Photo by Linda Barreira

Bear Island vacation rentals

We found 1,058 vacation rentals — enter your dates for availability

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Bear Island

Why visit Bear Island

  • Stunning Natural Scenery: Bear Island offers breathtaking views of Lake Winnipesaukee and picturesque landscapes, perfect for nature lovers.
  • Outdoor Activities: Enjoy a variety of activities such as hiking, swimming, and exploring the island's trails and beaches.
  • Charming Accommodations: Find unique vacation rentals, including cozy cottages and modern condos, for a memorable stay.
  • Rich History: Discover the island's fascinating history and cultural experiences that add to its allure.
  • Peaceful Atmosphere: Enjoy a tranquil escape with friendly locals and serene surroundings, ideal for relaxation.

Popular types of accommodation around Bear Island

Discover your perfect Bear Island getaway with Vrbo, where you'll find a selection of popular accommodations, including houses, cozy cottages, and modern condos. As the only island in the area, Bear Island offers unique golf options and highly-rated hotels, ensuring a memorable stay. Whether you’re seeking top amenities or a tranquil retreat, we have the ideal rental for your next adventure.

  • Houses: The top choice for visitors to Bear Island, these homes offer ample space and privacy, perfect for families or groups.
  • Cottages: A charming option that provides a cozy retreat, ideal for those seeking a quaint and intimate atmosphere.
  • Condos: A convenient selection that combines comfort with amenities, suitable for couples or small families looking for a modern stay.
  • Cabins: Offering a rustic escape, these rentals are perfect for nature enthusiasts wanting to immerse themselves in the outdoors.
  • Chalets: These stylish lodgings provide a unique blend of luxury and comfort, making for a memorable vacation experience.**

Top attractions near Bear Island

Bear Island, New Hampshire, is a perfect destination for outdoor enthusiasts and romantics alike, offering stunning scenery and various activities. Explore beautiful lakes and beaches, including Lake Winnipesaukee, and enjoy the island's trails. Whether you're seeking a cultural experience or simply want to unwind in nature, Bear Island has something for everyone. Don't miss the chance to discover the charm of this serene getaway.

  • Lake Winnipesaukee: This stunning lake offers picturesque scenery and a range of outdoor activities, perfect for a romantic getaway or family fun. Enjoy swimming, kayaking, or simply relaxing on the beach while soaking in the natural beauty.
  • Weirs Beach: A vibrant beach destination, Weirs Beach is ideal for sunbathing and swimming. With its lively atmosphere, it's a great spot to enjoy the summer sun and partake in water-related activities.
  • Winnipesaukee Pier: This scenic pier provides breathtaking views of the lake and surrounding mountains. It's perfect for a leisurely stroll, capturing stunning photos, or simply soaking in the tranquil atmosphere.

Things to do recommended for couples

For a romantic getaway in Bear Island, enjoy a concert at the Bank of New Hampshire Pavilion, just 4 miles away. Indulge in relaxation at Cascade Spa, 5 miles from your stay, or hit the slopes at Gunstock Mountain Resort, located 7 miles away, for some exhilarating fun together.

Things to do recommended for families

Your family will have a blast at Funspot Family Fun Center, just 4 miles from Bear Island, with its arcade and adventure zone. Don't miss Kellerhaus for sweet treats, also 4 miles away, or the delightful Sandwich Creamery, located 15 miles from Bear Island, for more family-friendly fun.

Things to do recommended for groups

Groups visiting Bear Island can enjoy a movie at Barnz's Meredith Cinema, shop at Annalee Outlet, and play a round of golf at Waukewan Golf Club. These activities offer a delightful mix of entertainment, shopping, and outdoor sports, perfect for making lasting memories together.

*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 around Bear Island

When planning your trip, whether you're traveling with a group, your family, or pets, or seeking extended stays, it's important to prioritize your preferences in your search. Here are some helpful booking tips for using Vrbo.

  • Traveling to Bear Island with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Bear Island with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Bear Island: For many, a family vacation isn't truly a getaway without their furry companion by their side. If you can relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Bear Island: If you’re searching for vacation rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search for the perfect getaway.

Where to stay near Bear Island

Experience the enchanting Bear Island, New Hampshire, where outdoor adventures and breathtaking scenery await. This charming island retreat offers a perfect summer getaway, ideal for romantic vacations or family-friendly explorations. Nearby cities and neighborhoods provide a relaxing atmosphere, friendly locals, and stunning views, making it a wonderful destination for travelers seeking a peaceful escape. Discover the rich history and natural beauty that Bear Island and its surroundings have to offer.

  • Laconia: Laconia is a vibrant city located 8 miles from Bear Island, known for its picturesque settings and outdoor adventures. Visitors flock to Laconia for its romantic ambiance and stunning scenery. Enjoy a variety of activities such as live music concerts and theater performances, or indulge in winter sports at nearby ski fields. The city's proximity to beautiful lakes and family-friendly beaches makes it a perfect getaway for those looking to relax and explore nature. Whether you're strolling along the waterfront or enjoying a meal with a view, Laconia offers a memorable travel experience.
  • Meredith: Nestled on the shores of Lake Winnipesaukee, Meredith is the charming city where Bear Island is situated. This destination is ideal for travelers seeking outdoor activities and breathtaking views. Visitors can take advantage of the area's ski resorts and ski fields during the winter months, while summer invites exploration of the local lakes and beaches. Meredith's romantic setting, coupled with its family-friendly atmosphere, makes it a fantastic spot for couples and families alike. With its quaint shops and delicious dining options, Meredith is a delightful place to unwind and enjoy the scenery.
  • Gilford: Located 6 miles from Bear Island, Gilford is a scenic city that offers a perfect blend of romance and outdoor activities. Known for its stunning mountain views and beautiful lakes, Gilford attracts visitors looking for scenic escapes. Enjoy popular activities like music concerts and theater shows, and make the most of the winter months with access to ski fields. The local landmarks, including serene beaches and hiking trails, provide countless opportunities for adventure and relaxation. Whether you’re looking for a romantic getaway or a fun family trip, Gilford is an excellent choice.

Best time to go to Bear Island

If you're planning a trip to Bear Island, Meredith, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like March to April and November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.1°F (-6.6°C)Light RainMostly CloudyAverageAverage
February21.9°F (-5.6°C)Light RainMostly CloudyAverageAverage
March30.0°F (-1.1°C)Light RainMostly CloudyLowSlightly Low
April42.3°F (5.7°C)Light RainMostly CloudyLowSlightly Low
May55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
June63.0°F (17.2°C)Light RainMostly SunnyHighSlightly High
July69.6°F (20.9°C)Light RainMostly SunnyHighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnyHighSlightly High
September60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
October48.7°F (9.3°C)Light RainMostly SunnyAverageSlightly Low
November36.5°F (2.5°C)Light RainMostly SunnyLowAverage
December27.3°F (-2.6°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is simple

Are you eager to save on your upcoming journey? One effective strategy is to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan exciting new getaways, pick up right where you left off, or manage your travel arrangements with ease. You can easily access your saved and booked properties, which are organized into Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Bear Island getaway

Learn about the unique charm of Bear Island with a stay in a private vacation home. This city has something for everyone. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Bear Island

Are you searching for attractions to see in the city? Venture out of your cozy vacation rental and experience everything that makes Bear Island a one-of-a-kind vacation spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Ellacoya State Park (5.1 mi / 8.2 km)
  • Gunstock Mountain Resort (6.9 mi / 11.2 km)
  • Tranquility Springs Wellness Spa (7.2 mi / 11.5 km)
  • Squam Lakes Natural Science Center (11.6 mi / 18.6 km)
  • Kellerhaus (4 mi / 6.5 km)
  • Cascade Spa (5 mi / 8 km)

Exploring the natural landscape of Bear Island

Whether you're an adventurous traveler or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Bear Island. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Lake Winnipesaukee (4.3 mi / 7 km)
  • Weirs Beach (3.7 mi / 5.9 km)
  • Ellacoya State Park (5.1 mi / 8.2 km)
  • Paugus Bay (5.6 mi / 9 km)
  • Lake Waukewan (6.4 mi / 10.3 km)
  • Mirror Lake (6.8 mi / 10.9 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in Bear Island?
Cottages are the most popular type of vacation rental in Bear Island, according to our data. Even if you have something different in mind, Vrbo has vacation homes in a variety of shapes and sizes. Browse our options to find your perfect fit.
How much does it cost to rent a vacation rental in Bear Island?
Several factors can influence what you'll pay for a vacation rental in Bear Island, like the length of stay, type of property and season. However, all our vacation homes have something in common — unbeatable value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Bear Island?
The average price for a vacation rental near the beach in Bear Island depends on when you're visiting the area and the type and size of property you're searching for. You can find prices quickly and easily on Vrbo by entering your destination and preferred travel dates. Then use the filters to select the number of bedrooms and amenities essential to you, like WiFi, air conditioning and a pool.
What are popular rental amenities in Bear Island?
The most popular rental amenities people look for in Bear Island include a fireplace, a firepit and a nearby waterfront. Whether you're going on vacation with friends, family or even pets, Vrbo vacation rentals feature the best amenities for chilling out with the people you cherish the most.
Are there vacation rentals with WiFi in Bear Island?
Bear Island has three vacation rentals with WiFi, so you'll be able to stay connected when you're away. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with the family to updating your social media, these Vrbo homes make it a breeze to get online.
How old do you have to be to rent a vacation rental in Bear Island?
It's advisable to check with the Bear Island vacation rental you're considering on Vrbo as the minimum age differs. However, it's normally 16, 18 or 21.
How long can I rent a vacation rental in Bear Island for?
It's up to the Bear Island property. To see a list of options offering extended stays, simply enter your dates and number of people into the Vrbo search page. Enjoy having the whole property to yourself, along with amenities such as a full kitchen, air conditioning and a backyard where the kids can play. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Bear Island?
In Bear Island, you'll find some incredible deals and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're wanting a weekend escape or a much longer stay, we've got a variety of options to match your style.

More Vacation Ideas