Family-friendly vacation rentals in Oswestry

Find and book unique family-friendly homes on Airbnb

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 favorite
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, 322 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

Guest favorite
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, 119 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. Find us using What3Words:///market.orbit.dumplings

Top guest favorite
The entrance to Wisteria Cottage is framed by vibrant wisteria blooms cascading above the door. On either side, decorative potted plants stand in terracotta pots, complementing the charming white door adorned with a stained-glass window. Large windows alongside add natural light to the space.
Cottage in Oswestry
4.98 out of 5 average rating, 382 reviews

Wisteria Cottage Edgerley nr Shrewsbury/Oswestry

Wisteria Cottage is a self-contained private cottage in a quiet rural setting with countryside views, surrounded by nature. Newly refurbished with shabby-chic country inspired interior. Private WiFi, TV's both floors & super-king bed. Close to market towns of Shrewsbury & Oswestry, both 10 miles/15 minutes drive away. Private parking, central heating, 1-2 bedrooms, lounge, large fully equipped kitchen/dining area/family room. Main bedroom upstairs, two single beds in downstairs bedroom.

Top guest favorite
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, 149 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

Top guest favorite
The outdoor courtyard features stone paths and landscaped gardens, with colorful flowers in bloom. The traditional stone barn is visible alongside a white building, framed by rolling green fields and trees under a clear blue sky.
Cottage in Oswestry
4.99 out of 5 average rating, 328 reviews

The Granary at Pentregaer Ucha, tennis & lake.

Charming one bedroom self catering holiday let in traditional stone barn. The Granary is one of four self catering units available at Pentregaer Ucha, alongside The Barn, The Nook and The Stables, all can be found listed separately on Airbnb making a perfect getaway for couples or groups. All our holiday lets offer everything you need for the perfect rural retreat and are decorated and maintained to the highest standards; an ideal base for exploring both Wales and Shropshire.

Top guest favorite
The exterior of the annexe is illustrated, showcasing a two-story white building with a slate roof. The surrounding area features a gravelled driveway and green foliage, set against a backdrop of blue skies and scattered clouds.
Home in Llandrinio
4.94 out of 5 average rating, 123 reviews

SEVERNSIDE ANNEX

The annexe is situated next to our home with its own private access so you can be completely independent. It’s in the small village of Four Crosses near the England/Wales border and can sleep five people in two bedrooms, one king-size double and one family room comprising three single beds. The ground floor has an open plan living area with kitchen, dining area and sitting area. Outside there is off road parking for two cars and a gravelled patio with garden furniture.

Guest favorite
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, 341 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 favorite
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
4.96 out of 5 average rating, 121 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 favorite
A charming pathway leads through a garden adorned with twinkling lights and decorative elements. A tent is nestled among lush greenery, illuminated softly in the evening light. Surrounding flora and subtle lighting create a serene ambiance, enhancing the natural beauty of the space.
Tent in Denbighshire
4.88 out of 5 average rating, 195 reviews

Dee Valley Yurt

Situated on the river Dee, just 2 minutes walk to Llangollen bridge and all town centre amenities. We are dog & child friendly with a fairy garden, tree house and trampoline. We are set in a private enclosed 1 acre garden on the river bank with fishing rights. There are a variety of seating areas, fire pit and BBQ. You have your own private fully equipped kitchen, plumbed toilet and shower.

Guest favorite
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, 226 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.

Top guest favorite
The garden house features a charming green exterior, complemented by a sloped roof and moss accents. Surrounding trees and shrubs enhance the sense of shade and seclusion. Windows framed by colorful flowers provide glimpses of the interior, inviting a tranquil atmosphere.
Tiny home in Shrewsbury
4.94 out of 5 average rating, 728 reviews

The Garden House

Relax in our garden house in rural Shropshire. You'll be greeted by curious cats and chickens...and probably Allan and me. There's some fabulous walks, a lovely local and some pretty market towns all within easy reach. There's lots of interesting CDs to to play, is all we ask is that you return the CD to its case and to the appropriate place in the shelf.

Superhost
The exterior of a large period property is showcased, featuring a stone facade and a charming conservatory. Lush greenery surrounds the building, complemented by vibrant flower baskets. The roof is adorned with multiple chimneys, while a gravel path leads to the entrance.
Guest suite in Whittington
4.81 out of 5 average rating, 340 reviews

Self Contained West Wing with own sauna

Beautifully renovated spacious wing of large period property. Available for minimum 4 night booking arriving any day One double bedroom (standard double bed) with , en-suite,hairdryer sauna, shower & WC, large living/dining room with solid fuel burner, kitchen with hob, microwave, small electric oven and under counter fridge. Dog friendly

Popular amenities for Oswestry family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Oswestry

  • Total vacation rentals

    Explore 20 vacation rentals in Oswestry

  • Nightly prices starting at

    Oswestry vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 970 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Oswestry vacation 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!