
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 $101 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.
KitchenFamilyGetting around

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.
KitchenIndoor spacesHeating

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
Indoor spacesKitchenParking

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.
FamilyIndoor spacesWi-Fi

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.
FamilyKitchenLaundry

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
KitchenFamilyCleanliness

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 .
FamilyIndoor spacesBackyard

Oakwood Cabin
Oakwood is a family-friendly retreat in the Mid Wales countryside, perfect for quality time together. We accept bookings for up to two adults and one or two children (under 18), and do not accommodate adult-only groups. Enjoy our private stretch of river for fishing, paddleboarding, and canoeing, with scenic walks and cycling routes nearby. Local pubs, shops, and restaurants are within 1.5 miles, making it an ideal base to explore the area.
KitchenIndoor spacesRiver

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.
KitchenIndoor spacesQuiet

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....
Indoor spacesKitchenRiver

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.
KitchenIndoor spacesBathroom

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

15th Century Farmhouse in mountains nr Lake Vyrnwy
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Goat Hill Lodge, 2 bedroom, great views, hot tub
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Unique handbuilt cedar log cabin hot tub & Sauna
Indoor spacesKitchenHospitality

Luxury pod in a rural setting with private hot tub
KitchenIndoor spacesGetting around

Sleeps 16. Hot Tub + Games Room +
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Luxury escape Country walks Hot tub Shrewsbury
KitchenFamilyDecor

2 bed /2 bath luxury barn conversion with hot tub
KitchenFamilyParking

Fox&Hare cottages sleep 16 hot tub & wild swimming
Indoor spacesFamilyWalkability
Family- and pet-friendly home rentals

Rose Cottage on England / Wales border. Shropshire
FamilyKitchenCondition

Beautiful 3 bedroom cottage in idyllic countryside
Indoor spacesFamilyHiking

The Honey Bee Tent
KitchenIndoor spacesRiver

Secluded forester’s cottage with modern comforts
KitchenIndoor spacesGetting around

Rose Villa - A Beautiful 5 Bedroom Country Retreat
KitchenIndoor spacesBathroom

Delightful Rustic Cottage, Rural Llanfyllin Wales
KitchenFamilyHeating

Dee Valley Yurt
Indoor spacesKitchenSleep quality

The Granary at Pentregaer Ucha, tennis & lake.
Indoor spacesFamilyCleanliness
Family-friendly home rentals with a pool

Luxury homely open-plan barn with log burner
FamilyKitchenRiver

Private Indoor Pool & Tennis Court
KitchenIndoor spacesCondition

Hampton Bye Barn, Rural Retreat
FamilyIndoor spacesLocation

Hendy Bach
Indoor spacesFamilyAmenities

Coach House with private indoor Swimming Pool
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Long Mountain View Tiny House with Hot Tub
KitchenFamilyLayout

Right on The Shropshire Way Remote & lovely views
Indoor spacesFamilyHiking

Northwood Farmhouse Lodge
FamilyIndoor spacesShared spaces
When is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $243 NZD | $275 NZD | $252 NZD | $257 NZD | $265 NZD | $255 NZD | $287 NZD | $329 NZD | $272 NZD | $216 NZD | $226 NZD | $250 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
- 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





