Little Bear Island holiday rentals

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!
Ellacoya State Park Beach
Eat in kitchen
Living room
Exceptional
(53 reviews)

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

Gilford

8% off
AU$4,981
for 7 nights, 1 chalet
AU$712 per night
includes taxes & fees
1.5 miles to Gunstock. Great for larger groups or multiple families
Living area
Exterior
Dining
Interior
Exceptional
(27 reviews)

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

Laconia

8% off
AU$19,119
for 7 nights, 1 home
AU$2,731 per night
includes taxes & fees
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Living area
Gather by the Firepit
Exterior
Room
Wonderful
(51 reviews)

Lake House Private Waterfront - Lake & Beach life in Winnipesaukee

Laconia

8% off
AU$8,640
for 7 nights, 1 home
AU$1,234 per night
includes taxes & fees
Lake House Private Waterfront - Lake & Beach life in Winnipesaukee
Living area
Private kitchen
Dining
Living area
Exceptional
(7 reviews)

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

Gilford

12% off
AU$8,215
for 7 nights, 1 home
AU$1,174 per night
includes taxes & fees
Updated 4BR, Game Room/Bar, Private, Near Gunstock
Outdoor dining
Dining
Living area
Private kitchen
Exceptional
(10 reviews)

Spacious Lakes Region Retreat—Game Room & Gazebo

Meredith

8% off
AU$10,611
for 7 nights, 1 home
AU$1,516 per night
includes taxes & fees
Spacious Lakes Region Retreat—Game Room & Gazebo
Awesome guest sent photo of vase and flowers they bought for dining room table.
Sunroom 4 Season
Private kitchen
Fall colors overlooking the lake from the deck October 2022
Exceptional
(26 reviews)

Kayak, walk or swim to Meredith town center

Meredith

8% off
AU$10,040
for 7 nights, 1 home
AU$1,434 per night
includes taxes & fees
Kayak, walk or swim to Meredith town center
Private kitchen
Living area
Exterior
Dining
Exceptional
(10 reviews)

Quiet Lake Retreat with Fireplace and short walk to the beach

Moultonborough

8% off
AU$3,440
for 7 nights, 1 cottage
AU$491 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
Golf
Exceptional
(171 reviews)

Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile

Gilford

8% off
AU$4,733
for 7 nights, 1 home
AU$676 per night
includes taxes & fees
Ski Gunstock 3 minutes away then relax overlooking lakeWinnipesaukee mile
Property from end of dock
Property from the lake
Master Bedroom
Fireplace seating area - dining area and kitchen in background
Exceptional
(157 reviews)

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

Alton Bay

8% off
AU$7,960
for 7 nights, 1 home
AU$1,137 per night
includes taxes & fees
Lake Winnipesaukee Waterfront! Family Friendly, Amazing View, HotTub,Kayaks+more
Property grounds
Private kitchen
Living area
Marina
Exceptional
(16 reviews)

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

Wolfeboro

8% off
AU$7,094
for 7 nights, 1 home
AU$1,013 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.
View of the house from the beach.
Exterior
Exceptional
(189 reviews)

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

Moultonborough

8% off
AU$4,165
for 7 nights, 1 home
AU$595 per night
includes taxes & fees
Great multi-generational! Family/Pet-2 Kings,Lg Loft, Pool Tbl/P pong/Air Hockey
Cable TV!!
Property grounds
Castle in the clouds
Private kitchen
Wonderful
(36 reviews)

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

Moultonborough

8% off
AU$3,098
for 7 nights, 1 home
AU$443 per night
includes taxes & fees
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6
Property grounds
Pool
Living area
Property grounds
Exceptional
(11 reviews)

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

Laconia

7% off
AU$2,259
for 7 nights, 1 home
AU$323 per night
includes taxes & fees
4-Season Lake Winni Townhome + Dock, Pool, Hiking + Slopes + Sleeps 7
Exterior
Living area
1000020392.jpg
lower level shops and restaurants
Private kitchen
Excellent
(54 reviews)

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

Gilford

8% off
AU$1,766
for 7 nights, 1 apartment
AU$252 per night
includes taxes & fees
Condo at Paugus Bay. Pool area. Near Weirs Bch,Gunstock mtn, NH Bank Pavillion.
Property grounds
Marina
Exterior
Interior
Wonderful
(12 reviews)

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

Laconia

8% off
AU$3,160
for 7 nights, 1 apartment
AU$451 per night
includes taxes & fees
Cozy 3-bdrm/2bth condo with balcony, lake views, pool and short walk to Weir's
Dining
Exterior
Living area
Interior
Exceptional
(53 reviews)

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

Meredith

8% off
AU$2,881
for 7 nights, 1 home
AU$412 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. Stayz 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 Stayz 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 Stayz. 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, Stayz 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 Stayz, 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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