
Cottage holiday rentals in Oswestry
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Top-rated cottage rentals in Oswestry
Guests agree: these cottages are highly rated for location, cleanliness and more.

The Byre, cosy cottage with views in Llangadfan.
The Byre is a tranquil cottage ideally positioned to enjoy all Mid-Wales has to offer. Perfect for visitors wanting a peaceful break or an adventure. Dogs are welcome too! Picturesque hill walks are on the doorstep and nearby highlights include Snowdonia/Eryri, Powys Castle, Lake Vyrnwy and magnificent beaches; there are plenty of activities to suit everyone. Our cosy cottage has a fully equipped kitchen, bathroom with shower, one double bed and sitting room/diner with views across the valley.

Luxury dog friendly retreat with hot tub
Escape to Oak Tree Hideaway, a luxury dog-friendly boutique retreat designed for comfort and relaxation. Enjoy sumptuous bedding, fluffy towels, and Smart TV for cosy evenings. Relax in your private garden and terrace, soak in the hot tub beneath the oak tree. Explore rural walks from your doorstep or visit Chester and Shrewsbury. Travelling with friends or family? Our second dog friendly retreat found under (Luxury Boutique Stay with Hot Tub & Dog Friendly)is available at the same location.

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

Rose Cottage on England / Wales border. Shropshire
Rose Cottage is a stone built property built around 1830. The floors upstairs are all planked Elm and the downstairs areas are Flagstone flooring. The beamed ceilings and inglenook mean the property exudes character but with all the mod cons, including high speed internet. The cottage was recently upgraded with a Hand- painted kitchen with built in Dishwasher and fridge. Work surfaces are Kashmir white granite. The front garden is quite private & the bench is a perfect spot for a cup of tea.

Delightful Rustic Cottage, Rural Llanfyllin Wales
A charming 200 yr old Welsh Cottage * Rustic, brimming with traditional character * Original low beams * 2x Large Bedrooms * Detached * Located next the A490, 3min drive to Llanfyllin Town * Lake Vyrnwy, Oswestry & Welshpool (15 mins drive) * Accom:- Kitchen/Diner * Farmhouse table 4x chairs * Living Room * Bathroom+shower * Benefits inc:- Oven * Microwave * Wifi * Smart TV DVD * Off Street Parking * Front Garden + patio * 40'x20' secure dog area * W/Mach * D/wash * Log Burner * Oak Floors *

Beautiful 3 bedroom cottage in idyllic countryside
Spacious and characterful 3 bedroom country cottage, set on 17 acre nature reserve of outstanding natural beauty. Gym & table tennis available. Stable Cottage has one comfortable double bedroom, two twin singles, a large library sitting room (ample supply of books!), a further spacious sitting/dining room with a woodburning stove and a stone-flagged kitchen with views over open country. Brand new luxurious shower room and main bathroom for 2026! Bathroom has double- ended freestanding bath.

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.

Stunning Views, Hot Tub, 5 minutes to Chester
Pipers Ash is a quaint small hamlet surrounded by green belt, set at the highest point of Chester next to the historical millennium beacon. Perfectly situated just two miles from the beautiful historic Chester city centre. Take a short car ride or just half an hours walk. Chester Zoo is just five minutes drive away. There are many lovely country walks and of course some fabulous country pubs. The trendy suburb of Hoole is only 15 minutes walk. Here you will find bars restaurants and shops.

Red House Cottage (self catering cottage)
Modern, very comfortable and very clean. Sleeps 4, double ensuite room and double/twin room also ensuite. Outside area, fully equipped kitchen and comfortable lounge. In a quiet village setting with two pubs serving food within a two minutes walk of the cottage. Free wifi, smart TV’s in bedrooms. Until recently Red House Cottage was run as a B&B but the owners decided to fit a kitchen to create a self contained cottage for self catering holidays. The cottage is on the side of our home.

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.

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.

Exquisite Sandstone Cottage Rural Location
Hope Cottage is a superb, newly renovated, self-contained, sandstone cottage with off-road parking, garden and fabulous views across the Sandstone Trail. With a strong french influence this 1-bedroomed property is an ideal getaway for a romantic break and an excellent base to explore Cheshire, North Wales and the beautiful local countryside. Located beneath Bickerton Hill, Hope Cottage is set in a small rural village. The cottage is NOT suitable for children.
Popular amenities for cottage rentals in Oswestry
Cottage rentals with a hot tub

Barn Conversion with Hot Tub, Ruthin

Cosy house with hot tub and stunning valley views

Luxury hideaway with hot tub & amazing views

Sheep Dip Cottage - 5* Cyfie Farm, private hot tub

2 bed /2 bath luxury barn conversion with hot tub

The Coach House - amazing views, hot tub, log fire

The Forge, Pillar Box Farm Cottages

Private Country Retreat With Hot Tub
Pet-friendly cottage rentals

Luxury Welsh cottage, great location, parking

Beautiful Countryside Lodge in North Wales

A quaint cottage, at Aston Hill Farm, Ewloe

Characterful 17th Century Barn Conversion

A delightful rural cottage in the Shropshire hills

Luxury Renovated Barn Conversion

Gwanas Fawr Holiday Cottages, Snowdonia, Ty Trol

Secluded forester’s cottage with modern comforts
Private cottage rentals

Llangollen Cozy cottage

Orchard cottage Welshpool powys

Attractive barn-conversion near Ludlow

Troed and Graig

Henfaes Isaf, Tranquil Farmhouse near Snowdonia

Beautiful Old Coach House in tranquil village.

Cosy Cottage with log burner in a tranquil setting

The Dingle Retreat, 2 bedroom country cottage.
Quick stats about cottage rentals in Oswestry

Total holiday rentals
Explore 10 holiday rentals in Oswestry

Nightly prices starting at
Oswestry holiday rentals start at $116 SGD per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

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!
Destinations to explore
- Snowdonia / Eryri National Park
- Alton Towers
- Royal Albert Dock, Liverpool
- Chester Zoo
- West Midland Safari Park
- Sefton Park
- Zip World Penrhyn Quarry
- M&S Bank Arena
- Snowdonia Mountain Lodge
- Pontcysyllte Aqueduct and Canal
- Ludlow Castle
- Tatton Park
- Aintree Racecourse
- Snowdon Mountain Railway
- The Iron Bridge
- The Secret Garden Glamping
- Conwy Castle
- Wythenshawe Park
- Aberdyfi Beach
- Harlech Beach
- Tywyn Beach
- Rhyl Beach Front
- Great Orme
- Welsh Mountain Zoo





