Discover Your Perfect Jolly Island Rentals by Owner

Jolly Island Rentals by Owner

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8.5 (2 Reviews)
House
Waterfront Delight near Fish Cove
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
View Availability
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8.3 (3 Reviews)
House
Leaward Shores Guesthouse
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
View Availability
More Top-Rated Rentals by Owner in Jolly Island Area

Why Choose Rent By Owner for your Jolly Island vacation rental?

What makes our Rentals by Owner 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 Jolly Island

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation in this picturesque destination can enhance your experience, allowing you to enjoy the natural beauty and tranquil surroundings that make it a sought-after spot for travelers seeking reliable rental options through Rent By Owner.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination experiences its peak season with warm daytime temperatures ideal for outdoor activities and enjoying the scenic beauty of the region.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn brings vibrant foliage and mild weather, making it a popular time to visit as travelers seek to experience the area's natural splendor before the winter chill sets in.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

In the winter months, the area quiets down with colder temperatures, offering a peaceful retreat for those seeking solitude or winter sports opportunities.

Average Temperature Daytime: 25°F to 35°F - Nighttime: 10°F to 20°F
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Spring (March to May)

Early spring sees fewer visitors as the region transitions from winter's grip, providing a tranquil environment with milder weather ideal for relaxing escapes.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Jolly Island

How to Book Your Jolly Island vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Jolly Island

More Top-Rated Rentals by Owner in Jolly Island Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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

  • You can enjoy outdoor grilling with a well-equipped barbecue area for your family gatherings.
  • Many rentals feature private docks or waterfront access to make the most of the nearby lake activities.
  • Expect spacious patios or decks where you can relax and take in the scenic views of the surrounding nature.
  • Look for properties with outdoor fire pits, perfect for evening relaxation and making s'mores.
  • Some accommodations include outdoor dining spaces so you can enjoy meals with a view of the water.
  • Most rentals offer ample yard space for outdoor games and activities during your stay.
  • You may find opportunities for swimming, kayaking, or paddleboarding right from the property’s outdoor amenities.

Top Attractions Around Jolly Island

What attractions are nearby?

In this scenic area, you can enjoy a variety of outdoor activities such as boating, fishing, and hiking, making it an ideal destination for those seeking adventure and relaxation close to their rental by owner.

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Family Activities

  • Jolly Island Paddleboarding: Discover the calm waters around here by renting paddleboards and enjoying a fun day on the lake.
  • Beach Play at the Shores: Spend time building sandcastles or relaxing on the sandy beaches with your family amidst scenic views.
  • Boating Adventures: Rent a boat or join guided tours to explore the picturesque lake, creating memorable family moments in the region.
  • Nature Trails Exploration: Take advantage of nearby hiking trails suitable for all ages, offering beautiful vistas and outdoor recreation throughout the area.
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Adult Activities

  • Boating and Water Sports: You can enjoy kayaking, paddleboarding, or taking a boat tour on the pristine waters surrounding Jolly Island for an active day on the lake.
  • Hiking and Nature Trails: Explore scenic trails in nearby areas offering breathtaking views of the region's natural beauty, perfect for outdoor enthusiasts seeking tranquility and adventure.
  • Fishing Excursions: Spend your day fishing in the calm waters, where local spots provide excellent opportunities to catch various freshwater species.
  • Relaxing Beach Days: Unwind along the shoreline by the island, soaking up the sun and enjoying peaceful moments by the water’s edge in this region known for its serene lakesides.

Jolly Island Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Activities: Research popular outdoor pursuits and local events to enhance your stay in this scenic region.
  • Choose Your Rental Wisely: Opt for a vacation home with amenities that cater to your preferences, ensuring a comfortable experience here.
  • Explore the Surrounding Natural Beauty: Take advantage of the area's picturesque landscapes by scheduling outdoor adventures during your visit.
  • Connect with Local Hosts: Communicate directly with your rental owner to get insider tips on the best spots and hidden gems nearby.

Transportation Options

  • Car Rentals: Renting a car offers you the flexibility to explore the area and access your rental property in Jolly Island at your own pace.
  • Public Transportation: Local buses provide an economical and convenient way to navigate around Gilford and reach nearby attractions easily.
  • Taxi Services: Taxis and ride-sharing services are readily available here, allowing you to enjoy stress-free transportation to and from your vacation rental.
  • Marina and Watercraft Rentals: Access water-based adventures on the region’s lakes with boat rentals, perfect for enjoying the scenic views around this destination.

Local Customs Options

  • Respect for Local Nature: Visitors often observe a strong tradition of preserving the area's natural beauty, encouraging guests to engage in eco-friendly practices during their stay.
  • Community Gatherings: Participating in local events and festivals is customary here, offering an authentic way to experience regional hospitality and culture.
  • Casual Dining Etiquette: The region values relaxed dining manners, with a focus on enjoying fresh, locally sourced foods in a friendly atmosphere.
  • Outdoor Recreation Respect: When exploring the area’s outdoor spaces, it’s customary to follow guidelines that protect the environment and support sustainable tourism.

Frequently Asked Questions About Jolly Island Rentals by Owner

1. What are the top vacation rentals in Jolly Island?

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

2. How many Rentbyowner vacation rentals are available in Jolly Island?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 113 in the Jolly Island 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 Jolly Island. 

3. What is the cancellation policy for a rental by owner in Jolly Island?

The cancellation policy varies by individual listing. To understand the specific terms, please review the rental listing details or contact the owner directly before completing your booking.

4. How do I pay for my stay at a rental by owner in Gilford?

Payment methods are determined by the owner and are typically outlined during the booking process. It's recommended to confirm accepted payment options directly with the host to ensure a smooth transaction.

5. Are there any additional fees when booking a rental by owner in this area?

Additional fees such as cleaning, service charges, or security deposits may apply. These details will be specified on the listing, so review them carefully or discuss any questions with the property owner.

6. Can I modify or cancel my reservation if my plans change?

Modification and cancellation policies depend on the specific listing. Please refer to the listing terms or contact the owner directly for guidance on changing or canceling your reservation.

7. What amenities are included in a rental by owner in this region?

Amenities vary by property. For detailed information about what's included during your stay, review the listing details or reach out to the owner to clarify any specific requirements.

More Rentals You May Like Near Jolly Island

More Top-Rated Rentals by Owner in Jolly Island Area