
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 $105 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.

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.
FamilyKitchenGetting around
4.87 out of 5 average rating, 159 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.
Indoor spacesKitchenBackyard
4.98 out of 5 average rating, 277 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
KitchenFamilyAccuracy
4.93 out of 5 average rating, 222 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.
KitchenFamilyBathroom
4.95 out of 5 average rating, 500 reviews
Luxury homely open-plan barn with log burner
Furnished to a high standard, homely touches, wooden floors and log fire. Super spacious, a space to relax and unwind. The barn is in the Welsh countryside, a very peaceful spot with beautiful walks and pubs. Close to Ellesmere, Oswestry, Shrewsbury, Chester and historic Llangollen. The heated pool is open from 1ST MAY - END OF SEPTEMBER. TABLE TENNIS/STUDIO/ SAUNA & TENNIS COURT AVAILABLE. Sauna (wood fired), cold tubs & Studio chargeable at an hourly rate.
FamilyIndoor spacesAccess
4.98 out of 5 average rating, 236 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
FamilyKitchenCheck-in
4.88 out of 5 average rating, 357 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 .
FamilyKitchenCheckout
4.96 out of 5 average rating, 218 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.
FamilyIndoor spacesHeating
4.95 out of 5 average rating, 131 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....
KitchenIndoor spacesHiking
4.87 out of 5 average rating, 412 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.
Indoor spacesFamilyHeating
4.95 out of 5 average rating, 150 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.
FamilyIndoor spacesAmenities
4.83 out of 5 average rating, 249 reviews
View Cottage, Llanymynech
Relax with the whole family at this peaceful place to stay. Located in Llanymynech, this 3 bedroom cottage offers spectacular views and is a stones throw away from Llanymynech Rocks Nature Reserve, Llanymynech Golf Course and Offa's Dyke. The cottage can accommodate up to 6 guests and pets are welcome. Free WiFi is available through the property.
FamilyKitchenView
5.0 out of 5 average rating, 102 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
KitchenIndoor spacesBeach
4.99 out of 5 average rating, 170 reviews
15th Century Farmhouse in mountains nr Lake Vyrnwy
Indoor spacesFamilySleep quality
4.94 out of 5 average rating, 209 reviews
Goat Hill Lodge, 2 bedroom, great views, hot tub
FamilyKitchenHospitality
4.96 out of 5 average rating, 207 reviews
Castlewood Cabin
FamilyKitchenHot tub
4.99 out of 5 average rating, 108 reviews
Sleeps 16. Hot Tub + Games Room +
FamilyIndoor spacesOutdoor spaces
4.91 out of 5 average rating, 242 reviews
Unique handbuilt cedar log cabin hot tub & Sauna
KitchenIndoor spacesCheckout
4.99 out of 5 average rating, 248 reviews
2 bed /2 bath luxury barn conversion with hot tub
KitchenFamilyAmenities
5.0 out of 5 average rating, 290 reviews
5* Barley Cottage, with private covered hot tub
KitchenFamilyParking
4.99 out of 5 average rating, 201 reviewsFamily- and pet-friendly home rentals

Delightful Rustic Cottage, Rural Llanfyllin Wales
Indoor spacesFamilyLong stay
4.85 out of 5 average rating, 283 reviews
Rose Cottage on England / Wales border. Shropshire
KitchenFamilyBiking
4.84 out of 5 average rating, 250 reviews
Unique Hobbit House with Garden, Fire Pit & Views
FamilyKitchenHeating
4.92 out of 5 average rating, 155 reviews
The Cottage @ The Coachouse
FamilyKitchenHospitality
4.88 out of 5 average rating, 257 reviews
The Granary at Pentregaer Ucha, tennis & lake.
FamilyKitchenPets
4.99 out of 5 average rating, 353 reviews
Secluded forester’s cottage with modern comforts
FamilyKitchenAmenities
4.98 out of 5 average rating, 244 reviews
Oakwood Cabin
FamilyIndoor spacesAccess
4.97 out of 5 average rating, 158 reviews
Grand Homestay in Llantysilio - North Wales
KitchenFamilyWalkability
4.94 out of 5 average rating, 352 reviewsFamily-friendly home rentals with a pool

Private Indoor Pool & Tennis Court
KitchenIndoor spacesCleanliness
4.96 out of 5 average rating, 171 reviews
Hendy Bach
Indoor spacesKitchenHospitality
4.93 out of 5 average rating, 169 reviews
Hampton Bye Barn, Rural Retreat
FamilyKitchenAccuracy
4.91 out of 5 average rating, 129 reviews
Coach House with private indoor Swimming Pool
Indoor spacesFamilyLayout
4.94 out of 5 average rating, 104 reviews
Long Mountain View Tiny House with Hot Tub
Indoor spacesKitchenHospitality
4.97 out of 5 average rating, 233 reviews
Right on The Shropshire Way Remote & lovely views
KitchenIndoor spacesCondition
4.95 out of 5 average rating, 205 reviews
Sapphire Hut and Natural Paradise Swimming Pool
KitchenFamilyCleanliness
4.92 out of 5 average rating, 49 reviews
Northwood Farmhouse Lodge
FamilyIndoor spacesPool
4.97 out of 5 average rating, 93 reviewsWhen is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $252 NZD | $285 NZD | $260 NZD | $266 NZD | $274 NZD | $264 NZD | $297 NZD | $341 NZD | $281 NZD | $224 NZD | $234 NZD | $259 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
- Wythenshawe Park
- Ludlow Castle
- Pontcysyllte Aqueduct and Canal
- Snowdonia Mountain Lodge
- Tatton Park
- Snowdon Mountain Railway
- The Secret Garden Glamping
- M&S Bank Arena
- Great Orme
- The Iron Bridge
- Aberdyfi Beach
- Rhyl Beach Front
- Harlech Beach
- Carding Mill Valley & The Long Mynd
- Shell Island
- Aintree Racecourse
- Tywyn Beach





