Vacation rentals in Bear Island

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Top-rated vacation rentals in Bear Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Plymouth

4.83 out of 5 average rating, 212 reviews

Mountain River private Master Suite and deck

Close to town and I 93, a rural paradise. You have your own driveway and private deck with gorgeous views of hills and gardens. The bed is surrounded by two walls of windows-with shades. There is a Hearthstone gas stove, a loveseat, and a huge custom shower in a modern bathroom. The kitchen has a full size refrigerator, a kitchen counter and sink, a microwave, a blender and crock pot. There is a television with cable, Netflix, etc. We stock coffee, and breakfast foods for your convenience.

Aug 20 – 27

G$20,021 GYD per night

Guest favorite

Farm stay in Alton

4.97 out of 5 average rating, 165 reviews

Mountain View - Modern & Beautiful

Kick back and relax in this stylish apartment space, with its own entrance around the back of the home! Modern construction w/ a king bed, large outdoor patio space w/ mountain views. A well-equipped kitchen/dining/living room combination that is great for short term or long term stays. Although there are other guest on the property you will have a private space to call your own and enjoy. Only 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 25 min to Gunstock and 25 min to Bank of Pavilion

Nov 19 – 26

G$23,743 GYD per night

Guest favorite

Guest suite in Moultonboro

5.0 out of 5 average rating, 146 reviews

Lakes Region Rustic-Chic Romantic Retreat-King Bed

Spacious sunny rustic-chic modern retreat nestled in the mountains of the Lakes Region. From the handcrafted soap, to the cozy robes and King size bed, stocked coffee/tea station, you are pampered. The curated space features art from local artisans and was designed with your comfort in mind. The area has much to offer (see Neighborhood section for distance to attractions and Guidebook under Location). All-size dog friendly (see dog policy for details). We live on site and Welcome Diversity.

Mar 23 – 30

G$36,764 GYD per night

Guest favorite

Apartment in Tuftonboro

4.97 out of 5 average rating, 267 reviews

Apartment CenterTuftonboro minutes from Wolfeboro

This is a spacious lower- level apartment 1000 sq ft in our home . Our guests will have complete privacy with convenience parking . It features a large master bedroom and cozy second bed room. You have a large private kitchen , living room , a bathroom and laundry room . Our area offers many activities as well as shopping in historic down town Wolfeboro. A very short drive to all the best things that Lake Winnipesaukee offers. Please read all our description before booking . Thanks so much

Nov 12 – 19

G$30,375 GYD per night

Guest favorite

Condo in Laconia

4.9 out of 5 average rating, 330 reviews

Million Dollar View! Weir's Beach 1/4 mile away!

This top floor-corner unit is a peaceful oasis. The elevator will whisk you up to your private studio apartment. Your view is breathtaking in any season....See the autumn leaves change in New England.....Ski nearby Gunstock in the winter, enjoy the short walk to Weirs Beach in the summer. Centrally located in the Lakes Region and all its attractions, shopping and restaurants! 1/4 mile to Weirs Beach, 4 miles to the Bank of NH Pavilion/Meadowbrook concert venue, 6 miles to Gunstock Mountain.

Jan 10 – 17

G$19,527 GYD per night

Guest favorite

Cottage in Gilford

4.88 out of 5 average rating, 191 reviews

Ski Gunstock, Concerts, Lake Hiking

One dog friendly, with host permission, contact host before booking My place is close to, restaurants, movies, concerts , the lake, and family-friendly activities. You’ll love my place Close to Lake Winnipesaukee, walk to Bank Of NH Pavillion Gunstock, Weirs Beach and Mt. Major. Is good for couples, solo adventurers, business travelers, and 1 dog friendly (with permission ). Just updated. There's a grill, picnic table, fire pit :) Quiet location Gunstock and, winter sports, zip line!

May 6 – 13

G$21,623 GYD per night

Guest favorite

Guesthouse in Belmont

4.99 out of 5 average rating, 200 reviews

Charming Pool/Garden Guest House

A little Paradise! Charming pool and guesthouse in country setting, birds and flowers galore. Much to do in the area, or just quiet, settling into some refresh-your-soul time. The guesthouse has all you need to feel at home. Within 15 minutes you'll find Gunstock Recreational Area, Highlands Mtn. Bike Park, Hermit Woods Winery, Funspot bowling and arcades, hiking, fishing, Shaker Village, Lakes Region Casino, NH Speedway, Bank of America Pavillion (concerts) and Tanger Outlet Shopping.

May 24 – 31

G$27,769 GYD per night

Guest favorite

Apartment in Campton

4.92 out of 5 average rating, 166 reviews

White Mountain is a Special Place

Renovated modern farmhouse studio in the White Mountains. We are the 4th generation in our family’s home. Posts and beams with new kitchen, shiplap, hardwood floors, and large bathroom, and great view overlooking the fields. 36 acres of field, woods, and cut your Christmas Tree here. If lucky you will catch a glimpse of the horses in the field. Close to hiking, skiing, and lakes. Waterville Valley 9 miles, Loon Mtn. 15 miles. Owls Nest Golf Couse. Private entry /private studio.

Sep 13 – 20

G$19,482 GYD per night

Guest favorite

Guest suite in Meredith

4.93 out of 5 average rating, 472 reviews

Private entrance-Private room & bath-private patio

Note: Anything you would touch sanitized with bleach or disinfectant **MUST HAVE ALL WHEEL OR 4 WHEEL DRIVE IN THE WINTER 2 GUESTS ONLY - No Air Mattresses 14.5 miles to Gunstock Ski Resort, 24 miles to Wolfeboro Abenaki Ski Area, 39 miles to Loon Mountain Resort. 1.2 miles to bay, shopping, restaurants, movie theater, & grocery. 5 min. (1.8 miles) to Church Landing, 18 min (9.6 miles) to Bank of NH Pavilion. Assn. beach walking distance/short drive to public beach.

Mar 1 – 8

G$26,766 GYD per night

Guest favorite

Condo in Gilford

4.9 out of 5 average rating, 126 reviews

Lake or Ski Condo, close to Gunstock and the Lake

Location and Amenities! 10 min from Gunstock, couple hundred yards from the Lake, 50 yards from Gilford concert stage and the back entrance. Access to Barefoot Beach, Lake Winnipesaukee, outdoor pool, tennis courts, grill high speed WiFi and more. 1 Bedroom studio and a pull out couch, sleeps 4 comfortably. Large bathroom and shower. Ski 10 min away or ice fish 150 yards away. Laconia Bike week only Minutes away! 1 Free parking spot.

Oct 7 – 14

G$36,612 GYD per night

Guest favorite

Guest suite in Meredith

4.9 out of 5 average rating, 234 reviews

Downtown! Studio w 3/4 Bathroom. Private Entrance!

This is one room with a queen bed and a 3/4 bathroom. Breakfast nook, mini-fridge, microwave, coffee maker. This room comes with it's own seperate entrance, private bathroom, and private patio (Patio is not open in the winter). Also we have off street parking for one or two cars. I am new to hosting, so for now please a two person max. Walking distance to downtown. Less than 100 yards and you are in the middle of downtown Meredith.

Oct 6 – 13

G$17,643 GYD per night

Guest favorite

Guest suite in Meredith

4.86 out of 5 average rating, 105 reviews

Meredith Manor, Suite in Town

Updated suite with queen bed, private bath, living area with dining/work space, couch and fireplace. TV, small refrigerator and coffee/tea maker. Private entrance on to a screen porch with sitting area that leads into this spacious and comfortable suite. Centrally located with a 2 min walk to lake and Main St shopping/dining. Quintessential 1880 New England home located in quiet neighborhood.

Oct 14 – 21

G$21,471 GYD per night