
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.

Shepherds Hut, Llangollen, North Wales
You won’t forget your time in this romantic, memorable place. Tyno Isa is a small holding with horses and chickens. Our Shepherds Hut Sleeps two, has a kitchen, electric shower and toilet. Woodburning stove and underfloor heating and two comfy chairs. Outside there is a raised deck with dining and lounging facilities, bbq plus parking. Electric bikes available to hire. 3 miles to Llangollen, 15 mins walk to Pontcysyllte aqueduct, situated on Offa's Dyke. Horse b&b welcome too. Non smoking site
KitchenIndoor spacesHospitality

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.
KitchenFamilyNearby

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
KitchenIndoor spacesQuiet

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.
FamilyIndoor spacesCleanliness

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.
Indoor spacesFamilyDecor

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.
KitchenFamilyHiking

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
KitchenIndoor spacesOutdoor spaces

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.
KitchenFamilyNearby

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.
KitchenIndoor spacesHospitality

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....
Indoor spacesFamilyAccuracy

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.
FamilyKitchenOutdoor spaces

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

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

2 bed /2 bath luxury barn conversion with hot tub
FamilyKitchenHospitality

Moonlit Mushroom Cabin
Indoor spacesKitchenTV

Luxury Shepherds Hut/Covered Hot Tub/+Garden Snug
FamilyIndoor spacesNearby

Rural Escape Dome with Hot Tub in Whixall
Indoor spacesKitchenWi-Fi

Beautiful, private Shepherd's hut overlooking lake
KitchenIndoor spacesHeating

Beautiful Yurt, Fabulous Views, with Hot Tub
Indoor spacesKitchenBathroom

Pod with a view! In the countryside with fab view
FamilyKitchenHospitality
Family- and pet-friendly home rentals

Rose Cottage on England / Wales border. Shropshire
KitchenFamilyParks

Cabin Morgan at Efyrnwy Escapes, Pontrobert, Powys
KitchenFamilyQuiet

The Meadow Snug
Indoor spacesKitchenSleep quality

Unique Hobbit House with Garden, Fire Pit & Views
KitchenFamilyTV

Cottage near Llansilin
Indoor spacesKitchenLong stay

Warren Bothy
Indoor spacesKitchenOutdoor spaces

Malt Barn, Grade2 listed in heart of rural Shrops
KitchenIndoor spacesPets

Mongolian yurt sleeping 2+2 with outdoor space
Indoor spacesFamilyCleanliness
Family-friendly home rentals with a pool

Maltfield Riverside Pool Retreat
FamilyKitchenCleanliness

Hampton Bye Barn, Rural Retreat
FamilyIndoor spacesCleanliness

Right on The Shropshire Way Remote & lovely views
Indoor spacesFamilyCleanliness

Long Mountain View Tiny House with Hot Tub
FamilyIndoor spacesComfort

Hendy Bach
KitchenFamilyDecor

Private Indoor Pool & Tennis Court
FamilyIndoor spacesAmenities

Sapphire Hut and Natural Paradise Swimming Pool
KitchenFamilyLayout

Luxury Retreat | Heated Pool, sauna & games Room
KitchenIndoor spacesNearby
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 | $259 NZD | $267 NZD | $257 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
- Zip World Penrhyn Quarry
- 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
- Conwy Castle
- Harlech Beach
- Aberdyfi Beach
- Great Orme
- Aintree Racecourse
- Rhyl Beach Front
- Carding Mill Valley & The Long Mynd
- Tywyn Beach
- Wythenshawe Park





