Cottage vacation rentals in Wolfeboro

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Wolfeboro

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

0 of 0 items showing

1 of 3 pages

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 wooden waterfront deck is visible, featuring a circular table surrounded by six metal chairs. The setting sun casts a warm glow over the lake, creating a serene view of the water and distant shoreline.

Cottage in Laconia

4.94 out of 5 average rating, 110 reviews

Completely updated detached cottage/Paugus Bay!

Enjoy your vacation surrounded by all that Lake Winnipesaukee has to offer! You will enjoy beautiful views of Paugus Bay with the most amazing sunsets and fireworks at the Margate right from the front deck! Completely updated unit! Shared Waterfront deck Conveniently located near shopping, hiking and snowmobile trails, the Naswa Beach Bar, Weirs Beach, FunSpot, and the Margate! Perfect location for Laconia's annual BIKE WEEK and just minutes to the Bank of NH Pavilion for some amazing concerts.

Guest favorite

Cottage in Alton

4.88 out of 5 average rating, 199 reviews

1B Cottage w/kayaks-Lake Winnipesaukee View/Access

Quaint 1 bedroom cottage w/views of Lake Winnipesaukee available year-round. Our deck is literally on Lake Winnipesaukee and a 3 minute walk from the cottage. Here you will be able to enjoy gorgeous views, participate in lake activities such as swimming off our dock, using our kayaks, diving board, etc. The public beach is steps away, along with restaurants, ice cream, water sport rentals, mini-golf & entertainment. Perfect for couples or small family & is pet friendly. Cottage has heat & AC.

Top guest favorite

An outdoor deck features a wooden dining table with two matching benches, shaded by a large umbrella. Nearby, a cozy seating area with dark cushions surrounds a propane fire pit, offering a comfortable space for relaxation amid lush greenery.

Cottage in Conway

4.95 out of 5 average rating, 110 reviews

Cozy Cottage close to town and area attractions

Welcome to our family cottage located minutes from everything the valley has to offer! Skiing, riding, hiking, swimming, shopping and everything we love about the North Conway area only a short ride away. Well appointed home offering all you will need on your getaway no matter the season. Snuggle up on the over-sized leather furniture while watching a movie or reading a book. Watch the sunrise off the large deck while enjoying your coffee. Smart TVs and games to keep all entertained!

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 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

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!

Superhost

The calm Pemigewasset River is depicted, lined with smooth stones and sandy banks. Lush greenery surrounds the water, indicating a serene natural setting. The surface of the river reflects the sky and nearby trees, enhancing the tranquil atmosphere of the location.

Cottage in Campton

4.86 out of 5 average rating, 146 reviews

There's no place like a HOME away from home!

Welcome to our cozy cottage by the Pemi River! Located in the beautiful White Mountains of New Hampshire. Our home is situated in a quiet condo association, perfect for a couples getaway or your family to enjoy. There is room for 4 guests with 2 bedrooms, 1 bath, large living room, dining table and full kitchen. Enjoy the many hiking trails, spend a lazy day on the river, eat at one of the many local restaurants and take advantage of so many other close by activities!!!

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, 246 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.

Top guest favorite

Two adirondack chairs, one red and one teal, are positioned on a sandy area overlooking a calm lake. Lush greenery surrounds the space, with small shrubs and trees framing the water view. The scene conveys a serene and inviting outdoor setting.

Cottage in Middleton

4.99 out of 5 average rating, 101 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

A lovely lake-front cottage with a private beach on quaint Sunrise Lake! The house has a great view overlooking the water. Enjoy a beautiful morning view of the sun rising onto the lake with a cup of coffee or tea, grilling a tasty dinner on the deck, and toasting marshmallows in the fire pit for dessert. We also provide a double kayak so you can explore the mile-long lake from the easy launch point in front of the house.