Holiday Rentals in Little Bear Island

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Holiday Rentals in Little Bear Island

Cold Spring Plymouth Resort

3.5 star property
Ashland
9.2 out of 10, Wonderful, (159)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
The price is €111
includes taxes & fees
1 Jan - 2 Jan 2026
Cold Spring Plymouth Resort

Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

Alton
10.0 out of 10, Exceptional, (15)
"We thoroughly enjoyed our stay at your cozy, clean, comfy cabin. It was a fun place to spend our couple of days of vacation "
United States
Jackie r.
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Alton
8.6 out of 10, Excellent, (18)
"Location was A, however the overall place is very dated. One small pan to cook, along with a lobster pot. Furniture and bedding needs updating, along with interior. It is a great setting with lots of potential."
United States
Hubert B.
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Baby Chocorua A Frame in the mountains sleeps 9

Chocorua
10.0 out of 10, Exceptional, (17)
"Beautiful house with great amenities. "
United States
Bill P.
The price is €433
includes taxes & fees
9 Dec - 10 Dec
Baby Chocorua A Frame in the mountains sleeps 9

New Lakefront Home sleeps 14 with dock.

Alton
8.6 out of 10, Excellent, (67)
"We had such a nice time! The lake is gorgeous and everything we hoped for."
United States
Kirby L.
The price is €824
includes taxes & fees
26 Dec - 27 Dec
New Lakefront Home sleeps 14 with dock.

Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

Pine River Pond
9.4 out of 10, Exceptional, (74)
"Beautiful location. Nice family trip away"
United States
Kara D.
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Alton
9.4 out of 10, Exceptional, (25)
"Perfect waterfront stay but did not like being so close to the road."
United States
Lucas T.
The price is €308
includes taxes & fees
15 Dec - 16 Dec
Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

Gilford
7.8 out of 10, Good, (45)
"The home was perfect for our stay! "
United States
Amy S.
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Gilford
9.8 out of 10, Exceptional, (179)
"Great place, beautiful view"
United States
Mike C.
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Moultonborough
10.0 out of 10, Exceptional, (58)
"Had an excellent stay, would highly recommend!"
United States
Chris V.
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Lakefront family-friendly 4+ bedroom house on Little Squam

Ashland
10.0 out of 10, Exceptional, (7)
"Absolutely stunning! Tyisbis the most well equipment and prepared location we have ever stayed 10/10 recommend "
United States
Adam A.
Lakefront family-friendly 4+ bedroom house on Little Squam

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

Weirs Beach
10.0 out of 10, Exceptional, (15)
"Everything was great…and the hosts quickly responded to any requests for help with anything."
United States
William M.
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

Meredith
10.0 out of 10, Exceptional, (234)
"Very clean cabin good for relaxation and beautiful sunsets"
United States
Darla J.
Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

Danforth Bay Camping and RV Resort

2.0 star property
Freedom
8.2 out of 10, Very good, (14)
"Family- friendly Beautiful all around Soo many things to do you can never get bored Enjoyed every minute of it "
United States
Roxanna
Danforth Bay Camping and RV Resort

Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

Gilford
9.4 out of 10, Exceptional, (143)
"This was a great getaway spot for my husband and I to take a quick weekend trip! We came up for a concert, which was great as we were so close we walked over! Owner was wonderful and very responsive. We will definitely re book for the next lake trip or concert! "
United States
Sarah M.
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

New Home Private Pool/Hot Tub Near Meredith Center

Meredith
9.6 out of 10, Exceptional, (51)
"We enjoyed staying in this beautiful home."
United States
D M.
New Home Private Pool/Hot Tub Near Meredith Center

New Charming Chalet with Lake Winni Views

Alton
9.4 out of 10, Exceptional, (3)
"Great house with a great location. Super responsive and having a slip to use makes the location perfect. "
United States
Ryan D.
New Charming Chalet with Lake Winni Views

The Hideaway, lake views & access sleeps 8 Now featuring AC Wi-FI and TV

Alton
9.6 out of 10, Exceptional, (14)
"Very neat place"
United States
Scott
The Hideaway, lake views & access sleeps 8 Now featuring AC Wi-FI and TV

Amazing lakefront retreat with stunning views - near skiing & golf

Wolfeboro
7.0 out of 10, Good, (12)
"Could be a wonderful house but hasn't been taken care of. Location is great. Website did not clearly indicate the 83 steps from the house to the lake. Loved the association beach and amenities."
United States
Laurie W.
Amazing lakefront retreat with stunning views - near skiing & golf

Cabin with lake views & lake access Now featuring AC Wi-FI and TV sleeps 5

Alton
9.4 out of 10, Exceptional, (9)
"Great place to stay! Tons of games and fire pits all around. I wish we had stayed longer to enjoy it all."
United States
Tara L.
Cabin with lake views & lake access Now featuring AC Wi-FI and TV sleeps 5
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

Find out more about Little Bear Island

Everything you need to know about Little Bear Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Little Bear Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Little Bear Island holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Little Bear Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Little Bear Island holiday rentals we have selected for you start as low as €111 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday.

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.