
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.

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 spacesFamilyGetting around

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.
Indoor spacesKitchenBreakfast

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
KitchenIndoor spacesLocation

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.
FamilyKitchenBathroom

15th Century Farmhouse in mountains nr Lake Vyrnwy
Magical self-catering 15 Century farmhouse near Lake Vyrnwy. Medieval oak galleries, historic cruck beams plus a secret bedroom behind a bookcase. Cosy log fires, breathtaking mountain views, lovely fresh air. Relax and unwind with friends & family, and explore a myriad of bike trails, walks & outward bound activities on the doorstep. Alexa/wi-fi. Sleeps 14 (+ 2 folding beds) On the same site: Treehouse, sleeps 2 Search farmhouseinwales for more details.
KitchenIndoor spacesSleep quality

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.
KitchenFamilySolo travel

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
Indoor spacesFamilyAmenities

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.
Indoor spacesFamilyBarbecue

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 spacesWalkability

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 spacesSleep quality

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.
FamilyKitchenWalkability

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

Luxury escape Country walks Hot tub Shrewsbury
Indoor spacesKitchenHospitality

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

Luxury pod in a rural setting with private hot tub
FamilyIndoor spacesBathroom

Sleeps 16. Hot Tub + Games Room +
Indoor spacesKitchenWi-Fi

Unique handbuilt cedar log cabin hot tub & Sauna
FamilyIndoor spacesBreakfast

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

Brackendale Townhouse Spa
FamilyIndoor spacesWi-Fi

Pod with a view! In the countryside with fab view
KitchenIndoor spacesAccess
Family- and pet-friendly home rentals

Unique Hobbit House with Garden, Fire Pit & Views
FamilyIndoor spacesCleanliness

Secluded forester’s cottage with modern comforts
KitchenFamilyCheckout

Dee Valley Yurt
KitchenIndoor spacesHot tub

Rose Cottage on England / Wales border. Shropshire
FamilyKitchenOutdoor spaces

Beautiful 3 bedroom cottage in idyllic countryside
KitchenIndoor spacesSleep quality

The Cottage @ The Coachouse
FamilyKitchenRiver

Rose Villa - A Beautiful 5 Bedroom Country Retreat
Indoor spacesKitchenLaundry

Delightful Rustic Cottage, Rural Llanfyllin Wales
FamilyKitchenNearby
Family-friendly home rentals with a pool

Luxury homely open-plan barn with log burner
FamilyKitchenNearby

Private Indoor Pool & Tennis Court
KitchenFamilyView

Hampton Bye Barn, Rural Retreat
KitchenFamilyHospitality

Hendy Bach
Indoor spacesFamilyView

Long Mountain View Tiny House with Hot Tub
Indoor spacesKitchenWi-Fi

Coach House with private indoor Swimming Pool
FamilyIndoor spacesPool

Right on The Shropshire Way Remote & lovely views
FamilyKitchenAccess

Northwood Farmhouse Lodge
Indoor spacesKitchenSleep quality
When is the best time to visit Oswestry?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $242 NZD | $274 NZD | $250 NZD | $255 NZD | $264 NZD | $254 NZD | $286 NZD | $327 NZD | $270 NZD | $215 NZD | $225 NZD | $249 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





