
Bear Island Vacation Rentals
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Our top choices for Bear Island vacation rentals

1. Cold Spring Plymouth Resort
Cold Spring Plymouth Resort
2. Cedar Lodge Room 2 Queen Beds & Private Balcony
Cedar Lodge Room 2 Queen Beds & Private Balcony
3. Cedar Lodge Condo w/ Loft and private balcony
Cedar Lodge Condo w/ Loft and private balcony
4. Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
5. Lakes Region Escape | Private Balcony Near Weirs Beach
Lakes Region Escape | Private Balcony Near Weirs Beach
6. Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi
Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi
7. Cedar Lodge Room-Private Balcony Close to Weirs!
Cedar Lodge Room-Private Balcony Close to Weirs!
8. 1 Bedroom Lake Winnipesaukee Condo
1 Bedroom Lake Winnipesaukee Condo
9. Weirs beach retreat
Weirs beach retreat
10. Incredible Lake & Mtn Views - Loft Vibes Getaway!
Incredible Lake & Mtn Views - Loft Vibes Getaway!
11. 2 Bedroom Cedar Lodge Condo w/ Loft & private balcony
2 Bedroom Cedar Lodge Condo w/ Loft & private balcony
12. Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
13. Cozy Studio w/king bed, close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
Cozy Studio w/king bed, close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
14. 10 Min Walk to Lake w/Private HOT TUB & patio!
10 Min Walk to Lake w/Private HOT TUB & patio!
15. Cupola Suite: Steam Shower, Hot Tub & Fire Pit, Walk the Rail Trail to Wolfeboro
Cupola Suite: Steam Shower, Hot Tub & Fire Pit, Walk the Rail Trail to Wolfeboro
16. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
17. Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
18. Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith Bay - Brand New 1st Floor Apartment In Private Home
19. Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private HomeFind vacation rentals that suit your style
Top Bear Island Hotel Reviews

Mill Falls Resort Collection at the Lake
Find out more about Bear Island
Everything you need to know about Bear Island vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bear Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bear Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Bear Island vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Bear Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bear Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Bear Island vacation rentals we have selected for you start as low as CA $204 per night. Entering your travel dates in the search wizard you might find even better deals!
How to find incredible deals on Bear Island rentals
At Expedia, we put the best Bear Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Bear Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bear Island vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bear Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Explore a world of travel with Expedia
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