
Family-friendly holiday rentals in Oswestry
Find and book unique family-friendly homes on Airbnb
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!
Top-rated family-friendly rentals in Oswestry
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Unique Hobbit House with Garden, Fire Pit & Views
Cosy Hobbit House with fire pit, private garden, and stunning countryside views at Sychpwll. This unique cob-built house has two bedrooms (king and double), a private bathroom with electric shower, and an open-plan kitchen/dining room. The house is heated by two wood burners, laid for you on arrival with a basket of logs. Extra wood can be brought from us. Outside, enjoy your garden with seating , fire pit, and relax in the peace, wildlife, and countryside. Guests also have access to the river.

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

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.

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.

Ash Cabin at Bramblewoods with stunning views
Our handcrafted en-suite wooden cabin is located within a small wood on the grounds of working sheep farm with an uninterrupted view across the valley in picturesque Shropshire. 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 sit and stargaze 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.

Luxury woodland escape for two.
Nestled serenely on the edge of woodland is this 19th century blacksmiths building. It has been sympathetically renovated and brought back to life with style at the forefront, whilst keeping every unique feature in tact. We have taken advantage of the high ceiling with an incredible mezzanine bedroom with kingsize bed and installed a log burner for added comfort during the colder months. The luxury bathroom boasts a freestanding roll top bath to help you unwind. Wifi + TV

Oakwood Cabin
Oakwood is a family-friendly retreat in the Mid Wales countryside, perfect for quality time together. We accept bookings for up to two adults and one or two children (under 18), and do not accommodate adult-only groups. Enjoy our private stretch of river for fishing, paddleboarding, and canoeing, with scenic walks and cycling routes nearby. Local pubs, shops, and restaurants are within 1.5 miles, making it an ideal base to explore the area.

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....

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.

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.

Summerhill Lodge
Converted from a cattle shed into a holiday let in 2011. Compact,simple but comfortable, in quiet rural location with views over open countryside, situated within 2 miles of town centre. Ideal location for relaxing break or as a base to explore the many attractions of local area.
Popular amenities for Oswestry family-friendly rentals
Family-friendly home rentals with a hot tub

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

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

The Lodge, Shrawardine Castle, hot tub,wild swim

Beautiful, private Shepherd's hut overlooking lake

Beautiful Yurt, Fabulous Views, with Hot Tub

Pod with a view! In the countryside with fab view

Woolly Wood Cabins - Nant

Luxury Coach house,as seen on welcome to Wrexham
Family- and pet-friendly home rentals

Cabin Morgan at Efyrnwy Escapes, Pontrobert, Powys

The Meadow Snug

Stylish 2-Bed Home with Garden

Warren Bothy

Nest above Llangollen (Nyth)

Modern boutique apartment for 4 - Ellesmere

Treehouse living

Silver Birch Lodge
Family-friendly home rentals with a pool

Maltfield Riverside Pool Retreat

Hampton Bye Barn, Rural Retreat

Peaceful retreat

Right on The Shropshire Way Remote & lovely views

Long Mountain View Tiny House with Hot Tub

Coach House with private indoor Swimming Pool

Hendy Bach

Private Indoor Pool & Tennis Court
When is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £107 | £122 | £111 | £103 | £97 | £120 | £127 | £145 | £120 | £96 | £100 | £110 |
| 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 |
Destinations to explore
- Snowdonia / Eryri National Park
- Alton Towers
- Chester Zoo
- Royal Albert Dock, Liverpool
- West Midland Safari Park
- Sefton Park
- Zip World Penrhyn Quarry
- M&S Bank Arena
- Pontcysyllte Aqueduct and Canal
- Snowdonia Mountain Lodge
- Ludlow Castle
- Tatton Park
- Snowdon Mountain Railway
- The Iron Bridge
- Aintree Racecourse
- The Secret Garden Glamping
- Conwy Castle
- Aberdyfi Beach
- Harlech Beach
- Rhyl Beach Front
- Great Orme
- Tywyn Beach
- Welsh Mountain Zoo
- Carding Mill Valley & The Long Mynd





