiful surroundings with Mere and canal walks close by. Ellesmere has pubs, eateries and independent shops and is served by supermarkets, all within just minutes walking. Shrewsbury, Chester and glorious North Wales are all within easy driving distance.

Rental unit in Oswestry

4.83 out of 5 average rating, 200 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.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Oswestry vacation rentals

Free parking on premises

Air conditioning

Stay near Oswestry's top sights

Park Hall the Countryside Experience28 locals recommend

Old Oswestry Hill Fort17 locals recommend

Whittington Castle15 locals recommend

Liar Liar10 locals recommend

Stonehouse Brewery10 locals recommend

Booka10 locals recommend

Other great vacation rentals in Oswestry

Guest suite in Shropshire

5 out of 5 average rating, 27 reviews

1-bedroom Annex with on-road parking

Home in Shropshire

5 out of 5 average rating, 16 reviews

A quiet and cosy home on the Welsh Borders.

Guesthouse in Shropshire

4.97 out of 5 average rating, 273 reviews

Quarry View - Unique property nestled in the woods

Hut in Canal Side

4.96 out of 5 average rating, 590 reviews

The Cabin in the garden

Tiny home in Shropshire

5 out of 5 average rating, 253 reviews

Rustic town centre Mews house with king size bed

Cottage in Shropshire

4.78 out of 5 average rating, 125 reviews

Charlotte's Web - rural town retreat near Wales

Shepherd’s hut in Froncysyllte

4.94 out of 5 average rating, 327 reviews

The Shepherd Hut at The Old Police House

Barn in Sarnau

4.95 out of 5 average rating, 692 reviews

The Pigsty, Snowdonia, North Wales, Bala, Wales

Quick stats about vacation rentals in Oswestry

Total rentals
40 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi

Frequently Asked Questions

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 free parking?
Absolutely! We offer over 10 house rentals with free parking 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.
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 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.
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 wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore