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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Guest favourite

Barn in Bishop's Castle

4.97 out of 5 average rating, 157 reviews

The Shippen - Open-plan, high-spec, stunning views

The perfect rural getaway for 2-4 guests on the Shropshire Way in an AONB. A light, spacious and high-spec renovation, The Shippen has an oak & glass south-facing gable & a private veranda overlooking the stunning Linley Valley for heaven-sent views. A wood burner, central heating, designer décor, super-comfortable King-size bed, crisp white linen, soft towels, extra blankets and a well-stocked kitchen ensure home comforts all year-round. A dog-friendly paradise for walkers, cyclists & families.

Mar. 31 – Apr. 7

$245 CAD per night

Superhost

Cottage in Shropshire

4.87 out of 5 average rating, 218 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.

Dec. 13 – 20

$166 CAD per night

Guest favourite

Home in Melin-y-Wig

4.97 out of 5 average rating, 274 reviews

Stunning period Farmhouse in rural setting

Dating from 1762, this beautiful stone cottage is full of period features, beamed ceilings and a huge inglenook fireplace. Lovely rural hillside location in a courtyard setting, 2 miles from the main road along a country lane, but only 9 miles from Ruthin. Enjoy the lovely private garden, watch the birds or stargaze at night whilst sharing a bottle of wine in the 'Piggery'. Perfectly placed for all that North Wales has to offer. Great for couples, adventurers, families and dogs. Car essential.

Nov. 23 – 30

$195 CAD per night

Guest favourite

Condo in Llangollen

4.88 out of 5 average rating, 284 reviews

Riverside Apartment in the Centre of Llangollen

A self-contained river-facing apartment 50m from the centre of Llangollen. There is direct access out onto the promenade and thence to all the pubs, restaurants and cultural delights of the town. Llangollen appeals particularly to adventurous types (kayaking, climbing, walking, cycling etc.) but there are things to do for everyone no matter how energetic (or not) people feel. Above the apartment is the private house of the owners who are only too happy to help if you need them for any reason.

Feb. 25 – Mar. 4

$240 CAD per night

Guest favourite

Home in Oswestry

4.97 out of 5 average rating, 106 reviews

Contemporary converted church

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

Oct. 17 – 24

$494 CAD per night

Guest favourite

Bungalow in Myddle

4.92 out of 5 average rating, 146 reviews

Spacious detached/enclosed patio

In a village a few miles north of Shrewsbury. Pub within walking distance. Dedicated work space. easy access to major routes. A spacious private bungalow with all amenities,seated garden areas, parking,wifi,wood burner. A great social space for friends and family, and toddler, elderly friendly. Dedicated workspace. Secure for dogs (up to 2). Book it if you’re working away, for a cycling, walking holiday, exploring Shropshire, going to a wedding, festival, moving homes, or simply relaxing.

Nov. 15 – 22

$188 CAD per night

Guest favourite

Cottage in Shropshire

4.88 out of 5 average rating, 776 reviews

Grade 2 listed cottage in the heart of Ludlow

Our grade 2 listed roadside cottage is in the heart of historical Ludlow. Cosy and characterful with 2 bedrooms, Lounge, wood burner and fully equipped kitchen/diner. Spacious luxury shower. Close to the market square, Ludlow Castle, the river teme with excellent free trout, grayling fishing and excellent eateries. Fantastic walking around ludlow and a short drive away from the spectacular long mynd. Ludlow hosts many festivals throughout the year including the food, beer and fringe.

Sep. 29 – Oct. 6

$121 CAD per night

Guest favourite

Cottage in Cymau

4.97 out of 5 average rating, 594 reviews

Yellowstone cottage.

Our detached rural cottage is set in beautiful Welsh countryside with wonderful views adjoining the Wales link path. Ideal location for walking, exploring North Wales mountains or the beautiful,historic city of Chester Convenient for Chester races or zoo, the International Eisteddfod in Llangollen or the World heritage site Pontcysyllte Aqueduct and canal. Fantastic mountain bike trail only 6 miles away. The cottage is self contained with central heating. Parking. BBQ. Outside CCTV

Nov. 16 – 23

$158 CAD per night

Guest favourite

Cottage in Llwynmawr

4.99 out of 5 average rating, 142 reviews

Ffynnon Deg, great views - no added cleaning cost

Ffynnon Deg is located in the beautiful Ceiriog Valley and has been renovated to a high standard. The views from the cottage are spectacular and there is a network of footpaths and bridleways from the door making it ideal for walkers, and mountain bikers. There are three pubs within a mile which serve meals. The historic town of Llangollen is 6 miles away and Chester and Shrewsbury less than an hours drive. Pets and children are welcome, towels and bedding are supplied.

Aug. 26 – Sep. 2

$249 CAD per night

Guest favourite

Barn in Nantwich

4.93 out of 5 average rating, 120 reviews

Little Barn - a perfect rural retreat

Little Barn is set in the beautiful Cheshire countryside, a short distance from the market town of Nantwich and historic Chester. This newly renovated barn has been beautifully designed to a high standard and consists of two super comfy bedrooms (a king and a super king/twin) with two bathrooms, an open plan living area and gorgeous patio in a stunning location. Ideal for a relaxing weekend away or a base to explore and enjoy local events and attractions.

Sep. 24 – Oct. 1

$261 CAD per night

Guest favourite

Cabin in Minera

4.96 out of 5 average rating, 324 reviews

Mountain View Cabin

Modern one bedroom, dog friendly cabin in rural location with beautiful mountain views and walks. The cabin can sleep up to four people as it has a sofa bed, and is situated in the grounds of Lynwood which is the home of my husband Dave and I. The house has a sauna which cabin guests can use on request and at their own risk. We do not make a charge for the sauna and therefore don't provide robes or additional towels.

Nov. 28 – Dec. 5

$152 CAD per night

Guest favourite

Villa in Llantysilio

4.94 out of 5 average rating, 289 reviews

Grand Homestay in Llantysilio - North Wales

Llantysilio Hall, built in 1876, is one of the finest country houses in North Wales, located just outside Llangollen. The estate is on the bank of the River Dee close to the historic Horseshoe Falls and the Llangollen Canal. All guests are welcome. Our weekend bookings are for exclusive use of the listed part of the property with free access to our entertainment rooms.

Apr. 5 – 12

$146 CAD per night