Holiday houses in Oswestry

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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 $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Oswestry holiday rentals include Wi-Fi 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!

Top-rated holiday rentals in Oswestry

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

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Top Guest favourite
Cabin in Selattyn
4.98 out of 5 average rating, 271 reviews

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.

Top Guest favourite
Farm stay in Oswestry Rural
5.0 out of 5 average rating, 85 reviews

Cynynion Uchaf - Welsh Borders, 1700s, Epic Views

Relax at 1700s Cynynion Uchaf, a fabulous stone farmhouse & working farm, just 10 mins from Oswestry, offering comfort, log burner, character, peace, space, breathtaking views over England & Wales, walks & ample parking, set in private grounds. 4 large bedrooms, 1 ensuite shower, 1 family bathroom & ground floor toilet. Adjoining twin bedroom makes the perfect extended family stay. Open plan fully equipped kitchen/dining. Free Wifi. 2 dogs, fees apply. Sleeps 8 & 10 with fold up singles.

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.
Home in Oswestry
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

Top Guest favourite
Cottage in Oswestry
4.97 out of 5 average rating, 95 reviews

Courtyard Cottage at Underhill House

We offer a family and child friendly country retreat; spacious accommodation with room to spread and relax - a true getaway from the Pell Mell pressures of modern life. We even can accept one well behaved dog, as long as it follows a few house rules. We ask that guests contact us on booking to confirm the dog arrangments, and please note there is a surcharge applied of 30 pound sterling per stay, payable separately via our booking managment system Eviivo, prior to arrival.

Guest favourite
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
4.95 out of 5 average rating, 499 reviews

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.

Top Guest favourite
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
4.88 out of 5 average rating, 354 reviews

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

Top Guest favourite
Guest suite in Oswestry
4.96 out of 5 average rating, 78 reviews

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.

Superhost
Cottage in Oswestry
4.98 out of 5 average rating, 51 reviews

Cosy, quirky cottage in Oswestry

Duck Cottage is situated in the centre of the historic market town of Oswestry, 2 miles from the Welsh Border. It is ideally located for exploring Shropshire and North Wales, whilst enjoying road and train links to Chester and the Midlands. Our little cottage affords you all the amenities you need for a stay in North Shropshire, with a fantastic variety of country walks, stately homes, village pubs, canal networks and cycle routes all on your doorstep.

Guest favourite
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.
Home in Oswestry
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.

Top Guest favourite
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
4.95 out of 5 average rating, 148 reviews

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.

Guest favourite
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
4.83 out of 5 average rating, 247 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.

Top Guest favourite
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
4.97 out of 5 average rating, 250 reviews

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.

Popular amenities for Oswestry holiday rentals

When is the best time to visit Oswestry?

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Avg. price$215 NZD$217 NZD$205 NZD$234 NZD$244 NZD$251 NZD$227 NZD$224 NZD$215 NZD$214 NZD$208 NZD$220 NZD
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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 free parking, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.