A mountainous landscape with a village in the valley, a prominent rock formation, and a distant tower.

Oswestry holiday rentals

We found 359 holiday rentals — enter your dates for availability

Select from 42 homes, 176 cottages and other holiday rentals in Oswestry to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for spending time at your holiday home, which might include parking and a garden. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

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Find properties near top attractions in Oswestry

Lake Vyrnwy

A waterfall cascading down a rocky cliff into a river.

Pistyll Rhaeadr

Find the best place to stay - Oswestry

Stunning Log Cabin Iwrch with private Hot tub

Sleeps 8 · 3 bedrooms · 2 bathrooms

5 Star Uber Cool Converted Church

Sleeps 8 · 3 bedrooms · 3 bathrooms

Premier Host

Secluded Detached Stable / Barn Conversion On The Border Of Shropshire And Wales

Sleeps 2 · 1 bedroom

STABL, PLAS MOELFRE HALL BARNS in Llanrhaeadr-Ym-Mochnant

Sleeps 2 · 1 bedroom · 1 bathroom

Riverside Cabin - Sleeps 2 - HotTub - Parking

Sleeps 2 · 1 bedroom · 1 bathroom

Spacious Victorian self contained flat, looking over Oswestry with great views

Sleeps 3 · 1 bedroom · 1 bathroom

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Why visit Oswestry

Rich History: Oswestry boasts a fascinating heritage, with historic sites that narrate the town's past and attract history enthusiasts.
Scenic Landscapes: The surrounding Oswestry Rural offers stunning views, perfect for outdoor pursuits like hiking and nature walks.
Welcoming Atmosphere: Stroll through the vibrant town centre, where friendly locals create a warm and inviting environment for visitors.
Cultural Experiences: Engage in local events and festivals that showcase Oswestry's unique culture and traditions.
Charming Accommodation: Enjoy a variety of self-catering options that provide comfort and convenience amidst the town’s historic charm.

Popular types of accommodation in Oswestry

Discover Oswestry holiday rentals, where you can stay near Oswestry and explore local attractions. Enjoy the charm of the town while staying in cosy cottages, private holiday homes, or apartments. With self catering accommodation options, Oswestry offers a perfect blend of comfort and convenience for your getaway. Whether you’re seeking holiday cottages or a unique stay, Oswestry promises a welcoming experience in a historic setting.

Cottages: Charming, traditional dwellings perfect for a cosy getaway, offering a delightful blend of comfort and character.
Private Holiday Homes: Spacious and fully-equipped homes providing a home-away-from-home experience for families or groups.
Apartments: Conveniently located living spaces, ideal for those seeking a modern and flexible stay in the heart of the town.
Cabins: Rustic retreats nestled in nature, perfect for those wanting to escape the hustle and bustle.
Chalets: Scenic lodgings that combine comfort with stunning views, ideal for a peaceful holiday experience.**

Top attractions in and around Oswestry

Oswestry offers an enchanting blend of culture and outdoor adventure. Visitors can explore historic sites, enjoy scenic lakes and waterfalls, and indulge in a romantic and invigorating experience. The city promises a delightful mix of natural beauty and heritage, perfect for those seeking an adventurous yet culturally enriching holiday.

Lake Vyrnwy: A stunning reservoir surrounded by picturesque scenery, ideal for peaceful walks and romantic picnics. The beach area offers a serene escape, perfect for outdoor enthusiasts.
Pistyll Rhaeadr: One of the tallest waterfalls in Wales, this natural wonder provides an adventurous setting for hiking. The surrounding landscape creates a romantic atmosphere, perfect for nature lovers.
Chirk Castle: A magnificent medieval fortress rich in history, offering insights into Welsh culture. Its beautiful gardens and enchanting architecture create a romantic backdrop for visitors.

Things to do recommended for couples

For a romantic escape in Oswestry, explore the charming streets hand-in-hand, visit the historic Oswestry Castle, or enjoy a leisurely walk in the picturesque Park Hall Country Park. Don't miss a delightful meal at a cosy local eatery, creating memories together in this enchanting town.

Things to do recommended for families

Families in Oswestry can explore the town’s charming local markets, visit delightful family-friendly museums, and enjoy scenic countryside walks perfect for all ages.

Things to do recommended for groups

Explore the rich history of Oswestry at the Oswestry Heritage Centre or enjoy a scenic hike along the Offa's Dyke Path, taking in stunning views. For a unique experience, visit the nearby Whittington Castle, perfect for group exploration and picnics.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Oswestry

If you're travelling with a group, as a family, bringing your pets, or seeking extended stays, be sure to use the appropriate filters to match your priorities. Here are some helpful booking tips from Stayz.

Traveling to Oswestry with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group get-togethers. Thankfully, you can easily filter for all of these options and more on Stayz.
Traveling to Oswestry with young kids: Traveling with young children can be demanding. You must prioritise their comfort and safety, along with ensuring age-appropriate facilities, such as a private swimming pool. It is also advisable to consider your closeness to attractions suitable for families.
Taking your pets with you to Oswestry: For many, a family holiday isn't truly fulfilled without their four-legged companion by their side. If this resonates with you, explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
Planning for a long term stay visiting Oswestry: If you are seeking holiday accommodations with special offers for long-term stays, you've come to the right place. By utilising the appropriate filter, you'll effortlessly discover and secure savings on monthly rentals. You might also consider including a parking space, a well-appointed kitchen, or a private pool in your search parameters.

Where to stay in and around Oswestry

Oswestry, a charming market town in Powys, offers a delightful blend of history and natural beauty. Stroll through the vibrant town centre, where friendly locals welcome visitors with open arms. Explore the scenic landscapes of Oswestry Rural, perfect for outdoor adventures, or relax in the tranquillity of its secluded spots. With its rich heritage and inviting atmosphere, Oswestry promises an unforgettable experience for all who venture to this lovely destination.

Llangollen: Llangollen is a charming city situated 14km from Oswestry. It is renowned for its outdoor adventures and stunning scenery. Visitors can indulge in a variety of recreational pursuits including spa treatments and body therapies. The area offers access to expansive recreational areas and is in close proximity to both a national park and a national state park, as well as a historic site that enriches its cultural tapestry.
Llanrhaeadr-ym-Mochnant: Llanrhaeadr-ym-Mochnant is a quaint village nestled within the Oswestry region. This destination is particularly favoured for its outdoor and family-friendly adventures, offering scenic hiking trails and recreational spaces. The village is surrounded by natural landmarks, including a national park, a picturesque waterfall and a national state park, making it an ideal spot for those seeking both tranquillity and invigorating exploration.
Llanwddyn: Llanwddyn is a delightful village in the vicinity of Oswestry, offering an enchanting setting for outdoor enthusiasts and romantics alike. It boasts access to recreational areas and outdoor activities that highlight the spectacular scenery of the region. With a spa offering relaxation and natural rejuvenation, visitors are also drawn to the nearby lake, national park and national state park, all of which contribute to an idyllic and serene escape.

Best time to go to Oswestry

If you're planning a trip to Oswestry, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	38.3°F (3.5°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
February	39.4°F (4.1°C)	Light Rain	Mostly Cloudy	Average	Average
March	41.7°F (5.4°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
April	45.9°F (7.7°C)	No Rain (Dry)	Mostly Cloudy	Slightly High	Average
May	51.3°F (10.7°C)	Light Rain	Mostly Cloudy	Average	Average
June	56.8°F (13.8°C)	Light Rain	Mostly Cloudy	Average	Average
July	59.9°F (15.5°C)	Light Rain	Mostly Cloudy	Slightly High	Slightly High
August	59.0°F (15.0°C)	Light Rain	Mostly Cloudy	Average	Slightly High
September	55.4°F (13.0°C)	Light Rain	Mostly Cloudy	Slightly High	Slightly Low
October	50.4°F (10.2°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
November	44.1°F (6.7°C)	Light Rain	Mostly Cloudy	Slightly Low	Average
December	40.3°F (4.6°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High

Booking with Stayz is simple

Looking to save on your next break? Consider keeping your travel dates flexible, as prices can fluctuate. Booking for a longer period can also result in substantial savings. To discover the ideal Stayz property for your budget, simply utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's Trip Board provides a convenient platform for planning new adventures, managing your arrangements, and reviewing your bookings. Your saved or reserved properties are thoughtfully categorised into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

The lakeside setting of Oswestry is ready to explore

The lake and countryside create a pretty picture of Oswestry. This city's spas, bars and chocolate shops attract many visitors, as does its welcoming and relaxing location. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Oswestry

Are you hoping to find things to do in the city? Venture out of your cosy holiday rental and experience everything that makes Oswestry a fun place to get away to. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Lion Quays Spa (4 mi / 6.4 km)
Alderford Lake (17.2 mi / 27.7 km)
Hawkstone Park Hotel Golf Course (17.2 mi / 27.8 km)
Haughmond Hill (18.5 mi / 29.8 km)
The Ice Cream Farm (22.9 mi / 36.9 km)
Vale of Llangollen Golf Club (8.4 mi / 13.5 km)

Exploring the natural features in Oswestry

Travellers enjoy Oswestry for its lakeside setting and countryside. Whether you're looking for exciting outdoor activities or just want to take in the scenery, Oswestry is a great spot to appreciate mother nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

British Ironwork Centre (2.8 mi / 4.5 km)
Llangollen Canal Trail (9.2 mi / 14.9 km)
Horseshoe Falls (10.5 mi / 16.8 km)
Erdigg Hall (11.9 mi / 19.2 km)
Pistyll Rhaeadr (13.4 mi / 21.6 km)
Coed Llandegla Forest (14.6 mi / 23.5 km)

Travelling to and around Oswestry

The nearest airport is in Chester (CEG-Hawarden), located 22 mi (35.4 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Liverpool (LPL-John Lennon), which is 34.2 mi (55 km) away.

If you'd prefer to travel by train, you can make your way to Gobowen Station.

Frequently asked questions

What is the best area to stay in Oswestry when booking a holiday rental?

When considering a holiday rental in Oswestry, a great area to stay is the town centre. This location provides easy access to a variety of local shops, cafes, and restaurants, making it convenient for visitors to immerse themselves in the vibrant community atmosphere. Here, you'll find a selection of holiday properties that cater to different tastes and budgets, ensuring a comfortable stay.In the town centre, you can explore the historic Oswestry Castle and the fascinating Old Oswestry Hill Fort, both of which offer a glimpse into the area's rich heritage. Additionally, the nearby Park Hall Countryside Experience is a delightful attraction for families, providing a range of outdoor activities and animal encounters.Another appealing area is the outskirts of Oswestry, where you can find properties that offer a more tranquil setting surrounded by beautiful countryside. This allows for a peaceful retreat while still being within easy reach of the town's amenities. The stunning views of the Shropshire hills and the nearby Chirk Castle, a UNESCO World Heritage Site, make this area particularly attractive for nature lovers and history enthusiasts alike.

What is the most popular type of holiday rental accomodation in Oswestry?

In Oswestry, cottages are the most popular type of holiday rental, with approximately 580 available throughout the area. These charming properties, often situated in picturesque surroundings, provide a cosy atmosphere that many travellers seek. Most cottages come with fully equipped kitchens, comfortable living spaces, and often feature gardens or outdoor seating areas, allowing guests to enjoy the beautiful Welsh countryside.For those looking for more space, there are around 92 holiday houses that cater to families or larger groups, typically offering multiple bedrooms and expansive living areas. Additionally, there are about 28 cabins and 20 apartments available, with cabins generally providing a rustic retreat experience and apartments offering a more modern and convenient stay.

Are there any family house rentals in Oswestry?

In Oswestry, there are numerous family-friendly house rentals available, with about 105 options to choose from. This charming market town in Wales is an excellent choice for families, offering spacious rooms that cater to various needs. Many properties feature ample living areas, fully equipped kitchens for preparing meals, and outdoor spaces, superb for children to play or for al fresco dining.Visitors can explore the vibrant local community, with attractions such as the historic Oswestry Castle and the beautiful parkland at Cae Glas Park nearby. The region's rich history and welcoming atmosphere ensure an enjoyable stay for families.

Can I rent a holiday home with a pool or hot tub in Oswestry?

In Oswestry, there are several holiday homes available for rent that feature pools or hot tubs, providing a delightful option for visitors looking to unwind. This charming market town, located in the scenic Shropshire countryside, offers a variety of accommodations, including modern villas and traditional cottages with private amenities. Many of these properties come with well-maintained gardens, outdoor seating areas, and the luxury of a pool or hot tub, making them great for families or groups seeking relaxation and leisure during their stay.

Are there pet-friendly house rentals in Oswestry?

In Oswestry, there are numerous pet-friendly house rentals available, with over 100 options to choose from. This charming market town in Wales provides a variety of holiday homes that cater to both families and pet owners. Many of these rentals come equipped with amenities such as fully fitted kitchens, comfortable living areas, and outdoor spaces where pets can roam freely.The town itself is surrounded by picturesque countryside, making it ideal for outdoor activities with your furry companion. Nearby, you can explore areas like the Shropshire Hills Area of Outstanding Natural Beauty, which offers wonderful walking trails and scenic views, great for pet owners looking to enjoy nature. Additionally, local parks and green spaces like Oswestry's Cae Glas Park provide lovely spots for leisurely strolls with your pets.

Are there any remote work holiday rentals in Oswestry?

In Oswestry, there are numerous remote work-friendly holiday rentals available, with a total of 704 options to choose from. The town, located in Shropshire, offers a variety of properties that cater to the needs of remote workers. Many of these rentals feature amenities such as free Wi-Fi, both in public areas and in individual rooms, ensuring that guests can stay connected during their stay.Oswestry is rich in history and culture, with nearby attractions like the Old Oswestry Hillfort and the vibrant market town centre, providing both a scenic and convenient backdrop for work and leisure. Properties often include comfortable workspaces, allowing for a productive environment, and many are equipped with kitchens, enabling guests to prepare meals at their convenience. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.

What are popular rental amenities in Oswestry?

In Oswestry, popular holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Onsite parking is commonly available, making it convenient for those travelling by car. Many rentals in the area are pet-friendly, welcoming travellers with pets, as well as service animals. Additionally, guests can enjoy access to gardens, providing a lovely outdoor space to relax and unwind.

When is the best time to visit Oswestry for a holiday rental?

The best time to book a holiday rental in Oswestry is during the peak season from July to September. This vibrant period sees the town bustling with visitors keen to explore its rich history and beautiful landscapes. With mild temperatures averaging around 15 to 20 degrees Celsius, it's a wonderful time for outdoor activities, sightseeing, and enjoying local festivals.July stands out as the most popular month to visit Oswestry, offering a lively option filled with events and activities. Families and adventure seekers alike can take advantage of the long summer days, superb for wandering through the picturesque Shropshire countryside or visiting the historical Oswestry Castle.If you're looking for a more budget-friendly option, consider visiting in December. This month offers a unique charm with festive decorations and local Christmas markets, providing a delightful experience without the crowds.Ultimately, the best time to visit Oswestry depends on your preferences for a bustling holiday filled with social events or a quieter getaway to enjoy the beauty of winter festivities.

What are the top attractions in Oswestry?

In Oswestry, visitors can immerse themselves in a variety of attractions that showcase the town's rich history and natural beauty. The Oswestry Castle, although largely in ruins, offers a glimpse into the area's medieval past and is located conveniently near the town centre. The nearby Oswestry Town Museum provides insights into local heritage, featuring exhibits related to the town's history and culture.For those who enjoy the outdoors, the picturesque hills surrounding Oswestry, particularly the nearby Berwyn Mountains, present excellent opportunities for hiking and exploring nature. The area also boasts the historic St. Oswald's Church, which is known for its beautiful architecture and peaceful churchyard, providing a serene spot for reflection.Additionally, the vibrant market town atmosphere can be experienced in the town's marketplace, where local produce and crafts are available. The annual Oswestry Food Festival celebrates local cuisine and attracts visitors keen to sample regional delicacies.

Are all fees included in the Oswestry holiday homes prices shown on Stayz?

Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

Are there any Oswestry holiday homes with parking?

Stayz offers a wide selection of holiday homes in Oswestry with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

Are there any discounts for Oswestry holiday homes?

You can find great discounts on holiday homes in Oswestry on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I change or cancel my Oswestry holiday home booking on Stayz?

To find Oswestry holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.

Can I find long-stay holiday homes in Oswestry?

A long-stay holiday home in Oswestry is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Can I plan a group trip on Stayz?

Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.

How early should I book a Oswestry holiday home?

Book your Oswestry holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.

How much does it cost to rent a holiday home in Oswestry?

Prices for holiday homes in Oswestry vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Oswestry to more spacious homes.

What can I expect from Stayz customer service and StayzCare™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

What is StayzCare™ and how does it work?

Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

Why should I join Stayz as a host?

Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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