Discover Your Perfect Winslow Vacation Homes

Why Choose Rent By Owner for your Winslow 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 Winslow

When should you plan your Vacation Rentals stay?

To make the most of your stay in this charming area, consider visiting during the shoulder seasons when the weather is mild and the surroundings are particularly peaceful, ensuring a relaxing and authentic experience in your chosen vacation rentals here.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination sees an influx of visitors seeking pleasant weather and outdoor activities. You'll enjoy longer daylight hours, making it ideal for exploring the scenic surroundings.

Average Temperature Daytime: 20-25°C - Nighttime: 12-15°C
spring
Spring (March to May)

Spring is a popular time to visit as the area bursts into bloom, attracting those interested in experiencing the region's natural beauty at its finest. The mild weather offers comfortable conditions for sightseeing and outdoor pursuits.

Average Temperature Daytime: 12-18°C - Nighttime: 5-10°C

Off-Season Highlights

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Autumn (September to November)

Visiting during autumn allows you to enjoy fewer crowds while witnessing beautiful fall foliage. Temperatures start to cool but remain suitable for outdoor exploration.

Average Temperature Daytime: 14-19°C - Nighttime: 7-10°C
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Winter (December to February)

Winter offers a peaceful retreat with quieter streets and cozy accommodations. Although temperatures are lower, it's a great period for those seeking tranquility and a slower pace.

Average Temperature Daytime: 5-8°C - Nighttime: 0-3°C

Weekly Weather Forecast for Winslow

How to Book Your Winslow Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Winslow

More Top-Rated Vacation Rentals in Winslow Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 relaxing meals after exploring the countryside.
  • Take advantage of private gardens or courtyards to unwind in a peaceful setting.
  • Benefit from on-site parking facilities to conveniently explore the surrounding region.
  • Relax in outdoor lounge spaces designed for enjoying the fresh air and scenic views.
  • Access nearby walking trails or pathways right from your accommodation for outdoor adventures.
  • Make use of garden furniture that invites you to sit back and enjoy the natural surroundings.
  • Some properties may include outdoor recreational amenities such as space for lawn games or picnics, enhancing your stay here.

Top Attractions Around Winslow

What attractions are nearby?

Within this charming region, you can enjoy a variety of outdoor activities, explore local landmarks, and experience the quintessential English countryside just moments from your vacation rental.

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Family Activities

  • Winslow Heritage Trail: Embark on a family-friendly walk through the historic streets, discovering the rich history and charming architecture of this area.
  • Winslow Market Square: Visit the lively market square to enjoy local produce, crafts, and vibrant community events perfect for family outings.
  • Buckinghamshire County Museum: Engage with interactive exhibits and learn about the region’s history, science, and local culture in an educational setting suitable for all ages.
  • Local Parks and Green Spaces: Relax and play together in peaceful parks nearby, offering playgrounds and outdoor activities that make for enjoyable family days out.
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Adult Activities

  • Historic Town Exploration: Wander through the charming streets of Winslow to discover centuries-old architecture and local heritage sites that tell the story of this quaint English destination.
  • Parker's Piece Local Brewery Tour: Sample locally brewed ales and learn about traditional brewing methods in a cozy setting within the heart of the area’s vibrant craft scene.
  • River Walks Along the Grand Union Canal: Enjoy peaceful strolls along the picturesque canal, offering scenic views and a tranquil escape close to your vacation rental.
  • Visits to Historic Churches and Cathedrals: Immerse yourself in the region’s rich religious history by exploring beautiful churches and historic chapels nearby, perfect for contemplative outings.

Other Places to Stay in Winslow

Winslow Farmers Market
Winslow Farmers Market Vacation Rentals
St Laurence Church
St Laurence Church Vacation Rentals
More Places to Stay Near Winslow

Winslow Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Heritage: Take time to visit the historic sites and landmarks that showcase the rich history of this destination, enhancing your understanding of the area's unique character.
  • Enjoy Authentic Cuisine: Savor traditional dishes at local eateries to experience the flavors that make this region's culinary scene special.
  • Plan Outdoor Activities: Make the most of the scenic surroundings by organizing outdoor pursuits like walking or cycling along designated trails and paths.
  • Connect with the Community: Engage with local events or visit nearby markets to immerse yourself in the authentic atmosphere of here and gain insights into the area’s culture.

Transportation Options

  • Winslow Railway Station: This station offers convenient train services connecting you to larger cities and regional destinations, making travel in the area straightforward.
  • Local Bus Services: Regular bus routes provide accessible transportation throughout the region, ideal for exploring nearby attractions or reaching town amenities.
  • Taxi and Chauffeur Services: Reliable taxi options are available for quick and private transfers around Winslow and to surrounding areas, ensuring a comfortable journey.
  • Car Rentals: Renting a car here gives you the flexibility to explore the broader region at your own pace, with several rental agencies conveniently located nearby.

Local Customs Options

  • Traditional Pudding Lads and Gals: During local festivals, you might observe the participation of children dressed in Victorian-style attire celebrating regional customs with parades and community events.
  • Village Fair Celebrations: Here, annual fairs showcase local crafts, food, and music, reflecting the area's rich cultural heritage and providing a charming experience for visitors.
  • Churchyard Etiquette: Respect for historic churches is customary, where visitors often observe quiet reverence and traditional practices when exploring these significant spiritual sites.
  • Folk Music and Dance: Engaging with traditional performances during seasonal festivities offers an authentic glimpse into the region's cultural roots and communal spirit.

Frequently Asked Questions About Winslow?

1. What are the top vacation rentals in Winslow?

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

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 88 in the Winslow 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 Winslow. 

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

Cancellation policies vary by property, so it is important to review the specific listing details or contact the property owner directly to understand their terms and any applicable fees.

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

Additional fees such as cleaning charges, security deposits, or service fees are specified in each listing. Please check the individual property details or contact the owner for clarification before completing your booking.

6. How do I know if my preferred dates are available for rental?

Availability calendars are typically maintained by the owners on each listing. You can update your travel dates and inquire directly through the platform to confirm availability and secure your reservation.

7. What amenities are usually included in vacation rentals around this destination?

Most properties offer essential amenities such as Wi-Fi, parking, and kitchen facilities. For more detailed information about specific amenities, please refer to the listing description or reach out to the property owner.

8. Is there a minimum stay requirement for booking a vacation rental here?

Minimum stay requirements differ depending on the property. Details about minimum nights can be found in the listing, or you can contact the owner directly to clarify any special booking conditions.