Holiday rentals 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
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, 380 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
A small balcony features a round white table and two foldable chairs, overlooking a scenic view of rolling hills and the town below. A lantern sits on the table, adding a touch of charm. Bright skies and greenery are visible in the background.
Cabin in Sir Ddinbych
4.98 out of 5 average rating, 368 reviews

Unique dog friendly cabin in Llangollen.

Take it easy at this unique and tranquil getaway. Set in a cottage garden on a hillside above the town of Llangollen our lovely blue cabin has panoramic views across town towards Castell Dinas Bran and the Horseshoe Pass. Beautiful Llangollen is great for a break any time of year. Sit with a drink on the decking, or in front of the little log burner, and watch the sunset over the mountains, or the snow sweeping in along the valley. Take a glass of sparkly and have a bath under the stars.

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, 320 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 *7-day 10% discount * Handy for North Wales * Free double parking NB: Shower/toilet is downstairs. Stairs unsuitable for toddlers/infirm Old cottage may have cosmetic flaws while gradually making improvements

Guest favourite
A spacious entrance area is illuminated by natural light filtering through large windows. Exposed wooden beams create a warm ambiance, leading to a studio space featuring two large single beds positioned within a stone wall backdrop.
Guest suite in Llangollen
4.89 out of 5 average rating, 350 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 traditional stone barn complex is set against a clear blue sky. The entrance features a neatly paved pathway leading to multiple holiday let units, each with a seating area. Flowering plants add color to the landscape, and a sign marks the property as Pentregaer Ucha Holiday Lets.
Cottage in Morda
4.99 out of 5 average rating, 181 reviews

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.

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
4.94 out of 5 average rating, 120 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 warmly lit living area features two armchairs and a spacious sofa, each adorned with decorative cushions. Natural light enters through two windows draped with floral curtains, while a traditional area rug adds comfort to the hardwood floor.
Cottage in Shropshire
4.91 out of 5 average rating, 293 reviews

Peaceful 2 bedroom cottage in quiet rural location

Built 100 years ago for a family that worked on the estate, Lyth Cottage sits at the edge of parkland with views across open fields to the Welsh hills. The 1-storey peaceful cottage has 1 double and 1 twin bedroom with additional single bed if required. The bathroom has a walk-in shower and the kitchen is well equipped with dishwasher and washer/dryer. It has a small garden with seating. Ellesmere is a 1.5m drive, or a 1m walk/cycle along the canal towpath.

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.
Flat in Oswestry
4.96 out of 5 average rating, 121 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.

Top guest favourite
The living space showcases original oak trusses above an inviting wood-burning stove, complemented by a neutral-toned area rug. A television is mounted on the wall, and a well-equipped kitchen with wooden cabinetry and modern appliances is visible. Storage baskets and an entrance door are also included in the design.
Barn in Shrewsbury
4.93 out of 5 average rating, 410 reviews

The Old Dairy - self contained barn for 2

Once a milking shed - The Old Dairy - is tucked away down a private drive in an idyllic hamlet in rural Shropshire. The Old Dairy looks out onto Fitz Church which is one of the oldest brick built churches in Shropshire. We live next door at Dovecote Barn but even though The Old Dairy makes up a separate wing to our home, it is completely self-contained with its own entrance and key safe.

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.
Flat in Oswestry
4.82 out of 5 average rating, 225 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
The garden house features a charming green exterior, complemented by a sloped roof and moss accents. Surrounding trees and shrubs enhance the sense of shade and seclusion. Windows framed by colorful flowers provide glimpses of the interior, inviting a tranquil atmosphere.
Tiny home in Shrewsbury
4.93 out of 5 average rating, 722 reviews

The Garden House

Relax in our garden house in rural Shropshire. You'll be greeted by curious cats and chickens...and probably Allan and me. There's some fabulous walks, a lovely local and some pretty market towns all within easy reach. There's lots of interesting CDs to to play, is all we ask is that you return the CD to its case and to the appropriate place in the shelf.

Superhost
The exterior of a large period property is showcased, featuring a stone facade and a charming conservatory. Lush greenery surrounds the building, complemented by vibrant flower baskets. The roof is adorned with multiple chimneys, while a gravel path leads to the entrance.
Guest suite in Whittington
4.81 out of 5 average rating, 340 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€ 97€ 103€ 111€ 105€ 109€ 109€ 117€ 116€ 111€ 113€ 110€ 108
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Frequently Asked Questions

  • 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.

  • 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.

Quick stats about holiday rentals in Oswestry

  • Total holiday rentals

    Explore 40 holiday rentals in Oswestry

  • Nightly prices starting at

    Oswestry holiday rentals start at € 35 per night before taxes and fees

  • Verified guest reviews

    Over 2,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Oswestry holiday rentals include wifi 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