Discover Your Perfect Oswestry Vacation Homes

Best Vacation Homes in Oswestry

Cottage
Map-icon
like-icon10.0
Exceptional
(170 Reviews)
2 Bedrooms 1 Bath 4 Guests 624 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£102/Night 7 Nights - £715
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House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
2 Bedrooms 2 Baths 4 Guests 1130.21 ft²
  • Parking
    Parking
  • View
    View
More amenities
£48/Night 7 Nights - £339
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Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£1,078/Night 7 Nights - £7,550
Cabin
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Child Friendly
    Child Friendly
£188/Night 7 Nights - £1,317
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House
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like-icon10.0
Exceptional
(13 Reviews)
1 Bedroom 1 Bath 2 Guests 968.75 ft²
  • Parking
    Parking
  • View
    View
More amenities
£42/Night 7 Nights - £295
Cottage
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
3 Bedrooms 2 Baths 5 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£144/Night 7 Nights - £1,006
Cabin
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£81/Night 7 Nights - £569
Cabin
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£169/Night 7 Nights - £1,184

Oswestry Luxury Rentals

Cottage
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1 Bedroom 1 Bath
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£1,144/Night 7 Nights - £8,009
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Cottage
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1 Bedroom 1 Bath
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£1,111/Night 7 Nights - £7,776
Cottage
Map-icon
4 Bedrooms 3 Baths 8 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£1,022/Night 7 Nights - £7,156
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 5 Baths 11 Guests 1722.23 ft²
  • Parking
    Parking
  • View
    View
More amenities
£999/Night 7 Nights - £6,995
House
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3 Bedrooms 2 Baths 6 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£945/Night 7 Nights - £6,616
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Cottage
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1 Bedroom 1 Bath
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£921/Night 7 Nights - £6,449
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 10 Guests 1722 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£906/Night 7 Nights - £6,343
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Cottage
Map-icon
1 Bedroom 1 Bath
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£890/Night 7 Nights - £6,232

Oswestry Pet Friendly Vacation Rentals

Cottage
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 3 Baths 6 Guests 1399 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£204/Night 7 Nights - £1,427
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£149/Night 7 Nights - £1,044
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Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£687/Night 7 Nights - £4,811
Cottage
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 2 Guests 969 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£369/Night 7 Nights - £2,580
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House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 2 Guests 968.75 ft²
  • Parking
    Parking
  • View
    View
More amenities
£108/Night 7 Nights - £757
Cabin
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£184/Night 7 Nights - £1,291
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests 1130 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£542/Night 7 Nights - £3,791
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 969 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£496/Night 7 Nights - £3,470

Oswestry Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 4 Baths 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£476/Night 7 Nights - £3,335
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House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
6 Bedrooms 5 Baths 15 Guests 1883.68 ft²
  • Parking
    Parking
  • View
    View
More amenities
£175/Night 7 Nights - £1,228
Cottage
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
6 Bedrooms 4 Baths 12 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£1,356/Night 7 Nights - £9,489
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 2 Baths 6 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
£415/Night 7 Nights - £2,905
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House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 3 Baths 11 Guests 1722.23 ft²
  • Parking
    Parking
  • View
    View
More amenities
£359/Night 7 Nights - £2,515
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 11 Guests 1722 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£338/Night 7 Nights - £2,369
Cottage
Map-icon
6 Bedrooms 2 Baths 15 Guests 1884 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£805/Night 7 Nights - £5,636
Cottage
Map-icon
5 Bedrooms 3 Baths 10 Guests 1722 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£328/Night 7 Nights - £2,296

Why Choose Rent By Owner for your Oswestry Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Oswestry

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the region offers different attractions and outdoor activities depending on the season, making it ideal for planning your stay around the best weather and local events.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for exploring the region’s outdoor scenery and cultural events.

Average Temperature Daytime: 20°C to 25°C - Nighttime: 12°C to 15°C
autumn
Early Autumn (September to October)

This period offers mild temperatures and vibrant autumn foliage, providing a picturesque backdrop for your stay while experiencing the region's seasonal festivals and activities.

Average Temperature Daytime: 15°C to 20°C - Nighttime: 8°C to 12°C

Off-Season Highlights

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Late Autumn to Winter (November to February)

As the weather cools down, fewer visitors arrive, allowing for a more peaceful experience while enjoying the coziness of local accommodations and seasonal festivities.

Average Temperature Daytime: 5°C to 10°C - Nighttime: 0°C to 4°C
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Early Spring (March to May)

With nature beginning to awaken, this time provides tranquil surroundings and lower prices, perfect for those seeking quiet retreat experiences.

Average Temperature Daytime: 8°C to 14°C - Nighttime: 2°C to 6°C

Weekly Weather Forecast for Oswestry

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas perfect for meals in the fresh air.
  • Relax on spacious patios or terraces with scenic views of the surrounding countryside.
  • Make the most of private gardens or yards ideal for outdoor activities and lounging.
  • Benefit from access to well-maintained lawns suitable for picnics or outdoor games.
  • Take advantage of outdoor furniture that encourages relaxing outside in the region’s pleasant climate.
  • Utilize designated BBQ or grilling spaces for alfresco cooking experiences.
  • Experience secure outdoor spaces, great for families or pets to enjoy safely.
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Family Activities

  • Oswestry Leisure Centre: Enjoy a family-friendly day at the leisure centre, which offers swimming pools, fitness facilities, and various indoor activities suitable for all ages.
  • Studio Theatre Oswestry: Experience engaging live performances and family-friendly shows that bring entertainment directly to this charming region.
  • Park Hall Countryside Experience: Explore a variety of outdoor attractions, including farm animal encounters and adventure playgrounds, perfect for a fun day outdoors with children.
  • Oswestry Museum: Discover local history through interactive exhibits and engaging displays that appeal to curious minds in the area.
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Adult Activities

  • Exploring Oswestry Town Centre: Wander through charming streets filled with local shops, cafes, and historic landmarks that showcase the area's rich heritage.
  • Visiting Oswestry Market Hall: Experience the vibrant atmosphere of this traditional market offering regional produce, crafts, and unique finds in the heart of the town.
  • Walking in the Offa's Dyke Path: Enjoy scenic hikes along this renowned trail that runs through the region, providing breathtaking views and a chance to connect with nature.
  • Discovering the Oswestry Castle Ruins: Explore the fascinating remains of this historic site, offering insight into the area's medieval past and stunning panoramic vistas.

Other Places to Stay in Oswestry

Oswestry Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take time to discover the nearby historic sites and scenic spots that showcase the unique charm of this destination.
  • Enjoy Regional Cuisine: Savor the local flavors by visiting traditional eateries and experiencing the region’s culinary specialties.
  • Plan Outdoor Activities: Make the most of the area's natural beauty by engaging in outdoor pursuits like walking or cycling through picturesque landscapes.
  • Utilize Convenient Transportation: Arrange transportation options that allow easy access to key points of interest throughout the region, enhancing your stay.

Transportation Options

  • Oswestry Railway Station: This station offers convenient rail connections to major cities across the UK, making it easy to explore the region from your vacation rental here.
  • Local Bus Services: An extensive network of buses provides accessible and affordable transportation throughout the area, ideal for getting around during your stay.
  • Taxis and Ride-Sharing Services: Reliable taxi and ride-sharing options are readily available, offering flexibility for exploring nearby attractions or traveling to and from the airport.
  • Car Rentals: Renting a vehicle is a popular choice for visitors wanting the freedom to explore the scenic countryside and hidden gems of the region at their own pace.

Local Customs Options

  • Welsh Language and Traditions: Embrace the local Welsh culture that influences many aspects of life here, from traditional greetings to community events.
  • Local Folk Festivals: Participate in or observe the region’s vibrant folk festivals, which celebrate its rich history and cultural heritage.
  • Tea Drinking Customs: Enjoy the customary tea-drinking tradition that is an integral part of social interactions in the area, often accompanied by Welsh cakes or scones.
  • Historic Market Days: Visit the traditional market days that have been a cornerstone of commerce here for centuries, offering a glimpse into the area's historic trading practices.

Frequently Asked Questions About Oswestry?

1. What are the top vacation rentals in Oswestry?

There are a lot of options in Oswestry. If you plan on staying in the Oswestry area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oswestry:

2. Which vacation homes in Oswestry are best for families?

If you are looking for a family-friendly vacation home in Oswestry, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oswestry:

3. How many Rentbyowner vacation rentals are available in Oswestry?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 268 in the Oswestry area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oswestry. 

4. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies depending on the property listing. You should review the specific terms outlined on each rental's page or contact the owner directly to understand the details before booking.

5. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees, such as cleaning or service charges, are specified within each property's listing. It’s recommended to read the full details or reach out to the owner for clarification prior to confirming your reservation.

6. How do I ensure my stay in this destination is secure and reliable?

Booking through reputable listings that include verified reviews and detailed descriptions helps ensure a trustworthy experience. For extra peace of mind, communicate directly with the owner and review all policies before finalizing your reservation.

7. What amenities are typically included in vacation rentals in this region?

Most properties offer essential amenities, but specifics can vary. To find accommodations matching your needs, review the amenities section on each listing or contact the owner for further information.

8. How flexible are check-in and check-out times for vacation rentals here?

Check-in and check-out times can differ among properties. It's advisable to confirm these details with the owner during the booking process to accommodate your travel plans.

Oswestry Top Rated Vacation Rentals

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Hotel
Map-icon
like-icon7.5
Very Good
(1812 Reviews)
8 Baths 182.99 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£171/Night 7 Nights - £1,200
Cottage
Map-icon
10 Bedrooms 7 Baths 30 Guests 2529 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£892/Night 7 Nights - £6,247
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Cottage
Map-icon
1 Bedroom 1 Bath
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
£886/Night 7 Nights - £6,205
Cottage
Map-icon
5 Bedrooms 2 Baths 18 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
£566/Night 7 Nights - £3,963
Cottage
Map-icon
5 Bedrooms 3 Baths 8 Guests 1561 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
£192/Night 7 Nights - £1,343