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Little Bear Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Little Bear Island vacation rentals

A row of brown single-story buildings with a parking lot in front.

1. Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (271 reviews)
"Had a great weekend stay."
United States
Armand
$147 nightly
The price is $160
Oct 25 - Oct 26
Total with taxes and fees
Cold Spring Plymouth Resort
A serene lakeside view at sunset with a silhouette of trees and a calm water surface.

2. Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
Wolfeboro
9.8 out of 10, Exceptional, (22 reviews)
"This is a great place to stay with a dog"
United States
David M.
$173 nightly
The price is $188
Oct 5 - Oct 6
Total with taxes and fees
Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
A beach with clear water, a sandy shore, and a line of trees in the background.

3. Lake Getaway: Walk Across Street to Private Beach!

Lake Getaway: Walk Across Street to Private Beach!
Gilford
9.4 out of 10, Exceptional, (28 reviews)
"Loved this property! Perfect location for catching a show at the Bank of NH Pavillion easy walking path to the show. The Host had great communication & was quick to respond to any questions we had."
United States
Kay G.
Lake Getaway: Walk Across Street to Private Beach!
A narrow hallway leading to a bathroom with a sink and mirror. A bed is visible in the adjacent room.

4. Cute Cedar Lodge Studio with Balcony & Lake Views!

Cute Cedar Lodge Studio with Balcony & Lake Views!
Weirs Beach
9.2 out of 10, Wonderful, (21 reviews)
"The room was nice. Great view of the lake."
United States
Brandy a.
$218 nightly
The price is $229
Oct 28 - Oct 29
Total with taxes and fees
Cute Cedar Lodge Studio with Balcony & Lake Views!
A beach with picnic tables and lounge chairs, a stone wall, and a view of the lake and distant mountains.

5. 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
$234 nightly
The price is $254
Oct 28 - Oct 29
Total with taxes and fees
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
A beach with clear water, a sandy shore, and a line of trees in the background.

6. Lake Getaway: Walk Across Street to Private Beach!

Lake Getaway: Walk Across Street to Private Beach!
3.0 star property
Gilford
6.0 out of 10, (1 review)
Lake Getaway: Walk Across Street to Private Beach!
A garden with a white pergola, red chairs, and pink flowers.

7. 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
9.4 out of 10, Exceptional, (13 reviews)
"Great place "
United States
Anonymous traveler
$163 nightly
The price is $176
Oct 19 - Oct 20
Total with taxes and fees
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A lakeside property with a dock, boats, and a large building surrounded by trees.

8. Gilford Perfect Getaway Pool, WIFI & Free Parking

Gilford Perfect Getaway Pool, WIFI & Free Parking
Laconia
8.4 out of 10, Very good, (7 reviews)
"Very nice place, easily located near everything. Would definitely stay here again."
United States
Katherine B.
$203 nightly
The price is $220
Oct 15 - Oct 16
Total with taxes and fees
Gilford Perfect Getaway Pool, WIFI & Free Parking
A cozy lounge area with stone walls, wicker furniture, and a self-storage sign.

9. Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain

Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
Laconia
10.0 out of 10, Exceptional, (32 reviews)
"Easy process and great location"
United States
Daniel
$320 nightly
The price is $347
Oct 19 - Oct 20
Total with taxes and fees
Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
A spacious kitchen with a large island, white cabinetry, and a view of a playground through large windows.

10. Newly Renovated Cottage 3 on Main Street Alton Bay!

Newly Renovated Cottage 3 on Main Street Alton Bay!
Alton
9.6 out of 10, Exceptional, (7 reviews)
"Staff was very freindly"
United States
David
$216 nightly
The price is $235
Oct 29 - Oct 30
Total with taxes and fees
Newly Renovated Cottage 3 on Main Street Alton Bay!
A coastal town with a marina, a large cruise ship docked, and a beach.

11. Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3

Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3
Alton
8.8 out of 10, Excellent, (14 reviews)
"Nicely kept enjoyable stay"
United States
Shirley G.
$212 nightly
The price is $231
Oct 4 - Oct 5
Total with taxes and fees
Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3
A two-story house with a white front porch, a staircase, and a garage.

12. Caretakers -Split level Pet Friendly $50 Fee

Caretakers -Split level Pet Friendly $50 Fee
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"I would stay there again. The caretakers place was just adorable. My stay was very relaxing and the place offered so many activities for children and adults. "
United States
Judith
$153 nightly
The price is $166
Oct 5 - Oct 6
Total with taxes and fees
Caretakers -Split level Pet Friendly $50 Fee
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.

13. 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.
$262 nightly
The price is $284
Oct 12 - Oct 13
Total with taxes and fees
Weirs beach retreat
A hotel with a swimming pool, solar panels, and a parking lot.

14. 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.
$232 nightly
The price is $244
Oct 4 - Oct 5
Total with taxes and fees
Cedar Lodge Condo w/ Loft and private balcony
A cozy room with a wicker sofa, a wooden ladder shelf, and a large wooden-framed window.

15. Newly Renovated Cottage 4 in Alton Bay, NH

Newly Renovated Cottage 4 in Alton Bay, NH
Alton
9.0 out of 10, Wonderful, (4 reviews)
"Communication was amazing, check in was a delightful, the house itself was perfect "
United States
Jennifer S.
$331 nightly
The price is $361
Oct 27 - Oct 28
Total with taxes and fees
Newly Renovated Cottage 4 in Alton Bay, NH
A cozy living room with a brown leather sofa, a wooden coffee table, and a fish-themed wall decoration.

16. Lake Winnipesaukee Home for Fall & Winter Fun

Lake Winnipesaukee Home for Fall & Winter Fun
3.0 star property
Moultonborough
$422 nightly
The price is $458
Oct 13 - Oct 14
Total with taxes and fees
Lake Winnipesaukee Home for Fall & Winter Fun
A large building with multiple sections, surrounded by snow-covered ground and trees, with a lake and mountains in the background.

17. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
$235 nightly
The price is $247
Oct 4 - Oct 5
Total with taxes and fees
Cedar Lodge Room 2 Queen Beds & Private Balcony
A bedroom with a bed, bedside tables, a wardrobe, and a kitchen area.

18. Picturesque Studio Lakefront - Dock

Picturesque Studio Lakefront - Dock
Alton
$344 nightly
The price is $373
Oct 6 - Oct 7
Total with taxes and fees
Picturesque Studio Lakefront - Dock
A large building with multiple sections, surrounded by snow-covered ground and trees, overlooking a large body of water.

19. Cedar Lodge condo with mountain & lake Winnipesauke views!

Cedar Lodge condo with mountain & lake Winnipesauke views!
Weirs Beach
9.2 out of 10, Wonderful, (58 reviews)
"The room was adequate. Clean but not superclean!"
United States
Walter
$279 nightly
The price is $295
Oct 4 - Oct 5
Total with taxes and fees
Cedar Lodge condo with mountain & lake Winnipesauke views!
A modern kitchen with white cabinets, a built-in microwave, and a dishwasher. There are two bar stools near the kitchen counter.

20. 9 Lake Street

9 Lake Street
3.0 star property
Wolfeboro
8.0 out of 10, Very good, (2 reviews)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
$332 nightly
The price is $361
Oct 4 - Oct 5
Total with taxes and fees
9 Lake Street
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 Little Bear Island Hotel Reviews

The Naswa Resort

The Naswa Resort

10/10 Excellent
"Nous avions une petite cabine avec une tràs belle vue, Bel emplacement. Bon restaurant. Personnel super sympathique. Un super séjour."
Andree Anne 1-night trip
Posted 1 hour ago
The Naswa Resort

Find out more about Little Bear Island

Everything you need to know about Little Bear Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Little Bear Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Little Bear Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Little Bear Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Little Bear Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Little Bear Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $160 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Little Bear Island rentals

At Expedia, we put the best Little Bear Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Little Bear Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Little Bear Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Little Bear Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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