Little Bear Island holiday homes

We found 980 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Little Bear Island

Showing deals for:1 Jan - 8 Jan

Great LARGE  private fire pit!
Eat in kitchen
3 season porch on main level, store all your gear here
Living room
Exceptional
(53 reviews)

1.5 miles to Gunstock. Great for larger groups or multiple families

Gilford

8% off
NZ$6,278
for 7 nights, 1 chalet
NZ$897 per night
includes taxes & fees
1.5 miles to Gunstock. Great for larger groups or multiple families
Interior
Exterior
Living area
Dining
Exceptional
(27 reviews)

Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

Laconia

8% off
NZ$23,815
for 7 nights, 1 home
NZ$3,402 per night
includes taxes & fees
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Living area
Private kitchen
Living area
Dining
Exceptional
(7 reviews)

Updated 4BR, Game Room/Bar, Private, Near Gunstock

Gilford

12% off
NZ$10,354
for 7 nights, 1 home
NZ$1,479 per night
includes taxes & fees
Updated 4BR, Game Room/Bar, Private, Near Gunstock
Living area
Dining
Outdoor dining
Living area
Exceptional
(10 reviews)

Spacious Lakes Region Retreat—Game Room & Gazebo

Meredith

8% off
NZ$13,727
for 7 nights, 1 home
NZ$1,961 per night
includes taxes & fees
Spacious Lakes Region Retreat—Game Room & Gazebo
Fall colors overlooking the lake from the deck October 2022
Sunroom 4 Season
Awesome guest sent photo of vase and flowers they bought for dining room table.
Private kitchen
Exceptional
(26 reviews)

Kayak, walk or swim to Meredith town center

Meredith

8% off
NZ$13,000
for 7 nights, 1 home
NZ$1,857 per night
includes taxes & fees
Kayak, walk or swim to Meredith town center
Exterior
Living area
Room
Private kitchen
Exceptional
(10 reviews)

Quiet Lake Retreat with Fireplace and short walk to the beach

Moultonborough

8% off
NZ$4,280
for 7 nights, 1 cottage
NZ$611 per night
includes taxes & fees
Quiet Lake Retreat with Fireplace and short walk to the beach
Living area
sitting on deck overlooking diamond, rattlesnake island and Wolfboro neck
Private kitchen
view from kitchen
Exceptional
(171 reviews)

Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile

Gilford

8% off
NZ$5,965
for 7 nights, 1 home
NZ$852 per night
includes taxes & fees
Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile
Master Bedroom
Property from the lake
Family room
Property from end of dock
Exceptional
(157 reviews)

Lake Winnipesaukee Waterfront! Family Friendly, Amazing View, HotTub,Kayaks+more

Alton Bay

8% off
NZ$10,037
for 7 nights, 1 home
NZ$1,434 per night
includes taxes & fees
Lake Winnipesaukee Waterfront! Family Friendly, Amazing View, HotTub,Kayaks+more
Living area
Private kitchen
Marina
Private kitchen
Exceptional
(16 reviews)

NEWLY REMODELED N Main St. Close to TOWN and LAKE WINNIPESAUKEE

Wolfeboro

8% off
NZ$8,955
for 7 nights, 1 home
NZ$1,279 per night
includes taxes & fees
NEWLY REMODELED N Main St. Close to TOWN and LAKE WINNIPESAUKEE
Interior
Comfy seats around one of two fire pits.
Exterior
12c coffee pot, keurig, 4 slice toaster, blender, etc.
Exceptional
(189 reviews)

Great multi-generational! Family/Pet-2 Kings,Lg Loft, Pool Tbl/P pong/Air Hockey

Moultonborough

8% off
NZ$5,284
for 7 nights, 1 home
NZ$755 per night
includes taxes & fees
Great multi-generational! Family/Pet-2 Kings,Lg Loft, Pool Tbl/P pong/Air Hockey
Snowmobilers on Shannon Brook heading towards Lake Winnipsaukee.
Property grounds
Castle in the clouds
Cable TV!!
Wonderful
(36 reviews)

Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6

Moultonborough

8% off
NZ$3,854
for 7 nights, 1 home
NZ$551 per night
includes taxes & fees
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6
Property grounds
Pool
Property grounds
Exterior
Exceptional
(11 reviews)

4-Season Lake Winni Townhome + Dock, Pool, Hiking + Slopes + Sleeps 7

Laconia

8% off
NZ$2,748
for 7 nights, 1 home
NZ$393 per night
includes taxes & fees
4-Season Lake Winni Townhome + Dock, Pool, Hiking + Slopes + Sleeps 7
1000020392.jpg
lower level shops and restaurants
Living area
Room
Exterior
Excellent
(54 reviews)

Condo at Paugus Bay. Pool area. Near Weirs Bch,Gunstock mtn, NH Bank Pavillion.

Gilford

8% off
NZ$2,200
for 7 nights, 1 apartment
NZ$314 per night
includes taxes & fees
Condo at Paugus Bay. Pool area. Near Weirs Bch,Gunstock mtn, NH Bank Pavillion.
Property grounds
Marina
Interior
Interior
Wonderful
(12 reviews)

Cozy 3-bdrm/2bth condo with balcony, lake views, pool and short walk to Weir's

Laconia

8% off
NZ$3,931
for 7 nights, 1 apartment
NZ$562 per night
includes taxes & fees
Cozy 3-bdrm/2bth condo with balcony, lake views, pool and short walk to Weir's
Private kitchen
Exterior
Living area
Dining
Exceptional
(53 reviews)

Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith

8% off
NZ$3,557
for 7 nights, 1 home
NZ$508 per night
includes taxes & fees
Meredith Bay - Brand New 1st Floor Apartment In Private Home
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Little Bear Island getaway

Learn about the unique charm of Little Bear Island with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Little Bear Island

Are you hoping to discover top things to see and do while you're in town? Venture out of your cosy holiday rental and check out everything that Little Bear Island has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Ellacoya State Park (5 mi / 8 km)
  • Wolfeboro Abenaki Ski Area (5.1 mi / 8.1 km)
  • Gunstock Mountain Resort (7.2 mi / 11.6 km)
  • Cascade Spa (8.7 mi / 14 km)
  • Stand Up Paddleboard NH (11.9 mi / 19.1 km)
  • Squam Lakes Natural Science Center (14.7 mi / 23.7 km)

Exploring the natural features in Little Bear Island

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Little Bear Island is a great place to get out in nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Winnipesaukee (2.2 mi / 3.5 km)
  • Ellacoya State Park (5 mi / 8 km)
  • Weirs Beach (7.1 mi / 11.4 km)
  • Paugus Bay (8.4 mi / 13.4 km)
  • Mount Major (9.1 mi / 14.6 km)
  • Lake Wentworth (9.3 mi / 14.9 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Little Bear Island?
Based on our research, houses are the most popular holiday home type in Little Bear Island. But as you'd expect, everyone's idea of an epic trip can vary. Bookabach has holiday homes of all shapes and sizes, and we'll help you find the perfect match.
How much does it cost to rent a holiday home in Little Bear Island?
A range of things affect what you'll pay for your holiday home in Little Bear Island, such as the length of stay, type of property and season. But, all Bookabach homes have one thing in common — incredible value. Just add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Little Bear Island?
When you travel and the size and style of the property will influence how much you'll pay for your beachside stay. Click on your Little Bear Island travel dates to view your available options on Bookabach. Can't live without a private pool? Use our filters to pick the amenities and features you want in your holiday home.
What are popular home amenities in Little Bear Island?
The most popular home amenities people prefer in Little Bear Island include mountain views, a nearby waterfront and nearby museums. Whether you're travelling with family, your besties or even pets, Bookabach holiday homes come with the best amenities for fun and relaxation with the people closest to you.
How old do you have to be to rent a holiday home in Little Bear Island?
The age limit can differ across properties on Bookabach, so look at the rules of the holiday home in Little Bear Island you're considering. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Little Bear Island for?
How long you can book a holiday home in Little Bear Island is down to the property. Just enter your desired travel dates to view a list of options offering extended stays. With lots of amenities like kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get the perfect place to call your home away from home in Little Bear Island.

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