A lakeside town with autumn-colored trees, a church, and a large white building with a green roof.

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
3.5 star property
Ashland
9.2 out of 10, Wonderful, (300 reviews)
"One of the best resort"
United States
Mehsan
The price is CA $188
CA $204 total
includes taxes & fees
Dec 14 - Dec 15
Cold Spring Plymouth Resort

2. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is CA $157
CA $315 total
includes taxes & fees
Nov 15 - Nov 16
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
Weirs Beach
10.0 out of 10, Exceptional, (1 review)
"Had an incredible stay for a Father/Son overnight trip to Laconia. The property was clean, incredibly safe, quiet and relaxing, the amenities were very nice and perfect for a vacation of any length. Perfect for family trips, couples getaways, solo adventures and friend getaways. This property is close to anything you want to do in that area. Has a nice pool, basketball, firepit, BBQ spots, places to relax and enjoy your drink or coffee to watch the sunset over the lake or sit under the starry...
United States
Steven F.
The price is CA $157
CA $315 total
includes taxes & fees
Nov 15 - Nov 16
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
Wolfeboro
9.0 out of 10, Wonderful, (8 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is CA $205
CA $241 total
includes taxes & fees
Nov 15 - Nov 16
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
Weirs Beach
10.0 out of 10, Exceptional, (1 review)
"Great location. Close to the strip"
United States
Adam C.
The price is CA $143
CA $291 total
includes taxes & fees
Nov 16 - Nov 17
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
Weirs Beach
9.6 out of 10, Exceptional, (5 reviews)
"Condo was very clean, rooms her good sized, each having a separate bathroom was ideal. Also centrally located for attending Laconia bike week. About 4 miles from Weirs beach, walking distance to Cumberland Farms. The host, Margaret, was exceptional. Would highly recommend."
United States
Darren
The price is CA $162
CA $492 total
includes taxes & fees
Nov 23 - Nov 24
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!
Weirs Beach
9.6 out of 10, Exceptional, (5 reviews)
"Very clean, quiet and good location to points of interest. Nice beds!!"
United States
Deborah J.
Cedar Lodge Room-Private Balcony Close to Weirs!

8. 1 Bedroom Lake Winnipesaukee Condo

1 Bedroom Lake Winnipesaukee Condo
Gilford
9.6 out of 10, Exceptional, (32 reviews)
"Great experience"
United States
Radu
The price is CA $160
CA $373 total
includes taxes & fees
Nov 15 - Nov 16
1 Bedroom Lake Winnipesaukee Condo

9. Weirs beach retreat

Weirs beach retreat
Weirs Beach
9.8 out of 10, Exceptional, (8 reviews)
"Just a minutes drive to the waterfront and shops. Great location "
United States
Wayne W.
The price is CA $150
CA $387 total
includes taxes & fees
Nov 15 - Nov 16
Weirs beach retreat

10. Incredible Lake & Mtn Views - Loft Vibes Getaway!

Incredible Lake & Mtn Views - Loft Vibes Getaway!
Tilton
10.0 out of 10, Exceptional, (1 review)
"The location of this was perfect for us. We went to 2 nights of concerts at the pavilion and the drive was very easy. The location to food and activities was also great! The place was exactly as pictured, very clean, and perfect for our needs. The host was phenomenal, communicative, and even helped us out when we arrived with a flat tire! We look forward to making this "our spot" when we come up for concerts in the future!"
United States
Melissa S.
The price is CA $159
CA $379 total
includes taxes & fees
Nov 15 - Nov 16
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
Weirs Beach
The price is CA $172
CA $384 total
includes taxes & fees
Nov 15 - Nov 16
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
Gilford
9.8 out of 10, Exceptional, (35 reviews)
"Great location, specially for concerts or enjoying the beach. Some road noise."
United States
Estuardo
The price is CA $197
CA $374 total
includes taxes & fees
Nov 19 - Nov 20
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
Laconia
10.0 out of 10, Exceptional, (35 reviews)
"Easy process and great location"
United States
Daniel
The price is CA $194
CA $444 total
includes taxes & fees
Nov 15 - Nov 16
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!
Laconia
8.0 out of 10, Very good, (1 review)
"Visited family and had a great time Hot tub was great, thank you."
United States
Susan B.
The price is CA $178
CA $417 total
includes taxes & fees
Nov 15 - Nov 16
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
Wolfeboro
The price is CA $203
CA $366 total
includes taxes & fees
Dec 8 - Dec 9
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
Wolfeboro
9.6 out of 10, Exceptional, (14 reviews)
"Great place "
United States
Anonymous traveller
The price is CA $210
CA $247 total
includes taxes & fees
Nov 15 - Nov 16
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
Wolfeboro
7.2 out of 10, Good, (5 reviews)
"No way does this deserve a 10/10 rating. It’s fairly terrible and not deserving such a favorable rating. The pluses - great location, right on the lake. Adirondacks at sunset was heavenly. Super convenient. Wolfeboro is very cute. The shower has been nicely redone. The in-unit washer/dryer worked well and was very convenient. But the negatives are many. Lots of disrepair and terrible attention to detail. We got a spongy soft double bed. The listing says Queen bed. It’s not. We had badly stained...
United States
Brian L.
The price is CA $202
CA $396 total
includes taxes & fees
Nov 15 - Nov 16
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
Meredith
10.0 out of 10, Exceptional, (53 reviews)
"The apartment was very comfortable and just as pictured. We had a wonderful stay! It’s a great location for walking in Meredith and an easy drive to ski at Gunstock. "
United States
Karen O.
The price is CA $212
CA $440 total
includes taxes & fees
Nov 17 - Nov 18
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 Home
Meredith
10.0 out of 10, Exceptional, (176 reviews)
"We loved our stay. Very clean and in a great location in Meredith."
United States
Rebecca R.
The price is CA $217
CA $439 total
includes taxes & fees
Nov 23 - Nov 24
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Bear Island Hotel Reviews

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. 

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