Wolfeboro Homestays

With a stay at 9 Lake Street in Wolfeboro, you'll be within a 10-minute drive of Lake Winnipesaukee and Wolfeboro Institute of the Arts. This apartment is 22.4 mi (36 km) from Gunstock Mountain Resort and 24.6 mi (39.6 km) from Bank of New Hampshire Pavilion at Meadowbrook. This smoke-free apartment features games, snowboarding nearby, and ziplining nearby. Recreational activities include hiking/biking trails nearby. Make yourself at home in one of the 3 guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Complimentary wireless internet access keeps you connected, and flat-screen televisions are provided for your entertainment. Conveniences include microwaves and washers/dryers, and housekeeping is provided daily.

Welcome to the Striped Loon! Our newly updated 2bd/1ba cottage is just steps away from Crescent Lake (great for kayaking) and Cotton Valley Rail-trail walking/bike path leading directly into downtown. Perfect for families , small friend groups, or couples our home offers the below amenities to enhance your stay! -Beach pass & towels, chairs, blanket -Two player arcade, Board games, pickleball set -TV for streaming -Private deck with grill, dining area and deck fire pit -Kayaks, lifejacketsThe Striped Loon is truly the perfect homebase for lakeside relaxation, outdoor adventure or downtown exploring. The cottage offers two upstairs bedrooms—one with a queen bed and AC unit, and another with a full-size bed, a futon for extra sleeping space, and AC unit. Downstairs is an open concept living area with spacious connected dining and living room and AC. Meant for gathering and hanging out, kick back with your streaming TV access, gather around the coffee table for board game night or challenge a friend on the retro-style two-player arcade machine (Living Room does Not have a working fireplace).Note: TV is set up to allow you to log into your personal streaming service and automatically log you out upon check out. (Netflix, Amazon Prime, Hulu, etc).Off the living room you’ll find the full bath with shower, and laundry access for your convenience with some complimentary laundry pods.On the other side of the main floor you will find the fully equipped kitchen with coffee station that provides pour over coffee and automatic 12 cup drip coffee machine with single serve brewer option (reusable k-cup). Try the complimentary, local grounds we provide in our coffee canister. Step outside to enjoy the spacious deck, outfitted with string lights, an outdoor dining area, a grill, and a fire pit surrounded by Adirondack chairs—perfect for relaxing after a day at the lake (if you listen closely, you will hear the loons).At the bottom of the short steep hill, you'll find a public boat ramp to Crescent Lake and access to the scenic Cotton Hollow Rail-trail bike and walking path, which leads straight to downtown Wolfeboro. Guests can use our two kayaks (with a dolly for easier transport), and our beach pass for nearby local beaches including Albee beach and Carry beach. We also provide beach chairs, towels, pickleball paddles, life jackets, and even an outdoor blanket for picnics or concerts in the park.Note: Should you find parking too tight for two large cars in our driveway, you can park down the hill at the public boat ramp. Whether you’re here for lakeside fun, downtown dining, or simply soaking up the charm of a classic New England getaway, our cottage makes it easy to enjoy the best of Wolfeboro.NH Meals & Rentals License: 105473About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:You are agreeing to use Kayaks at YOUR own risk. It is NH law to wear lifejackets under 13 years of age and to have one with you if older..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.

About this space** Brand new Puffy Mattress - Awarded Best Luxury Mattress of 2023 **Bring your favorite person on a romantic, stylish, private getaway. Centrally located in Downtown Wolfeboro, NH, The Oldest Summer Resort in America. Private keypad access, free private parking, directly outside your door, on the back side of Main Street, right in the heart of town. Ten steps to the side walk on North Main Street and a two minute stroll down to Back Bay Winnipesaukee docks.The spaceFresh, trendy and immaculate. This one bedroom private apartment is **BRAND NEW** gutted to the studs, renovated, staged and furnished to the nines for your picturesque lake vacay. Perfect for your most romantic, introverted experience. You will never have to meet anyone for a key. Park right outside your door in your deeded private parking space and enter with your assigned code.Stay a while and don't worry about how you'll survive. We have all you need for an extended stay. Wake up in the morning with your favorite, hot, Keurig beverage. Later enjoy our full kitchen with brand new appliances, fully stocked drawers with everything you need to make a private meal and a professionally baked dessert. Don't worry about the dishes. The kitchen, as well as the vacation, wouldn't be complete without a dishwasher.You're at the lake! Pack light and never fear a wet bathing suit or towel. Back Bay Tuckaway has both a washer and dryer because we know what it's like to be in love with the water but not so much the packing!Have a third wheel? Don't we all! The couch turns into a small bed. It isn't luxury, but your tag-a-long can't complain, they're just along for the ride!So come be in love at the lake and with the lake at Back Bay Tuck Away, we know you'll be back.Guest accessAccess to private entry, parking space, full kitchen, living room, bedroom, bathroom, laundry, diningOther things to noteEnjoy a different, quaint, restaurant, cafe and small lake town shoppe, everyday! Just steps outside your door! The perfect summer awaits at Back Bay Tuckaway :)About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.

Just like Grandma’s, with all the comforts of home—full kitchen w/dishwasher, full bath w/washer & dryer, internet & television. 2 separate bedrooms & a common living area w/small outdoor balcony. Located on a small river that connects 2 large lakes. Private dock w/gas grill and outdoor dining table. Kayaks and life vests available. Parking for 2 cars included. Cottage is adjacent to a walking path to downtown Wolfeboro—just over a mile—where there are town docks on Lake Winnipesaukee, lake cruises, shops, restaurants, The Wright WW2 Museum, mini golf, trails for hiking, biking, XC skiing or snowshoeing, ski & bike rentals and more. From the house heading away from downtown, the path leads to a public beach on Lake Wentworth, the NH Boat Museum and single track bike trails. Kingswood Golf Club, Pop Whalen Ice Arena and Abenaki Ski Area are nearby in Wolfeboro.Wolfeboro is known as “America’s Oldest Summer Resort”!About pets:Pets allowed: dogs (limit 3 total).Pet fee is $150 per stay.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Wolfeboro has a sound ordinance from 11pm to 7am. Do not leave food or trash outside as it attracts wildlife, including bears and coyotes..You are responsible for any damage to the property caused by your dog(s). Please remove pet waste from the property (secure waste bags in trash is ok),By NH law, all under 18 must wear a life vest when on a boat or kayak, etc. One life vest for each person onboard must also be stowed onboard..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.

This 4-br, 1.5 bath colonial home offers a rare opportunity to experience the charm of a New England historic home with all the modern amenities. Located on a quiet, tree lined New Hampshire Street, the peaceful, flowing outdoor space allows families to enjoy an afternoon wiffle ball game, a family cook out, or quiet retreat with a good book. The location, just steps from the Wolfeboro Inn, town village and docks, the AbenakiTrails for hiking/biking/cc skiing, adds to it's unique year round vacation features.It's spacious indoor living area includes 4 bedrooms, 1.5 baths, a large family dining area just off the easy to navigate kitchen. The living room has a large screen smart tv with wifi speed for your streaming pleasures. There is a screened porch with inviting cozy furnishings that creates the backdrop of family memories.Wolfeboro Bay lies comfortably on the shores of New Hampshire's largest lake, Lake Winnipesaukee. Wolfeboro can honorably boast "America's Oldest Summer Resort". The preservation of the small-town charm allows you to relive your own childhood memories, or create new ones. The season extends well beyond traditional summer vacations. With breathless autumn foliage to enjoy, to cross country ski trails right outside your door. Gunstock Ski Area is a brief 20-minute drive away, or the Abenaki Ski Trails minutes away right in Wolfeboro. And of course the famous lake ice fishing. Spring bursts into bloom, a wonderful kickstart to the warm summer season.The house is conveniently located just a quick walk into the charming village of Wolfeboro, for a wide selection of restaurants, ice cream, sandwich and coffee shops. There is a wonderful variety of stores along the well-maintained sidewalks, many featuring local artists' work. It's convenience enjoyed by guests of the Wolfeboro Inn's many events.The picturesque docks are a few minute walk away from the house, where you can board the famed Mount Washington ship. During the warmer seasons book a sunset dinner, or catch a ride on the mailboat as it delivers mail to hundreds of islands that rest lazily on the lake. You can choose to rent a boat and explore the scenic, mountain lined Winnie on your own. This amazing crystal-clear spring fed lake offers swimming, fishing, kayaking, etc. We have two mountain bikes, two kayaks, some floats, an inflatable paddle board, beach chairs, towels, soft cooler. We have lawn bocce, badminton set and croquet. These items are in the basement and children should not go in the basement without an adult as there are tools and other potential dangers. We love being able to share the area we enjoyed as children, and encourage you to create your own memories here.Send me an inquiry if you have any questions about the house and/or area.We look forward to helping you create memories at this beautiful home.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 20.About events:No events allowed.

This cozy and comfortable house can accommodate up to 8 guests, making it perfect for families, couples, or small groups. There are 3 bedrooms, featuring 2 queen beds and 1 king bed. Additionally, there are 2 twin air mattresses, which can comfortably fit 2 extra guests. The interior is thoughtfully designed with a blend of modern conveniences and rustic charm, providing everything you need for a relaxing and enjoyable stay.Step outside and enjoy the serene surroundings of Nary Shores. The outdoor deck offers seating for al fresco dining, a cup of morning coffee, or simply relaxing while taking in the fresh air. You’ll also find a fire pit area, perfect for gathering around in the evening to roast marshmallows or share stories.Nary Shores is located just 5 minutes from the lake, making it easy to enjoy water activities such as boating, kayaking, swimming, or simply soaking up the sun on the shore. The town of Wolfeboro, known as "America's Oldest Summer Resort," is just a short drive away, where you’ll find charming shops, restaurants, and plenty of local attractions to explore.Nary Shores is not just a summer destination! In the WINTER, Wolfeboro becomes a magical wonderland with plenty of seasonal activities to enjoy:Skiing & Snowboarding: Nearby mountains like King Pine Ski Area and Gunstock Mountain Resort offer great skiing and snowboarding opportunities for all skill levels.Snowmobiling: Explore miles of scenic trails perfect for snowmobiling, with rentals available in the area.Ice Skating & Pond Hockey: Wolfeboro’s Abenaki Ski Area and Pop Whalen Ice & Arts Center offer ice skating, while the frozen lakes are perfect for pond hockey enthusiasts.Cross-Country Skiing & Snowshoeing: Discover the beauty of winter through peaceful cross-country skiing and snowshoeing trails around the lakes and forests.Winter Festivals: Experience the charm of Wolfeboro with festive events like the annual Winter Carnival and holiday parades.Whether you’re looking to relax by the water or explore the natural beauty of the area, our home is the perfect base for your next getaway!! NOTE: There is a separate unit on the property that may be only occasionally occupied by the owner. The unit has its own entrance, ensuring your privacy during your stay.Guests will have full access to all other areas of the home and outdoor amenities.About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking allowed: in designated areas.About events:No events allowed.

Ready for some peace and quiet, but still close to lakes, ski mountains and the center of Wolfeboro? This 1 story, family and dog-friendly home is ready for you. Two bedrooms each contain a king bed and a 32" Roku TV. The kids’ bunk room is ready for a fun sleepover with two sets of bunk beds. Enjoy the bright kitchen with 12’ ceilings, a large island and all you need to make great meals. The adults can watch TV in the living room while the kids head to the bonus room above the garage and relax on the huge and comfy couch with a 58" Roku TV, DVDs and a DVD player. The large dining room seats 8 and there is also a highchair. Enjoy cooking with the gas stove, stocked spice drawer, stand mixer, food processor, cookie press, Keurig, popcorn maker and slushie maker. The house includes puzzles, Legos, Duplo blocks, games, cards, coloring books, crayons, a large dog crate, an iron and ironing board, outdoor games, central A/C, washer/dryer, fast internet, WiFi, a ceiling fan in each bedroom and blackout curtains in all bedrooms. During the summer, free passes to both Albee and Carry beach are available for use. (Brewster beach is free for anyone to visit.) We hope you enjoy our home and come back again!About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.