Vacation rentals in Bear Island

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Top-rated vacation rentals in Bear Island

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Top guest favorite

An aerial view captures the cozy living space of the A-frame cabin. Large windows allow natural light to fill the area, highlighting the wood-paneled walls. A circular dining table with chairs sits adjacent to a welcoming couch, complemented by a patterned area rug, creating an inviting atmosphere.

Tiny home in Wentworth

4.99 out of 5 average rating, 147 reviews

Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub

Welcome to 'The Alexander' @ Casa de Moraga! This tiny A-frame is nestled on the bank of Baker River w/ breathtaking views of the river & White Mountains. Full kitchen, bathroom w/ shower & living/dining area. Wake up in the loft bedroom & see the mountains & river from bed. Read on the couch & enjoy the gel fuel fireplace, take a swim or fish in the river - relax in your private hot tub on the deck overlooking the river! 10 min to Tenney MTN. 35 min to Ice Castles, Franconia, Loon & Waterville!

Top guest favorite

The interior features a wooden ceiling with exposed beams, where decorative items are mounted on the walls. Two deer heads are positioned above a pair of windows, allowing natural light to illuminate the space. A modern lamp hangs centrally, contributing to the rustic decor.

Place to stay in Moultonborough

4.96 out of 5 average rating, 110 reviews

Secluded cabin with off grid capabilities

If your looking for a place to get away from it all and just relax this is the place for you! Located in the Northern Lakes Region on a major wildlife corridor this rustic hunting cabin has off the grid accessories including battery powered lights, outside cold shower with an outside sink and a outhouse. There are walking trails and abundant wildlife from deer, bear, moose and coyotes all of which you may encounter. The peepers will lull you to sleep at night. Pristine beach and hiking close by.

Superhost

A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.

Treehouse in Sanford

4.9 out of 5 average rating, 521 reviews

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Guest favorite

Cabin in Tamworth

4.9 out of 5 average rating, 514 reviews

Luxurious Mountainside Cabin! Fantastic Views!

Cozy Cabin with Sweeping Mountain Views! A great escape with total privacy. Relax by the Giant Fire Pit overlooking the Mountains! Head up to North Conway to the White Mountains or go South to the Lakes Region. Then escape the traffic and retreat to the quiet of your Mountainside Cabin. Wood Fired Sauna on the premises! We provide everything you will need for your stay, and I mean everything, just bring a sense of adventure! Pets ok! *Pet Fee Applies! *Additional Fee for Sauna

Guest favorite

The rustic log cabin is framed by towering trees, featuring a welcoming front door illuminated by warm light. A seasonal wreath adorns the door, while potted plants line the entrance, enhancing the cozy and inviting appearance of the cabin.

Cabin in Conway

4.95 out of 5 average rating, 157 reviews

The Conscious Cabin

Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bath, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Top guest favorite

A modern cabin with a distinctive A-frame design showcases warm lighting along its edges. Two Adirondack chairs are positioned outside, with a wood stack nearby. A sauna is visible in the background, surrounded by lush greenery and soft outdoor lighting.

Cabin in South Berwick

5 out of 5 average rating, 206 reviews

Romantic A-Frame cabin in the woods

Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Top guest favorite

Home in Bridgton

5 out of 5 average rating, 105 reviews

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

Guest favorite

An aerial view captures a serene lakeside setting, featuring a sandy beach lined with lounge chairs. Several boats are docked along the shore, while trees and buildings provide a natural backdrop, creating an inviting space for outdoor relaxation and activities.

Condo in Gilford

4.92 out of 5 average rating, 202 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.

Guest favorite

A tranquil waterfront scene captures the sunrise casting warm light over a misty lake. Wooden docks and posts stand in silhouette amid the fog, while a solitary bird is perched nearby, creating a serene early morning atmosphere.

Guest suite in Meredith

4.91 out of 5 average rating, 294 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.

Top guest favorite

A quaint exterior of a cottage is shown, featuring wooden shingles and a covered porch area. A small table with two red chairs is positioned on a stone patio. Colorful flowers are seen in a planter by the door, and shaded greenery surrounds the setting.

Guesthouse in Loudon

4.98 out of 5 average rating, 300 reviews

Pastoral Farm in NH

Cozy private get away. A little bigger than a tiny house, apart from the main farm house and barns on a beautiful hill top setting. Sit and relax , take a walk through the fields or if your feeling a little more adventurous explore the beaver pond or hike out to picnic rock. This is country living in NH. *Please note that we are 8/10ths of a mile out on a dirt road.

Guest favorite

An aerial view captures the serene shoreline along Lake Winnipesaukee, featuring several boats moored at the dock. Sandy beaches are lined with lounge chairs, and lush green trees surround the well-maintained condo buildings in the background.

Vacation home in Gilford

4.95 out of 5 average rating, 237 reviews

Marty'sBay-RetroCondo, Private Beach, Concert Path

Enjoy a wonderful experience filled with hospitable touches at this centrally located, 1-bedroom condo with private beach access to Lake Winnipesaukee and a direct walking path to the Bank of NH Pavilion. Our unit has a kitchen, private deck, queen bed, sleeper sofa, and lots of amenities. Great for bike week, concerts, trips to the lake, skiing, and hiking trails!

Top guest favorite

An ornate metal archway adorned with pink flowering vines leads into a lush garden. Inside, cozy seating for two is arranged at a small table among greenery, while vibrant plants flourish in the surrounding area, inviting guests to enjoy the tranquil outdoor space.

Guest suite in Meredith

4.94 out of 5 average rating, 531 reviews

Serene Garden Private entrance, room, bath & patio

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.