
Cottage vacation rentals in Wolfeboro
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Top-rated cottage rentals in Wolfeboro
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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.

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.

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!

Lake Winnie Cozy Cottage Getaway
Welcome to Lake a Dream… your spot for a fun filled family vaca on Lake Winnie in the summer or a cozy couples getaway in the winter! With just a quick 3 minute walk from the property you can enjoy some sunshine & sand on the beach! Or a 5 minute drive into downtown Wolfeboro to experience it’s charm; waterfront dining, ice cream, shops, cafés & more! For winter stays, cozy up by the fireplace with a cup of hot cocoa & some fun family games! The cottage is not far from Gunstock & Kingpine!

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.

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.

Log Home Meredith NH Pet Friendly Custom Fire-Pit
I AM BACK MANAGING BOTH PROPERTIES 2025! :) FOUR NIGHT MIN STAY July and August! Holiday weekends 3 night minimum. Down the road from Lake Winnipesaukee in Meredith NH! COZY 1300 foot custom log home, pet friendly up to two dogs, custom outside fire-pit, wrap around deck, 3 miles to downtown Meredith NH, Near restaurants, Hiking, beaches, Spa's, breweries, etc. Enjoy a relaxing getaway with your family and friends. local town beach. No smoking in the home, no fireworks, no parties

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.

☀ 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!

Cozy, Pet-Friendly Escape Near Lake & Mountains
Nestled between Gunstock Mountain and Lake Winnipesaukee, Hidden Creek Cottage is your perfect year-round getaway. This airy, sun-filled home features high ceilings, a newly updated kitchen, gas fireplace, central air, king size bed, and laundry. Step outside onto a brand new expansive deck built for outdoor dining and entertainment, make your way down to the fire pit for stories and s'mores and enjoy the sunset while listening to the tranquil sounds of our hidden creek.

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.

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!!
Popular amenities for Wolfeboro cottage rentals
Cottage rentals with a hot tub

The Loon Nest, Waterfront Lake House, Wood Hot Tub

Lake Winnipesaukee Getaway w/ Private Beach Access

Mtn Views + Resort Perks: Cozy Cottage in Thornton

Cozy Cottage on a Lake, near Gunstock Mountain

Cottage in the Pines | Lakeside + Sauna + Hot Tub

HOT TUB! Mtn Views, Hike/Bike/XC ski from house

Gunstock, skiing, hot tub, lake access & fire pit

Loon's Landing Lakeside, Hot tub, Sunset facing.
Pet-friendly cottage rentals

“Stay Awhile in the Lake's Region”

Cute and Cozy Cottage in Laconia

Cottage w/ charm, mountain view & river HSI Wi-Fi

Peaceful Ossipee Lake Cottage Private Beach/Dock

A: Cozy 2-BR Cottage Duplex - Unit A

A: Summer, Lake, Ski, Hike, Concerts

Private Beach, Lake Front, Family Friendly Cottage

Steps to Winnipesaukee Beach Newly Renovated Home
Private cottage rentals

Parker Lakeside Cottage

Lake house with personal beach on Webster Lake

Welcome to Lakota! A Cozy 2 BR Cottage.

Family & Pet Friendly, Lakefront Home

Lakeview Beach Cottage

Year-round Cottage located on Lake Winnipesaukee

Big Pine Cottage Lakefront Dock Kayaks & Firepit

Sandy Beach on Lake Winnipesaukee | Little Bear
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 G$31,358 GYD per night before taxes and fees

Verified guest reviews
Over 910 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!
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- Waterfront rentals Wolfeboro
- Rentals with lake access Wolfeboro
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- Cottage rentals Carroll County
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- Cottage rentals United States
- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Pats Peak Ski Area
- Weirs Beach
- Loon Mountain Resort
- Long Sands Beach
- Scarborough Beach
- York Harbor Beach
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- North Hampton Beach
- Tenney Mountain Resort
- Willard Beach
- King Pine Ski Area
- Short Sands Beach
- Franconia Notch State Park
- Cape Neddick Beach
- Gunstock Mountain Resort
- Omni Mount Washington Resort
- Gooch's Beach




