Oswestry holiday lettings

We found 345 holiday rentals — enter your dates for availability

Select from 39 homes, 164 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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Why visit Oswestry

  • Picturesque landscapes: Oswestry is surrounded by stunning natural scenery, ideal for leisurely walks and outdoor activities.
  • Cultural attractions: Explore historical sites, including castles and charming local architecture that reflect the town's rich heritage.
  • Welsh border charm: Enjoy close proximity to the enchanting Welsh border, perfect for romantic getaways or family adventures.
  • Variety of accommodation: Choose from a delightful range of holiday rentals, from quaint cottages to modern apartments.
  • Friendly locals: Experience warm hospitality from the welcoming community, enhancing your overall visit.

Popular types of accommodation in Oswestry

Planning a getaway to Oswestry? You’re in for a treat! Discover a delightful range of holiday rentals, from charming cottages to spacious private homes and modern apartments. Whether you're after a cosy house in Oswestry or a convenient apartment, you'll find the perfect base to explore local amenities and attractions. Start your adventure today by exploring the top properties in Oswestry!

  • Cottages: The top choice for visitors in Oswestry, offering charming, traditional accommodations perfect for a countryside retreat.
  • Houses: A fantastic option for families or groups, providing spacious and comfortable stays in the heart of Oswestry.
  • Apartments: Ideal for those seeking modern convenience, these rentals offer a blend of style and accessibility.
  • Cabins: A cosy choice for a rustic getaway, nestled in serene surroundings.
  • Chalets: A delightful accommodation type that combines comfort with a scenic atmosphere, perfect for nature lovers.**

Top attractions in and around Oswestry

Oswestry offers a delightful blend of outdoor adventure and scenic beauty, making it an ideal destination for tourists. Visitors can explore captivating attractions such as castles, lakes, and waterfalls, perfect for those seeking cultural experiences or family outings. Whether you're trekking through picturesque landscapes or enjoying a leisurely day by the water, Oswestry promises a memorable getaway for all types of travellers.

  • Lake Vyrnwy: This stunning lake offers picturesque scenery and a serene beach, perfect for romantic strolls or outdoor adventures. The surrounding landscapes are ideal for photography and relaxation.
  • Chirk Castle: A magnificent fortress steeped in history, located 3.7km from Oswestry. Explore its rich culture and beautiful gardens, providing a romantic atmosphere for visitors.
  • Pistyll Rhaeadr: One of the tallest waterfalls in Wales, set in a breathtaking natural landscape. Perfect for outdoor enthusiasts seeking adventure and a romantic backdrop.

Things to do recommended for couples

For a romantic getaway in Oswestry, indulge in a soothing treatment at Lion Quays Spa. Enjoy a delightful meal at Henry Tudor House, and embrace adventure with water sports at Drummond Outdoor. These experiences promise a perfect blend of relaxation, dining, and excitement for couples.

Things to do recommended for families

On your family vacation in Oswestry, enjoy a thrilling day at Rednal Laser Games for some adventure. Explore the serene Ty Mawr Country Park for relaxation, and catch a game at Racecourse Ground for an exciting sports vibe, all within a short drive from the town.

Things to do recommended for groups

Groups visiting Oswestry can hike the picturesque Llangollen Canal Trail for outdoor adventure, stroll along the Shrewsbury Darwin Walk for a refreshing experience, or enjoy a captivating performance at Grove Park Theatre, perfect for a night of entertainment and culture.

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

If you're travelling with a group, family, pets, or seeking longer stays, be sure to apply the appropriate filters to suit your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Oswestry with a group: Think about how many bedrooms you require, as well as amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Oswestry with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it would be wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Oswestry: For many, a family holiday wouldn’t be the same without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels at home.
  • Planning for a long term stay visiting Oswestry: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to consider adding features such as a parking space, a well-equipped kitchen, or even a private pool to your search.

Where to stay in Oswestry

Oswestry offers a delightful blend of outdoor adventures and serene scenery, making it an ideal destination for a relaxing getaway. Nestled in Shropshire, this charming town is surrounded by picturesque landscapes and friendly locals. Just a stone's throw away, you'll find the enchanting Welsh border cottages, perfect for a romantic escape or family-friendly adventures. Explore the tranquil rural areas and immerse yourself in the stunning Shropshire scenery that defines this desirable location.

  • Gobowen: Nestled in the Oswestry area, Gobowen is a charming village that beckons adventurers and nature lovers alike. With its stunning scenery and abundant outdoor activities, visitors can unwind in its recreational areas or indulge in spa and body treatments. Gobowen serves as an ideal base for exploring nearby national parks and historic sites, making it a delightful destination for those seeking both relaxation and adventure.
  • Llanwddyn: Llanwddyn is a picturesque village renowned for its breathtaking landscapes and romantic ambiance. This idyllic spot is perfect for outdoor enthusiasts, offering a range of adventure activities amidst its stunning natural beauty. Visitors can explore the nearby lake or venture into national parks to immerse themselves in the tranquil surroundings. The village's charming atmosphere and recreational areas make it a perfect getaway for couples and families alike.
  • Llanrhaeadr-ym-Mochnant: Located in the scenic Oswestry region, Llanrhaeadr-ym-Mochnant is a delightful village that captivates visitors with its outdoor adventure opportunities and magnificent natural scenery. The area boasts a variety of hiking trails and recreational areas, ideal for exploring the great outdoors. Notable attractions include the stunning waterfall and the expansive national parks nearby, making it a must-visit for anyone looking to experience the beauty of the Welsh countryside.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January38.3°F (3.5°C)Light RainMostly CloudyAverageAverage
February39.4°F (4.1°C)Light RainMostly CloudyAverageSlightly Low
March41.7°F (5.4°C)Light RainMostly CloudyAverageSlightly Low
April45.9°F (7.7°C)No Rain (Dry)Mostly CloudySlightly HighAverage
May51.3°F (10.7°C)Light RainMostly CloudyAverageAverage
June56.8°F (13.8°C)Light RainMostly CloudyAverageAverage
July59.9°F (15.5°C)Light RainMostly CloudySlightly HighSlightly High
August59.0°F (15.0°C)Light RainMostly CloudyAverageSlightly High
September55.4°F (13.0°C)Light RainMostly CloudySlightly HighSlightly Low
October50.4°F (10.2°C)Light RainMostly CloudySlightly LowAverage
November44.1°F (6.7°C)Light RainMostly CloudySlightly LowAverage
December40.3°F (4.6°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming holiday? Being flexible with your travel dates can make a significant difference, as prices tend to vary. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo accommodation that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing arrangements, or review your bookings. The properties you've saved or reserved are now categorised into Potential, Upcoming, or Current Trips. To discover your Trip Boards, please visit: https://www.vrbo.com/en-gb/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)
  • Hill Valley Golf Club (17.8 mi / 28.6 km)
  • BeWILDerwood (20 mi / 32.2 km)
  • The Ice Cream Farm (22.9 mi / 36.9 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)
  • Pistyll Rhaeadr (13.4 mi / 21.6 km)
  • Coed Llandegla Forest (14.6 mi / 23.5 km)
  • The Quarry Park (16.1 mi / 25.9 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.
How much does it cost to rent a holiday home in Oswestry?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Oswestry to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Oswestry holiday house rentals?
You can find great discounts on house rentals in Oswestry on Vrbo, 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.
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.
Can I find long-stay holiday rentals in Oswestry?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
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 Vrbo.
Are there any Oswestry holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
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.
How early should I book a Oswestry holiday rental?
Book your Oswestry holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
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.
Can I change or cancel my Oswestry home rental booking on Vrbo?
To find Oswestry holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Oswestry holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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