Little Bear Island Vacation Rentals

Start date: Check-in selected.
End date: Check-out

Check prices for these dates

In two weeks
Sep 19 - Sep 21
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30
In four months
Dec 26 - Dec 28

Vacation Rentals in Little Bear Island

Cold Spring Plymouth Resort
Exterior

Cold Spring Plymouth Resort

3.5 star property
9.0 out of 10, Wonderful, (140)
"Perfect place for a family vacation in New Hampshire "
$136 nightly
The price is $147
Sep 15 - Sep 16
Total with taxes and fees
Cold Spring Plymouth Resort
New Lakefront Home sleeps 14 with dock.
Terrace/patio

New Lakefront Home sleeps 14 with dock.

8.6 out of 10, Excellent, (65)
"Overall we enjoyed our stay. The house suited us just fine, no complaints. "
$477 nightly
The price is $520
Sep 3 - Sep 4
Total with taxes and fees
New Lakefront Home sleeps 14 with dock.
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Indoor pool

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

9.8 out of 10, Exceptional, (175)
"Fantastic stay! The house was spotless, beautifully decorated, and had all the amenities we needed for a comfortable stay. The location was perfect—close to everything yet peaceful and relaxing. The host was responsive and made the check-in process seamless. Highly recommend and would definitely stay again!"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi
Marina

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

10.0 out of 10, Exceptional, (13)
"We enjoyed our time so much. My dogs roamed around and everyone was so kind and the fire pit was fantastic."
$241 nightly
The price is $263
Sep 2 - Sep 3
Total with taxes and fees
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (68)
"We have been staying at this property for years and love it! Cleaning was a bit spotty, but still worth the stay!"
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets
Exterior

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

10.0 out of 10, Exceptional, (54)
"This property is beautifully situated on a peninsula with a great beach and large dock. The management was very easy to communicate with and made the check-in/check-out process extremely guest friendly. Great for large groups as each bedroom essentially has its own bathroom."
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets
Stunning lakefront gem with full water view, beach access & dock
TV

Stunning lakefront gem with full water view, beach access & dock

10.0 out of 10, Exceptional, (11)
"A perfect little cottage for a getaway for two, to the lake. Great experience and would happily return someday."
Stunning lakefront gem with full water view, beach access & dock
great location weirs beach area rental
Outdoor dining

great location weirs beach area rental

9.4 out of 10, Exceptional, (24)
"The property was exactly as it was listed, The host was great"
$409 nightly
The price is $444
Sep 2 - Sep 3
Total with taxes and fees
great location weirs beach area rental
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Outdoor dining

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

8.6 out of 10, Excellent, (17)
"Nice location on the lake."
$285 nightly
The price is $309
Sep 2 - Sep 3
Total with taxes and fees
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Cabin for two with lake views & access Now featuring AC Wi-FI and TV
Marina

Cabin for two with lake views & access Now featuring AC Wi-FI and TV

9.8 out of 10, Exceptional, (11)
"Great place, quiet and immaculate~!"
$172 nightly
The price is $187
Sep 3 - Sep 4
Total with taxes and fees
Cabin for two with lake views & access Now featuring AC Wi-FI and TV
Luxury Tent in New Hampshire-Tail-Tuckaway
Property grounds

Luxury Tent in New Hampshire-Tail-Tuckaway

1.0 star property
10.0 out of 10, Exceptional, (2)
"Such an amazing experience, my partner and I stayed here while attending the Maine Renaissance faire in Acton (only 20 minutes away) and we couldn't have asked for a better experience! Definitely the most glamorous camping experience we've ever had haha, we can't wait to book again"
$171 nightly
The price is $186
Sep 2 - Sep 3
Total with taxes and fees
Luxury Tent in New Hampshire-Tail-Tuckaway
Secluded cozy Waterfront - Dams Beach
Property grounds

Secluded cozy Waterfront - Dams Beach

9.0 out of 10, Wonderful, (44)
"I came for Laconia bike week, and it was the perfect spot to be close to the action but also retreat when needed! Very relaxing and host was very accommodating!"
Secluded cozy Waterfront - Dams Beach
The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee
Marina

The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee

10.0 out of 10, Exceptional, (15)
"Great cottage right by the lake. Host was incredibly responsive and helpful. Fun back yard for games and grilling. 5/5 would recommend a stay here!"
The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Terrace/patio

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

9.6 out of 10, Exceptional, (23)
"Loved the dock access and location. Easy check in and out !"
$313 nightly
The price is $341
Sep 15 - Sep 16
Total with taxes and fees
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Lake Wentworth - Wolfeboro, New Hampshire
Exterior

Lake Wentworth - Wolfeboro, New Hampshire

9.6 out of 10, Exceptional, (88)
"Excellent property on a beautiful lake! The kids had a blast and there was so much space for sleeping and hanging out!"
Lake Wentworth - Wolfeboro, New Hampshire
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.
Outdoor dining

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

9.4 out of 10, Exceptional, (140)
"Everything was clean & convenient. Such a beautiful beach also! "
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6
Interior

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

9.0 out of 10, Wonderful, (27)
"This lovely lake house was right in the middle of our 5 other relatives' lake houses. We have been going to this lake community for many years & staying with relatives, but we wanted to rent our own place this time. The house was very clean & well-appointed, & we really enjoyed our stay there. The brook was directly outside in back! The weather was a bit cool, so we didnt kayak or go to the beautiful beach, but that made for more family time with our 30 relatives!"
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, TV & Internet, Sleeps 6
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Outdoor dining

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

9.0 out of 10, Wonderful, (21)
"Excellent"
$257 nightly
The price is $279
Sep 2 - Sep 3
Total with taxes and fees
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Cozy Cottage 2 Bedroom With Amazing View <br>
Interior

Cozy Cottage 2 Bedroom With Amazing View <br>

10.0 out of 10, Exceptional, (26)
"This place was just as described and just what our little group was looking for. It was clean and convenient to all the main attractions of Lake Winnepesaki. "
Cozy Cottage 2 Bedroom With Amazing View <br>
🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊
Outdoor pool

🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

9.4 out of 10, Exceptional, (22)
"What a unique and fun stay! The use of the property is really the gem here, Beautiful clean property that checks all the boxes! "
🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Little Bear Island Hotel Reviews

Find out more about Little Bear Island

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 $147 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia