Holiday Homes in Bear Island

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

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, (211 reviews)
"Clean and comfortable rooms, friendly staff "
United States
laura
The price is NZ$246
includes taxes & fees
2 June - 3 June
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$493
includes taxes & fees
17 May - 18 May
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
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$727
includes taxes & fees
17 May - 18 May
Cozy Cabin near Tuftonboro & Lake Winnipesaukee
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, (17 reviews)
"One of our favorite places to stay in this area."
United States
Anthony G.
The price is NZ$493
includes taxes & fees
17 May - 18 May
Cozy hotel-style suite right on the water, shared patio, free WiFi
1 bedroom, Internet, bed sheets

Room 4 (2nd Floor with Shared Bathroom)

Room 4 (2nd Floor with Shared Bathroom)
Weirs Beach
10.0 out of 10, Exceptional, (1 review)
"Clean, organized, great hospitality, location and views!"
United States
Troy D.
The price is NZ$345
includes taxes & fees
1 June - 2 June
Room 4 (2nd Floor with Shared Bathroom)
Ping pong

Stunning Lake Views close to Weirs Beach & Gunstock

Stunning Lake Views close to Weirs Beach & Gunstock
Weirs Beach
The price is NZ$369
includes taxes & fees
18 May - 19 May
Stunning Lake Views close to Weirs Beach & Gunstock
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)
"Nice large, comfortable spaces to gather. Nicely equipped kitchen."
United States
Donna H.
The price is NZ$624
includes taxes & fees
18 May - 19 May
Come in & cozy up in beautiful lodge in Waterville Valley.
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, (49 reviews)
"Very clean and very comfortable. Short walk to downtown made our stay perfect. "
United States
Julian G.
The price is NZ$492
includes taxes & fees
17 May - 18 May
Meredith Bay - Brand New 1st Floor Apartment In Private Home
Exterior

Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is NZ$357
includes taxes & fees
17 May - 18 May
Cedar Lodge Room 2 Queen Beds & Private Balcony
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 visit and property as described! Clean, all inclusive, and would recommend. View was beautiful and had a wonderful time."
United States
Catherine M.
The price is NZ$711
includes taxes & fees
17 May - 18 May
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
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
8.0 out of 10, Very good, (17 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is NZ$588
includes taxes & fees
17 May - 18 May
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Terrace/patio

Waterfront with Kayaks, Pool Table, Fire Pit, and Pergola. Downtown area

Waterfront with Kayaks, Pool Table, Fire Pit, and Pergola. Downtown area
Downtown Laconia
9.8 out of 10, Exceptional, (36 reviews)
"Great place to stay, nice home right on the water led to a very relaxing stay "
United States
tyler g.
The price is NZ$840
includes taxes & fees
27 May - 28 May
Waterfront with Kayaks, Pool Table, Fire Pit, and Pergola. Downtown area
TV, table football, ping pong, books

[NEW] Cozy Cabin near Gunstock & Lake Winni

[NEW] Cozy Cabin near Gunstock & Lake Winni
Gilford
10.0 out of 10, Exceptional, (1 review)
"Great spot, especially for skiing at Gunstock. Very clean and comfortable. Host was available and responsive. Will definitely be coming back!"
United States
David H.
The price is NZ$1,013
includes taxes & fees
19 May - 20 May
[NEW] Cozy Cabin near Gunstock & Lake Winni
On the beach

Squam waterfront 2 bed 2 bath (Suite 8)

Squam waterfront 2 bed 2 bath (Suite 8)
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"This was the perfect spot right on the lake for a quick few days"
United States
ashley d.
The price is NZ$681
includes taxes & fees
19 May - 20 May
Squam waterfront 2 bed 2 bath (Suite 8)
Fridge, microwave, oven, stovetop

Idyllic Mountain and Lake Getaway

Idyllic Mountain and Lake Getaway
Gilford
10.0 out of 10, Exceptional, (74 reviews)
"Would stay again"
United States
William D.
The price is NZ$879
includes taxes & fees
17 May - 18 May
Idyllic Mountain and Lake Getaway
Exterior

Hear the stream from bed.

Hear the stream from bed.
Ossipee
7.0 out of 10, Good, (4 reviews)
"Good only suggestion would be to replace the mattress in the master bedroom."
United States
Anonymous traveller
The price is NZ$689
includes taxes & fees
8 June - 9 June
Hear the stream from bed.
Beach nearby

Squam Suite - Waterfront

Squam Suite - Waterfront
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"Great stay here. What an amazing place!"
United States
Gib J.
The price is NZ$693
includes taxes & fees
25 May - 26 May
Squam Suite - Waterfront
Exterior

Lakefront Bliss, Private Dock & Cozy Year-Round Retreat!

Lakefront Bliss, Private Dock & Cozy Year-Round Retreat!
Belmont
10.0 out of 10, Exceptional, (16 reviews)
"This house on the lake is absolutely wonderful — spotless, well-equipped with everything you could possibly need, and beautifully maintained. The lake setting is very calming, surrounded by stunning natural scenery that changes with every season. Whether you’re visiting in summer to enjoy the water, this place is perfect year-round."
United States
Vitaliy P.
The price is NZ$1,228
includes taxes & fees
4 June - 5 June
Lakefront Bliss, Private Dock & Cozy Year-Round Retreat!
Property grounds

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)
"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 NZ$608
includes taxes & fees
25 May - 26 May
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Terrace/patio

Terrific studio suite right on the water w/free WiFi, bay views, kitchenette

Terrific studio suite right on the water w/free WiFi, bay views, kitchenette
Alton
9.0 out of 10, Wonderful, (6 reviews)
"A quiet place with wonderful views. We stay here quiet often."
United States
Anthony G.
The price is NZ$493
includes taxes & fees
17 May - 18 May
Terrific studio suite right on the water w/free WiFi, bay views, kitchenette
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

6/10 Okay
"The staff at the reception area when we arrived and when we were there in the morning seemed like we were inconveniencing them and being a burden. Disappointing felling from hotel staff."
Charles 2-night trip
Posted 2 hours ago
The Wolfeboro Inn

Find out more about Bear Island

Bear Island Holiday Homes information

Number of reviews
512
Accommodation
880 Holiday Homes
Lowest Price
NZ$246
Highest Price
NZ$1,228

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