
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.

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
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.
4.87 out of 5 average rating, 156 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
Peaceful 2 bedroom cottage in quiet rural location
Built 100 years ago for a family that worked on the estate, Lyth Cottage sits at the edge of parkland with views across open fields to the Welsh hills. The 1-storey peaceful cottage has 1 double and 1 twin bedroom with additional single bed if required. The bathroom has a walk-in shower and the kitchen is well equipped with dishwasher and washer/dryer. It has a small garden with seating. Ellesmere is a 1.5m drive, or a 1m walk/cycle along the canal towpath.
4.92 out of 5 average rating, 334 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
Dee Valley Yurt
Set on the peaceful banks of the River Dee, just a gentle two-minute walk to Llangollen Bridge and the heart of town, our luxury riverside yurt offers warmth, comfort and calm. Nestled within a private one-acre riverside garden with fishing rights, fire pit, BBQ and quiet seating areas. Dog and child friendly, with a fairy garden, treehouse and trampoline. Includes your own fully equipped kitchen and private plumbed shower room. Groups by arrangement.
4.87 out of 5 average rating, 271 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 reviewsPopular amenities for Oswestry family-friendly rentals
Family-friendly home rentals with a hot tub

15th Century Farmhouse in mountains nr Lake Vyrnwy
4.94 out of 5 average rating, 207 reviews
Sleeps 16. Hot Tub + Games Room +
4.91 out of 5 average rating, 240 reviews
Luxury escape Country walks Hot tub Shrewsbury
4.97 out of 5 average rating, 214 reviews
Gothic Victorian Gate House & Hot Tub Welshpool
4.88 out of 5 average rating, 334 reviews
Goat Hill Lodge, 2 bedroom, great views, hot tub
4.96 out of 5 average rating, 204 reviews
Luxury pod in a rural setting with private hot tub
4.99 out of 5 average rating, 170 reviews
Brackendale Townhouse Spa
4.89 out of 5 average rating, 226 reviews
Unique handbuilt cedar log cabin hot tub & Sauna
4.99 out of 5 average rating, 241 reviewsFamily- and pet-friendly home rentals

Rose Cottage on England / Wales border. Shropshire
4.84 out of 5 average rating, 250 reviews
Oakwood Cabin
4.97 out of 5 average rating, 157 reviews
View Cottage, Llanymynech
5.0 out of 5 average rating, 99 reviews
Rose Villa - A Beautiful 5 Bedroom Country Retreat
4.97 out of 5 average rating, 202 reviews
The Granary at Pentregaer Ucha, tennis & lake.
4.99 out of 5 average rating, 352 reviews
Charlotte's Web - rural town retreat near Wales
4.76 out of 5 average rating, 160 reviews
Delightful Rustic Cottage, Rural Llanfyllin Wales
4.85 out of 5 average rating, 278 reviews
Silver Birch Lodge
4.87 out of 5 average rating, 305 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
Coach House with private indoor Swimming Pool
4.94 out of 5 average rating, 101 reviews
Long Mountain View Tiny House with Hot Tub
4.97 out of 5 average rating, 233 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 | 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
- Ludlow Castle
- Snowdonia Mountain Lodge
- Pontcysyllte Aqueduct and Canal
- Tatton Park
- The Secret Garden Glamping
- Snowdon Mountain Railway
- M&S Bank Arena
- Wythenshawe Park
- The Iron Bridge
- Harlech Beach
- Rhyl Beach Front
- Great Orme
- Aberdyfi Beach
- Aintree Racecourse
- Carding Mill Valley & The Long Mynd
- Shell Island
- Tywyn Beach





