
Cottage vacation rentals in Wolfeboro
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Wolfeboro

Total vacation rentals
Explore 20 vacation rentals in Wolfeboro

Nightly prices starting at
Wolfeboro vacation rentals start at ﺩ.ﺇ 845 per night before taxes and fees

Verified guest reviews
Over 1,010 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
20 of Wolfeboro vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Wolfeboro rentals

4.9 Average rating
Wolfeboro stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated cottage rentals in Wolfeboro
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Waterfront Cottage Private Dock | Kayaks | Rowboat
Super cozy, beautiful cottage on the lake & dirt roads.Yard: sitting areas, propane fire pit & grill, fenced in yard.Inside includes reading areas, dvds, wifi, books, coloring books, puzzles, games. Enjoy the rowboat & kayaks or bring your own boat. We are on Antique Ally and State Parks are nearby (2 miles away). Enjoy a day at Chucksters, Concord, Portsmouth or the lakes region. Enjoy the LAKE LIFE! No animals (Health concern for cleaner) 4 adults or 2 adults 3 kids. Life jackets provided.
FamilyLocationSleep quality

Gorgeous Romantic Lakefront Getaway
Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.
FamilyValueTV

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.
LocationFamilyView

Eclectic Lakefront Cottage on Great East Lake
Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!
FamilyValueCondition

“Stay Awhile in the Lake's Region”
This gorgeous property features 3 bedrooms- 1 King bed in the master suite, 1 queen bed and 2 twin beds, perfect for a family or group of friends looking for a cozy retreat. With 2 bathrooms, including a soaking bathtub, you can unwind in style after a day of exploring. The rec room offers an additional sleeping space with a queen bed. Space for parking a boat to use in the best lake in New Hampshire! Conveniently located off of route 28 for easy access to all areas in the Lakes Region.
FamilyValueDecor

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.
ValueLocationQuiet

RiverPine Retreat - Clean & Bright Waterfront Home
Tucked away in a small town, minutes away from the New Hampshire border, located 2 minutes off of rt. 25 (direct route from Portland ME to NH) The ultimate family or couples getaway. Plenty of room in the back yard for any and all yard games, while also enjoying the firepit, "game shed" and 75ft of water frontage where you can swim, fish, or launch your kayaks from the dock into the Ossipee River. Wireless internet is available and reaches the back yard. The 'cabin' has 2 bedrooms.
ValueLocationSleep quality

The Lake house
Enjoy the southern exposure, a sugar sand walkout beach, an L-shaped dock, and classic Lake Winnipesaukee construction. The open concept includes a full kitchen and a living room. The spacious bathroom also includes a washer and dryer. It has one private bedroom, and a ships ladder guides you to a loft containing additional sleeping space, with a catwalk to a private balcony overlooking the lake. This property has a detached bunkhouse with two full-sized beds and a ¾ bath.
LocationFamilyPool

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks
Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!
ValueLocationGetting around

Central Location - Pet Friendly
Centrally located cottage minutes from all North Conway has to offer. Perfect for a romantic getaway or a vacation with the family, even the fur babies! The house has three bedrooms, full kitchen, dedicated workspace, full size washer/dryer and a large yard. Curl up on the couch and watch a movie or sit by the fire and star gaze. If you like adventures, there are many destinations nearby. The Pineside Cottage is wonderful for all year R&R. Book your stay today!
LocationFamilyWalkability

Lake view cottage #174 in Alton Bay-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 INFO BELOW ABOUT EXTRA BOAT SLIP THERE ARE 14 STAIRS UP TO THIS COTTAGE !! See pictures!!
LocationValueParking

Cozy Wolfeboro Getaway | Lake, Ski & Fireplace
Welcome to Lake a Dream - your cozy, family-friendly Wolfeboro getaway in EVERY season! Enjoy our neighborhood beach just a 5-minute walk away or explore charming downtown Wolfeboro, only 5 minutes from the cottage. Winter is just as magical! Ski at Wolfeboro’s hidden gem, Abenaki Ski Area, skate, snowshoe or simply cozy up by the fireplace with hot cocoa & family games. Looking for a bigger mountain day? Gunstock & King Pine are nearby too!
LocationFamilyHospitality
Popular amenities for Wolfeboro cottage rentals
Cottage rentals with free parking

Log Home Meredith NH Pet Friendly Custom Fire-Pit
FamilyValueHospitality

Taproot Cottage at Stone Mountain
LocationFamilyCleanliness

Sandy Beach on Lake Winnipesaukee | Little Bear
ValueLocationQuiet

Plymouth's Historic Doll House; A tiny house
LocationFamilyHospitality

Charming Mountain View River Cottage w/ Pvt. Trail
FamilyLocationOutdoor spaces

Waterfront Escape
FamilyLocationBathroom

*5-Star CLEAN *Outdoor Shower *Private Yard *Grill
LocationFamilyBeach

Sawyer Lake Bear House
FamilyValueKitchen
Cottage rentals with a hot tub

Cozy cottage near Gilford, lake access & hot tub!
FamilyValueSkiing

HOT TUB! Sauna! Mtn Views, Saco river!
ValueLocationCondition

The Loon Nest, Waterfront Lake House, Wood Hot Tub
FamilyValueCleanliness

Walk to Water: Lake Winnipesaukee Home w/ Hot Tub
FamilyLocationKitchen

Loon's Landing: Maine Cottage w/ hot tub & grill
FamilyLocationHot tub

Cozy Cottage on a Lake, near Gunstock Mountain
LocationFamilyCondition

Retreat near Conway : HotTub, Harry Potter Room
FamilyLocationHot tub

2BR mountain cottage with resort pass, W/D
Pet-friendly cottage rentals

A: Summer, Lake, Ski, Hike, Concerts
ValueLocationWalkability

Lazy Bear Cottage-Rustic and Peaceful Summer Oasis
ValueFamilyAir conditioning

A: Cozy 2-BR Cottage Duplex - Unit A
LocationFamilyLayout

Chateau Beata
LocationFamilyIndoor spaces

Cottage 8-9 - Year Round - Pet Friendly $50 Fee- S
LocationFamilyComfort

Peaceful Ossipee Lake Cottage Private Beach/Dock
LocationFamilyIndoor spaces

Steps to Winnipesaukee Beach Newly Renovated Home
LocationFamilyCleanliness

Casa de Luz - Lakefront 4 Bedroom Home
FamilyLocationPets
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- Sebago Lake
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