Discover Your Perfect Rutland Vacation Homes

Why Choose Rent By Owner for your Rutland 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 Rutland

When should you plan your Vacation Rentals stay?

Choosing the right time to visit ensures you can fully enjoy the natural beauty and tranquil ambiance of this destination, making your stay in Rutland's region truly memorable.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences warm days ideal for exploring and outdoor activities, making it a popular time for visitors seeking pleasant weather.

Average Temperature Daytime: 15°C to 20°C - Nighttime: 8°C to 12°C
summer
Summer (July to August)

The peak of the warm season brings longer daylight hours and lively atmosphere, perfect for enjoying the scenic beauty and local events.

Average Temperature Daytime: 20°C to 25°C - Nighttime: 13°C to 16°C

Off-Season Highlights

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Autumn (September to October)

As temperatures cool down, fewer crowds visit, offering a more tranquil experience while still pleasant for outdoor pursuits.

Average Temperature Daytime: 12°C to 17°C - Nighttime: 5°C to 9°C
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Winter (November to February)

This is the quietest time of year, with colder weather and fewer visitors, creating an ideal setting for cozy stays in comfortable accommodations.

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

Weekly Weather Forecast for Rutland

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

  • Access to lush outdoor gardens or landscaped grounds for relaxing and enjoying nature.
  • Private patios or veranda areas ideal for outdoor dining or morning coffee.
  • Outdoor seating arrangements to unwind while taking in scenic views of the surrounding countryside.
  • Shared or private outdoor pools perfect for refreshing dips during warmer months.
  • Opportunities for outdoor sports such as tennis, badminton, or croquet, common in this region’s rental properties.
  • Fire pits or outdoor fireplaces for cozy evenings under the stars.
  • Ample parking spaces with easy access to outdoor areas for your convenience and safety.
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Family Activities

  • Rutland Water Nature Reserve: Enjoy family-friendly activities such as birdwatching, sailing, and walking around the stunning reservoir, making it an ideal outdoor adventure spot in the region.
  • Rutland Water Falconry: Experience an educational and interactive day with birds of prey, perfect for introducing children to wildlife conservation efforts here.
  • Rutland County Museum: Discover local history through engaging exhibits and hands-on displays that entertain and educate visitors of all ages in this charming area.
  • Oakham Castle: Explore the historic castle grounds, where family-friendly events and outdoor spaces provide a scenic setting for memorable outings in the region.
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Adult Activities

  • Fishing on Rutland Water: Experience world-class angling on the region's renowned reservoir, perfect for a relaxing day in nature.
  • Walking and Cycling Trails: Explore scenic routes through the area’s picturesque countryside, ideal for outdoor enthusiasts seeking adventure or leisure.
  • Historical Heritage at Rutland County Museum: Discover local history and culture through engaging exhibits that bring the region’s rich past to life.
  • Golfing at Rutland Golf Course: Play a round on well-maintained fairways set amidst tranquil surroundings, catering to both beginners and experienced players.

Rutland Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Seasons: Visiting during quieter times allows you to enjoy the region's beauty with fewer crowds and more affordable accommodation options.
  • Explore Local Countryside and Waterways: Take advantage of the area's scenic landscapes and waterways to experience outdoor activities like walking, boating, or simply relaxing amidst nature.
  • Discover Authentic Regional Cuisine: Sample traditional dishes at local eateries or your vacation rental to immerse yourself in the region's culinary culture.
  • Book Early for Prime Accommodation: Secure your preferred stay by reserving well in advance, especially if visiting during popular travel periods in this destination.

Transportation Options

  • National Rail Services: You can easily access the region through train services connecting to nearby major cities and towns, making travel convenient when exploring the area.
  • Local Bus Networks: The local bus system offers flexible routes around this destination, allowing you to reach key points of interest with ease during your stay.
  • Driving via Car Rental: Renting a car provides the freedom to explore the countryside and hidden gems at your own pace in this picturesque part of England.
  • Taxis and Rideshare Options: Taxis and rideshare services are readily available for quick, hassle-free transportation within the region, ensuring you can get around comfortably.

Local Customs Options

  • Traditional Pubs and Alehouses: Locals cherish their historic pubs, where enjoying a pint alongside regional tales is a common social ritual in this charming part of England.
  • Waiting for the Queen’s Speech: During special occasions, residents often gather to listen to the Royal Family’s address, reflecting the region’s deep-rooted respect for the monarchy.
  • Village Fairs and Agricultural Shows: Embracing rural life, the community celebrates with traditional fairs that showcase local produce, crafts, and livestock—perfect for experiencing authentic regional customs.
  • Celebrating Steeplechase Events: Participating in or spectating during local horse racing events, which are a cherished tradition here, offers a lively taste of regional sporting culture.

Frequently Asked Questions About Rutland?

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 305 in the Rutland 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 Rutland. 

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 rental’s terms and conditions or contact the property owner directly to understand the cancellation options and any applicable fees.

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

Additional fees such as cleaning fees, service charges, or security deposits are often detailed in the listing description. It’s recommended to read the full details or contact the owner for clarification before confirming your reservation.

6. How do I confirm my booking for a vacation rental in the region?

Booking confirmation typically requires completing the reservation process through the listing platform and providing necessary details. Some properties may require payment upfront, while others may have different confirmation methods—please follow the instructions provided in the listing or communicate directly with the host.

7. Is there a minimum stay requirement for vacation rentals in this destination?

Minimum stay requirements depend on the individual property and can vary based on the time of year or the owner’s policies. Be sure to check the listing details or contact the owner to find out about any restrictions before booking.

8. What amenities are generally included in the vacation rentals here?

Amenities vary by property but often include essentials like Wi-Fi, parking, kitchen facilities, and linens. For specific amenities, always review the property listing carefully or reach out directly to the host for any special requests.