
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 spacesTV

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.
Indoor spacesFamilyParking

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
Indoor spacesKitchenWalkability

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.
Indoor spacesKitchenBreakfast

Ash Cabin at Bramblewoods with stunning views
Our handcrafted en-suite wooden adult only 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.
KitchenFamilyLocation

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 spacesBreakfast

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.
FamilyKitchenTV

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.
FamilyIndoor spacesHeating

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
Indoor spacesKitchenBathroom

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 spacesParking

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....
KitchenFamilyWalkability

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.
KitchenFamilyComfort
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 spacesFamilySleep quality

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

Hill Top Retreat
KitchenIndoor spacesQuiet

Moonlit Mushroom Cabin
KitchenIndoor spacesHeating

Rural Escape Dome with Hot Tub in Whixall
Indoor spacesFamilyParking

Luxury Shepherds Hut/Covered Hot Tub/+Garden Snug
Indoor spacesKitchenSleep quality

Beautiful, private Shepherd's hut overlooking lake
Indoor spacesKitchenCleanliness

Beautiful Yurt, Fabulous Views, with Hot Tub
KitchenIndoor spacesView
Family- and pet-friendly home rentals

The Old Dairy - Self Contained Barn with King Bed
Indoor spacesFamilyView

Stunning refurbished Grade II Listed building
KitchenIndoor spacesGetting around

Unique Hobbit House with Garden, Fire Pit & Views
KitchenFamilyCondition

Cottage near Llansilin
KitchenIndoor spacesCondition

Warren Bothy
FamilyKitchenBackyard

Modern boutique apartment for 2 - Ellesmere
KitchenFamilyHiking

Dee Valley Yurt
Indoor spacesFamilyGetting around

Oakwood Cabin
FamilyIndoor spacesHospitality
Family-friendly home rentals with a pool

Maltfield Riverside Pool Retreat
KitchenIndoor spacesDecor

Hampton Bye Barn, Rural Retreat
KitchenIndoor spacesAccess

Right on The Shropshire Way Remote & lovely views
Indoor spacesFamilyHeating

Long Mountain View Tiny House with Hot Tub
FamilyIndoor spacesParking

Hendy Bach
FamilyKitchenLocation

Private Indoor Pool & Tennis Court
FamilyIndoor spacesWalkability

Sapphire Hut and Natural Paradise Swimming Pool
FamilyIndoor spacesAmenities

Northwood Farmhouse Lodge
Indoor spacesKitchenPool
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 | $278 NZD | $254 NZD | $259 NZD | $268 NZD | $257 NZD | $290 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
- Ludlow Castle
- Pontcysyllte Aqueduct and Canal
- Snowdonia Mountain Lodge
- Tatton Park
- M&S Bank Arena
- Snowdon Mountain Railway
- The Secret Garden Glamping
- The Iron Bridge
- Harlech Beach
- Aberdyfi Beach
- Great Orme
- Rhyl Beach Front
- Wythenshawe Park
- Aintree Racecourse
- Carding Mill Valley & The Long Mynd
- Tywyn Beach
- Zip World Penrhyn Quarry
- Shell Island





