
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 $103 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.

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.
KitchenFamilyGetting around

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.
Indoor spacesKitchenPets

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 spacesHospitality

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.
FamilyKitchenHospitality

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.
Indoor spacesFamilyValue

Entire Village Cottage w/Garden & Free Parking
A cosy end terrace Victorian cottage, dog-friendly village base for couples, friends — with two bedrooms, spacious private parking and outdoor space. Whittington Castle Events and menu, plus 2 Family pubs. Explore Shropshire, North Wales, historic sites, hiking, cycling routes. Flexi Check-in after 3pm. No EV charging. Note: Shower/toilet is downstairs. Stairs unsuitable for toddlers/infirm. Old cottage has imperfections while gradually making improvements
KitchenFamilyLong stay

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.
Indoor spacesFamilyAccuracy

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.
Indoor spacesFamilyQuiet

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....
KitchenFamilyHiking

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.
KitchenFamilyQuiet

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.
KitchenFamilyAccuracy

Bryn Bach - Cosy stopover near Offa's Dyke
Our peaceful shepherd’s hut ‘Bryn Bach’ is situated right next to our home yet offering privacy, with lovely views of the Brieddan Hills. We offer a convenient location for visiting Welshpool and Shrewsbury and ideal for stopovers on longer journeys into Wales, or as a base for walkers tackling the Offa’s Dyke path which is only 300m away!
KitchenFamilyHospitality
Popular amenities for Oswestry family-friendly rentals
Family-friendly home rentals with a hot tub

Gothic Victorian Gate House & Hot Tub Welshpool
KitchenIndoor spacesCleanliness

Pod with a view! In the countryside with fab view
FamilyKitchenBiking

Luxury dog friendly retreat with hot tub
KitchenIndoor spacesQuiet

Rural Escape Dome with Hot Tub in Whixall
Indoor spacesKitchenAir conditioning

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

Beautiful, private Shepherd's hut overlooking lake
KitchenIndoor spacesCondition

Hill Top Retreat
KitchenIndoor spacesQuiet

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

Rose Cottage on England / Wales border. Shropshire
KitchenFamilyTV

Beautiful 3 bedroom cottage in idyllic countryside
FamilyKitchenGetting around

Cosy escape in beautiful North Wales.
FamilyIndoor spacesSolo travel

Unique dog friendly cabin in Llangollen.
Indoor spacesKitchenHeating

Oakwood Cabin
FamilyKitchenCheckout

Unique Hobbit House with Garden, Fire Pit & Views
FamilyIndoor spacesDecor

Delightful Rustic Cottage, Rural Llanfyllin Wales
FamilyKitchenLayout

Holly Lodge
Indoor spacesKitchenRiver
Family-friendly home rentals with a pool

Private Indoor Pool & Tennis Court
FamilyKitchenHospitality

Long Mountain View Tiny House with Hot Tub
KitchenFamilyNearby

Hampton Bye Barn, Rural Retreat
Indoor spacesFamilyShared spaces

Right on The Shropshire Way Remote & lovely views
FamilyKitchenComfort

Hendy Bach
FamilyIndoor spacesComfort

Northwood Farmhouse Lodge
Indoor spacesFamilyNearby

Luxury Holiday Home. Pool & Hot Tub - North Wales
FamilyKitchenHiking

Maltfield Riverside Pool Retreat
KitchenIndoor spacesWalkability
When is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $246 NZD | $278 NZD | $255 NZD | $260 NZD | $268 NZD | $258 NZD | $290 NZD | $333 NZD | $275 NZD | $219 NZD | $229 NZD | $253 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
- Snowdonia Mountain Lodge
- Ludlow Castle
- Pontcysyllte Aqueduct and Canal
- The Secret Garden Glamping
- M&S Bank Arena
- Tatton Park
- Snowdon Mountain Railway
- The Iron Bridge
- Harlech Beach
- Wythenshawe Park
- Rhyl Beach Front
- Conwy Castle
- Aberdyfi Beach
- Great Orme
- Aintree Racecourse
- Tywyn Beach
- Carding Mill Valley & The Long Mynd





