Photo by Linda Barreira

Bear Island holiday lettings

We found 994 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts - Bear Island

Showing deals for:12 Jun - 19 Jun

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Why visit Bear Island

  • Stunning natural beauty: Bear Island boasts breathtaking scenery with beautiful lakes and beaches, ideal for nature lovers.
  • Historic landmarks: Explore the charming Bear Island Lighthouse and the picturesque East Bear Island.
  • Outdoor activities: Ideal for outdoor enthusiasts, offering opportunities for relaxing strolls and scenic adventures.
  • Romantic getaways: Perfect for couples seeking a tranquil retreat amidst stunning sea views.
  • Varied accommodation: Choose from charming private homes, quaint cottages, and modern condos for a comfortable stay.

Popular types of accommodation around Bear Island

If you're contemplating a getaway to Bear Island, you'll find a delightful array of accommodation options to suit your needs. Our most popular types of holiday rentals include charming Houses, quaint Cottages, and modern Condos. Whether you're seeking a cosy retreat or a spacious family home, Bear Island offers a variety of vacation rentals that promise comfort and relaxation for your perfect escape.

  • Houses: The top choice for visitors to Bear Island, offering spacious and comfortable settings perfect for families or groups.
  • Cottages: A delightful second option, these quaint retreats provide a warm and homely atmosphere for a relaxing getaway.
  • Condos: The third most sought-after, ideal for those seeking modern amenities and convenient access to local attractions.
  • Cabins: Rustic and charming, these lodgings offer a unique experience for nature enthusiasts looking to unwind.
  • Apartments: Rounding off the list, these self-contained units are perfect for a more independent stay in the area.**

Top attractions near Bear Island

Bear Island, New Hampshire, is perfect for outdoor enthusiasts and those seeking romantic getaways amidst stunning scenery. Visitors can explore beautiful lakes and beaches, while highlights include the Bear Island Lighthouse and East Bear Island. For a mountain escape, Bear Island offers a serene environment that caters to all who appreciate nature and tranquil landscapes, making it an ideal destination for a memorable holiday.

  • Lake Winnipesaukee: A stunning lake renowned for its picturesque scenery and outdoor activities, perfect for romantic strolls along the shore or engaging in water sports. Its sandy beaches offer a serene escape.
  • Weirs Beach: A vibrant beach destination, ideal for sunbathing and swimming. Its lively atmosphere makes it a favourite spot for both relaxation and recreation by the water.
  • Winnipesaukee Pier: This lovely jetty provides beautiful views of the lake and surrounding mountains, making it an excellent place for leisurely walks and enjoying the sunset.

Things to do recommended for couples

For a romantic getaway at Bear Island, enjoy a concert at the Bank of New Hampshire Pavilion, just 2.5km away. Indulge in relaxation at Cascade Spa, 3.1km away, or embrace adventure at Gunstock Mountain Resort, 4.3km away, perfect for couples seeking excitement and tranquillity.

Things to do recommended for families

During your family vacation to Bear Island, enjoy a day at Funspot Family Fun Center, just 2.5km away, for arcade fun. Indulge in sweet treats at Kellerhaus and Sandwich Creamery, both offering delightful family vibes within close proximity.

Things to do recommended for groups

Groups visiting Bear Island can enjoy a delightful evening at the Winnipesaukee Playhouse for some captivating theatre, or catch a film at Barnz's Meredith Cinema. For a bit of shopping, the Annalee Outlet offers a charming retail experience just a short distance away.

What do I need to keep in mind when booking a vacation around Bear Island

If you’re travelling with a group, family, pets, or planning an extended stay, be sure to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Bear Island with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Bear Island with young kids: Taking a trip with young children can present its challenges. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Bear Island: For many, a family holiday isn’t truly fulfilling without their four-legged companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that your furry friend feels at home too.
  • Planning for a long term stay visiting Bear Island: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect destination. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options such as a parking space, a lovely kitchen, or even a private pool in your search criteria.

Where to stay near Bear Island

Bear Island, New Hampshire, offers a delightful escape for those seeking a romantic island getaway. With its stunning sea views and beautiful beaches, it’s perfect for outdoor enthusiasts and families alike. Nearby cities provide a friendly atmosphere, where visitors can enjoy relaxing strolls and explore the island's rich history. Whether you’re looking to unwind by the shore or embark on scenic adventures, Bear Island promises an unforgettable holiday experience.

  • Meredith: Situated a mere 3.1km from Bear Island, Meredith is a charming city celebrated for its stunning outdoor scenery and romantic ambiance. The area is perfect for those seeking adventure, with easy access to ski fields and resorts, making it a popular destination during the winter months. In warmer seasons, visitors can bask on the family-friendly beaches by the lake, ideal for swimming and sunbathing. The picturesque views and quaint shops in the town also provide a lovely backdrop for a leisurely stroll, making Meredith a delightful spot to unwind and explore.
  • Gilford: Located 3.7km from Bear Island, Gilford is a vibrant city that offers a blend of outdoor activities and cultural experiences. Its scenic landscapes make it a romantic getaway, while the local music concerts and theatre productions provide entertainment for all tastes. The area is home to beautiful lakes and mountains, perfect for hiking, swimming, or simply enjoying the breathtaking views. Gilford's charming atmosphere and numerous recreational options make it an ideal location for both relaxation and adventure seekers alike.
  • Lakes Region: Just 2.5km from Bear Island, the Lakes Region is renowned for its stunning natural beauty and outdoor pursuits. This area is a haven for those who appreciate picturesque scenery, offering numerous ski fields and recreational areas for year-round enjoyment. Visitors can indulge in various water activities at the nearby lakes and family beaches or explore hiking paths that showcase the region's breathtaking landscapes. The Lakes Region is perfect for a romantic escape or a fun-filled family holiday, ensuring memorable experiences for all.

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 hoping to make savings on your upcoming getaway? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you can enjoy considerable discounts by opting for a longer stay. To discover a Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s innovative Trip Board offers you a dedicated space to plan new trips, pick up where you last left off, and manage your travel arrangements. You can easily find the properties you've saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Choose a holiday rental for your Bear Island getaway

Learn about the unique charm of Bear Island with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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 looking for top things to see and do in the city? Venture out of your holiday home and experience everything that Bear Island has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Cascade Spa (5 mi / 8 km)
  • 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)
  • Wolfeboro Abenaki Ski Area (8.6 mi / 13.8 km)
  • Squam Lakes Natural Science Center (11.6 mi / 18.6 km)

Exploring the natural landscape of Bear Island

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Bear Island is a great place to get out in nature. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Weirs Beach (3.7 mi / 5.9 km)
  • Lake Winnipesaukee (4.3 mi / 7 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)
  • Sleepers Island (7.9 mi / 12.7 km)

Frequently asked questions

What is the most popular type of holiday rental accommodation in Bear Island?
The most in-demand types of holiday rentals in Bear Island are houses. Looking for something different? Vrbo has many options to match our guests' needs, so you'll see properties in all shapes and sizes. The perfect fit is waiting for you — snap up yours today.
How much does it cost to rent a holiday rental in Bear Island?
The average price for a holiday rental in Bear Island is based on several factors, such as length of stay, property type and season. Whether you're in search of a sprawling villa with room to move around or an apartment ideal for just you and the kids, just add your dates of travel to discover some great-value stays.
How much does it cost to rent a beach house in Bear Island?
The average price for a holiday home by the beach in Bear Island will depend on when you'll be there and the size and style of property you're looking for. Find prices easily and quickly on Vrbo by entering your preferred travel dates and destination. Then use the handy filters to choose the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a pool.
What are popular rental amenities in Bear Island?
Mountain views, a nearby waterfront and a lake view rank as the most popular rental amenities in Bear Island. Whether you're taking to the road solo, with your sweetheart or a bunch of friends, Vrbo will help you find a holiday rental that matches your style with all the conveniences you're looking for.
Are there holiday rentals with WiFi in Bear Island?
Whether you'd like to keep up with the headlines, send a few emails or surf your social networks, there are three holiday homes with WiFi in Bear Island. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How old do you have to be to rent a holiday rental in Bear Island?
Age restrictions can vary across properties on Vrbo, so be sure to check the rules of the holiday rental in Bear Island you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Bear Island for?
The length of time you can rent a holiday rental in Bear Island is up to the property. Just enter your selected travel dates to see a list of options offering extended stays. With plenty of creature comforts like air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you're sure to discover somewhere just right to call your home away from home in Bear Island.

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