
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.

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

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.

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.

Elevated Quirky Cabin over River
This romantic tree cabin is located on the edge of a tranquil woodland at the bottom of a beautiful privately owned 5 acre garden, overlooking a hypnotic river waterfall. This majestic retreat is where you can unwind, relax and recharge, with full access to the BBQ area and on site sauna. If sitting back is not for you there are several local country walks and attractions. By car Wrexham is just 5 minutes away, Chester 25 minutes and if you fancy a day in Liverpool, it’s only an hour away.

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

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.

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.

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 .

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.

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.

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....

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
Family-friendly home rentals with a hot tub

Little Acorn - Shepherds Hut/Lodge - 5* Cyfie Farm

Luxury log cabin with hot tub, log burner & views.

Goat Hill Lodge, 2 bedroom, great views, hot tub

Long Mountain View Tiny House with Hot Tub

Beautiful, private Shepherd's hut overlooking lake

Pod with a view! In the countryside with fab view

Idyllic country cottage, beautiful views, hot tub

Luxury pod in a rural setting with private hot tub
Family- and pet-friendly home rentals

Rose Cottage on England / Wales border. Shropshire

The Meadow Snug

The Old Dairy - Self Contained Barn with King Bed

Cottage near Llansilin

Wisteria Cottage Edgerley nr Shrewsbury/Oswestry

Warren Bothy

Baileys Stables at Efyrnwy Escapes, Pontrobert.

Delightful Rustic Cottage, Rural Llanfyllin Wales
Family-friendly home rentals with a pool

The Poolhouse

Hampton Bye Barn, Rural Retreat

Timber Cabin in the Forest Garden - Exquisite! :)

Right on The Shropshire Way Remote & lovely views

Sauna, HotTub & Cold Plunge Pyramid Escape

The Shippen

Hendy Bach

Rural idyll, with tennis court and swimming pool
When is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £108 | £122 | £112 | £103 | £97 | £120 | £127 | £146 | £120 | £96 | £100 | £111 |
| Avg. temp | 4°C | 5°C | 6°C | 9°C | 12°C | 14°C | 16°C | 16°C | 14°C | 10°C | 7°C | 5°C |
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!
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