
Family-friendly vacation rentals in Oswestry
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Oswestry
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Wisteria Cottage Edgerley nr Shrewsbury/Oswestry
Wisteria Cottage is a self-contained private cottage in a quiet rural setting with countryside views, surrounded by nature. Newly refurbished with shabby-chic country inspired interior. Private WiFi, TV's both floors & super-king bed. Close to market towns of Shrewsbury & Oswestry, both 10 miles/15 minutes drive away. Private parking, central heating, 1-2 bedrooms, lounge, large fully equipped kitchen/dining area/family room. Main bedroom upstairs, two single beds in downstairs bedroom.

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 *7-day 10% discount * Handy for North Wales * Free double parking NB: Shower/toilet is downstairs. Stairs unsuitable for toddlers/infirm Old cottage may have cosmetic flaws while gradually making improvements

Charlotte's Web - rural town retreat near Wales
A cosy cottage in the idyllic market town of Ellesmere. A short walk from the mere itself and the park, together with all the town's amenities and the canal. Several pubs, restaurants and cafes are within a 10 minute walk. The location is ideal for exploring the north and West of Wales together with Cheshire and Shropshire. This property is conveniently situated close to the town's main bus stop providing links to Shrewsbury and Gobowen railway station. A lovely area to explore.

The Barn at Pentregaer Ucha, tennis court & lake.
Charming one bedroom self catering holiday let in traditional stone barn. The Barn is one of four self catering units available at Pentregaer Ucha, alongside The Granary, The Nook and The Stables, all can be found listed separately on Airbnb making a perfect getaway for couples or groups. All our holiday lets offer everything you need for the perfect rural retreat and are decorated and maintained to the highest standards; an ideal base for exploring both Wales and Shropshire.

SEVERNSIDE ANNEX
The annexe is situated next to our home with its own private access so you can be completely independent. It’s in the small village of Four Crosses near the England/Wales border and can sleep five people in two bedrooms, one king-size double and one family room comprising three single beds. The ground floor has an open plan living area with kitchen, dining area and sitting area. Outside there is off road parking for two cars and a gravelled patio with garden furniture.

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.

Entire Loft with stunning views
Take it easy at this unique and tranquil getaway. The loft is a private accommodation suitable for up to 4 people. In a very quiet rural spot overlooking the Welsh countryside. Our accommodation is perfect for single travellers, couples or a small group of friends wishing to explore the area. Perfect location for walking Offas Dyke. The canal path runs 200 yards away. Snowdon is about 90 mins drive 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 local walks, amazing Archaeology & stunning places to visit. A stunning base in the perfect location, for couples, work placements, Ramblers, Business travellers, stop overs and adventure motorcyclists etc. Check in 4pm - Check out 10am

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.

Self Contained West Wing with own sauna
Beautifully renovated spacious wing of large period property. Available for minimum 4 night booking arriving any day One double bedroom (standard double bed) with , en-suite,hairdryer sauna, shower & WC, large living/dining room with solid fuel burner, kitchen with hob, microwave, small electric oven and under counter fridge. Dog friendly

Summerhill Lodge
Converted from a cattle shed into a holiday let in 2011. Compact,simple but comfortable, in quiet rural location with views over open countryside, situated within 2 miles of town centre. Ideal location for relaxing break or as a base to explore the many attractions of local area.
Popular amenities for Oswestry family-friendly rentals
Family-friendly home rentals with a hot tub

Hawthorn Cottage - Romantic Getaway with Hot Tub

Cosy house with hot tub and stunning valley views

2 bed /2 bath luxury barn conversion with hot tub

Sycamore Cabin with woodfired Hot Tub

Romantic Autumn Retreat. Hot Tub. Views. Firepit.

Luxury pod in a rural setting with private hot tub

Country escape - stunning views

Unique Stables Retreat with Hot Tub & Sauna
Family- and pet-friendly home rentals

Jemima’s cottage, cosy and comfortable!

Rose Cottage on England / Wales border. Shropshire

The Eaves at Eastwick, Tybroughton.

Cosy barn conversion with woodburner near pub

Ideally located studio apartment

Blaen Wern Cosy Cabin With Mountain View

Cottage near Llansilin

The Old Gun room
Family-friendly home rentals with a pool

The Shippen

Sauna, HotTub & Cold Plunge Pyramid Escape

Right on The Shropshire Way Remote & lovely views

Long Mountain View Tiny House with Hot Tub

Dog Friendly Holiday Home Valley View

Hendy Bach

The Woodpecker Lodge, with Private Hot Tub

Northwood Farmhouse Lodge
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.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 970 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!
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