
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, Wi-Fi 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.

Unique Hobbit House with Garden, Fire Pit & Views
Cosy Hobbit House with fire pit, private garden, and stunning countryside views at Sychpwll. This unique cob-built house has two bedrooms (king and double), a private bathroom with electric shower, and an open-plan kitchen/dining room. The house is heated by two wood burners, laid for you on arrival with a basket of logs. Extra wood can be brought from us. Outside, enjoy your garden with seating , fire pit, and relax in the peace, wildlife, and countryside. Guests also have access to the river.

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.

Beautiful 3 bedroom cottage in idyllic countryside
Spacious and characterful 3 bedroom country cottage, set on 17 acre nature reserve of outstanding natural beauty. Gym & table tennis available. Stable Cottage has one comfortable double bedroom, two twin singles, a large library sitting room (ample supply of books!), a further spacious sitting/dining room with a woodburning stove and a stone-flagged kitchen with views over open country. Brand new luxurious shower room and main bathroom for 2026! Bathroom has double- ended freestanding bath.
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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.
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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.

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
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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

North Wales Farm house, on a working farm.
Traditional Grade 2 listed farm house dating back to the 18th century, has been recently restored to its former glory with a tradition but also modern feel. Four spacious bedrooms with 1 of them with a king size double bed, including a en suite, a double bed, single bedroom and another bedroom with a 3/4 bed. A large family bathroom with a roll top bath and large shower separate, two living rooms, dinning room, kitchen, utility room and downstairs bathroom .
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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.

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.
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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

Pod with a view! In the countryside with fab view

Gothic Victorian Gate House & Hot Tub Welshpool

15th Century Farmhouse in mountains nr Lake Vyrnwy

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

5* Barley Cottage, with private covered hot tub

Luxury pod in a rural setting with private hot tub

Luxury escape Country walks Hot tub Shrewsbury
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2 bed /2 bath luxury barn conversion with hot tub
Family- and pet-friendly home rentals

Delightful Rustic Cottage, Rural Llanfyllin Wales
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The Granary at Pentregaer Ucha, tennis & lake.

Dee Valley Yurt
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The Old Dairy - Self Contained Barn with King Bed
HospitalityGetting aroundNearby

The Garden House

Stunning period Farmhouse in rural setting

Oakwood Cabin
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Secluded forester’s cottage with modern comforts
Family-friendly home rentals with a pool

Luxury homely open-plan barn with log burner

Private Indoor Pool & Tennis Court

Hampton Bye Barn, Rural Retreat

Hendy Bach

Coach House with private indoor Swimming Pool

Long Mountain View Tiny House with Hot Tub
Hospitality

Right on The Shropshire Way Remote & lovely views

Sapphire Hut and Natural Paradise Swimming Pool
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 | $279 NZD | $255 NZD | $260 NZD | $268 NZD | $258 NZD | $291 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
- Pontcysyllte Aqueduct and Canal
- Ludlow Castle
- Snowdonia Mountain Lodge
- Tatton Park
- Snowdon Mountain Railway
- The Secret Garden Glamping
- Wythenshawe Park
- M&S Bank Arena
- The Iron Bridge
- Great Orme
- Aberdyfi Beach
- Rhyl Beach Front
- Harlech Beach
- Carding Mill Valley & The Long Mynd
- Aintree Racecourse
- Shell Island
- Tywyn Beach





