
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 $102 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.

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.
4.92 out of 5 average rating, 154 reviews
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.
4.84 out of 5 average rating, 250 reviews
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.
4.98 out of 5 average rating, 274 reviews
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.
4.99 out of 5 average rating, 116 reviews
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
4.93 out of 5 average rating, 214 reviews
The Cob House. Entire house, garden & parking
This 3 bed spacious house has a large kitchen diner with 1800s bread oven feature, comfortable lounge, 3 generous bedrooms one with ensuite and large family bathroom with freestanding bath and spacious shower. Lovely country village location with two family pubs, a park great for children and a large independant supermarket which sells everything you could need. Plenty of lovely country walks straight from the door perfect for a getaway or home from home when working away.
4.95 out of 5 average rating, 499 reviews
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
4.88 out of 5 average rating, 354 reviews
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 .
4.96 out of 5 average rating, 213 reviews
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.
4.95 out of 5 average rating, 130 reviews
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....
4.87 out of 5 average rating, 408 reviews
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.
4.95 out of 5 average rating, 149 reviews
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.
4.83 out of 5 average rating, 248 reviewsPopular amenities for Oswestry family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury pod in a rural setting with private hot tub
4.99 out of 5 average rating, 170 reviews
Goat Hill Lodge, 2 bedroom, great views, hot tub
4.96 out of 5 average rating, 204 reviews
15th Century Farmhouse in mountains nr Lake Vyrnwy
4.94 out of 5 average rating, 207 reviews
Gothic Victorian Gate House & Hot Tub Welshpool
4.88 out of 5 average rating, 334 reviews
Pod with a view! In the countryside with fab view
4.99 out of 5 average rating, 348 reviews
Luxury escape Country walks Hot tub Shrewsbury
4.97 out of 5 average rating, 214 reviews
2 bed /2 bath luxury barn conversion with hot tub
5.0 out of 5 average rating, 287 reviews
5* Barley Cottage, with private covered hot tub
4.99 out of 5 average rating, 200 reviewsFamily- and pet-friendly home rentals

Beautiful 3 bedroom cottage in idyllic countryside
4.87 out of 5 average rating, 157 reviews
Dee Valley Yurt
4.87 out of 5 average rating, 272 reviews
Delightful Rustic Cottage, Rural Llanfyllin Wales
4.85 out of 5 average rating, 279 reviews
The Granary at Pentregaer Ucha, tennis & lake.
4.99 out of 5 average rating, 352 reviews
The Old Dairy - Self Contained Barn with King Bed
4.93 out of 5 average rating, 462 reviews
Grand Homestay in Llantysilio - North Wales
4.94 out of 5 average rating, 351 reviews
Rose Villa - A Beautiful 5 Bedroom Country Retreat
4.97 out of 5 average rating, 202 reviews
Charlotte's Web - rural town retreat near Wales
4.76 out of 5 average rating, 160 reviewsFamily-friendly home rentals with a pool

Private Indoor Pool & Tennis Court
4.96 out of 5 average rating, 169 reviews
Luxury homely open-plan barn with log burner
4.98 out of 5 average rating, 235 reviews
Hampton Bye Barn, Rural Retreat
4.91 out of 5 average rating, 127 reviews
Hendy Bach
4.93 out of 5 average rating, 164 reviews
Long Mountain View Tiny House with Hot Tub
4.97 out of 5 average rating, 233 reviews
Coach House with private indoor Swimming Pool
4.94 out of 5 average rating, 101 reviews
Right on The Shropshire Way Remote & lovely views
4.95 out of 5 average rating, 199 reviews
Sapphire Hut and Natural Paradise Swimming Pool
4.91 out of 5 average rating, 47 reviewsWhen is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $244 NZD | $277 NZD | $253 NZD | $258 NZD | $266 NZD | $256 NZD | $288 NZD | $331 NZD | $273 NZD | $217 NZD | $227 NZD | $251 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





