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.

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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, 323 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 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, 383 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.

Guest favorite
A spacious entrance area is illuminated by natural light filtering through large windows. Exposed wooden beams create a warm ambiance, leading to a studio space featuring two large single beds positioned within a stone wall backdrop.
Guest suite in Llangollen
4.89 out of 5 average rating, 353 reviews

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.

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 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
The exterior of the converted cowshed features a rustic stone facade complemented by wooden accents. Large windows invite natural light into the space. A welcoming front door is highlighted by a small decorative light, and planters with flowers are positioned along the entryway.
Cottage in Powys
4.88 out of 5 average rating, 187 reviews

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.

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
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 in Powys
4.91 out of 5 average rating, 444 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.

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, 729 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

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 in Oswestry
4.98 out of 5 average rating, 210 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 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!