Family-friendly holiday rentals in Oswestry

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Oswestry

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
An aerial view showcases the barn retreat set in lush greenery, with well-maintained gardens featuring symmetrical hedges and a circular seating area. The surrounding landscape includes trees and spacious lawns, creating a serene outdoor environment for guests to enjoy.
Barn
4.98 out of 5 average rating, 402 reviews

Exclusive Barn Stay Spa treatments & chef on site

Beautiful barn retreat with hot tub and options for ~ spa treatments/massages/facials ~ private chef ~ pilates, yoga, zumba Ideal for couples, families/groups in the grounds of historic Oulton Smithy. Close to Oulton Park race circuit in the pretty Cheshire countryside. Beautiful woodland walks & country pubs nearby. The converted barn is set back from the Smithy with its own entrance, secure parking and a stunning private hot tub, it has two bedrooms & two en-suites. Luxury touches throughout.

Top guest favourite
A single-story building is nestled among vibrant landscaped gardens. The exterior features a slate roof and large windows, allowing natural light to illuminate the interior. A small covered seating area is visible on the patio, surrounded by various flowering plants and greenery.
Guest house
5 out of 5 average rating, 120 reviews

Cosy one bed guest house set in idyllic location

Set in the heart of the beautiful Shropshire countryside, the annexe at Tower Hill Barn Selattyn, provides an ideal escape from the hustle and bustle of everyday life. Just 3 miles from the border town of Oswestry it provides an ideal base for walkers, with an abundance of local footpaths - Offa's Dyke is close by. The village of Selattyn is home to The Docks pub which serves excellent food and local beers. The property is not really suitable for children and regrettably we do not accept pets.

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, 149 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.

Superhost
The exterior of the recently renovated Coach House is shown, featuring textured brick walls and large windows that allow sunlight to fill the space. A traditional lantern hangs beside the entrance, while a cobbled pathway leads to the door, framed by planters with colorful flowers.
Home
4.7 out of 5 average rating, 335 reviews

Self contained Coach House

Recently renovated Coach House, adjacent to Gablecroft. Available for 4 night minimum stay arriving any day Light, comfortable and welcoming space consisting of: kitchen/diner, sitting room with French doors leading to large patio/dining area and private garden. Double master bedroom, second bedroom with 2 single beds and a third single room. Shower room/toilet downstairs. Gas central heating throughout. With private parking for one car pet friendly We have a fully enclosed large garden

Top guest favourite
The exterior of a charming brick cottage is showcased under a clear blue sky, with a sloping green lawn leading to a well-maintained garden. Soft pink flowering bushes add color beside the entrance, which is accessed by a set of stone steps. A pathway extends toward the countryside.
Home
4.99 out of 5 average rating, 157 reviews

Water Mill Retreat, with Alpacas

The Water Mill - with Alpacas An exquisite bespoke retreat 4 miles from Bridgnorth in Claverley Shropshire. This beautifully unique 3 story, 2 bedroom period property is set in the Shropshire English countryside. This Spacious property maintains many original features inside the building however, has modern day favourites. The Mill is a peaceful place to get away to unwind and relax or should you wish has plenty of walks, bike rides, tea rooms, pubs and places to visit close by.

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
4.99 out of 5 average rating, 211 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
An outdoor heated swimming pool is surrounded by a wooden deck and lush greenery. Comfortable seating is positioned nearby, offering a relaxing space to enjoy views of the tranquil landscaping. The area is well-lit by natural sunlight filtering through scattered clouds.
Home
4.98 out of 5 average rating, 227 reviews

Luxury homely open-plan barn with log burner

Furnished to a high standard, homely touches, wooden floors and log fire. Super spacious, a space to relax and unwind. The barn is in the Welsh countryside, a very peaceful spot with beautiful walks and pubs. Close to Ellesmere, Oswestry, Shrewsbury, Chester and historic Llangollen. The heated pool is open from 1ST MAY - END OF AUGUST. TABLE TENNIS/STUDIO/ SAUNA & TENNIS COURT AVAILABLE. Sauna (wood fired), cold tubs & Studio chargeable at an hourly rate.

Top guest favourite
Farm stay
4.97 out of 5 average rating, 188 reviews

North Wales Farm house, on a working farm.

Traditional Grade 2 listed farm house dating back to the 18th century, has been recently restored to its former glory with a tradition but also modern feel. Four spacious bedrooms with 1 of them with a king size double bed, including a en suite, a double bed, single bedroom and another bedroom with a 3/4 bed. A large family bathroom with a roll top bath and large shower separate, two living rooms, dinning room, kitchen, utility room and downstairs bathroom .

Guest favourite
A cozy interior of a yurt is highlighted by a circular skylight, allowing natural light to filter through. A white bed with decorative bedding is placed against the wall, accompanied by a wooden table featuring potted plants. Soft lighting creates a calming ambiance throughout the space.
Tent
4.9 out of 5 average rating, 239 reviews

Dee Valley Yurt

Set on the peaceful banks of the River Dee, just a gentle two-minute walk to Llangollen Bridge and the heart of town, our luxury riverside yurt offers warmth, comfort and calm. Nestled within a private one-acre riverside garden with fishing rights, fire pit, BBQ and quiet seating areas. Dog and child friendly, with a fairy garden, treehouse and trampoline. Includes your own fully equipped kitchen and private plumbed shower room. Groups by arrangement.

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
4.95 out of 5 average rating, 124 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.

Guest favourite
A hand-built treehouse is nestled among strong tree trunks, with large windows offering views of the surrounding greenery. A wooden staircase leads up to the entrance, which is framed by verdant leaves, enhancing the connection to nature.
Treehouse
4.87 out of 5 average rating, 384 reviews

Peaceful field with heated treehouse . Sleeps 4.

Hand-built treehouse (rustic!) in a beautiful, peaceful setting right on Offa's Dyke, a popular walk on the England/ Wales border. Sleeps 4 with a double bed and a comfy futon in the same room. Amazing waterfall 1/2 hour Lovely sunsets. Gas bbq and a gas hob. Solar power for phone charging etc. Basic compost toilet. Rustic shower. (no towels) Please bring your own drinking water, towels and firewood. Think of it as glorified camping....

Top guest favourite
Cabin
4.98 out of 5 average rating, 195 reviews

Hawthorn Cabin with Stunning Countryside Views

Tucked away in a peaceful woodland on a working sheep farm in beautiful Shropshire, our handcrafted en-suite cabin offers stunning valley and woodland views. It’s the perfect place to switch off and unwind — enjoy cosy nights by the log burner or step out onto the deck to stargaze in total tranquillity. Scenic walks begin right from your doorstep, and we’re lucky enough to have the famous Offa’s Dyke just a stone’s throw from the cabin.

Popular amenities for Oswestry family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Oswestry

  • Total holiday rentals

    Explore 20 holiday rentals in Oswestry

  • Nightly prices starting at

    Oswestry holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 1,070 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 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!