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 $84 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

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.

FamilyIndoor spacesValue

4.92 out of 5 average rating, 155 reviews
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

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.

FamilyIndoor spacesBathroom

4.87 out of 5 average rating, 159 reviews
Superhost
Cottage in Shropshire

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.

KitchenFamilyWi-Fi

4.84 out of 5 average rating, 250 reviews
Top Guest favourite
Cabin in Selattyn

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

4.98 out of 5 average rating, 277 reviews
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

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 spacesOutdoor spaces

4.93 out of 5 average rating, 221 reviews
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

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 spacesPets

4.95 out of 5 average rating, 500 reviews
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

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

FamilyIndoor spacesLocation

4.88 out of 5 average rating, 357 reviews
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

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 spacesCleanliness

4.95 out of 5 average rating, 131 reviews
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

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....

FamilyKitchenHiking

4.87 out of 5 average rating, 412 reviews
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

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.

FamilyIndoor spacesCleanliness

4.95 out of 5 average rating, 150 reviews
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

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 spacesLong stay

4.83 out of 5 average rating, 249 reviews
Top Guest favourite
The exterior of the cottage features a gravel pathway leading to a seating area with decorative metal chairs and potted plants. Large windows enhance natural light, showcasing the gentle landscape and trees in the background.
Home in Llanymynech

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.

KitchenFamilyAccuracy

5.0 out of 5 average rating, 101 reviews

Popular amenities for Oswestry family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Shropshire

15th Century Farmhouse in mountains nr Lake Vyrnwy

FamilyKitchenDecor

4.94 out of 5 average rating, 209 reviews
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

Luxury pod in a rural setting with private hot tub

Indoor spacesFamilyCleanliness

4.99 out of 5 average rating, 170 reviews
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

Gothic Victorian Gate House & Hot Tub Welshpool

KitchenFamilySleep quality

4.88 out of 5 average rating, 338 reviews
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

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

KitchenFamilyBathroom

4.96 out of 5 average rating, 207 reviews
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

2 bed /2 bath luxury barn conversion with hot tub

Indoor spacesFamilyQuiet

5.0 out of 5 average rating, 290 reviews
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

Sleeps 16. Hot Tub + Games Room +

Indoor spacesKitchenTV

4.91 out of 5 average rating, 242 reviews
Top Guest favourite
A hot tub filled with bubbling water is positioned outdoors, offering panoramic views of the surrounding countryside. Lush green trees frame the scene, and the clear blue sky enhances the tranquil atmosphere of the location.
Cabin in Llanwnog

Castlewood Cabin

FamilyIndoor spacesGetting around

4.99 out of 5 average rating, 107 reviews
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

Exclusive Barn Stay Spa treatments & chef on site

Indoor spacesFamilyBathroom

4.98 out of 5 average rating, 425 reviews

Family- and pet-friendly home rentals

Family-friendly home rentals with a pool

Top Guest favourite
An outdoor heated swimming pool is surrounded by a wooden deck and lush greenery. Comfortable seating is positioned nearby, offering a relaxing space to enjoy views of the tranquil landscaping. The area is well-lit by natural sunlight filtering through scattered clouds.
Home in Overton

Luxury homely open-plan barn with log burner

KitchenIndoor spacesPool

4.98 out of 5 average rating, 236 reviews
Guest favourite
An indoor heated pool is presented, featuring a full glass ceiling that allows natural light to fill the space. The water shimmers, reflecting soft light from the decor. Poolside, a long bench and a life ring are visible, along with plants adorning the area.
Farm stay in Caergwrle

Private Indoor Pool & Tennis Court

Indoor spacesKitchenAccuracy

4.96 out of 5 average rating, 171 reviews
Top Guest favourite
A charming barn conversion is depicted, featuring a light-colored exterior with green doors. Large windows allow natural light to fill the space. Surrounding greenery and textured gravel create a welcoming outdoor area, complemented by dappled shadows from overhead trees.
Barn in Cheshire West and Chester

Hampton Bye Barn, Rural Retreat

KitchenIndoor spacesAmenities

4.91 out of 5 average rating, 129 reviews
Top Guest favourite
Apartment in Llangollen

Hendy Bach

KitchenFamilyLocation

4.93 out of 5 average rating, 169 reviews
Top Guest favourite
The exterior of The Coach House is presented with rustic charm, featuring a mix of red stone and wooden facades. White garage doors and window frames add contrast, while flower boxes with vibrant blooms enhance the welcoming appearance. The courtyard is paved, providing ample parking space.
Cottage in Shrewsbury

Coach House with private indoor Swimming Pool

Indoor spacesKitchenLayout

4.94 out of 5 average rating, 104 reviews
Top Guest favourite
A deck surrounds a hot tub, with black wooden chairs and a small table positioned nearby. A wooden cabin with large glass doors features natural wood siding, contributing to a serene outdoor setting. Green foliage forms a backdrop under a partly cloudy sky.
Tiny home in Church Stoke

Long Mountain View Tiny House with Hot Tub

Indoor spacesFamilyValue

4.97 out of 5 average rating, 232 reviews
Top Guest favourite
Two self-catering pods are situated on a gravel area surrounded by lush greenery. Each pod features a wooden exterior and has a large glass front door. The space is open, providing a serene view of the landscape and natural surroundings.
Place to stay in Pontesbury

Right on The Shropshire Way Remote & lovely views

Indoor spacesKitchenHiking

4.95 out of 5 average rating, 203 reviews
Top Guest favourite
Shepherd’s hut in Picklescott

Sapphire Hut and Natural Paradise Swimming Pool

KitchenIndoor spacesSleep quality

4.92 out of 5 average rating, 49 reviews

When is the best time to visit Oswestry?

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Avg. price$202 AUD$229 AUD$209 AUD$214 AUD$221 AUD$212 AUD$239 AUD$274 AUD$226 AUD$180 AUD$188 AUD$208 AUD
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