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 $83 AUD 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.

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Guest favourite
Earthen home in Llandrinio
4.92 out of 5 average rating, 154 reviews

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.

FamilyKitchenView

Top Guest favourite
A charming outdoor seating area is displayed, featuring a round table and two foldable chairs in soft pink. Colorful flowers surround the space, while a decorative stone statue of a dog adds a whimsical touch. The brick wall of the cottage provides a rustic backdrop.
Cottage in Maesbrook
4.87 out of 5 average rating, 158 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.

FamilyKitchenView

Superhost
Cottage in Shropshire
4.84 out of 5 average rating, 250 reviews

Rose Cottage on England / Wales border. Shropshire

Rose Cottage is a stone built property built around 1830. The floors upstairs are all planked Elm and the downstairs areas are Flagstone flooring. The beamed ceilings and inglenook mean the property exudes character but with all the mod cons, including high speed internet. The cottage was recently upgraded with a Hand- painted kitchen with built in Dishwasher and fridge. Work surfaces are Kashmir white granite. The front garden is quite private & the bench is a perfect spot for a cup of tea.

FamilyKitchenCondition

Superhost
The charming stone cottage is framed by lush greenery and vibrant red foliage. A spacious garden with a stone patio provides outdoor seating, while rolling hills are visible in the background under a partly cloudy sky, enhancing the scenic rural setting.
Cottage in Llanfyllin
4.85 out of 5 average rating, 279 reviews

Delightful Rustic Cottage, Rural Llanfyllin Wales

A charming 200 yr old Welsh Cottage * Rustic, brimming with traditional character * Original low beams * 2x Large Bedrooms * Detached * Located next the A490, 3min drive to Llanfyllin Town * Lake Vyrnwy, Oswestry & Welshpool (15 mins drive) * Accom:- Kitchen/Diner * Farmhouse table 4x chairs * Living Room * Bathroom+shower * Benefits inc:- Oven * Microwave * Wifi * Smart TV DVD * Off Street Parking * Front Garden + patio * 40'x20' secure dog area * W/Mach * D/wash * Log Burner * Oak Floors *

FamilyKitchenBeach

Top Guest favourite
A spacious bedroom features a comfortable double bed with decorative pillows and a soft throw. A stylish chandelier hangs above. A small bedside table and clothing storage provide functionality. A cozy chair and a mirrored accent piece add to the inviting decor.
Condo in Shropshire
4.93 out of 5 average rating, 218 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

FamilyIndoor spacesBathroom

Guest favourite
The exterior of the house is showcased with a well-maintained garden featuring a spacious patio area. A large wooden picnic table is positioned under a shade umbrella. Surrounding pots with greenery enhance the inviting outdoor space.
Home in Saint Martin's
4.95 out of 5 average rating, 499 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.

KitchenFamilyCleanliness

Top Guest favourite
A charming Victorian cottage features a red brick facade, complemented by decorative woodwork at the eaves. A window framed by greenery is visible, along with vibrant red foliage from a nearby plant, adding a touch of color to the exterior.
Cottage in Whittington
4.88 out of 5 average rating, 355 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

FamilyKitchenAccuracy

Guest favourite
The open-plan lounge and dining area feature high vaulted ceilings with rustic oak beams. A long wooden dining table is accompanied by colorful chairs, while a blue sofa set invites relaxation. Large windows allow natural light to illuminate the contemporary decor and artwork on the walls.
Home in Oswestry
4.95 out of 5 average rating, 131 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.

KitchenFamilyView

Guest favourite
A hand-built treehouse is nestled among strong tree trunks, with large windows offering views of the surrounding greenery. A wooden staircase leads up to the entrance, which is framed by verdant leaves, enhancing the connection to nature.
Treehouse in Pant
4.87 out of 5 average rating, 408 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....

FamilyKitchenDecor

Top Guest favourite
A modern kitchen features dark cabinetry and sleek appliances, complemented by a spacious dining area with a round table set for four. A vibrant vase filled with flowers adds a touch of color to the scene, while windows provide natural light.
Apartment in Oswestry
4.95 out of 5 average rating, 150 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

Guest favourite
The living space showcases original oak trusses above an inviting wood-burning stove, complemented by a neutral-toned area rug. A television is mounted on the wall, and a well-equipped kitchen with wooden cabinetry and modern appliances is visible. Storage baskets and an entrance door are also included in the design.
Barn in Shrewsbury
4.93 out of 5 average rating, 463 reviews

The Old Dairy - Self Contained Barn with King Bed

Once a milking shed - The Old Dairy - is tucked away down a private drive in an idyllic hamlet in rural Shropshire. The Old Dairy looks out onto Fitz Church which is one of the oldest brick built churches in Shropshire. We live next door at Dovecote Barn but even though The Old Dairy makes up a separate wing to our home, it is completely self-contained with its own entrance and key safe.

Indoor spacesKitchenNearby

Guest favourite
A rustic exterior view of a charming structure features a prominent arched wooden door emphasizing the historic character. The white brick wall complements the slate roof, while a small potted plant is positioned near the base of the door. Natural light softly illuminates the space.
Apartment in Oswestry
4.83 out of 5 average rating, 249 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.

FamilyKitchenSolo travel

Popular amenities for Oswestry family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Tiny home in Llanymynech
4.99 out of 5 average rating, 350 reviews

Pod with a view! In the countryside with fab view

KitchenFamilyGetting around

Guest favourite
Home in Shropshire
4.94 out of 5 average rating, 209 reviews

15th Century Farmhouse in mountains nr Lake Vyrnwy

FamilyKitchenSleep quality

Guest favourite
The exterior of a charming detached gate lodge from the 1820s is visible, featuring a slate roof and distinctive Gothic-style windows. Soft outdoor lighting illuminates the stone facade, surrounded by lush greenery and landscaped grounds that create a serene atmosphere.
Townhouse in Welshpool
4.88 out of 5 average rating, 337 reviews

Gothic Victorian Gate House & Hot Tub Welshpool

KitchenFamilyAccuracy

Top Guest favourite
The exterior of a luxury pod is showcased, featuring a unique curved design with large windows. A private hot tub is positioned beside the pod, and a wooden fence surrounds the area. The landscape includes rolling hills under a bright blue sky.
Farm stay in Church Stoke
4.99 out of 5 average rating, 170 reviews

Luxury pod in a rural setting with private hot tub

Indoor spacesFamilyOutdoor spaces

Top Guest favourite
A lodge with a curved roof is set amidst a green landscape, surrounded by open fields. A spacious deck with railings wraps around the lodge, featuring large windows that reflect the soft colors of the sunset sky. A small dog is seen in the foreground.
Farm stay in Aston on Clun
4.96 out of 5 average rating, 204 reviews

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

KitchenFamilyLocation

Guest favourite
A charming cottage is framed by lush greenery and colorful flowerbeds, enhanced by the presence of a red telephone box. Rolling hills gently rise in the background, creating a serene countryside setting. A quiet road meanders alongside the cottage, inviting exploration.
Cottage in Llanrhaeadr-ym-Mochnant
4.91 out of 5 average rating, 242 reviews

Sleeps 16. Hot Tub + Games Room +

KitchenFamilyWalkability

Top Guest favourite
The stone exterior of a barn conversion is illuminated gently by outdoor lights, showcasing its rustic charm. Surrounding greenery and trees create a tranquil setting, while gravel paths lead to the entrance. A sense of peaceful country living is highlighted in this evening scene.
Cottage in Sarnau
5.0 out of 5 average rating, 287 reviews

2 bed /2 bath luxury barn conversion with hot tub

Indoor spacesKitchenBreakfast

Top Guest favourite
An aerial view showcases the barn retreat set in lush greenery, with well-maintained gardens featuring symmetrical hedges and a circular seating area. The surrounding landscape includes trees and spacious lawns, creating a serene outdoor environment for guests to enjoy.
Barn in Cheshire West and Chester
4.98 out of 5 average rating, 423 reviews

Exclusive Barn Stay Spa treatments & chef on site

FamilyIndoor spacesLong stay

When is the best time to visit Oswestry?

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Avg. price$199 AUD$226 AUD$206 AUD$211 AUD$217 AUD$209 AUD$235 AUD$270 AUD$223 AUD$177 AUD$186 AUD$205 AUD
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