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
4.86 out of 5 average rating, 310 reviews

Village Cottage w/Garden & Free Parking/nr Castle

Cosy Victorian end-terrace cottage w/ small garden. Ideal for 2, sleeps 4. Village location by Whittington Castle ruin (see events & Kitchen at the Castle menu), plus 2 Family pubs. Explore local scenery, historic sites, hiking, cycling. Flexi Check-in after 3pm. All Enquiries welcome *7-day 10% discount * Handy for North Wales * Free double parking NB: Shower/toilet is downstairs. Stairs unsuitable for toddlers/infirm Old cottage may have cosmetic flaws while gradually making improvements

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
4.99 out of 5 average rating, 376 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.

Superhost
The exterior of the recently renovated Coach House is shown, featuring textured brick walls and large windows that allow sunlight to fill the space. A traditional lantern hangs beside the entrance, while a cobbled pathway leads to the door, framed by planters with colorful flowers.
Home
4.7 out of 5 average rating, 334 reviews

Self contained Coach House

Recently renovated Coach House, adjacent to Gablecroft. Available for 7 night minimum stay arriving on fridays Light, comfortable and welcoming space consisting of: kitchen/diner, sitting room with French doors leading to large patio/dining area and private garden. Double master bedroom, second bedroom with 2 single beds and a third single room. Shower room/toilet downstairs. Gas central heating throughout. With private parking for one car pet friendly We have a fully enclosed large garden

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
4.99 out of 5 average rating, 326 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.

Guest favorite
A spacious sleeping area features a super king-sized bed with a light quilt and two navy accent pillows. The dark blue wall adds depth, complemented by sleek wall sconces and framed decorative art above the headboard. A skylight allows natural light to brighten the room.
Condo
4.88 out of 5 average rating, 117 reviews

Studio Apartment Shropshire/Welsh Borders

Little Glenwood is a self contained studio apartment with beautiful views, perfectly located for Shrewsbury, Oswestry and Welsh borders... walking, relaxing breaks, visiting family, rural retreat... Perfect for venturing into Wales or local walks and activities...wedding stop overs and short breaks. Little Glenwood can accommodate 2 adults and a child. Recently renovated to include a kichenette, living and dining area and separate shower room.

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
4.86 out of 5 average rating, 330 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
4.97 out of 5 average rating, 117 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
The exterior of a wooden building is shown, featuring a staircase leading to a private entrance. The path is surrounded by gravel and lush green grass, with a gentle slope of hillside visible in the background.
Loft
4.91 out of 5 average rating, 431 reviews

Entire Loft with stunning views

Take it easy at this unique and tranquil getaway. The loft is a private accommodation suitable for up to 4 people. In a very quiet rural spot overlooking the Welsh countryside. Our accommodation is perfect for single travellers, couples or a small group of friends wishing to explore the area. Perfect location for walking Offas Dyke. The canal path runs 200 yards away. Snowdon is about 90 mins drive away.

Superhost
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
4.8 out of 5 average rating, 285 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 local walks, amazing Archaeology & stunning places to visit. A stunning base in the perfect location, for couples, work placements, Ramblers, Business travellers, stop overs and adventure motorcyclists etc. Check in 4pm - Check out 10am

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
4.88 out of 5 average rating, 175 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
4.82 out of 5 average rating, 222 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
A single-story building is nestled among rolling greenery, surrounded by a manicured garden featuring various flowering plants. The structure is designed with large windows, allowing natural light to enhance the living space. A stone pathway leads to the entrance, offering easy access.
Cottage
4.98 out of 5 average rating, 197 reviews

Summerhill Lodge

Converted from a cattle shed into a holiday let in 2011. Compact,simple but comfortable, in quiet rural location with views over open countryside, situated within 2 miles of town centre. Ideal location for relaxing break or as a base to explore the many attractions of local area.

Popular amenities for Oswestry family-friendly rentals

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    € 51 before taxes and fees

  • Total number of reviews

    970 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool