
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 $60 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.

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

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. Find us using What3Words:///market.orbit.dumplings

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.

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.

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.

Jemima’s cottage, cosy and comfortable!
Cosy cottage adjacent to the owners listed property, situated in a small hamlet.Jemima’s has views of the surrounding countryside and a small private garden with garden furniture ,ample parking and WiFi.There are two bedrooms and two bathrooms the main bedroom also has shower and wc . There is a fully equipped kitchen and very comfortable living room. Shrewsbury is a 20 mins drive away . There isn’t a washing machine in the cottage but guests are welcome to use ours if they need to.

Modern boutique apartment for 4 - Ellesmere
Visit |nstagram to see the walk through videos boutiquestaysellesmere Visit Tik Tok to see the walk through videos - @boutiquestaysellesmere Enjoy a stylish experience at this centrally-located apartment. Off the main road provides a quiet nights rest - perfect ! With private free parking what could be easier . Just a few minutes walk to the beautiful Meres - an award-winning Park with stunning lake, gardens and woodland walks. Relax over tea and cakes at the historic location

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

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.

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.

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

Canadian Log Cabin with Luxury Hot Tub

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

The Balmoral Studio Lodge

2 bed /2 bath luxury barn conversion with hot tub

Rural Escape Dome with Hot Tub in Whixall

Beautiful Yurt, Fabulous Views, with Hot Tub

Pod with a view! In the countryside with fab view

Luxury pod in a rural setting with private hot tub
Family- and pet-friendly home rentals

The Old School House

The Byre, cosy cottage with views in Llangadfan.

Rose Cottage on England / Wales border. Shropshire

Cabin Morgan at Efyrnwy Escapes, Pontrobert, Powys

Cosy escape in beautiful North Wales.

The Meadow Snug

The Old Dairy - self contained barn for 2

The Herdwick Hut of Cheshire Shepherds Huts.
Family-friendly home rentals with a pool

Maltfield Riverside Pool Retreat

Hampton Bye Barn, Rural Retreat

The Shippen

Right on The Shropshire Way Remote & lovely views

Sauna, HotTub & Cold Plunge Pyramid Escape

Long Mountain View Tiny House with Hot Tub

Hendy Bach

Private Indoor Pool & Tennis Court
Destinations to explore
- Durham Vacation rentals
- London Vacation rentals
- Sea of the Hebrides Vacation rentals
- Thames River Vacation rentals
- South West Vacation rentals
- Inner London Vacation rentals
- Dublin Vacation rentals
- South London Vacation rentals
- Yorkshire Vacation rentals
- Central London Vacation rentals
- Basse-Normandie Vacation rentals
- Newbridge Vacation rentals
- Snowdonia / Eryri National Park
- Alton Towers
- Royal Albert Dock, Liverpool
- Chester Zoo
- Sefton Park
- West Midland Safari Park
- Pontcysyllte Aqueduct and Canal
- Ludlow Castle
- Tatton Park
- Zip World Penrhyn Quarry
- M&S Bank Arena
- Conwy Castle
- Snowdon Mountain Railway
- The Iron Bridge
- Welsh Mountain Zoo
- Aberdyfi Beach
- Wythenshawe Park
- Tywyn Beach
- Harlech Castle
- Aintree Racecourse
- Harlech Beach
- Museum of Liverpool
- Aberdovey Golf Club
- Great Orme
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes




