Cottage vacation rentals in Wolfeboro

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Top-rated cottage rentals in Wolfeboro

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Superhost

A fire pit area is surrounded by several dark adirondack chairs, situated on a grassy lawn that slopes gently toward the pond. Two kayaks are visible near the water's edge, and tall trees frame the serene view of the pond in the background.

Cottage in Conway

4.89 out of 5 average rating, 108 reviews

Cozy Pondside Retreat with direct water access!

Overlooking Pequawket Pond, close to everything the Mount Washington Valley has to offer! 1 mile from Kancamagus Highway, the gateway to hiking, scenic drives, or leaf peeping. A quick drive to North Conway shopping, Cranmore, and King Pine. 15 mins to Fryeburg, ME - 25 mins to Attitash and Story Land. Less than a mile to Tuckerman Brewing and Ham Ice Arena. Great spot for all seasons, working from home, or to just relax (cable/HBO and high speed wifi). Pond is great for boating and fishing.

Guest favorite

A person swims in clear water with a boat bobbing gently in the foreground. Lush green trees and charming cottages are visible along the shoreline under a bright blue sky dotted with a few white clouds.

Cottage in Northwood

4.91 out of 5 average rating, 252 reviews

Cottage near lake! Kayaks & canoe! Dog friendly!

Come relax, sit by the fire pit, walk the dirt roads & trials! Walk 2 min. to the boat launch/swim area & enjoy the canoe. WIFI. 500 mbps. Yard: grill out, make s'mores by the fire pit, play horse shoes. Inside: play games, complete puzzles, cuddle up and watch movies. Outings: Antique Alley, Chucksters, Stonehouse Pond, Meadows State Park, Portsmouth,Concord. *Sleeps 4. *PET FEE $25 per dog/ night. 1-2 behaved dogs. Dogs only due to health concern for cleaner. *Wear life jackets provided.

Superhost

A well-appointed kitchen area features a stainless steel sink set into a granite countertop. Natural light enters through a window, framing a view of mountains and blue skies, while organized utensils are stored in a wicker basket nearby.

Cottage in Wentworth

4.86 out of 5 average rating, 107 reviews

Fun Get-away with Grand Views in White Mtns, NH

A perfect place for a mountain get-away where you can unplug, relax and enjoy the fabulous mountain view and wildlife. Cottage has all you need for a comfortable stay....grill, queen size bed, wifi, A/C, fully equipped kitchen, fluffy towels, fire ring and it is located in the heart of the White Mountains, close to all outdoor activities, just minutes away from Rumney Rock. Stay here for your entire stay or return after visiting this great area. Just 20 minutes from restaurants and interstate.

Guest favorite

An outdoor deck features a round table surrounded by four metal chairs, with an umbrella positioned for shade. Trees create a green backdrop, while a glimpse of the water is visible in the distance. The deck provides a welcoming space for relaxation.

Cottage in Gilmanton

4.95 out of 5 average rating, 244 reviews

Cozy Cottage Near Crystal Lake

Cozy guest cottage tucked away in the quiet town of Gilmanton. On a small hill with just a short walk down to Crystal Lake to launch your kayak or take a dip. This adorable year round camp has many necessities and is the perfect place to unwind. Less than a mile to the local beach and boat launch. Only 15 minutes to Alton Bay & Lake Winnipesaukee, and close to Gunstock Mt., Tilton shopping & restaurants and the Weirs. Come enjoy the mountains and lakes in the beautiful Lakes Region!

Top guest favorite

A stone fire pit is surrounded by several green Adirondack chairs, with a small table nearby. The lake is visible in the background, and a floating dock can be seen across the water. Trees frame the scene, under a clear blue sky.

Cottage in Weare

4.94 out of 5 average rating, 282 reviews

Seasonal lake side cottage

Cottage comes with the use of two kayak's, a canoe, two stand up paddle boards, an outside fire place to roast s'mores. (Please do not use fireplace until dusk). Refrigerator & freezer, microwave, keurig, toaster, basic pots and pans, outside grill,a clean lake with swimming area. Tv/DVD player & DVD’s(no cable). We supply towels,linens & beach towels. Friendly neighbors on either side of cottage. Water is fine to use, but not to drink. A perfect relaxing, unplugged weekend getaway.

Top guest favorite

A serene lakeside view showcases calm waters reflecting the vibrant sky and surrounding trees. Wispy clouds stretch across the blue expanse, while shades of green from the forest create a peaceful atmosphere. The landscape is framed by rocks at the water's edge.

Cottage in Middleton

4.97 out of 5 average rating, 151 reviews

Beautiful Lakeside Cottage

Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Top guest favorite

Cottage in Bridgton

4.9 out of 5 average rating, 235 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

Pebble Cottage is a one hundred year old quirky camp that was enlarged some years back. It is located in Bridgton near plenty of lakes and skiing. The public beach is a short skip down the hill. The cottage is a rustic little haven that was saved from demolition, and updated with a brand new bathroom, a cute little kitchen with a dishwasher, with two heat pumps to keep the space cozy and three homey comfortable bedrooms, a large yard with a picnic table, very quiet retreat.

Guest favorite

A wrap-around porch features a mix of seating, including a woven loveseat and two bright blue chairs. Warm lighting is provided by hanging bulbs above, and large windows offer unobstructed views of the surrounding landscape.

Cottage in Bridgton

4.91 out of 5 average rating, 180 reviews

True Maine Artist Cottage with Outdoor Shower

Featured on Huckberry!! Beautifully decorated seasonal artist cottage with brand new soaking tub and outdoor shower. Solo stove fire pit and Adirondack chairs. Huge wrap-around porch with outdoor seating and glorious sunset views across blueberry fields. Also amazing stargazing!! Close to Naples, Bridgton, Sebago Lake. Tons of lakes nearby, hiking, swimming, boating, restaurants, music and local beer! Great place to stay to explore the area or also just relax and hang out.

Top guest favorite

The secluded saltbox cottage is illuminated by warm outdoor lights, creating a welcoming ambiance. The exterior features large windows that reflect the evening glow. A cozy seating area with adirondack chairs is positioned on the lawn, surrounded by trees for added privacy.

Cottage in Thornton

4.95 out of 5 average rating, 153 reviews

Cottage with antique charm view & river HSI Wi-Fi

Immerse yourself in nature at our secluded saltbox cottage, where tranquility meets adventure. Explore nearby trails, ski slopes, and fishing spots. Inside, the cozy ambiance with a fireplace and a library of books invites you to unwind. Outside, the fire pit, hammock, and marked trails to the pond offer a true escape. With high-speed Wi-Fi, a desk, and a pet-friendly policy, your retreat is complete. Discover the perfect blend of comfort and nature for a memorable stay!

Top guest favorite

Two Adirondack chairs are positioned on a wooden dock, overlooking a tranquil lake. The water reflects warm hues of orange and pink as the sun sets behind distant hills, creating a serene atmosphere. Soft grass borders the edge of the dock.

Cottage in Alton

4.99 out of 5 average rating, 102 reviews

Lake view cottage #2 in Alton Bay on Winnipesaukee

Cottage #174 is one of our 3 cottages. This cozy STUDIO cottage (225 SF ) has a queen size bed/den area , fully equipped kitchen and Full Bath. AC, Wi-Fi , TV with ROKU included. Cottage has its own outside space overlooking the lake with table and chairs making it the perfect setting to relax and enjoy the beautiful lake views. The entire area is fenced in. See other listings Lake view cottage #1 &3 in Alton Bay on Winnipesaukee SEE INFO BELOW ABOUT EXTRA BOAT SLIP

Top guest favorite

A sandy beach area is depicted where four individuals sit along the water's edge, engaging with the lake. A small boat is moored nearby, and a floating platform is visible on the water's surface. Gentle waves lap at the shore, creating a serene atmosphere.

Cottage in Gilmanton

4.96 out of 5 average rating, 112 reviews

Private Beach, Lake Front, Family Friendly Cottage

Our clean private sandy beach, with a gentle slope is perfect for all swimmers. Sawyer Lake is a fun community. Enjoy our fun lakefront cottage with the perfect layout. 15 min. to Gunstock, Weirs Beach & Tilton Outlets • Kids will want to stay downstairs with a walkout, Foosball table, board games, TV, and 2 gaming systems [XBox 360° & Wii] with games. • Adults relax in peace upstairs with 2 private bedrooms, living area, & wood burning fireplace. Ask about weekends.

Top guest favorite

A pair of wooden Adirondack chairs is positioned on a grassy area, facing a rustic stone wall covered with ferns. The natural setting is surrounded by trees, offering a serene outdoor space for relaxation.

Cottage in Brownfield

4.99 out of 5 average rating, 247 reviews

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.