Oswestry vacation rentals

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Select from 39 homes, 164 cottages, and other vacation rentals in Oswestry to find one that's perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the best amenities for hanging out with the people that matter most, which might include parking and a pool. No matter what you're looking for, you'll find a rental for everyone's needs, including a place that is accessible or non-smoking.
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Find out more about Oswestry

Why visit Oswestry

  • Outdoor Adventures: Oswestry is perfect for exploring scenic landscapes, including castles, lakes, and waterfalls.
  • Cultural Attractions: Discover local history at the Oswestry Town Museum and Oswestry Castle.
  • Leisure Activities: Enjoy a round of golf at the Oswestry Golf Club, ideal for both leisure and sport.
  • Charming Accommodations: Choose from cozy cottages to modern apartments for a comfortable stay.
  • Welsh Border Beauty: Experience the picturesque Welsh border and its romantic, family-friendly atmosphere.

Popular types of accommodation in Oswestry

Discover the charm of Oswestry with a variety of vacation rentals to suit your needs. From cozy cottages to spacious private homes and modern apartments, there's something for everyone. Whether you're looking for a quaint cottage rental or a comfortable holiday cottage, our selection of Oswestry vacation rentals ensures you'll find the perfect place to unwind and explore. Choose your ideal getaway and make unforgettable memories in this picturesque town.

  • Cottages: The top choice for travelers in Oswestry, offering a charming and cozy retreat filled with character.
  • Houses: A favorite for those seeking space and comfort, perfect for families or groups.
  • Apartments: Ideal for visitors wanting a convenient base, providing all the essentials for a city-like experience.
  • Cabins: A wonderful option for nature enthusiasts, offering a rustic getaway amidst serene surroundings.
  • Chalets: A delightful choice for a unique stay, blending comfort with a touch of the outdoors.**

Top attractions in and around Oswestry

Oswestry, UK, is perfect for outdoor and scenic adventures, offering attractions like castles, lakes, and waterfalls. Visitors can explore cultural sites such as the Oswestry Town Museum and Oswestry Castle, or enjoy leisure activities at the Oswestry Golf Club. Whether seeking romance or outdoor experiences, this charming town caters to all types of travelers looking for a memorable getaway.

  • Lake Vyrnwy: A picturesque lake surrounded by stunning landscapes, perfect for outdoor activities like hiking and biking. Enjoy romantic moments on the beach, soaking in the serene scenery.
  • Pistyll Rhaeadr: This breathtaking waterfall, one of the tallest in Wales, offers an adventurous experience. Hike through lush trails and embrace the romantic atmosphere as water cascades dramatically.
  • Chirk Castle: A historic castle steeped in culture, located 6 miles from Oswestry. Explore its beautiful gardens and enjoy a romantic stroll through this architectural gem.

Things to do recommended for couples

For a romantic getaway in Oswestry, explore the beautiful parks like Oswestry Park, perfect for a leisurely stroll. Enjoy a cozy dinner at a local bistro, and don’t miss the stunning views from the nearby hills—ideal for a memorable sunset together.

Things to do recommended for families

Families will delight in exploring the historic Oswestry Castle, visiting the Welshpool & Llanfair Light Railway for a scenic train ride, and enjoying the interactive exhibits at Oswestry Museum. The nearby Ceiriog Valley offers beautiful walking trails perfect for family adventures.

Things to do recommended for groups

Groups visiting Oswestry can explore the historic Oswestry Castle, participate in a guided walking tour of the town’s charming streets, and enjoy a fun day at the nearby Park Hall Countryside Experience, where you can try various outdoor activities together.

*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

When planning your trip—whether you’re traveling with friends, family, pets, or seeking extended stays—be sure to prioritize your preferences during the booking process. Here are some helpful Vrbo tips to assist you.

  • Traveling to Oswestry with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Oswestry with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Oswestry: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings 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're in search of vacation 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 rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Oswestry

Oswestry, located in Shropshire, offers a delightful mix of outdoor adventures and scenic beauty, perfect for a relaxing getaway. Explore charming Welsh cottages and the picturesque Welsh border, where family-friendly and romantic atmospheres abound. With its friendly locals and convenient location, Oswestry is an ideal base for discovering nearby attractions and enjoying a secluded escape from the hustle and bustle. Experience the warmth and tranquility that this lovely city has to offer.

  • Llanrhaeadr-ym-Mochnant: Nestled in the picturesque landscape near Oswestry, Llanrhaeadr-ym-Mochnant is a charming village that offers a wealth of outdoor adventures for families and thrill-seekers alike. The area is renowned for its stunning hiking trails that lead to the breathtaking local waterfall, one of the village's main attractions. Additionally, the nearby national park provides endless opportunities for exploration and recreation, making it a perfect destination for those looking to immerse themselves in nature’s beauty.
  • Llanwddyn: Located close to Oswestry, Llanwddyn is a serene village that captivates visitors with its breathtaking scenery and romantic ambiance. The village is home to an idyllic lake surrounded by lush landscapes, ideal for leisurely strolls or picnics. For those seeking relaxation, there are local body treatment venues that offer a soothing retreat after a day of outdoor exploration. With its proximity to a national park, Llanwddyn is perfect for nature lovers and couples looking for a peaceful getaway.
  • Llangynog: This quaint village, near Oswestry, is a hidden gem for outdoor enthusiasts and those seeking a scenic escape. Llangynog invites visitors to enjoy its recreational areas, where activities abound year-round. The nearby lake and national park create a stunning backdrop for hiking, fishing, and other outdoor pursuits. Additionally, wellness options such as body treatments offer a chance to unwind after a day of adventure, making Llangynog a fantastic spot for both relaxation and exploration.

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 CloudyAverageSlightly Low
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 HighAverage
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 money on your next adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your getaway.

Vrbo Trips: Effortless planning

Vrbo's unique Trip Board offers you a dedicated area to plan new trips, pick up from where you last left off, or manage your travel arrangements. You can easily access properties you've saved and booked, organized into Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/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, and its welcoming and relaxing location add to the charm. Whether you're planning a family holiday, romantic stay or friends trip, vacation 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 discover attractions to visit while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Oswestry a one-of-a-kind vacation spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • 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

Travelers enjoy Oswestry for its lakeside setting and countryside. Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Oswestry. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • 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)

Traveling to and around Oswestry

The nearest airport is in Chester (CEG-Hawarden), located 22 mi (35.4 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into John Lennon Airport (LPL), which is 34.2 mi (55 km) away.

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

Frequently asked questions

What is the best area to stay in Oswestry, Wales, United Kingdom when booking a vacation rental?
When considering a vacation rental in Oswestry, the town center is an excellent area to stay. This vibrant neighborhood is rich in history and culture, making it an ideal base for exploring the region. One of the top attractions nearby is the historic Oswestry Castle, where visitors can appreciate its fascinating past and enjoy lovely views of the surrounding area. Additionally, the Oswestry Market, held regularly, offers a delightful experience with local produce, crafts, and a friendly atmosphere.

Another appealing area is the outskirts of Oswestry, which provides a more tranquil setting. Here, you can easily access the beautiful countryside and enjoy the breathtaking scenery of the Shropshire hills. This location is great for those looking to engage in outdoor activities, such as hiking and cycling. The area is also close to the stunning Chirk Castle, a National Trust property that showcases impressive gardens and stunning architecture.
How much does it cost to rent a vacation home in Oswestry?
Prices for vacation 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 vacation 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 vacation rental accomodation in Oswestry?
In Oswestry, cottages are the most popular vacation rental choice, with about 145 available throughout the area. These charming properties are often situated in picturesque settings, providing a cozy, home-like atmosphere. Most cottages come equipped with fully functional kitchens, comfortable living areas, and outdoor spaces, making them great for relaxation after a day of exploring the stunning Welsh countryside.

Additionally, there are around 23 vacation houses available, which can accommodate larger groups or families. These houses typically feature multiple bedrooms, spacious common areas, and often include gardens or patios for outdoor enjoyment. There are also several cabins, apartments, and chalets, each offering unique amenities and settings that cater to a variety of traveler preferences.
Are there any family house rentals in Oswestry?
In Oswestry, there are a variety of family-friendly house rentals available, with around 105 options to choose from. This charming market town offers visitors a mix of historical attractions and beautiful countryside. Many properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to enjoy.

Travelers can expect amenities such as Wi-Fi, laundry facilities, and comfortable bedrooms to ensure a pleasant stay. Families will appreciate being close to local parks and recreational areas, where outdoor activities and nature walks await. Additionally, Oswestry is conveniently located near attractions such as the historic Oswestry Castle and the scenic Shropshire Hills, providing a wealth of opportunities for exploration and adventure.
Can I rent a vacation home with a pool or hot tub in Oswestry?
In Oswestry, there are several vacation homes available for rent that feature pools and hot tubs, providing a great option for travelers looking to relax and unwind. This charming market town in Wales offers a mix of rural beauty and historical sites, making it an appealing destination. Many of the properties with pools may also include amenities such as spacious gardens, outdoor seating areas, and well-equipped kitchens, ideal for family gatherings or group vacations.
Can I find long-stay vacation rentals in Oswestry?
A long-stay vacation rental in Oswestry is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Oswestry?
In Oswestry, travelers will find a variety of pet-friendly house rentals available, with over 100 options to choose from. Many of these homes are equipped with amenities such as spacious gardens, fully equipped kitchens, and cozy living areas, making them ideal for families and groups traveling with pets.

The area around Oswestry offers several parks and green spaces where pets can enjoy the outdoors. Notable nearby locations include the Oswestry Park, which features walking trails and open areas for pets to roam, and the beautiful surrounding countryside, superb for long walks and exploring nature.
Are there any remote work vacation rentals in Oswestry?
In Oswestry, Wales, there are a variety of remote work vacation rentals available—around 176 options to choose from. This charming market town offers a unique blend of historical sites and modern amenities, making it an attractive spot for remote workers seeking a change of scenery. Many properties come equipped with high-speed internet, ensuring a reliable connection for virtual meetings and work tasks. You can expect amenities such as dedicated workspaces, comfortable seating, and free Wi-Fi access in both public areas and guest rooms.

Oswestry is surrounded by beautiful countryside, which provides ample opportunities for outdoor activities during breaks, including hiking and exploring nearby historical landmarks. The town itself features quaint shops, local eateries, and cultural attractions, making it easy to unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Oswestry vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Oswestry with parking available—perfect for families or travelers 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 rental amenities cater to various traveler needs, with many properties featuring essential comforts like kitchens, allowing guests to prepare their own meals. Onsite parking is commonly available, making it convenient for those traveling by car. Many rentals also permit pets, which is a significant plus for pet owners looking to enjoy their stay without leaving their furry friends behind. Additionally, accommodations often include gardens, providing a lovely outdoor space for relaxation.
When is the best time to visit Oswestry for a vacation rental?
July marks the peak season for visiting Oswestry, attracting travelers eager to immerse themselves in the region's rich history and vibrant summer activities. During this month, the weather is pleasantly warm, with temperatures typically ranging from the mid-50s to the low 70s Fahrenheit, creating great conditions for outdoor exploration and sightseeing.

With the peak travel season extending from July to September, visitors can enjoy a variety of local events, including festivals and markets that showcase Oswestry's culture. This lively option is ideal for those looking to engage with the community and enjoy the scenic beauty of the surrounding Shropshire countryside.

For those seeking a more budget-friendly experience, consider visiting in December. While this month falls within the low season, it offers a unique charm as Oswestry transforms into a cozy winter haven. Enjoy festive decorations, local holiday markets, and the opportunity to explore the town's historic sites without the crowds, all while savoring the quiet beauty of the winter landscape.

Ultimately, the best time to book a vacation rental in Oswestry depends on your preferences—whether you're drawn to the vibrant summer energy and community events of peak season or the tranquil, festive atmosphere of late fall and winter.
How early should I book a Oswestry vacation rental?
Book your Oswestry vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Oswestry, Wales, United Kingdom?
In Oswestry, visitors can explore a variety of attractions that highlight the town's rich history and scenic beauty. The Oswestry Castle ruins offer a glimpse into the area's medieval past, while the nearby Oswestry Heritage Centre provides informative exhibits about the local history and culture.

The town is also known for the stunning Llanymynech Hill, which features beautiful walking trails and panoramic views of the surrounding countryside. For those interested in shopping and dining, the vibrant town center is home to a mix of local boutiques, cafes, and restaurants that reflect the charm of Oswestry.

Additionally, the picturesque Park Hall Countryside Experience allows families to engage with farm animals and enjoy outdoor activities, making it a great spot for a fun day out.
Can I change or cancel my Oswestry home rental booking on Vrbo?
To find Oswestry vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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