Holiday houses in Oswestry

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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
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
4.87 out of 5 average rating, 329 reviews

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

Top Guest favourite
The entrance to Wisteria Cottage is framed by vibrant wisteria blooms cascading above the door. On either side, decorative potted plants stand in terracotta pots, complementing the charming white door adorned with a stained-glass window. Large windows alongside add natural light to the space.
Cottage in Oswestry
4.98 out of 5 average rating, 396 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.

Top Guest favourite
The exterior of a stone building features a welcoming entrance with double doors opened wide. Light green wooden shutters complement the architecture, while a paved area with a small table and chairs is visible nearby. Lush greenery frames the property, enhancing the natural setting.
Guest suite in Llangollen
4.9 out of 5 average rating, 362 reviews

The Studio @ the Coachhouse

Light & modern ground floor studio accommodation with disabled access & private parking in gated property. 2 large single beds or zip & link huge Emperor double. Dog friendly Personal welcome from the owner or management team. 3 miles from Llangollen; 10 miles from Oswestry and Wrexham and 20 miles from Chester Plenty of local activities including the offas dyke path through the 150 private estate & the World Heritage Aqueduct a walk away. Dog friendly pub closeby. Plus super speed wifi.

Top Guest favourite
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
4.93 out of 5 average rating, 163 reviews

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

Top Guest favourite
Cabin in Selattyn
5 out of 5 average rating, 148 reviews

Sycamore Cabin with woodfired Hot Tub

Our handcrafted en-suite wooden cabin is located within a small wood on the grounds of working sheep farm with views into a peaceful woodland. 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 relax in the wood fired hot tub and stargaze out 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
Cottage in Oswestry
4.99 out of 5 average rating, 332 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.

Top Guest favourite
The exterior of the annexe is illustrated, showcasing a two-story white building with a slate roof. The surrounding area features a gravelled driveway and green foliage, set against a backdrop of blue skies and scattered clouds.
Home in Llandrinio
4.95 out of 5 average rating, 131 reviews

SEVERNSIDE ANNEX

The annexe is situated next to our home with its own private access so you can be completely independent. It’s in the small village of Four Crosses near the England/Wales border and can sleep five people in two bedrooms, one king-size double and one family room comprising three single beds. The ground floor has an open plan living area with kitchen, dining area and sitting area. Outside there is off road parking for two cars and a gravelled patio with garden furniture.

Top Guest favourite
A newly built studio apartment is nestled among trees displaying autumn colors. Its modern architecture is complemented by expansive windows, offering views of the surrounding countryside. The tranquil setting is characterized by lush greenery and distant hills, evoking a sense of peaceful rural living.
Loft in Llanymynech
4.96 out of 5 average rating, 252 reviews

Studio, kitchen + balcony. Detached + private.

Escape to the countryside and relax in this calming 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.

Top Guest favourite
A red brick Victorian terrace house displays a traditional façade with varied architectural details. A small garden area, featuring low hedges and potted plants, is visible at the front. The entrance is framed by windows, and a pathway leads to the main door, bordered by a wrought iron fence.
Guest suite in Shropshire
4.97 out of 5 average rating, 58 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.

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
4.96 out of 5 average rating, 127 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
4.82 out of 5 average rating, 227 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.

Superhost
Guest suite in Whittington
4.81 out of 5 average rating, 342 reviews

Self Contained West Wing with own sauna

Beautifully renovated spacious wing of large period property. Available for minimum 4 night booking arriving any day One double bedroom (standard double bed) with , en-suite,hairdryer sauna, shower & WC, large living/dining room with solid fuel burner, kitchen with hob, microwave, small electric oven and under counter fridge. Dog friendly

Popular amenities for Oswestry holiday rentals

When is the best time to visit Oswestry?

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Avg. price$158 AUD$167 AUD$181 AUD$171 AUD$178 AUD$177 AUD$191 AUD$188 AUD$181 AUD$179 AUD$175 AUD$185 AUD
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Frequently Asked Questions

  • 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 a kitchen, over 20 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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 20 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 20 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 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.

  • 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.

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 $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,270 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!

  1. Airbnb
  2. United Kingdom
  3. England
  4. Shropshire
  5. Oswestry