
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, 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.
KitchenIndoor spacesBathroom

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.
Indoor spacesKitchenOutdoor spaces

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.
KitchenFamilyOutdoor spaces

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 spacesFamilyCondition

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.
Indoor spacesKitchenAccuracy

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.
KitchenIndoor spacesShared spaces

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
FamilyKitchenCondition

Private Indoor Pool & Tennis Court
Secluded and beautiful farm surrounded by 25 acres of farmland. Watch horses with their foals in the fields, and see the squirrels play in trees from your bedroom windows. Relax in the private pool, enjoy a game of tennis or learn to play snooker. Ideal for families or a romantic break for couples. Wander around some 10 acres of fields and woodland or walk along the river's edge. All private and exclusive. Remember to bring your walking boots or wellies.
KitchenIndoor spacesWalkability

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.
KitchenFamilyParks

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....
KitchenFamilyBarbecue

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 spacesFamilyHospitality

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.
KitchenIndoor spacesWi-Fi
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
FamilyKitchenBathroom

Sleeps 16. Hot Tub + Games Room +
FamilyIndoor spacesBreakfast

Brackendale Townhouse Spa
Indoor spacesKitchenNearby

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

2 bed /2 bath luxury barn conversion with hot tub
FamilyIndoor spacesBeach

Gothic Victorian Gate House & Hot Tub Welshpool
KitchenFamilyLocation

Gaer Hall Guilsfield a country mansion with hottub
FamilyIndoor spacesQuiet

Unique handbuilt cedar log cabin hot tub & Sauna
FamilyIndoor spacesTV
Family- and pet-friendly home rentals

Rose Cottage on England / Wales border. Shropshire
Indoor spacesKitchenGetting around

Delightful Rustic Cottage, Rural Llanfyllin Wales
KitchenIndoor spacesComfort

Grand Homestay in Llantysilio - North Wales
KitchenIndoor spacesValue

Oakwood Cabin
Indoor spacesKitchenAccuracy

Dee Valley Yurt
KitchenIndoor spacesGetting around

The Granary at Pentregaer Ucha, tennis & lake.
FamilyIndoor spacesQuiet

Rose Villa - A Beautiful 5 Bedroom Country Retreat
FamilyIndoor spacesWalkability

The Honey Bee Tent
Indoor spacesKitchenCleanliness
Family-friendly home rentals with a pool

Hampton Bye Barn, Rural Retreat
KitchenIndoor spacesAmenities

Hendy Bach
FamilyIndoor spacesOutdoor spaces

Coach House with private indoor Swimming Pool
FamilyKitchenLocation

Long Mountain View Tiny House with Hot Tub
FamilyKitchenHiking

Right on The Shropshire Way Remote & lovely views
KitchenIndoor spacesCheck-in

Luxury barn with hot tub and sauna - Dog friendly
KitchenIndoor spacesWalkability

Northwood Farmhouse Lodge
Indoor spacesKitchenWalkability

Luxury Holiday Home. Pool & Hot Tub - North Wales
KitchenFamilyCheck-in
When is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $245 NZD | $277 NZD | $253 NZD | $259 NZD | $267 NZD | $257 NZD | $289 NZD | $332 NZD | $274 NZD | $218 NZD | $228 NZD | $252 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





