
Family-friendly vacation rentals in Oswestry
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Oswestry

Total vacation rentals
Explore 20 vacation rentals in Oswestry

Nightly prices starting at
Oswestry vacation rentals start at ﺩ.ﺇ 220 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 vacation 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
Indoor spacesKitchenLocation

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.
FamilyIndoor spacesParking

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.
KitchenFamilyAmenities

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 spacesKitchenSolo travel

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.
KitchenIndoor spacesView

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.
KitchenIndoor spacesHiking

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 spacesFamilyBreakfast

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
KitchenFamilyWalkability

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 spacesFamilyOutdoor spaces

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....
KitchenIndoor spacesQuiet

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.
Indoor spacesFamilyHiking

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

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

2 bed /2 bath luxury barn conversion with hot tub
KitchenIndoor spacesNearby

The Balmoral Studio Lodge
Indoor spacesFamilyAccess

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

Rural Escape Dome with Hot Tub in Whixall
KitchenFamilyAmenities

Beautiful, private Shepherd's hut overlooking lake
KitchenIndoor spacesDecor

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

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

Cosy escape in beautiful North Wales.
KitchenIndoor spacesQuiet

Unique Hobbit House with Garden, Fire Pit & Views
FamilyKitchenSleep quality

Secluded forester’s cottage with modern comforts
KitchenIndoor spacesAccess

Nest above Llangollen (Nyth)
KitchenIndoor spacesView

Malt Barn, Grade2 listed in heart of rural Shrops
FamilyKitchenOutdoor spaces

Dee Valley Yurt
FamilyIndoor spacesWalkability

Modern boutique apartment for 2 - Ellesmere
FamilyKitchenGetting around

Oakwood Cabin
KitchenIndoor spacesCheck-in
Family-friendly home rentals with a pool

Hampton Bye Barn, Rural Retreat
KitchenFamilyPool

Right on The Shropshire Way Remote & lovely views
KitchenFamilyWifi

Long Mountain View Tiny House with Hot Tub
KitchenIndoor spacesCheck-in

Cedar Lodge C4
FamilyKitchenBathroom

Hendy Bach
Indoor spacesKitchenPets

The Woodpecker Lodge, with Private Hot Tub
KitchenFamilyCondition

Private Indoor Pool & Tennis Court
KitchenIndoor spacesHeating

Sapphire Hut and Natural Paradise Swimming Pool
FamilyKitchenHiking
When is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 529 | ﺩ.ﺇ 599 | ﺩ.ﺇ 547 | ﺩ.ﺇ 558 | ﺩ.ﺇ 577 | ﺩ.ﺇ 555 | ﺩ.ﺇ 624 | ﺩ.ﺇ 716 | ﺩ.ﺇ 591 | ﺩ.ﺇ 470 | ﺩ.ﺇ 492 | ﺩ.ﺇ 544 |
| 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





