Little Bear Island Condo Rentals

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Our top choices for Little Bear Island condo rentals

A beach with picnic tables and lounge chairs, a stone wall, and a view of the lake and distant mountains.

1. Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Gilford

Richard

HK$1,923 total

includes taxes & fees

5 Oct - 6 Oct

A hotel room with a bed, a wooden dresser, a television, two bedside lamps, a painting on the wall, and a window with curtains.

2. Ground-Floor Lakes Region Getaway | Patio Near Weirs Beach

Weirs Beach

Amber B.

HK$1,625 total

includes taxes & fees

24 Sept - 25 Sept

A rooftop deck with outdoor furniture, a pool, and a view of the surrounding area.

3. Inviting 1BR Lakeview 2nd-Floor - Balcony

Gilford

HK$2,293 total

includes taxes & fees

14 Sept - 15 Sept

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.

4. Weirs beach retreat

Weirs Beach

Wayne W.

HK$2,212 total

includes taxes & fees

9 Oct - 10 Oct

A kitchen with a granite countertop, white cabinets, a built-in stove, and a hanging light fixture.

5. Lake Winni Waterfront Condo

Gilford

Julie Larrivee P.

HK$3,343 total

includes taxes & fees

21 Sept - 22 Sept

A beach with boats, people, and buildings in the background.

6. Newly Renovated June 2026 2BR/2BA Laconia Condo with AC & WiFi

Weirs Beach

Darren

HK$3,327 total

includes taxes & fees

22 Sept - 23 Sept

A view from a room with a door leading to a deck overlooking a body of water, with a view of buildings and trees in the distance.

7. Spectacular Sunset Suite

Weirs Beach

HK$2,991 total

includes taxes & fees

13 Sept - 14 Sept

A kitchen with wooden cabinets, a granite countertop, a wall clock, and a modern light fixture.

8. Weirs Beach Condo with Pool and Lake View 3bed/2BA - Recently Updated!

Weirs Beach

HK$3,344 total

includes taxes & fees

15 Sept - 16 Sept

A two-story house with a dark roof, multiple windows, and a porch with chairs.

9. Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available

Wolfeboro

"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...

Brian L.

HK$3,310 total

includes taxes & fees

13 Oct - 14 Oct

A residential area with multiple buildings, a lake, and mountains in the background.

10. Lakes Region Escape | Private Balcony Near Weirs Beach

Weirs Beach

HK$1,583 total

includes taxes & fees

13 Sept - 14 Sept

A wooden deck with benches overlooking a body of water, a dock, and a boat.

11. Beautiful lakeside 3 bed condo with pool

Weirs Beach

HK$3,693 total

includes taxes & fees

15 Sept - 16 Sept

A multi-story building with a parking lot and a landscaped area with trees and a red pathway.

12. Lakes Region Getaway | 3BR Condo Near Weirs Beach

Weirs Beach

HK$1,736 total

includes taxes & fees

13 Sept - 14 Sept

A deck with two wicker chairs, a table, and a view of a lake.

13. Gorgeous Waterfront Condo with Lake Access & Views

Tilton

Catherine

HK$2,329 total

includes taxes & fees

16 Sept - 17 Sept

A coastal town with a marina, a large cruise ship docked, and a beach.

14. Siena/Naples 2 units Sleeps 8 with 2 Docks!

Alton

chris P.

HK$5,595 total

includes taxes & fees

13 Sept - 14 Sept

15. Siena/Venice waterfront private units (2) with 2 Docks!

Alton

HK$5,792 total

includes taxes & fees

21 Sept - 22 Sept

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Top Little Bear Island Hotel Reviews

The Lake Estate on Winnisquam

10/10 Excellent

"A beautiful property. I wish I stayed for more than one night."

Mill Falls Resort Collection at the Lake

10/10 Excellent

"Our room was clean, facility was clean, as well. We used the outdoor pool and the pool bathrooms which were tidy. There was some details of the windowsill and the sliding door off our room that needed attention as well as outside, but, my husband and I are very observant of such things while most others may not notice. None detracted from the beauty of the Inn or its' location. We will return again!!"

Charming 3-bedroom house with WiFi, AC in delightful Moultonborough

10/10 Excellent

"We had a good time staying here. Loved the sky lights and the big window, made it cheery even when it rained. Not far from Canoe Restaurant, our favorite! Not far from the old Country Store and all kinds of fun places. All the beds were great! Big! Thank you for having us."

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