Default HTG hotel image

Little Bear Island Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Little Bear Island holiday rentals

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (221 reviews)
"Townhouses on the golf course are amazing. Beautiful and spacious inside with stunning views."
United States
Stephanie
The price is NZ$323
includes taxes & fees
8 July - 9 July
Cold Spring Plymouth Resort

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (18 reviews)
"We had a wonderful stay at Grandma’s with our two little boys and dog. It was clean, cozy and a perfect location for our weekend ice fishing trip! We enjoyed walking the rail trail, watching ducks by the dock, passing snowmobiles, and playing puzzles/games. Highly recommend for a family getaway. We would definitely stay again."
United States
Nicole C.
The price is NZ$1,013
includes taxes & fees
16 June - 17 June
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Newly Renovated Cottage 8 Main Street Alton Bay!

Newly Renovated Cottage 8 Main Street Alton Bay!
Alton
8.0 out of 10, Very good, (3 reviews)
" Both bedroom doors don’t close properly, which affects privacy. There’s also no mirror in the bathroom and nowhere to hang clothes, either in the bathroom or closet. The space is really best suited for two adults — our third guest had trouble sleeping comfortably. Overall, we felt the value didn’t quite match the price and description."
United States
Pedram S.
The price is NZ$577
includes taxes & fees
17 June - 18 June
Newly Renovated Cottage 8 Main Street Alton Bay!

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

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Alton
9.0 out of 10, Wonderful, (22 reviews)
"Great little gem given its price, location, and overall accommodations! "
United States
Kevin R.
The price is NZ$530
includes taxes & fees
16 June - 17 June
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Quiet New Hampshire Getaway w/ Game Room!

Quiet New Hampshire Getaway w/ Game Room!
3.0 star property
Locke Lake Colony
The price is NZ$1,163
includes taxes & fees
22 June - 23 June
Quiet New Hampshire Getaway w/ Game Room!

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

Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi
Alton
10.0 out of 10, Exceptional, (16 reviews)
"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.
The price is NZ$456
includes taxes & fees
17 June - 18 June
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Wolfeboro
9.4 out of 10, Exceptional, (3 reviews)
"The two connected Cottages were Perfect for myself husband & teenage daughter. Loved the private outdoor space & firepit! Onsite manager was super accessible and really helpful! Will definitely be back!!"
United States
Dorenda W.
The price is NZ$631
includes taxes & fees
16 June - 17 June
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.

Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.
Laconia
9.6 out of 10, Exceptional, (27 reviews)
"Very friendly host and a nice place!"
United States
Brian P.
The price is NZ$673
includes taxes & fees
5 July - 6 July
Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.

Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
Center Tuftonboro
10.0 out of 10, Exceptional, (13 reviews)
"It was very cozy a 10/10 I would definitely pick this house again it was a good house to stay at I don’t regret booking!"
United States
Bartolome V.
The price is NZ$794
includes taxes & fees
16 June - 17 June
Cozy Tuftonboro Escape: Steps to Private Beaches!

Idyllic Mountain and Lake Getaway

Idyllic Mountain and Lake Getaway
Gilford
10.0 out of 10, Exceptional, (76 reviews)
"Would stay again"
United States
William D.
The price is NZ$977
includes taxes & fees
17 June - 18 June
Idyllic Mountain and Lake Getaway

Danforth Bay Camping and RV Resort

Danforth Bay Camping and RV Resort
2.0 star property
Freedom
8.4 out of 10, Very good, (15 reviews)
"Family- friendly Beautiful all around Soo many things to do you can never get bored Enjoyed every minute of it "
United States
Roxanna
The price is NZ$232
includes taxes & fees
16 June - 17 June
Danforth Bay Camping and RV Resort

Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (43 reviews)
"Really cozy and clean home. Hosts were wonderful too. "
United States
jacqueline S.
The price is NZ$963
includes taxes & fees
28 June - 29 June
Cozy, Pet-Friendly Escape Near Lake & Mountains

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (11 reviews)
"Great place "
United States
Anonymous traveller
The price is NZ$385
includes taxes & fees
16 June - 17 June
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

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

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Alton
8.6 out of 10, Excellent, (18 reviews)
"Nice location on the lake."
United States
Mary L.
The price is NZ$578
includes taxes & fees
16 June - 17 June
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Cozy Cottage on a Lake, near Gunstock Mountain

Cozy Cottage on a Lake, near Gunstock Mountain
Gilmanton
9.6 out of 10, Exceptional, (4 reviews)
"We had a wonderful time during our stay. The cottage was in a great location, exactly as advertised, and spotlessly clean. The hot tub was great. Can’t think of a single thing we’d change. Would love to come back again during the summer months."
United States
Dawn P.
The price is NZ$675
includes taxes & fees
16 June - 17 June
Cozy Cottage on a Lake, near Gunstock Mountain

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.
The price is NZ$779
includes taxes & fees
23 June - 24 June
Newly Renovated Cottage 4 in Alton Bay, NH

New Lakefront Home sleeps 14 with dock.

New Lakefront Home sleeps 14 with dock.
Alton
8.6 out of 10, Excellent, (68 reviews)
"Plenty of parking, easy check in, plenty of sleeping areas and sitting areas. "
United States
Caroline M.
New Lakefront Home sleeps 14 with dock.

Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro

Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (16 reviews)
"Everything was great! The house was immaculate and perfect for our group. We hope to stay again."
United States
Miriam B.
The price is NZ$3,049
includes taxes & fees
30 June - 1 July
Main House - 3 Story 5 Bed/ 3 Bath - Wolfeboro

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Freedom
8.8 out of 10, Excellent, (32 reviews)
"Helen was very quick to answer any questions we had. The house was very clean and the bed was very comfortable!"
United States
Connie S.
The price is NZ$748
includes taxes & fees
15 July - 16 July
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

Gorgeous Waterfront Condo with Lake Access & Views

Gorgeous Waterfront Condo with Lake Access & Views
Tilton
9.8 out of 10, Exceptional, (40 reviews)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is NZ$662
includes taxes & fees
22 June - 23 June
Gorgeous Waterfront Condo with Lake Access & Views
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

Top Little Bear Island Hotel Reviews

Find out more about Little Bear Island

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Little Bear Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Little Bear Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Little Bear Island. Seeing all the best attractions is bound to make you fall in love with Little Bear Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Little Bear Island short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia