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 $316 total
includes taxes & fees
Nov 14 - Nov 15
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 18 - Nov 19
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 17 - Nov 18
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 19 - Nov 20
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 $370 total
includes taxes & fees
Nov 17 - Nov 18
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 $360 total
includes taxes & fees
Nov 17 - Nov 18
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 $173
CA $385 total
includes taxes & fees
Nov 14 - Nov 15
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 $419 total
includes taxes & fees
Nov 16 - Nov 17
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 $197
CA $359 total
includes taxes & fees
Dec 7 - Dec 8
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 17 - Nov 18
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 17 - Nov 18
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 $207
CA $433 total
includes taxes & fees
Nov 16 - Nov 17
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 $213
CA $441 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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Bear Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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