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Cottage holiday rentals in Oswestry

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in Oswestry

  • Nightly prices starting at

    Oswestry holiday rentals start at £67 per night before taxes and fees

  • Verified guest reviews

    Over 480 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!

Top-rated cottage rentals in Oswestry

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

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Top guest favourite
The image captures the exterior of the cottage, showcasing the stone and wooden siding. A sloped slate roof is visible, with rain gutters and downspouts integrated. Light green windows contrast with the natural stone, creating a harmonious blend with the surrounding foliage.
Cottage
4.98 out of 5 average rating, 153 reviews

The Byre, cosy cottage with views in Llangadfan.

The Byre is a tranquil cottage ideally positioned to enjoy all Mid-Wales has to offer. Perfect for visitors wanting a peaceful break or an adventure. Dogs are welcome too! Picturesque hill walks are on the doorstep and nearby highlights include Snowdonia/Eryri, Powys Castle, Lake Vyrnwy and magnificent beaches; there are plenty of activities to suit everyone. Our cosy cottage has a fully equipped kitchen, bathroom with shower, one double bed and sitting room/diner with views across the valley.

Top guest favourite
Cottage
4.98 out of 5 average rating, 308 reviews

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.

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
4.87 out of 5 average rating, 348 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

Superhost
Cottage
4.85 out of 5 average rating, 248 reviews

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.

Superhost
The charming stone cottage is framed by lush greenery and vibrant red foliage. A spacious garden with a stone patio provides outdoor seating, while rolling hills are visible in the background under a partly cloudy sky, enhancing the scenic rural setting.
Cottage
4.85 out of 5 average rating, 265 reviews

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 *

Top guest favourite
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
4.87 out of 5 average rating, 153 reviews

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.

Top guest favourite
The stone exterior of a barn conversion is illuminated gently by outdoor lights, showcasing its rustic charm. Surrounding greenery and trees create a tranquil setting, while gravel paths lead to the entrance. A sense of peaceful country living is highlighted in this evening scene.
Cottage
5 out of 5 average rating, 281 reviews

2 bed /2 bath luxury barn conversion with hot tub

Luxury barn conversion attached to our house. Situated close to the A494 for easy access to Snowdonia National Park but set in an acre of gardens surrounded by open countryside . There is a hot tub and outdoor shower with an outdoor kitchen, BBQ, fire pit and pellet pizza oven. Underfloor heating throughout. Bedrooms have smart tv and 4g WiFi. The four poster room has en-suite shower room and the second bedroom (twin or super king) has access to bathroom with shower above. Thanks for looking .

Guest favourite
A spacious bedroom features a stylish metal bed frame topped with plush pillows. Neatly folded towels are placed on the bed. Natural light streams in from a nearby window, highlighting the rustic wooden beams on the slanted ceiling.
Cottage
4.78 out of 5 average rating, 212 reviews

Narnia

Shropshire 4 star rated 1 Bedroom and 1 single box Room. Beautiful luxury in a quaint country cottage. The area provides activities for all the family, 1/2 mile from Whixall Moss, the largest peat moss in the country, providing gorgeous walks and places of interest. Set in 26 acres of english countryside. Siddle Equine website for more info on equine holidays.Everything in and around the local area from sky diving to National Trust.Boasts a lovely warm log burner in living room,double bath

Top guest favourite
The outdoor courtyard features stone paths and landscaped gardens, with colorful flowers in bloom. The traditional stone barn is visible alongside a white building, framed by rolling green fields and trees under a clear blue sky.
Cottage
4.99 out of 5 average rating, 344 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 timber-framed cottage is set amidst lush greenery, showcasing traditional black and white features. A well-maintained gravel path leads to the spacious front entrance, while a separate outbuilding is visible to the side. Surrounding trees offer a serene backdrop.
Cottage
4.98 out of 5 average rating, 233 reviews

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.

Top guest favourite
A newly renovated sandstone cottage is framed by lush green lawns and well-maintained hedges. The inviting outdoor space features an array of trees and plants, complementing the cottage's rustic charm. Sunlight casts gentle shadows across the garden, enhancing the serene countryside setting.
Cottage
4.98 out of 5 average rating, 365 reviews

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.

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
4.91 out of 5 average rating, 326 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.

Popular amenities for cottage rentals in Oswestry

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