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, 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.

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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
4.87 out of 5 average rating, 350 reviews

Entire Village Cottage w/Garden & Free Parking

Cosy Victorian end-terrace cottage w/ small garden. Ideal for 2, sleeps 4. Village location by Whittington Castle ruin (which has Calendar of Events and menu), plus 2 Family pubs. Explore local scenery, historic sites, hiking, cycling. Flexi Check-in after 3pm. All Enquiries welcome. * Handy for North Wales * Free double parking Sorry no EV charging. NB: Shower/toilet is downstairs. Stairs unsuitable for toddlers/infirm Old cottage may have cosmetic flaws while gradually making improvements

Top Guest favourite
Earthen home in Llandrinio
4.93 out of 5 average rating, 151 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.

Superhost
Cottage in Shropshire
4.85 out of 5 average rating, 248 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.

Top Guest favourite
The interior of a spacious bell tent is visible, with soft bedding spread across the floor. A cozy seating area is visible outside, featuring a small table and chairs. Natural light streams in, illuminating the inviting space while the serene meadow landscape is seen in the background.
Tent in Llanrhaeadr-ym-Mochnant
4.99 out of 5 average rating, 100 reviews

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.

Top Guest favourite
A wooden tree cabin is perched above a gently flowing river, surrounded by lush greenery. Large windows provide scenic views, and a small table is positioned on the ground nearby. The area is dotted with autumn leaves, enhancing the natural setting.
Treehouse in Wrexham
5.0 out of 5 average rating, 225 reviews

Elevated Quirky Cabin over River

This romantic tree cabin is located on the edge of a tranquil woodland at the bottom of a beautiful privately owned 5 acre garden, overlooking a hypnotic river waterfall. This majestic retreat is where you can unwind, relax and recharge, with full access to the BBQ area and on site sauna. If sitting back is not for you there are several local country walks and attractions. By car Wrexham is just 5 minutes away, Chester 25 minutes and if you fancy a day in Liverpool, it’s only an hour away.

Guest favourite
A cozy lounge area features a green leather sofa and a plush rug. Natural light streams in through a large window, illuminating two wooden dining chairs positioned beside a small table. The kitchenette is visible in the background, enhancing the comfortable living space.
Condo in Shropshire
4.81 out of 5 average rating, 319 reviews

Beautiful base to explore stunning surroundings.

A fantastic apartment set in the beautiful Shropshire countryside just off the A5 between Shrewsbury-Oswestry with excellent parking facilities to explore a wealth of fantastic walks, amazing Archaeology & stunning places to visit. Do visit Olivia's point. Excellent attractions in the heart of the countryside. A stunning base in a perfect location, for couples, work placements, Ramblers, Business travellers, stop overs and adventure motorcyclists etc. Check in 4pm - Check out 10am.

Top Guest favourite
A heated swimming pool is framed by lush greenery and vibrant flowers. A wooden pergola offers a shaded seating area, ideal for outdoor meals. The surrounding garden features well-maintained grass and clear blue skies above, providing a serene environment for relaxation.
Shepherd’s hut in Overton
4.98 out of 5 average rating, 207 reviews

A charming lodge, log burner and incredible views

The Kasbah is a unique lodge that sleeps up to 4 in either two super kings or 4 singles, It’s completely private and set in the lower field of our home. Parking is available outside the lodge. My husband and I are on hand for any requirements you might have, whilst respecting your privacy at all times. Beautiful walks and great pubs. Pool shared heated and open from 1st MAY to end of SEPTEMBER. There is a TV and a large collection of DVD’s. WiFi accessed through 4G.

Top Guest favourite
Cabin in Selattyn
4.98 out of 5 average rating, 201 reviews

Hawthorn Cabin with Stunning Countryside Views

Tucked away in a peaceful woodland on a working sheep farm in beautiful Shropshire, our handcrafted adult only en-suite cabin offers stunning valley and woodland views. It’s the perfect place to switch off and unwind — enjoy cosy nights by the log burner or step out onto the deck to stargaze in total tranquillity. Scenic walks begin right from your doorstep, and we’re lucky enough to have the famous Offa’s Dyke just a stone’s throw from the cabin.

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, 127 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.

Superhost
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, 397 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....

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, 144 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.

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
4.82 out of 5 average rating, 241 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.

Popular amenities for Oswestry family-friendly rentals

When is the best time to visit Oswestry?

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Avg. price$245 NZD$277 NZD$254 NZD$235 NZD$221 NZD$274 NZD$289 NZD$332 NZD$274 NZD$218 NZD$228 NZD$252 NZD
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