Bear Island Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Vacation Rentals in Bear Island

Bear Island Getaway – Relax, Explore, Reconnect

Meredith
Bear Island Getaway – Relax, Explore, Reconnect

Fully stocked camper with delivery/setup to your favorite campground/cabin/event

New Durham
6.0 out of 10, (1)
"The ad said the camper was nearly new, which it was not. We had a time to meet Jake, but he came and left early so we didn't get an intro. It was okay cleanliness wise, except the refrigerator was gross, and the shower curtain had dead bugs wrapped up in it. The cabinets were all very full, so we didn't have any place to put our food without moving stuff around. Then we had ants. The bed was very comfortable. We slept great. This is what we wanted it for, so wasn't disappointed in that. We used...
United States
Cathy M.
The price is ¥15,146
¥74,119 total
includes taxes & fees
Nov 18 - Nov 19
Fully stocked camper with delivery/setup to your favorite campground/cabin/event

Bluebird Lodge - Peaceful 3BR/2BA w/ hot tub

2.0 star property
Campton
Bluebird Lodge - Peaceful 3BR/2BA w/ hot tub

Cedar Lodge condo with mountain & lake Winnipesauke views!

Weirs Beach
9.4 out of 10, Exceptional, (52)
"Very clean, beautiful views, exactly what we needed for a one night stay"
United States
Kirsten L.
The price is ¥10,370
¥26,248 total
includes taxes & fees
Dec 17 - Dec 18
Cedar Lodge condo with mountain & lake Winnipesauke views!

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Wolfeboro
10.0 out of 10, Exceptional, (4)
"Great location & comfortable! "
United States
Jeanine L.
The price is ¥23,105
¥28,592 total
includes taxes & fees
Nov 21 - Nov 22
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Cute Cedar Lodge Studio with Balcony & Lake Views!

Weirs Beach
9.6 out of 10, Exceptional, (15)
"Enjoyed our stay. "
United States
Ilene T.
The price is ¥10,223
¥26,088 total
includes taxes & fees
Dec 17 - Dec 18
Cute Cedar Lodge Studio with Balcony & Lake Views!

Cold Spring Plymouth Resort

3.5 star property
Ashland
9.2 out of 10, Wonderful, (155)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
Cold Spring Plymouth Resort

2BR Condo with Private Patio

Weirs Beach
10.0 out of 10, Exceptional, (1)
"The property managers were very easy to get a hold of and responded to our request quickly."
United States
Kimberly
The price is ¥13,755
¥31,024 total
includes taxes & fees
Nov 18 - Nov 19
2BR Condo with Private Patio

Gorgeous Waterfront Condo with Lake Access & Views

Tilton
9.6 out of 10, Exceptional, (34)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is ¥15,835
¥45,856 total
includes taxes & fees
Nov 18 - Nov 19
Gorgeous Waterfront Condo with Lake Access & Views

Mountain Cabin with long range views, privacy, and more.

Campton
10.0 out of 10, Exceptional, (6)
"Great cabin, great location with an awesome view of the mountains "
United States
Kevin D.
The price is ¥14,373
¥45,948 total
includes taxes & fees
Dec 2 - Dec 3
Mountain Cabin with long range views, privacy, and more.

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

Gilford
8.4 out of 10, Very Good, (17)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is ¥10,819
¥39,723 total
includes taxes & fees
Nov 18 - Nov 19
Inviting condo in quiet locale with partial lake views, balcony & grilling area

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Wolfeboro
10.0 out of 10, Exceptional, (16)
"Awesome location right on the water and the rail trail yet close to town; we enjoyed the use of the kayaks, and our child loved fishing right off the dock. House was clean and had everything we needed. Owner was very responsive to questions. Easy check-in and check-out. Definitely a place to come back to!"
United States
Claudia M.
The price is ¥34,774
¥80,323 total
includes taxes & fees
Nov 18 - Nov 19
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

The Gnome Home Cottage located near white mountain NH

Campton
9.4 out of 10, Exceptional, (54)
"This was a great place and convenient to highway. "
United States
Randy N.
The price is ¥23,507
¥44,957 total
includes taxes & fees
Nov 18 - Nov 19
The Gnome Home Cottage located near white mountain NH

Caretakers Apartment-Split level w/ Wet Room Bath

Wolfeboro
10.0 out of 10, Exceptional, (5)
"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
The price is ¥21,699
¥26,897 total
includes taxes & fees
Nov 18 - Nov 19
Caretakers Apartment-Split level w/ Wet Room Bath

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

Freedom
8.8 out of 10, Excellent, (31)
"It was great and the weather was perfect. Love that it’s dog friendly! And Helen was very helpful. "
United States
ELIZABETH B T.
The price is ¥16,846
¥47,625 total
includes taxes & fees
Nov 18 - Nov 19
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

Retro Pines Getaway - Lake Winnipesaukee

Weirs Beach
The price is ¥11,964
¥29,246 total
includes taxes & fees
Nov 25 - Nov 26
Retro Pines Getaway - Lake Winnipesaukee

Warm and Cozy Condo: Perfect for Fall Foliage Getaways!

Weirs Beach
9.2 out of 10, Wonderful, (17)
"Perfect location for Weirs beach, the boardwalk and concert venue. "
United States
Kathleen A.
The price is ¥15,300
¥47,120 total
includes taxes & fees
Nov 19 - Nov 20
Warm and Cozy Condo: Perfect for Fall Foliage Getaways!

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

Plymouth
10.0 out of 10, Exceptional, (5)
"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.
Near PSU, Barn at the Pemi, Ice Castles & Skiing

The Cozy Cove – Perfect for Couples & Friends

Gilford
8.0 out of 10, Very Good, (12)
"Misty Harbor is a great place to stay when attending a concert at the NHIAA Bank Pavilion. Patti was a grew host, with great community. Her place was spotless!"
United States
Michael
The price is ¥11,591
¥27,522 total
includes taxes & fees
Nov 18 - Nov 19
The Cozy Cove – Perfect for Couples & Friends

Lake view condo, Private Beach, Private concert entrance, pool

Gilford
9.6 out of 10, Exceptional, (21)
"Great location for seeing concerts."
United States
Kevin Y.
The price is ¥15,996
¥38,820 total
includes taxes & fees
Nov 24 - Nov 25
Lake view condo, Private Beach, Private concert entrance, pool
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 Bear Island Hotel Reviews

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!