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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Bear Island holiday rentals

Pool

Inviting condo in quiet locale with partial lake views, balcony & grilling area

Inviting condo in quiet locale with partial lake views, balcony & grilling area
Gilford
8.4 out of 10, Very good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is HK$547
HK$2,084 total
includes taxes & fees
22 Feb - 23 Feb
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Exterior

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

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
9.8 out of 10, Exceptional, (45 reviews)
"Very clean and very comfortable. Short walk to downtown made our stay perfect. "
United States
Julian G.
The price is HK$1,196
HK$2,451 total
includes taxes & fees
12 Feb - 13 Feb
Meredith Bay - Brand New 1st Floor Apartment In Private Home
Fridge, microwave, oven, stovetop

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Meredith
10.0 out of 10, Exceptional, (171 reviews)
"We loved our stay, the apartment was in the heart of town, very clean and comfortable! The hosts were very responsive and accommodating. "
United States
Erin S.
The price is HK$1,165
HK$2,383 total
includes taxes & fees
12 Feb - 13 Feb
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Sun-loungers, beach towels

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.6 out of 10, Exceptional, (22 reviews)
"Great location for seeing concerts."
United States
Kevin Y.
The price is HK$809
HK$1,785 total
includes taxes & fees
17 Feb - 18 Feb
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Beach

The Gnome Home Cottage located near white mountain NH

The Gnome Home Cottage located near white mountain NH
Campton
9.6 out of 10, Exceptional, (57 reviews)
"Cute place! We enjoyed it! "
United States
Aubrey W.
The price is HK$1,400
HK$2,528 total
includes taxes & fees
12 Feb - 13 Feb
The Gnome Home Cottage located near white mountain NH
TV, ping pong

Cute Cedar Lodge Studio with Balcony & Lake Views!

Cute Cedar Lodge Studio with Balcony & Lake Views!
Weirs Beach
9.6 out of 10, Exceptional, (15 reviews)
"Enjoyed our stay. "
United States
Ilene T.
The price is HK$585
HK$1,393 total
includes taxes & fees
9 Mar - 10 Mar
Cute Cedar Lodge Studio with Balcony & Lake Views!
Terrace/patio

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 property. Loved our stay and the owners were great! Definitely will book again "
United States
Marcus
The price is HK$1,209
HK$1,498 total
includes taxes & fees
12 Feb - 13 Feb
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Beach nearby

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Wolfeboro
10.0 out of 10, Exceptional, (17 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is HK$1,473
HK$1,819 total
includes taxes & fees
17 Feb - 18 Feb
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Terrace/patio

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Alton
9.4 out of 10, Exceptional, (25 reviews)
"Great location, easy access and very clean. The only negative was the paper-thin walls or should I say neighbors that did not think of anyone else or their neighbors."
United States
Lisa D.
The price is HK$1,790
HK$3,644 total
includes taxes & fees
10 Mar - 11 Mar
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Beach nearby

Lake Access, Poolside Deck & Ski Nearby

Lake Access, Poolside Deck & Ski Nearby
Gilford
8.0 out of 10, Very good, (12 reviews)
"Clean, comfortable and perfect location for our needs. Host is very responsive and easy to work with."
United States
Dan K.
The price is HK$735
HK$1,578 total
includes taxes & fees
23 Feb - 24 Feb
Lake Access, Poolside Deck & Ski Nearby
Beach nearby

Cozy Winter Escape

Cozy Winter Escape
Weirs Beach
9.2 out of 10, Wonderful, (18 reviews)
"Perfect location for Weirs beach, the boardwalk and concert venue. "
United States
Kathleen A.
The price is HK$774
HK$2,383 total
includes taxes & fees
12 Feb - 13 Feb
Cozy Winter Escape
Terrace/patio

Gorgeous Waterfront Condo with Lake Access & Views

Gorgeous Waterfront Condo with Lake Access & Views
Tilton
9.8 out of 10, Exceptional, (36 reviews)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is HK$801
HK$2,319 total
includes taxes & fees
12 Feb - 13 Feb
Gorgeous Waterfront Condo with Lake Access & Views
Smart TV, fireplace

Near PSU, Barn at the Pemi, Ice Castles & Skiing

Near PSU, Barn at the Pemi, Ice Castles & Skiing
Plymouth
10.0 out of 10, Exceptional, (5 reviews)
"The property was just what we needed. Great location with stunning views. It was peaceful but close to amenities. It was only a short drive to the Barn at Pemi for a wedding we were attending."
United Kingdom
Claire P.
The price is HK$977
HK$2,103 total
includes taxes & fees
1 Mar - 2 Mar
Near PSU, Barn at the Pemi, Ice Castles & Skiing
Mountain view

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (183 reviews)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
The price is HK$805
HK$873 total
includes taxes & fees
24 Feb - 25 Feb
Cold Spring Plymouth Resort
Exterior

Modern Waterfront Condo with Views and Lake Access

Modern Waterfront Condo with Views and Lake Access
Tilton
9.4 out of 10, Exceptional, (10 reviews)
"Beautiful place, would be amazing to stay during the summer! "
United States
Liriana
The price is HK$1,013
HK$2,702 total
includes taxes & fees
12 Feb - 13 Feb
Modern Waterfront Condo with Views and Lake Access
Outdoor dining

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, (17 reviews)
"Booked a summer getaway for my husband, my dog, and me. We had a great time - the house was comfortable and clean, and the location was excellent! "
United States
Laura B.
The price is HK$1,876
HK$4,215 total
includes taxes & fees
12 Feb - 13 Feb
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Smart TV, fireplace, DVD player, books

Cozy Cabin Waterville Estates

Cozy Cabin Waterville Estates
Campton
8.6 out of 10, Excellent, (8 reviews)
"Wonderful experience"
United States
Amarilis R.
The price is HK$1,847
HK$4,506 total
includes taxes & fees
21 Feb - 22 Feb
Cozy Cabin Waterville Estates
Interior

3 BR + futon, 2 bath home, near Gunstock Mountain & Lake Winnisquam!

3 BR + futon, 2 bath home, near Gunstock Mountain & Lake Winnisquam!
Laconia
9.4 out of 10, Exceptional, (9 reviews)
"The inside is beautiful and very clean . Lots of room and everything was well stocked. "
United States
Ariel G.
The price is HK$1,336
HK$2,858 total
includes taxes & fees
12 Feb - 13 Feb
3 BR + futon, 2 bath home, near Gunstock Mountain & Lake Winnisquam!
Beach

White Mountain Cozy Cottage with Touch of Modern

White Mountain Cozy Cottage with Touch of Modern
Campton
9.6 out of 10, Exceptional, (51 reviews)
"Super fun small cabin ,Modern bathroom new outside deck , easy walk to the river."
United States
matthew k.
The price is HK$1,400
HK$2,528 total
includes taxes & fees
12 Feb - 13 Feb
White Mountain Cozy Cottage with Touch of Modern
Smart TV, fireplace

Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
Sanbornton
10.0 out of 10, Exceptional, (14 reviews)
"Great location, great kitchen, great bedding"
United States
Wanaka G.
The price is HK$2,462
HK$5,715 total
includes taxes & fees
16 Feb - 17 Feb
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bear Island Hotel Reviews

Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

10/10 Excellent
"Good thank you"
ian 1-night trip
Posted 2 days ago
Best Western Plus Landmark Inn

Find out more about Bear Island

Search for holiday rentals in Bear Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Bear Island using one of the methods below:

  • View our selection of featured holiday rentals in Bear Island
  • Use the map to find apartments and other holiday homes in the Bear Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bear Island while they last

Look no further and take a look at our great range of rental properties in Bear Island!