Holiday houses in Oswestry

4.87 out of 5 average rating, 156 reviews

A charming outdoor seating area is displayed, featuring a round table and two foldable chairs in soft pink. Colorful flowers surround the space, while a decorative stone statue of a dog adds a whimsical touch. The brick wall of the cottage provides a rustic backdrop.

Cottage in Maesbrook

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.

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Superhost

Cottage in Shropshire

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.

LocationFamilyOutdoor spaces

4.84 out of 5 average rating, 250 reviews

4.98 out of 5 average rating, 274 reviews

Cabin in Selattyn

Ash Cabin at Bramblewoods with stunning views

Our handcrafted en-suite wooden adult only 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.

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Superhost

The exterior of a mid-terraced brick town house is shown, featuring a front door with an arched window above. A concrete driveway is visible on the left side with a low stone wall. Lush greenery is present near the property.

4.81 out of 5 average rating, 58 reviews

Entire town house with free parking

3 bedroom mid terraced town house with off street parking (Also a public car park within 50 metres for approx £1 per day 8am to 6pm, free 6pm-8am) House consists of living room, dining room, bathroom and 3 bedrooms. Driveway at front of house and small concrete backyard. Gas central heating. range cooker, washing machine, microwave, kettle, toaster, fridge freezer, Tv in lounge, dining and all 3 bedrooms (Freeview only). House is located within a 6 minute walk to centre of town

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4.93 out of 5 average rating, 214 reviews

A spacious bedroom features a comfortable double bed with decorative pillows and a soft throw. A stylish chandelier hangs above. A small bedside table and clothing storage provide functionality. A cozy chair and a mirrored accent piece add to the inviting decor.

Condo in Shropshire

Modern boutique apartment for 4 - Ellesmere

Visit |nstagram to see the walk through videos boutiquestaysellesmere Visit Tik Tok to see the walk through videos - @boutiquestaysellesmere Enjoy a stylish experience at this centrally-located apartment. Off the main road provides a quiet nights rest - perfect ! With private free parking what could be easier . Just a few minutes walk to the beautiful Meres - an award-winning Park with stunning lake, gardens and woodland walks. Relax over tea and cakes at the historic location

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4.95 out of 5 average rating, 499 reviews

The exterior of the house is showcased with a well-maintained garden featuring a spacious patio area. A large wooden picnic table is positioned under a shade umbrella. Surrounding pots with greenery enhance the inviting outdoor space.

Home in Saint Martin's

The Cob House. Entire house, garden & parking

This 3 bed spacious house has a large kitchen diner with 1800s bread oven feature, comfortable lounge, 3 generous bedrooms one with ensuite and large family bathroom with freestanding bath and spacious shower. Lovely country village location with two family pubs, a park great for children and a large independant supermarket which sells everything you could need. Plenty of lovely country walks straight from the door perfect for a getaway or home from home when working away.

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4.88 out of 5 average rating, 354 reviews

A charming Victorian cottage features a red brick facade, complemented by decorative woodwork at the eaves. A window framed by greenery is visible, along with vibrant red foliage from a nearby plant, adding a touch of color to the exterior.

Cottage in Whittington

Entire Village Cottage w/Garden & Free Parking

A cosy end terrace Victorian cottage, dog-friendly village base for couples, friends — with two bedrooms, spacious private parking and outdoor space. Whittington Castle Events and menu, plus 2 Family pubs. Explore Shropshire, North Wales, historic sites, hiking, cycling routes. Flexi Check-in after 3pm. No EV charging. Note: Shower/toilet is downstairs. Stairs unsuitable for toddlers/infirm. Old cottage has imperfections while gradually making improvements

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4.96 out of 5 average rating, 78 reviews

Guest suite in Oswestry

1-bedroom Annex with on-road parking

Cosy Victorian end terrace private annex in the heart of Oswestry, a friendly and traditional market town in the north of Shropshire. House is walking distance to the town centre (0.2 miles) Co-op Shop just across the road Easy access to countryside walks, the Heritage Railway, Old Oswestry Hill Fort, Offa’s Dike, Horseshoe Pass, Chirk Castle, Pontycysyllte Viaduct and other tourist attractions Also convenient for the specialist Orthopaedic hospital.

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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.

4.95 out of 5 average rating, 130 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.

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4.95 out of 5 average rating, 149 reviews

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.

Apartment in Oswestry

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.

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4.83 out of 5 average rating, 248 reviews

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.

Apartment in Oswestry

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.

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4.97 out of 5 average rating, 251 reviews

A single-story building is nestled among rolling greenery, surrounded by a manicured garden featuring various flowering plants. The structure is designed with large windows, allowing natural light to enhance the living space. A stone pathway leads to the entrance, offering easy access.

Cottage in Oswestry

Summerhill Lodge

Converted from a cattle shed into a holiday let in 2011. Compact,simple but comfortable, in quiet rural location with views over open countryside, situated within 2 miles of town centre. Ideal location for relaxing break or as a base to explore the many attractions of local area.

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Popular amenities for Oswestry holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Oswestry

4.98 out of 5 average rating, 51 reviews

Cottage in Oswestry

Cosy, quirky cottage in Oswestry

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4.97 out of 5 average rating, 95 reviews

Cottage in Oswestry

Courtyard Cottage at Underhill House

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Farm stay in Oswestry Rural

Cynynion Uchaf - Welsh Borders, 1700s, Epic Views

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5.0 out of 5 average rating, 85 reviews

A spacious living area is showcased with a plush navy sofa positioned beside a glass coffee table on a soft area rug. Natural light fills the room through large windows, with a dining space visible in the background featuring wooden chairs and a table.

4.84 out of 5 average rating, 79 reviews

Beautiful House Great Location

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4.85 out of 5 average rating, 13 reviews

2-BR |Parking| Last Min Discount |Gobowen Hospital

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Superhost

A charming stone cottage features a symmetrical facade with multiple white-framed windows and a central door. A well-maintained garden surrounds the entrance, showcasing colorful flowers. The clear blue sky above complements the inviting atmosphere of the exterior.

Farm stay in Oswestry Rural

Farmhouse Cottage set in beautiful countryside

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4.87 out of 5 average rating, 94 reviews

4.99 out of 5 average rating, 142 reviews

A spacious sitting room features a comfortable sofa adorned with patterned cushions. A wooden coffee table is positioned on a vibrant area rug. A bookshelf filled with books stands on one side, while a lamp provides ambient lighting.

Barn in Whittington

Carpenter's Cottage, a fabulous barn conversion

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