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
$148 nightly
The price is $161
Nov 24 - Nov 25
Total with taxes and fees
Cold Spring Plymouth Resort

2. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
$212 nightly
The price is $223
Nov 12 - Nov 13
Total with taxes and fees
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.
$210 nightly
The price is $221
Nov 12 - Nov 13
Total with taxes and fees
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.
$157 nightly
The price is $170
Nov 12 - Nov 13
Total with taxes and fees
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.
$189 nightly
The price is $205
Nov 16 - Nov 17
Total with taxes and fees
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
$325 nightly
The price is $352
Nov 23 - Nov 24
Total with taxes and fees
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.
$210 nightly
The price is $221
Nov 12 - Nov 13
Total with taxes and fees
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
$246 nightly
The price is $267
Nov 14 - Nov 15
Total with taxes and fees
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.
$248 nightly
The price is $269
Nov 12 - Nov 13
Total with taxes and fees
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.
$233 nightly
The price is $253
Nov 12 - Nov 13
Total with taxes and fees
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
$254 nightly
The price is $266
Nov 12 - Nov 13
Total with taxes and fees
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
$246 nightly
The price is $267
Nov 18 - Nov 19
Total with taxes and fees
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
$276 nightly
The price is $299
Nov 12 - Nov 13
Total with taxes and fees
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.
$259 nightly
The price is $281
Nov 12 - Nov 13
Total with taxes and fees
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
$237 nightly
The price is $257
Dec 7 - Dec 8
Total with taxes and fees
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 traveler
$161 nightly
The price is $174
Nov 13 - Nov 14
Total with taxes and fees
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

17. Serene 2-bedroom cottage in Meredith perfect for a relaxing getaway.

Serene 2-bedroom cottage in Meredith perfect for a relaxing getaway.
Meredith
Serene 2-bedroom cottage in Meredith perfect for a relaxing getaway.

18. 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.
$258 nightly
The price is $280
Nov 12 - Nov 13
Total with taxes and fees
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available

19. 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.
$264 nightly
The price is $287
Nov 12 - Nov 13
Total with taxes and fees
Meredith Bay - Brand New 1st Floor Apartment In Private Home

20. 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.
$281 nightly
The price is $305
Nov 12 - Nov 13
Total with taxes and fees
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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