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Winslow holiday homes

We found 326 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Winslow to find one that's perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll have the amenities that you expect and more, including parking and a TV. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

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Why visit Winslow

  • Historic charm: Explore Winslow's rich heritage through its quaint streets and historic landmarks that reflect the town's past.
  • Family-friendly attractions: Enjoy various engaging activities suitable for all ages, making it an ideal destination for families.
  • Picturesque town centre: Stroll through the charming town centre, filled with local shops and inviting cafés.
  • Relaxed atmosphere: Experience the friendly vibe and welcoming locals, perfect for leisurely exploration.
  • Outdoor activities: Take advantage of the beautiful surroundings for walks and outdoor pursuits, enhancing your visit.

Top attractions near Winslow

Winslow, Buckingham, England, offers a delightful mix of family-friendly and cultural experiences. Visitors can explore historic sites and charming landmarks that reflect the city's rich heritage. With opportunities for outdoor activities and engaging attractions, Winslow is perfect for those seeking a memorable city-themed holiday. Whether you're interested in history or simply enjoying the local atmosphere, there's something for everyone to savour in this quaint English town.

  • Silverstone Circuit: Experience exhilarating motor racing vibes at this renowned circuit, located 18km from Winslow. Embrace the thrill of sports and adventure, making it a must-visit for racing enthusiasts.
  • Bletchley Park: Discover rich culture at this historic site, situated 11km from Winslow. Immerse yourself in the stories of wartime codebreakers and marvel at the heritage preserved here.
  • Waddesdon Manor: Step into history at this stately manor, 11km from Winslow. Enjoy the elegant architecture and cultural exhibits that bring the past to life.

Things to do recommended for couples

Wander through Winslow's charming streets, exploring quaint shops and delightful cafés. Enjoy a leisurely picnic in the beautiful Winslow Park, or take a romantic stroll along the scenic countryside trails. Don't miss the local farmers' market for fresh produce and unique crafts, perfect for a couple's day out.

Things to do recommended for families

Explore Winslow's charming parks, where kids can play freely. Visit the Winslow Market for local treats, or take a family stroll through the historic town centre. Don't miss the nearby Claydon House for a glimpse of stunning architecture and gardens perfect for a picnic.

Things to do recommended for groups

Experience the thrill of motor racing at Silverstone Circuit, 18km from Winslow, and enjoy adventure activities with your group at Go Ape at Wendover Woods, 21km out, plus more excitement at Motor Racing Live, 29km away.

*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 Winslow

When planning your trip—whether you're travelling with a group, family, pets, or seeking extended stays—it's important to prioritise your preferences. Here are some helpful tips for booking on Vrbo.

  • Traveling to Winslow with a group: Consider how many bedrooms you'll need, along with features such as a fully equipped kitchen or an outdoor area for group gatherings. Luckily, you can filter for all these options—and more—on Vrbo.
  • Traveling to Winslow with young kids: Traveling with young ones can be demanding. You must prioritise their comfort and safety, along with ensuring access to age-appropriate facilities like a private swimming pool. It’s also wise to consider how close you are to family-friendly attractions.
  • Taking your pets with you to Winslow: For many, a family holiday isn’t complete without their furry companion. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting Winslow: If you’re after holiday rentals offering discounts for month-long stays, you’ve come to the right spot. With the proper filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Winslow

Winslow, a charming village in Buckinghamshire, offers a delightful blend of historical charm and modern amenities. Visitors can stroll through its picturesque town centre, explore local shops, and enjoy family-friendly attractions. The friendly atmosphere and relaxed vibe make it a perfect base for those seeking a cultural experience. Whether you're wandering the quaint streets or enjoying a leisurely meal, Winslow promises a memorable holiday filled with warmth and welcoming locals.

  • Milton Keynes: Milton Keynes is a vibrant city located 13km from Winslow. It offers a rich blend of family-friendly attractions, culture-themed experiences, and dynamic entertainment. Visitors can enjoy a variety of activities including theatre performances, motor racing events, and extensive shopping at well-known retail centres. The city is also home to significant landmarks such as a major stadium, a dedicated sports facility, and historic sites that capture the region’s past. Whether you’re looking to immerse yourself in the local culture or enjoy a fun-filled day with the family, Milton Keynes provides a diverse travel experience.
  • Swanbourne: Swanbourne, a charming village positioned 3km from Winslow, is perfect for visitors seeking a mix of family, romantic, and outdoor adventures. This quaint locale offers intimate theatre experiences and is close to notable attractions including a stadium, a lovely park, and a scenic lake. It’s an ideal destination for those looking to enjoy a relaxed pace of life while exploring the natural beauty and local charm of the countryside.
  • Little Horwood: Little Horwood is a picturesque village also located 3km from Winslow. It appeals to travellers interested in family outings, outdoor pursuits, and city-themed experiences. The village is well-known for its shopping centre and mall, offering a blend of retail therapy and leisurely strolls. Nearby attractions include a contemporary gallery, a vast national park, and unique historic sites that provide a glimpse into the area’s rich heritage. Little Horwood is a perfect spot to experience a mix of modern conveniences and timeless charm.

Best time to go to Winslow

If you're planning a trip to Winslow, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January39.0°F (3.9°C)Light RainMostly CloudyAverage
February40.1°F (4.5°C)No Rain (Dry)Mostly CloudySlightly Low
March43.2°F (6.2°C)No Rain (Dry)Mostly CloudySlightly High
April47.3°F (8.5°C)No Rain (Dry)Mostly CloudySlightly High
May52.9°F (11.6°C)Light RainMostly CloudyAverage
June58.6°F (14.8°C)Light RainMostly CloudyAverage
July62.6°F (17.0°C)Light RainMostly CloudySlightly High
August62.1°F (16.7°C)Light RainMostly CloudyAverage
September58.1°F (14.5°C)No Rain (Dry)Mostly SunnyAverage
October52.3°F (11.3°C)Light RainMostly CloudyAverage
November45.3°F (7.4°C)Light RainMostly CloudySlightly Low
December41.4°F (5.2°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can differ. Also, booking a longer stay can often result in significant savings. To find the ideal Vrbo property that suits your budget, take advantage of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Here is the paraphrased text:Vrbo’s Trip Board provides a dedicated spot to start planning fresh adventures, pick up where you left off, or manage your existing bookings. Your saved or booked properties are now neatly categorised into Potential, Upcoming, or Current Trips. Visit https://www.bookabach.co.nz/trips to explore the Trip Boards.

**Based on Vrbo properties bookings.

The rustic city of Winslow awaits you

Enjoy the area's churches, entertainment and history with a rental holiday home in Winslow. This city is well-known for its cafes and football games. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Winslow

Are you looking for top things to see and do in the city? Venture out of your holiday home and check out everything that makes Winslow a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Gullivers Land (9.7 mi / 15.6 km)
  • Woburn Golf Club (9.7 mi / 15.6 km)
  • Mead Open Farm (11.6 mi / 18.6 km)
  • Woburn Safari Park (12.9 mi / 20.7 km)
  • ZSL Whipsnade Zoo (15.9 mi / 25.5 km)
  • Bicester Golf and Country Club (14.2 mi / 22.9 km)

Exploring the natural landscape of Winslow

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Winslow is a great place to spend some time outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Bletchley Park (6.9 mi / 11.1 km)
  • Willen Lake (10 mi / 16.2 km)
  • Woburn Abbey (12.3 mi / 19.8 km)
  • Salcey Forest (14.6 mi / 23.5 km)
  • Dunstable Downs (15.6 mi / 25 km)
  • Chiltern Hills (18.7 mi / 30.2 km)

Travelling to and around Winslow

Fly into Oxford (OXF), the closest airport, located 20 mi (32.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into London (LTN-Luton), which is 21.9 mi (35.2 km) away.

Frequently asked questions

What is the best area to stay in Winslow when booking a holiday rental?
When considering a holiday rental in Winslow, a charming market town in Buckinghamshire, you might find the historic centre to be the most appealing area. This part of Winslow is steeped in character, with its quaint streets lined with traditional buildings and a variety of shops and cafes. A stroll through the centre could lead you to the delightful Winslow Hall, an exquisite example of 18th-century architecture, which often hosts events and exhibitions.Another popular area to consider is near the Winslow Railway Station, which provides convenient links to nearby towns and cities, making it an ideal base for exploring the wider region. This area offers a selection of properties, from cosy cottages to larger family homes, suiting different preferences and group sizes.In addition to the scenic surroundings, Winslow is also close to the beautiful countryside, great for walking and cycling enthusiasts.
When is the best time to visit Winslow for a holiday rental?
The best time to visit Winslow for a holiday rental is during the peak season from May to July, with July being the most popular month. This vibrant period attracts many visitors eager to explore the charming streets, historic buildings, and lush countryside of this picturesque English town. With the warmer temperatures averaging between 15 to 25 degrees Celsius, it's an ideal time for outdoor activities such as walking tours and picnics in the local parks.During the summer months, Winslow hosts various community events and festivals, offering a lively option that enhances your experience. The long daylight hours allow for ample sightseeing and exploration of nearby attractions, making it a superb season for travellers.If you're looking for a more budget-friendly visit, consider planning your trip in February. While this is the low season, visiting during this quieter month can still be delightful. You can enjoy Winslow's tranquil charm without the crowds, and take advantage of potentially lower rental rates. Plus, the winter months often bring a unique beauty to the area, allowing for peaceful strolls through the quaint town.Ultimately, your choice will depend on whether you prefer the bustling energy of the peak season filled with activities or the calm and serene ambiance of the off-peak months.
What are the top attractions in Winslow?
In Winslow, visitors can enjoy a charming blend of history and countryside. One of the key attractions is the Winslow Hall, an impressive Georgian mansion surrounded by beautiful gardens, often hosting various events and exhibitions. The town centre features quaint shops and cafes that reflect its traditional character, making it a pleasant place to stroll.Nearby, the Winslow Market Square is lively on market days, offering local produce and crafts. For those interested in nature, the surrounding countryside provides picturesque walking paths, particularly along the nearby Ouse Valley Way, which showcases the area's scenic landscapes. The local church, St. Laurence's, is also worth a visit, boasting stunning architecture and a rich history.
Are all fees included in the Winslow holiday homes prices shown on Bookabach?
Bookabach 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 Winslow holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Winslow 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 Winslow holiday homes?
You can find great discounts on holiday homes in Winslow on Bookabach, 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 Winslow holiday home booking on Bookabach?
To find Winslow holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Winslow?
A long-stay holiday home in Winslow 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 Bookabach?
Bookabach'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 Winslow holiday home?
Book your Winslow 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Winslow?
Prices for holiday homes in Winslow 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. Bookabach offers something for every taste and budget, from affordable homes in Winslow to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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