Photo by Linda Barreira

Bear Island Vacation Rentals

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

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Vacation Rentals in Bear Island

Outdoor dining
Private Dock, Boat Access & Sunrise Views

Aparthotel in Meredith

$622 nightly
The price is $652
Dec 10 - Dec 11
Total with taxes and fees
Private Dock, Boat Access & Sunrise Views
1 bedroom
Fully stocked camper with delivery/setup to your favorite campground/cabin/event

Mobile Home in 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.
$442 nightly
The price is $480
Dec 10 - Dec 11
Total with taxes and fees
Fully stocked camper with delivery/setup to your favorite campground/cabin/event
Exterior
Cold Spring Plymouth Resort

Vacation Home in Ashland

3.5 star property
9.2 out of 10, Wonderful, (159)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
$125 nightly
The price is $136
Dec 23 - Dec 24
Total with taxes and fees
Cold Spring Plymouth Resort
House (1 Bedroom) | Interior
Hiking & Snowmobile Trails On-site: Alton Retreat!

Cottage in Alton

3.0 star property
$202 nightly
The price is $217
Dec 23 - Dec 24
Total with taxes and fees
Hiking & Snowmobile Trails On-site: Alton Retreat!
Terrace/patio
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (4)
"Great location & comfortable! "
United States
Jeanine L.
$171 nightly
The price is $185
Dec 10 - Dec 11
Total with taxes and fees
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Property grounds
2BR Condo with Private Patio

Condo in 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
$185 nightly
The price is $201
Dec 10 - Dec 11
Total with taxes and fees
2BR Condo with Private Patio
Fridge, microwave, oven, stovetop
Cute Cedar Lodge Studio with Balcony & Lake Views!

Apartment in Weirs Beach

9.6 out of 10, Exceptional, (15)
"Enjoyed our stay. "
United States
Ilene T.
$160 nightly
The price is $168
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cute Cedar Lodge Studio with Balcony & Lake Views!
Property grounds
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Cottage in Wolfeboro

10.0 out of 10, Exceptional, (17)
"All excellent "
United States
Marc
$412 nightly
The price is $447
Dec 16 - Dec 17
Total with taxes and fees
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Property grounds
Gorgeous Waterfront Condo with Lake Access & Views

Condo in Tilton

9.8 out of 10, Exceptional, (36)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
$273 nightly
The price is $297
Dec 10 - Dec 11
Total with taxes and fees
Gorgeous Waterfront Condo with Lake Access & Views
Private kitchen
Tenney Mountain Retreat, Plymouth & Rumney, NH

Condo in Plymouth

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great hosts - very responsive and accommodating. We had a wonderful stay!"
United States
Alison H.
$230 nightly
The price is $250
Dec 15 - Dec 16
Total with taxes and fees
Tenney Mountain Retreat, Plymouth & Rumney, NH
Smart TV, fireplace, DVD player, books
Mountain Cabin with long range views, privacy, and more.

Chalet in Campton

10.0 out of 10, Exceptional, (6)
"Great cabin, great location with an awesome view of the mountains "
United States
Kevin D.
$273 nightly
The price is $296
Dec 15 - Dec 16
Total with taxes and fees
Mountain Cabin with long range views, privacy, and more.
Balcony
Inviting condo in quiet locale with partial lake views, balcony & grilling area

Condo in Gilford

8.4 out of 10, Very Good, (17)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
$237 nightly
The price is $257
Dec 14 - Dec 15
Total with taxes and fees
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Fridge, microwave, oven, stovetop
The Gnome Home Cottage located near white mountain NH

Cottage in Campton

9.4 out of 10, Exceptional, (55)
"This was a great place and convenient to highway. "
United States
Randy N.
$257 nightly
The price is $279
Dec 10 - Dec 11
Total with taxes and fees
The Gnome Home Cottage located near white mountain NH
Fridge, microwave, oven, stovetop
Warm and Cozy Condo: Perfect for Fall Foliage Getaways!

Condo in Weirs Beach

9.2 out of 10, Wonderful, (17)
"Perfect location for Weirs beach, the boardwalk and concert venue. "
United States
Kathleen A.
$281 nightly
The price is $305
Dec 11 - Dec 12
Total with taxes and fees
Warm and Cozy Condo: Perfect for Fall Foliage Getaways!
Sun loungers, beach towels
Lake view condo, Private Beach, Private concert entrance, pool

Condo in Gilford

9.6 out of 10, Exceptional, (21)
"Great location for seeing concerts."
United States
Kevin Y.
$230 nightly
The price is $249
Dec 16 - Dec 17
Total with taxes and fees
Lake view condo, Private Beach, Private concert entrance, pool
Exterior
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

Vacation Home in 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.
$239 nightly
The price is $259
Dec 10 - Dec 11
Total with taxes and fees
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Interior
White Mountain Cozy Cottage with Touch of Modern

Cottage in Campton

9.6 out of 10, Exceptional, (47)
"The place is well situated off the main road. Great for a young family..."
United States
Andrew
$257 nightly
The price is $279
Dec 10 - Dec 11
Total with taxes and fees
White Mountain Cozy Cottage with Touch of Modern
Beach
Taigh Loch - Lakes Region Retreat!

Vacation Home in Alton

9.8 out of 10, Exceptional, (13)
"Great place! Owners were very responsive with any questions we had. Per friendly was a plus. We would definitely stay here again."
United States
Shawn M.
$314 nightly
The price is $341
Dec 10 - Dec 11
Total with taxes and fees
Taigh Loch - Lakes Region Retreat!
Outdoor dining
Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!

Vacation Home in New Durham

10.0 out of 10, Exceptional, (1)
"Suxhh a beautiful and well kept home. Relaxing there was our favorite part of the trip!"
United States
Justin G.
$398 nightly
The price is $432
Dec 10 - Dec 11
Total with taxes and fees
Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!
Pool
Cozy condo with WiFi, fitness room in enjoyable Laconia

Condo in Weirs Beach

10.0 out of 10, Exceptional, (5)
"Beautiful condo spacious and clean beautiful views loved the pool and hot tub! "
United States
Melissa D.
$265 nightly
The price is $288
Dec 24 - Dec 25
Total with taxes and fees
Cozy condo with WiFi, fitness room in enjoyable Laconia
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 Plymouth Inn-White Mountains

Best Western Plymouth Inn-White Mountains

10/10 Excellent
"It was fine"
Candie 1-night trip
Posted 5 days ago
Best Western Plymouth Inn-White Mountains

Find out more about Bear Island

Everything you need to know about Bear Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Bear Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bear Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bear Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bear Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Bear Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $136 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Bear Island rentals

At Expedia, we put the best Bear Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Bear Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bear Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bear Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia