
Family-friendly vacation rentals in Oswestry
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Top-rated family-friendly rentals in Oswestry
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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

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.

The Studio @ the Coachhouse
Light & modern ground floor studio accommodation with disabled access & private parking in gated property. 2 large single beds or zip & link huge Emperor double. Dog friendly Personal welcome from the owner or management team. 3 miles from Llangollen; 10 miles from Oswestry and Wrexham and 20 miles from Chester Plenty of local activities including the offas dyke path through the 150 private estate & the World Heritage Aqueduct a walk away. Dog friendly pub closeby. Plus super speed wifi.

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

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.

Powys home with peace and tranquility
Wern Bach is a converted cowshed on a working smallholding in the beautiful Cain valley close to the village of Llanfechain. The accommodation is finished to a very high standard, is suitable for families and is also designed with the disabled in mind with wide doorways, a wet room and a ramped front entrance. The kitchen is fully fitted and comprises of oven & hob, microwave, fridge freezer and ample cookware and crockery.

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.

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.

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.

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.

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

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
Family-friendly home rentals with a hot tub

Hawthorn Cottage - Romantic Getaway with Hot Tub

Severn Hall Ewe Pod

Cosy house with hot tub and stunning valley views

Sycamore Cabin with woodfired Hot Tub

Hill Top Retreat

Beautiful Yurt, Fabulous Views, with Hot Tub

Pod with a view! In the countryside with fab view

Unique Stables Retreat with Hot Tub & Sauna
Family- and pet-friendly home rentals

The Byre, cosy cottage with views in Llangadfan.

Blaen Wern Cosy Cabin With Mountain View

Cottage near Llansilin

Shepherds Hut with a View! Relaxing secluded haven

Flat 1 Porch house

Peaceful 2 bedroom cottage in quiet rural location

Redwood Cabin

Quirky Space for 4 people with parking area.
Family-friendly home rentals with a pool

The Shippen

Right on The Shropshire Way Remote & lovely views

Sauna, HotTub & Cold Plunge Pyramid Escape

Long Mountain View Tiny House with Hot Tub

Hendy Bach

The Woodpecker Lodge, with Private Hot Tub

Northwood Farmhouse Lodge

Mid Wales - Valley View Lodge
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 G$12,548 GYD 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!
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