
Cottage holiday rentals in Oswestry
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Top-rated cottage rentals in Oswestry
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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.

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.

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.

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.

Contemporary barn conversion with staggering views
This lovely barn is set in the midst of the Shropshire Hills National Landscape . With walks from your doorstep you can discover the natural beauty of the area or take time out on the patio and drink in the views over the lake to the Long Mynd beyond. Meet the friendly alpacas on site and of an evening cosy up together with a warm fire watching the moon and stars rise. Visit historic castles, country houses, magical stone circles and ancient monuments.
Popular amenities for cottage rentals in Oswestry
Cottage rentals with a hot tub

Hidden cottage in the forest- Elan Valley

Barn Conversion with Hot Tub, Ruthin

Cosy house with hot tub and stunning valley views

Rural Retreat in beautiful Ruthin

Long Wood Lodges -Private Hot Tub - Welsh Marches

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

The Forge, Pillar Box Farm Cottages

River Cottage with Hot Tub
Pet-friendly cottage rentals

Countryside Coach House near Chester

Yr Efail is a converted blacksmiths workshop.

The Old School | Dog Friendly | Ideal for Snowdon

Beautiful Countryside Lodge in North Wales

A quaint cottage, at Aston Hill Farm, Ewloe

Traditional Farmhouse - Eryri National Park

Rose Villa - A Beautiful 5 Bedroom Country Retreat

Cottage,Church/All Stretton,Longmynd,dogs welcome
Private cottage rentals

Llangollen Cozy cottage

Stunning Country Cottage

Grade 2 listed cottage in the heart of Ludlow

Orchard cottage Welshpool powys

Cosy Cottage Perfect to Explore North Wales

Troed and Graig

Rhiwlas Farm Cottage,Lake Vyrnwy,Mid Wales s/c acc

A delightful rural cottage in the Shropshire hills
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 $115 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!
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- Snowdonia / Eryri National Park
- Alton Towers
- Royal Albert Dock, Liverpool
- Chester Zoo
- Sefton Park
- West Midland Safari Park
- Pontcysyllte Aqueduct and Canal
- Zip World Penrhyn Quarry
- M&S Bank Arena
- Tatton Park
- Ludlow Castle
- Conwy Castle
- Snowdon Mountain Railway
- The Iron Bridge
- Aberdyfi Beach
- Welsh Mountain Zoo
- Aintree Racecourse
- Tywyn Beach
- Great Orme
- Harlech Beach
- Harlech Castle
- Wythenshawe Park
- Museum of Liverpool
- Aberdovey Golf Club





