Discover Your Perfect Little Bear Island Vacation Homes

Best Vacation Homes in Little Bear Island

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8.3 (3 Reviews)
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Leaward Shores Guesthouse
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
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Little Bear Island Luxury Rentals

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Little Bear Island Pet Friendly Vacation Rentals

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Little Bear Island Large Vacation Homes

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Why Choose Rent By Owner for your Little Bear Island 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 Little Bear Island

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination ensures you can enjoy the region’s natural beauty and tranquil atmosphere at their best, making your vacation experience truly memorable.

Peak Season Highlights

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Summer (June to August)

During the summer months, you'll enjoy warm weather and long daylight hours, making it ideal for outdoor activities and exploring the scenic beauty of this destination.

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

Autumn brings vibrant foliage and crisp air, offering a picturesque backdrop that enhances your outdoor experience in this region during the peak fall season.

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

Off-Season Highlights

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Late Winter (February to March)

This quieter period features cooler temperatures and fewer visitors, providing a peaceful retreat to enjoy the serene winter landscape here.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
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Spring (April to May)

In early spring, you can expect mild weather and blossoming nature, perfect for those seeking a less crowded time to visit and explore the area's natural beauty.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Little Bear Island

How to Book Your Little Bear Island 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 Little Bear Island

More Top-Rated Vacation Rentals in Little Bear Island 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 spacious outdoor decks with scenic views of the surrounding landscape.
  • Take advantage of private access to tranquil lakeside or riverfront areas for fishing or boating.
  • Relax in your own outdoor hot tub or spa, perfect for unwinding after a day of exploring.
  • Utilize well-maintained grilling stations or outdoor kitchens for memorable cookouts.
  • Make use of expansive yards or gardens ideal for outdoor games and family activities.
  • Benefit from designated fire pits for cozy evenings under the stars.
  • Appreciate shaded areas or covered patios providing comfort during sunny or rainy days.

Top Attractions Around Little Bear Island

What attractions are nearby?

During your stay, you'll have the opportunity to explore scenic hiking trails, enjoy tranquil lakeside activities, and experience the natural beauty that makes this destination perfect for outdoor enthusiasts in the region.

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Family Activities

  • Bear Island Nature Trail: Embark on a family-friendly hike along this scenic trail, offering stunning views and educational opportunities about the local wildlife and flora.
  • Lake Activities: Enjoy swimming, kayaking, or paddleboarding in the calm waters of the region's pristine lake, perfect for families seeking outdoor adventure.
  • Wildlife Watching Tours: Join guided tours that provide an excellent chance for kids and adults alike to observe native animals in their natural habitat.
  • Community Events and Festivals: Participate in seasonal gatherings and local festivals that promote fun-filled activities suitable for all ages here on the island.
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Adult Activities

  • Hiking along the scenic trails: Explore the natural beauty and tranquility of the area by taking a leisurely hike through picturesque paths that showcase the region’s breathtaking landscapes.
  • Kayaking on the pristine waters: Enjoy a peaceful day paddling across the calm lakes and rivers, making the most of this destination’s serene aquatic surroundings.
  • Fishing in popular spots: Cast your line at well-known fishing locations where you can relax and try your luck with the region’s abundant freshwater species.
  • Wildlife watching: Spend time observing local wildlife in their natural habitat, an ideal activity to connect with the area’s rich ecosystem and peaceful environment.

Little Bear Island Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Scenic Views: Schedule outdoor activities during sunrise or sunset to fully appreciate the breathtaking scenery unique to this peaceful island setting.
  • Explore Local Nature Trails: Take advantage of the region’s preserved trails to discover its natural beauty and enjoy peaceful walks amidst pristine wilderness.
  • Pack Smart for All Weather Conditions: Be prepared for variable weather by bringing layers and rain gear, ensuring your outdoor adventures remain enjoyable regardless of the forecast.
  • Connect with Nearby Attractions: While here, seek out nearby points of interest to enrich your stay without straying far from your welcoming vacation rental.

Transportation Options

  • Ferry Service: A scenic ferry ride offers a relaxed and picturesque way to reach the area, ideal for enjoying the natural beauty of this island destination.
  • Private Boat Rentals: By renting a boat, you can explore the tranquil waters surrounding the region at your own pace, providing an intimate experience with the local scenery.
  • Driving and Car Rentals: If you're staying nearby, driving is a convenient option for accessing the island and exploring other parts of the region with flexibility.
  • Public Transit: Local bus services connect you to key points in the area, making it easy to navigate without the need for a personal vehicle.

Local Customs Options

  • Lobster Harvesting Traditions: Participating in local lobster harvesting customs gives you a genuine glimpse into the area's maritime heritage and how residents sustain this vital industry.
  • Summertime Porch Gatherings: Engaging in community porch gatherings during warm months offers an authentic way to experience the region's friendly and welcoming atmosphere.
  • Fall Leaf Peeping Celebrations: Celebrating the vibrant fall foliage with traditional outings allows you to immerse yourself in the natural beauty that defines this destination in New Hampshire.
  • Winter Snowshoeing Festivals: Joining seasonal snowshoeing events showcases how locals embrace winter, creating memorable experiences amidst the scenic landscapes of here.

Frequently Asked Questions About Little Bear Island?

1. What are the top vacation rentals in Little Bear Island?

There are a lot of options in Little Bear Island. If you plan on staying in the Little Bear 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 Little Bear Island:

2. Which vacation homes in Little Bear Island are best for families?

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

3. How many Rentbyowner vacation rentals are available in Little Bear Island?

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

4. What is the cancellation policy for vacation rentals in Little Bear Island, New Hampshire?

The cancellation policy varies depending on the individual property listings. It’s recommended to review the specific listing details or contact the property owner directly to understand the refund terms and any applicable fees.

5. How do I confirm the availability of a vacation rental during my preferred dates in this area?

Availability can be checked by selecting your desired dates on the listing page. If you have specific questions or need assistance, reaching out to the property owner will provide the most accurate information.

6. Are there any additional fees associated with booking a vacation rental in the region?

Additional fees such as cleaning fees, service charges, or local taxes are typically listed on the property page. Confirming these details with the owner ensures you have a clear understanding of the total cost before booking.

7. What amenities should I expect from vacation rentals here?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and outdoor spaces. For specific amenities, refer to the listing description or contact the owner directly.

8. How can I ensure my stay in a Little Bear Island, New Hampshire vacation rental is secure and reliable?

Choosing listings with verified reviews and detailed descriptions helps ensure a trustworthy experience. Communicating with the owner and reviewing the rental policies beforehand also contributes to a seamless stay.