
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 $102 NZD 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

Wi-Fi availability
20 of Oswestry holiday rentals include Wi-Fi 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.

The Honey Bee Tent
We offer the chance to EXCLUSIVELY glamp in our beautiful 2 acre meadow described as 'one of the most bio diverse meadows' in Montgomeryshire. Stroll down to the stream, hike the Devils Rib & gaze at Snowdonia National Park. 1hr daily shower access, kitchen, stove, BBQ, firepit & seating that overlooks the Berwyns. Brithdir has been considered for 'Dark Sky Status'. If off grid glamping, nature, tranquility, rare birds & butterflies is your scene, then don't miss this unique opportunity.

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.

Beautiful base to explore stunning surroundings.
A fantastic apartment set in the beautiful Shropshire countryside just off the A5 between Shrewsbury-Oswestry with excellent parking facilities to explore a wealth of fantastic walks, amazing Archaeology & stunning places to visit. Do visit Olivia's point. Excellent attractions in the heart of the countryside. A stunning base in a perfect location, for couples, work placements, Ramblers, Business travellers, stop overs and adventure motorcyclists etc. Check in 4pm - Check out 10am.

A charming lodge, log burner and incredible views
The Kasbah is a unique lodge that sleeps up to 4 in either two super kings or 4 singles, It’s completely private and set in the lower field of our home. Parking is available outside the lodge. My husband and I are on hand for any requirements you might have, whilst respecting your privacy at all times. Beautiful walks and great pubs. Pool shared heated and open from 1st MAY to end of SEPTEMBER. There is a TV and a large collection of DVD’s. WiFi accessed through 4G.

Hawthorn Cabin with Stunning Countryside Views
Tucked away in a peaceful woodland on a working sheep farm in beautiful Shropshire, our handcrafted adult only 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.

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.
Popular amenities for Oswestry family-friendly rentals
Family-friendly home rentals with a hot tub

Sheep Dip Cottage - 5* Cyfie Farm, private hot tub

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

Luxury cottage with hot tub in a tranquil setting

2 bed /2 bath luxury barn conversion with hot tub

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

Secluded forester’s cottage with modern comforts

Warren Bothy

Nest above Llangollen (Nyth)

Delightful Rustic Cottage, Rural Llanfyllin Wales

Mongolian yurt sleeping 2+2 with outdoor space

Dee Valley Yurt
Family-friendly home rentals with a pool

Maltfield Riverside Pool Retreat

Hampton Bye Barn, Rural Retreat

Right on The Shropshire Way Remote & lovely views

Long Mountain View Tiny House with Hot Tub

Hendy Bach

Private Indoor Pool & Tennis Court

Sapphire Hut and Natural Paradise Swimming Pool

Northwood Farmhouse Lodge
When is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $245 NZD | $277 NZD | $254 NZD | $235 NZD | $221 NZD | $274 NZD | $289 NZD | $332 NZD | $274 NZD | $218 NZD | $228 NZD | $252 NZD |
| 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
- Pontcysyllte Aqueduct and Canal
- Ludlow Castle
- Tatton Park
- M&S Bank Arena
- Snowdonia Mountain Lodge
- Snowdon Mountain Railway
- The Secret Garden Glamping
- The Iron Bridge
- Harlech Beach
- Aberdyfi Beach
- Great Orme
- Aintree Racecourse
- Rhyl Beach Front
- Carding Mill Valley & The Long Mynd
- Tywyn Beach
- Wythenshawe Park
- Welsh Mountain Zoo
- Shell Island





