A lakeside town with autumn-colored trees, a church, and a large white building with a green roof.

Holiday Homes in Bear Island

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Bear Island holiday homes

Deluxe Apartment, 2 Bedrooms, Kitchen | Mountain view

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (224 reviews)
"nice place to stay while xc ski"
United States
Julia
The price is NZ$331
includes taxes & fees
21 July - 22 July
Cold Spring Plymouth Resort
Outdoor dining

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$545
includes taxes & fees
8 July - 9 July
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Exterior

Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is NZ$619
includes taxes & fees
27 July - 28 July
Cedar Lodge Room 2 Queen Beds & Private Balcony
Property grounds

Cozy hotel-style suite right on the water, shared patio, free WiFi

Cozy hotel-style suite right on the water, shared patio, free WiFi
Alton
8.8 out of 10, Excellent, (18 reviews)
"One of our favorite places to stay in this area."
United States
Anthony G.
The price is NZ$543
includes taxes & fees
8 July - 9 July
Cozy hotel-style suite right on the water, shared patio, free WiFi
Living area

Gilford Getaway - Sleeps 8 - Minutes to Gunstock & Pavilion

Gilford Getaway - Sleeps 8 - Minutes to Gunstock & Pavilion
Gilford
The price is NZ$952
includes taxes & fees
16 July - 17 July
Gilford Getaway - Sleeps 8 - Minutes to Gunstock & Pavilion
Marina

Gilford Laconia Condo, Parking, Pool, WiFi & BBQ

Gilford Laconia Condo, Parking, Pool, WiFi & BBQ
Laconia
9.4 out of 10, Exceptional, (3 reviews)
"Great host, clear instructions, great location and great space, view of the lake was awesome"
United States
Dave D.
The price is NZ$532
includes taxes & fees
9 July - 10 July
Gilford Laconia Condo, Parking, Pool, WiFi & BBQ
Sauna

6 Mi to Polar Caves! All-Season Getaway w/ Sauna

6 Mi to Polar Caves! All-Season Getaway w/ Sauna
Plymouth
The price is NZ$620
includes taxes & fees
2 July - 3 July
6 Mi to Polar Caves! All-Season Getaway w/ Sauna
Beach nearby

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Cozy Cabin near Tuftonboro & Lake Winnipesaukee
Tuftonboro
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful property "
United States
Keith B.
The price is NZ$1,065
includes taxes & fees
2 July - 3 July
Cozy Cabin near Tuftonboro & Lake Winnipesaukee
Exterior

Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!

Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!
Plymouth
The price is NZ$805
includes taxes & fees
15 July - 16 July
Getaway on Tenney Mountain! Beautiful 2-bedroom+ Condo for the entire family!
Dining

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$827
includes taxes & fees
23 July - 24 July
Cozy Tuftonboro Escape: Steps to Private Beaches!
Smart TV, fireplace

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
7.4 out of 10, Good, (19 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is NZ$668
includes taxes & fees
14 July - 15 July
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Marina

Paugus Bay Studio Close To It All!

Paugus Bay Studio Close To It All!
Gilford
7.0 out of 10, Good, (4 reviews)
"Convenient location to shops, restaurants and more!"
United Kingdom
Clerissa C.
The price is NZ$625
includes taxes & fees
2 July - 3 July
Paugus Bay Studio Close To It All!
Terrace/patio

Lakes Region Retreat | Fire Pit | Alton Bay

Lakes Region Retreat | Fire Pit | Alton Bay
Alton
Lakes Region Retreat | Fire Pit | Alton Bay
Terrace/patio

Room 11 (3rd Floor Shared Bathroom)

Room 11 (3rd Floor Shared Bathroom)
Weirs Beach
10.0 out of 10, Exceptional, (10 reviews)
"Great views of the lake, lots of outdoor seating and table to enjoy a meal and drink. The owner was very nice and hospitable. "
United States
Roger
The price is NZ$411
includes taxes & fees
5 July - 6 July
Room 11 (3rd Floor Shared Bathroom)
Pool

Scenic Lakeside Condo with Lake Views Near Gunstock & Weirs Beach | Laconia, NH

Scenic Lakeside Condo with Lake Views Near Gunstock & Weirs Beach | Laconia, NH
Weirs Beach
The price is NZ$534
includes taxes & fees
2 July - 3 July
Scenic Lakeside Condo with Lake Views Near Gunstock & Weirs Beach | Laconia, NH
Interior

Private Home, King Bed, Beach Access, Fire Pit

Private Home, King Bed, Beach Access, Fire Pit
Bristol
10.0 out of 10, Exceptional, (4 reviews)
"Nicely maintained, clean property that was very comfortable for 6 of us attending a wedding right down the street at the inn. "
United States
Becky M.
The price is NZ$943
includes taxes & fees
27 July - 28 July
Private Home, King Bed, Beach Access, Fire Pit
Exterior

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

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
10.0 out of 10, Exceptional, (51 reviews)
"The apartment was very comfortable and just as pictured. We had a wonderful stay! It’s a great location for walking in Meredith and an easy drive to ski at Gunstock. "
United States
Karen O.
The price is NZ$803
includes taxes & fees
9 July - 10 July
Meredith Bay - Brand New 1st Floor Apartment In Private Home
Terrace/patio

Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.

Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"Everything was wonderful!! "
United States
Scott O.
The price is NZ$863
includes taxes & fees
8 July - 9 July
Escape to Central Escape’s 2-bedroom option, perfectly located in New Hampshire’s Lakes Region. Enjoy a private year-round hot tub, spacious backyard with yard games, and easy access to downtown Meredith, Squam Lake, and summer concerts.
Fridge, microwave, oven, stovetop

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
Gilford
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time at the Wagner Ranch. The bedrooms were comfy and the kitchen had all necessary items. Definitely will stay there again. The hosts were Great!"
United States
dave b.
The price is NZ$966
includes taxes & fees
8 July - 9 July
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
Fridge, microwave, oven, stovetop

Come in & cozy up in beautiful lodge in Waterville Valley.

Come in & cozy up in beautiful lodge in Waterville Valley.
Campton
9.6 out of 10, Exceptional, (40 reviews)
"Super cozy. A little cold in that downstairs bedroom, but other than that the facilities were great! Wonderful kitchen and a great space upstairs for board games."
United States
John C.
The price is NZ$860
includes taxes & fees
29 July - 30 July
Come in & cozy up in beautiful lodge in Waterville Valley.
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 Bear Island Hotel Reviews

The Wolfeboro Inn

The Wolfeboro Inn

10/10 Excellent
"Room was lovely, cool and clean on a hot summer day in June! Even though we were only in town for 1 night we throughly enjoyed the property and thankful we were able to grab coffee at the Continental Breakfast by 7am as we were leaving to travel home. Such a convenience!"
Tracey 1-night trip
Posted less than an hour ago
The Wolfeboro Inn

Find out more about Bear Island

Bear Island Holiday Homes information

Number of reviews
412
Accommodation
882 Holiday Homes
Lowest Price
NZ$331
Highest Price
NZ$1,065

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