Vacation Rentals By Owner In Wolfeboro, NH

Charming 4 season home with 3-bedroom 2-bathroom house located in the heart of Wolfeboro. The house is in a quiet neighborhood.brThe house has central air.brThe house is fully equipped for your convenience, whether you want to relax on the couch and watch a movie or log in to your Netflix and binge a series. Play one of the board games or a little competition on the pool table or the darts board.brYou can cook up a great meal in the fully equipped kitchen or on the gas grill outside. Enjoy relaxing in the backyard around the firepit and make memories while making ‘s mores.brThe house has 3 bedrooms, 1 King bedroom, 1 Queen bedroom, 1 twin bedroom and 2 queen size sleeper sofas.brThere are 3 lounge areas, want to read a book while not being bothered by the noise of a tv or sit in another lounge area and watch your favorite shows or hang out in the basement and watch others play a game of pool, it’s all possible in our house.brbrCarry Beach is only 0.7 miles away. Brewster Beach is 2 miles away. Albee beach is 4 miles away. 5 Minute drive to downtown Wolfeboro. Wolfeboro Abenaki ski area is 3miles away and Wolfeboro cross country ski is1.5 miles away.

Charming 3-bedroom house with AC in Wolfeboro walking distance to the beach

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$620.38

You may arrive planning to explore Wolfeboro — but once you settle in, you won’t want to leave.brbrSet inside the historic Colonial Arms building (circa 1900) on Main Street, this expansive 3-bedroom luxury condo blends classic New England charm with modern, family-friendly comfort. With cathedral ceilings, bay views, and nearly 2,700 sq ft of beautifully designed living space, it’s one of the most unique and spacious stays in the heart of Wolfeboro — America’s oldest summer resort town.brbrStep inside and feel the difference. The open-concept layout offers two generous living areas, a striking electric fireplace, and a massive dining table made for shared meals, laughter, and late-night board games. The fully renovated kitchen is both stylish and fun, featuring modern appliances plus playful extras like a popcorn machine and gumball machine — a hit with guests of all ages.brbrFamilies will especially love the whimsical kids’ loft, thoughtfully designed as a cozy reading and play space with bean bag chairs, books, chalkboard wall, and games. Adults can retreat to oversized bedrooms with plush, high-end linens, while the primary suite features a walk-in tiled shower and spa-like comfort.brbrEnjoy views of Back Bay, morning coffee on the downstairs porch, and effortless walkability to Wolfeboro’s town docks, restaurants, cafes, shops, and boutiques — all just steps from your door. Despite being right in the center of town, the building remains quiet and residential, offering a peaceful place to unwind after a day on the lake.brbrWhether you’re here for a lake escape, a family getaway, or a refined New England retreat, this one-of-a-kind condo offers space, comfort, and location that are truly hard to beat.brGuests must respect neighbor across the hall- do not leave anything in stairwell or parking spaces due to her being visually impaired.brbr✅ Good News! Your stay includes coverage for accidental damage and mishaps. We take your safety and security seriously, and this property has special local compliance requirements of a signed rental agreement and ID verification. To make this easy for you, we use a secure and very simple, app-free platform called Happy Guest. It is not an app, and you do not have to sign up for an account — it’s a safe and secure website. It also gives you a guest portal with all the info about the home and all of my favorite local spots.

Condo

Luxury Retreat - Walk to Shops, Docks & Restaurants

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$299.43

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! brbr-Beach pass & towels, chairs, blanket br-Two player arcade, Board games, pickleball set br-TV for streaming br-Private deck with grill, dining area and deck fire pit br-Kayaks, lifejacketsbrbrThe Striped Loon is truly the perfect homebase for lakeside relaxation, outdoor adventure or downtown exploring. brbrThe 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. brbrDownstairs 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).brbrNote: 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).brbrOff the living room you’ll find the full bath with shower, and laundry access for your convenience with some complimentary laundry pods.brbrOn 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. brbrStep 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).brbrAt 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.brbrNote: Should you find parking too tight for two large cars in our driveway, you can park down the hill at the public boat ramp. brbrWhether 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.brbrNH Meals & Rentals License: 105473

Lake Access + Kayaks + Arcade + Bike Path + Deck

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$412.3

Nellie's View is located on pristine Rust Pond in beautiful Wolfeboro, New Hampshire. It is a private 850 SF home, recently renovated and newly furnished. It has a full eat-in kitchen with a half bath, a large and comfortable living room, and a luxurious master bedroom with a sitting area and an en-suite full bath. There are fun birch bunk beds for the kids, a memory foam sleep sofa, and a queen bed in the master. All rooms have wonderful lake views! Sliders in the living room connect to the large upper deck with multiple seating areas and a gas grill. Steps down lead to the waterfront decks, dock, and swimming area. Kayaks, stand-up paddle boards, a canoe, and a sailboat are available for our Guests.brOur neighboring property, Grey Shingles Camps, is a 5 acre property with an additional 5 camps and a Rec Hall. Nellie's View, although private, has the advantage of enjoying all the amenities of Grey Shingles Camps. These include basketball, pickle ball, volleyball, badminton, horseshoes, corn hole, campfires in the orchard, and a sandy beach with the afore mentioned watercraft. The Rec Hall has our Reception Desk, a living room with a large screen cable TV, ping pong, foosball, games and puzzles, a screen porch, and a new full kitchen for Guest use. brWolfeboro holds the claim of being The Oldest Summer Resort in America! The downtown area is about 1-1/2 miles up the road and is located directly on Lake Winnipesaukee. There are several groceries and wonderful bakeries, and many terrific restaurants offering various cuisines. There are art and craft galleries, clothing and home decor shops, and lots of yummy ice cream! There are boat rides on Winnipesaukee, and 4 museums offering local and international history, boating, and natural history. We can't say enough about our home town! brPossibilities are endless for fun day trips including hiking, fishing, antiquing, and other local sightseeing. Additionally, North Conway and the White Mountains are an hour north, an easy day trip from Wolfeboro. Portsmouth and Kittery, Maine are about an hour as well.brWe hope you will come and enjoy a peaceful, relaxing, and fun stay at Nellie's View! We are open seasonally from May until mid- October. We live at the Grey Shingles Camps property year round, and will be available to assist as needed to help make your stay memorable!brbr

Nellie's View - A Waterfront Cottage

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$574.28

Beautiful waterfront property minutes from the heart of Wolfeboro on Rust Pond. Peaceful setting on pristine, super clear water.brA wall of windows and screened porch help you enjoy the sights and sounds of the water. Swim or kayak from the dock to a sandy beach Get a work out paddling the circumference. Any way you like to enjoy it, come back to a cozy place to wash off and relax. The home offers four bedrooms and two full baths. The eat-in kitchen is fully stocked, overlooking the water and connected to a large deck for grilling, dining, and sunset viewing. The upper bedroom includes a queen bed and a surround of windows plus a large closet. On the main level you will feel the coziness of the original 1930's cottage featuring a 1 bedroom/bath alcove. Next, the lower lake level. Renovated in 2017 more modern amenities can be enjoyed. One of the newly renovated rooms has 2 sets of bunk beds. The other a queen with a large walk-in closet. Both bedrooms feature beautiful walk-out views of the water. The large brand new bathroom on this level has a 60 X 42 shower and a double sink vanity. Exit this level to the brick patio just a few steps from the dock.

Quiet Wolfeboro Lakefront Getaway

Wolfeboro, New Hampshire, United States

4

Bed

2

Bath

10

Sleeps

$585.9

Escape to this lakeside retreat in picturesque Wolfeboro, with direct access to Mirror Lake and just minutes from downtown! This cozy house features 3 bedrooms and 2 baths offering guests plenty of space to relax and unwind. Whether you’re looking to enjoy a day by the water or curl up next to the fire after a day on the slopes, this house has all the amenities to make your stay with us as comfortable as possible.brbrNestled in a quiet cove, this property offers a rare sense of peace and simplicity, all while having the convenience of local amenities right at your fingertips. A sandy beach stretches gently into the water, ideal for morning swims or gathering barefoot by the fire pit as dusk settles in. Inside you'll find a queen size bed in each bedroom accompanied with tempur-pedic mattresses, a full size washer and dryer, and a fully equipped kitchen ready for a homemade meal and to make your stay with us feel like home.brbrWith just minutes from Lake Winnipesaukee, historic downtown Wolfeboro, popular ski resorts and family friendly attractions, this property offers ease of travel and close proximity to your day's awaiting adventure!

Cozy Lakeside Retreat in Wolfeboro

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$617.01

Half a mile from sandy Brewster Beach on lake Winni and less than one mile from historic Downtown Wolfeboro. Family friendly home has full kitchen, ping pong table, outdoor firepit, games to keep kids busy.brbrTurn your stay into a spa retreat with use of our 6-8 person cedar barrel sauna for an additional $150. Breathe in the rejuvenating steam while detoxifying, relieving stress, and improving your skin and immune system. You won’t want to leave and we will be happy to welcome you back!

Close to Beach, Downtown, Hiking & more! Outdoor sauna available to add!

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$444.52

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!

Your Wolfeboro Home Away From Home

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$1016.42

Walk to Town! This new to market 4,000SF, new construction home features custom luxury living details, combined with fantastic communal spaces. This home sleeps 12 comfortably. There is a great back yard, two car garage, beautiful chef's kitchen. This house has two on-suite bathrooms in each King size bedroom, making this home great for 1 large family or two families. Wolfeboro offers swimming, boating, shopping and great access to Lake Winnipesaukee.brbrBoat Marina--1/2 Mile from this propertybrhttps://www.goodhueboat.com/br244 Sewall Rd, Wolfeboro, NH 03894 brbrCarry Beachbr1/2 Mile From this this locationbr201 Forest Rd, Wolfeboro, NH 03894 ·brbrDown Town Shoppingbr1/2 Mile from this Locationbrbr

New Construction, Wolfeboro, NH Walk to Town

Wolfeboro, New Hampshire, United States

4

Bed

3

Bath

12

Sleeps

$948.47

Summary:brbrWelcome to your timeless New England getaway in the heart of Wolfeboro, The Oldest Sumer Resort in America. Set on North Main Street, this spacious three-level home is ideal for family gatherings and group vacations, offering generous living areas and country charm for everyone to unwind year-round.brbrbrbrThe Space:brbr Beautifully restored 1890 Colonial featuring all the architectural charm and elegance of a time gone by while including all the modern conveniences tastefully blended to provide a great vacation retreat in New England's oldest resort community. Within walking distance to the historic downtown and all that Lake Winnipesaukee has to offer.brbrEnjoy spacious living areas, formal dining, a fully equipped kitchen, and covered outdoor space for meals and relaxation in warmer months.brbrbrbrbrbrComfort & Everyday Amenities: brbr Oil furnace baseboard heating for cozy wintersbrbr❄️ Window AC units for seasonal coolingbrbr High-speed internetbrbr Smart TV for streamingbrbr Dedicated workspace for remote workbrbr Full kitchen with two oven/ranges — ideal for group cookingbrbr Formal dining room for shared mealsbrbr In-home washer & dryerbrbr Linens and towels providedbrbrbrbr ️ Bedroom & Sleeping Arrangementsbrbrbrbr(Main Floor)brbrBedroom 1: Twin daybed | Easy access | No stairsbrbrbrbr(Second Floor)brbrBedroom 2: 2 Full beds | Comfortable for children or friendsbrbrBedroom 3: King bed | Spacious and cozybrbrBedroom 4: Queen bed | Perfect for couplesbrbrbrbr(Third Floor – Attic)brbrBedroom 5: 2 Twin beds | Steep stairs required | Best for children or agile adultsbrbrBedroom 6: 2 Twin beds | Steep stairs required | Best for children or agile adultsbrbrbrbrOutdoor Living & Extras:brbr Covered outdoor living and dining areabrbr Gas BBQ grill for easy outdoor mealsbrbr Pet-friendly (please review house rules)brbr Maximum of 4 cars allowed on-sitebrbrbrbrOutdoors & Nearby:brbr ️ Walk to downtown Wolfeboro, local shops, restaurants, and cafésbrbr ️ Short walk to Lake Winnipesaukee and town docksbrbr ️ Beach pass provided for local beaches – Albee, Carry, and Brewsterbrbr Canoe, kayak, water sports gear, and boat rentals available in townbrbr⛳ Golf at Kingswood Golf, a public coursebrbr Explore scenic White Mountains nearbybrbr Just 2 hours from Boston – perfect for a weekend getawaybrbrbrbrWhether you’re reconnecting with family, friends, or simply enjoying a peaceful retreat, this historic home offers everything you need for a comfortable, memorable stay in the heart of Wolfeboro.brbrbrbrGuest Access:brbrGuests will have exclusive access to the entire homebrbrbrbrOther Things to Note:brbrGrill: We ask our guests to clean the grill after use or before check out as a courtesy to the next guests otherwise, additional $35 fee will be charged for cleaning the grill. Thank you!brbrbrbrPlease make sure to bring your own beach towels as we only provide bath towels.brbrbrbrIce: Please note that we do not have an ice maker available on the premises, we kindly request that guests bring their own ice if needed. brbrbrbrWinter time: Given the harsh and unpredictable New England weather, we do not guarantee that deck will be cleared off during the winter time. We're hoping for your understanding!brbrbrbrInteraction with Guests:brbrWe will be available throughout your stay to offer assistance, and we can stay in touch via phone or email for any inquiries or support needed.

Spacious Victorian Retreat in Downtown Wolfeboro

Wolfeboro, New Hampshire, United States

6

Bed

2

Bath

12

Sleeps

$737.79

A new opportunity for your large family or reunions to stay in “The Oldest Summer Resort in America” in a historic home located a few minutes from downtown. This 1870’s home was turned into “The Oaks” in the early 1900’s as an Inn for visitors over a hundred years ago to take in the Crescent Lake view. Your gathering will enjoy the beautiful character of the old Inn while utilizing modern amenities. brbr5 Bedrooms, 3 bathrooms will beautifully accommodate your group of 10 with 3 queen beds, 1 king and 2 twins. The home is well equipped for your family to cook together, watch movies from a big screen, make memories from the game collection, take advantage of toys, puzzles and dress ups for kids, 2 player arcade, foosball, piano, outdoor games, and firepit. With a convenient location near the Cotton Valley Rail Trail which is a 15 mile trail that leads you to Wolfeboro, three different lakes, one beach, dirt biking trails and many resting benches. It will only take a 5–10 minute walk to arrive at Mast Landing docks, a bakery and a World War 2 Museum. A lovely 15-minute walk to great pizza, grocery store, mini-golf, Dunkins, pickleball, tennis, basketball and playground. A short five-minute walk past those amenities is the timeless marina town of Wolfeboro with a variety of shops including great coffee, restaurants and of course ice cream! During your stay we can provide you with passes to the three town beaches within a 5-10 minute drive. For those who need to get some work done there is a bedroom with a desk, in addition the house has an office, exercise equipment and a hallway desk for extra study space.brbrThe downstairs of the home is the location of the br• large well stocked kitchenbr• living room br• game spacesbr• dining (that can accommodate 15+ people) br• a fireside room (perfect for a card game or quieter conversation), br• a beautiful guest room with many touches of the historic nature of the home including antique crown molding along the cathedral ceilings graced with a beautiful chandelierbr• bedroom with two twin beds (daybed & trundle)br• adorable laundry room if neededbr• bathroom with showerbr brThe Upstairs has br• the dedicated office with exercise equipmentbr• an additional desk in the hallwaybr• two queen bedrooms br• bathroom with tub br• Master bedroom with King posterbed and private bathroom with walk in showerbr brThe Outdoor spaces includebr• gas grillbr• seating areabr• firepitbr• grass areabr• lawn gamesbr• parking for 4-5 cars (if more is needed just let us know and we should be able to accommodate)brbrGuest accessbrYou’ll receive a key code a week before your arrival and more details about the home.brbrOther things to notebrMany years ago the old barn from the original Oaks Inn was torn down and made into a separate living space where the owners currently reside (shared wall). We are happy to help in anyway you need during your stay but also know that the entrances and parking areas are separate to allow for your privacy. We are just excited that this home may one day welcome visitors to Wolfeboro and encourage your larger family gatherings or reunions to have a space to get together and enjoy one another in this beautiful location.

Family Retreat in Wolfeboro: 5BR/3BA, Lake Views

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$627.52

Warmly appointed and picturesque barn-style house located directly on Rust Pond. 'The Barn' includes one (1) Master bedroom with King-Sized Bed on the ground floor; one (1) bedroom with Queen-Sized Bed and one (1) bedroom with two Twin Beds, comfortably accommodating six (6) people. Two inflatable twin-sized mattress (included), can also be used in the loft area to accommodate two (2) more people relatively comfortably.brbrA washer & dryer means you won't have to make trips to the laundromat and can enjoy more time on (and in) the lake!brbrCome to the lake and relax in comfort at The Barn on Rust Pond!brbrIn August, 2023 Wolfeboro, NH was named the second 'America's Best Small Lake Town' by Travel + Leisure!brhttps://www.travelandleisure.com/americas-best-small-towns-2023-7643148#toc-americas-best-small-lake-townbrbrWolfeboro, NH was also named one of America's 65 charming American towns you should visit ASAP! (Wolfeboro is number 30 out of 65 on the list.)brhttps://www.housebeautiful.com/lifestyle/g3655/small-american-town-destinations/ slide=17&fbclid=IwAR35CmI4xAQS2XOUe3CK0v5pFz3Ap_T9J2PWfvfcBuY8MbcSYIKQFJs-cC8brbrFifteen (15) Best Things to Do in Wolfeboro, NHbrhttps://www.travellens.co/best-things-to-do-in-wolfeboro-nh/ utm_source=facebook&utm_medium=social&utm_campaign=wolfeboro-NH&fbclid=IwAR3s67-l8MC3UTTwkneniPUoL-6t1Idmat1VPuvmkd0u00s98n2lx8NLuzkbrbrGunstock Mountain Resort Is Just 20 Minutes Awaybrhttps://www.momtrends.com/ski/family-ski-trip-to-gunstock-mountain-in-new-hampshire fbclid=IwAR3nq-Bb7mYbC-TKZCk28J-dAGvfohY9g4sVRE0SWj3qzYO9vUc_MnC5G20

Lakefront Relaxation - A Few Summer Weeks Still Available!

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

Select Dates for Price

This summer enjoy some R&R. Get cozy, whip up some good munchies or walk downtown to grab a bite. TVs in the living room and all the bedrooms. Lovely, fully renovated home in downtown Wolfeboro. Enjoy the fully stocked chef's kitchen; walk two minutes to the public boat launch and town dock. Bring your kayak, canoe, and bicycles. Get on the 12-mile Cotton Valley Rail Trail across the street. Albee Beach is less than a mile down the trail. (And you can drive there too; beach passes provided). And, the great Burnt Timber is just across the street. Grocery store, juicery, ice cream and two friendly coffee shops around the corner. Brewster Beach and Carry Beach both less than a mile.

Downtown Wolfeboro! Walk to the lake, restaurants and park

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$1100.5

Last week available in August 2026, book now before it’s too late!!Welcome to our family’s Happy Place! This lakefront getaway in the peaceful Winter Harbor community of Wolfeboro, New Hampshire, offers comfort, scenery, and adventure in every season. Whether you’re chasing summer sunsets, autumn foliage, winter snow, or spring serenity — this home provides the perfect backdrop for unforgettable memories.brbrThe HomebrbrDesigned for families and groups, this spacious 4-bedroom, 3-bathroom home sleeps up to 8 guests — with 3 out of the 4 bedrooms featuring its own ensuite bath for privacy and convenience.brbrTwo Primary Suites on the main floor open onto a large lake-view deck — the ideal spot for morning coffee or an evening glass of wine.brbrKids’ Bedroom upstairs provides a cozy, playful space for little ones.brbrDownstairs Queen Bedroom offers quiet comfort for grandparents or guests seeking privacy.brbrThe open-concept living area features panoramic glass doors framing the water, filling the space with natural light and stunning views year-round.brThe ExperiencebrbrbrThis home invites you to enjoy the best of all four seasons in the Lakes Region:brbr Summer: Spend lazy days swimming, kayaking, or paddle-boarding from the small association beach just steps away. Enjoy golden sunsets from the expansive deck or dinner al fresco under the trees.br Fall: Take in the fiery foliage from your panoramic windows or nearby scenic drives. Hike local trails or stroll through downtown Wolfeboro’s harvest festivals and farmers markets.br Winter: After skiing or snowboarding at Gunstock Mountain (only 35 minutes away), soak in the outdoor hot tub under the stars or warm up by the stone fireplace with cocoa and a movie.br Spring: Watch the lake come back to life, with peaceful mornings perfect for reading, birdwatching, or simply recharging in the quiet beauty of nature.brThe Locationbrbrbr2 miles from Downtown Wolfeboro — home to boutique shops, local breweries, museums, and waterfront dining.brQuick access to hiking, biking, and cross-country ski trails, plus nearby boat launches.br35 minutes to Gunstock Mountain Resort for downhill skiing, tubing, and year-round adventure.brThe community’s small beach area is just steps away, and many locals get there by golf cart for added fun and convenience.brbrThis tranquil lakefront setting offers the perfect balance — close to town yet surrounded by trees and peaceful water views.brbrbrAmenitiesbrbrbrOutdoor hot tubbrCentral A/C and forced-air heat for year-round comfortbrSmart TV (Netflix, Apple TV, etc.) & fast Wi-FibrFully equipped kitchen & in-home laundrybrFireplace and spacious deck with panoramic viewsbrDesignated boat pickup/drop-off area (no dock slip)brAll-inclusive pricing — no hidden feesbrbrWhy You’ll Love ItbrbrEvery season at this home tells a different story — from summer swims to cozy winter nights by the fire. Whether you’re gathering for a family vacation, celebrating the holidays, or escaping for a peaceful weekend, you’ll find the perfect blend of comfort, beauty, and connection here in Wolfeboro — America’s Oldest Summer Resort and your new favorite all-season retreat.

All-Season Family Lakefront Retreat in Wolfeboro, NH

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$443.3

Great location! Completely updated 3 bedroom, 1 bath apartment that is right across the street from the Cotton Valley Rail Trail and Crescent Lake/Mast Landing. Ride your bike 1 mile to town or 1 mile to Albee Beach or go for a challenge and ride the whole 26 miles round trip! Bring your boat or your kayak and launch it right across the street. After a long day at the lake, enjoy an evening on the outdoor sectional and light the fire pit! brbrProperty sleeps 6 people in beds (up to 8 with an air mattress). Large parking lot to park your trailer.

Apartment

Win-win! Relax at our place or relax at the lake

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$560.03

Cute, secluded and modernized lakefront cottage with huge deck and private beach overlooking small lake. 1 double bed, 2 twin beds, 1 queen sofabed in main house. Optional bunkhouse sleeps 4 more (very basic accommodations!). Stunning water views from living room, dining area, kitchen and wrap around deck, literally 10’ from water’s edge. Small private beach and dock plus use of row boats, kayaks and peddle boat (no speed boats or jetskis allowed on lake). BBQ, fire pit available. Less than 10 mins from Wolfeboro, Lakes Wentworth and Winnepausakee and four nice public beaches. Pets are allowed with prior owner approval and an additional pet fee for each pet. brbrUse of recreational amenities is at renter's sole risk.brbrCOVID19 Cleaning: We use disinfecting products including Clorox Clean Up on all major surfaces and pay attention to all high-touch areas, including door knobs (inside and out), lockboxes, light switches, remote controls, arms of chairs, refrigerator, stove and microwave door handles, sliding door handles, toilets, faucets and knobs, clothes hangers, to name a few. Apologies in advance if you smell a little disinfectant upon arrival!br

Wolfeboro Lakehouse Retreat

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$633.64

This house is NOT listed on Craigslist. brbrPlease also see VRBO listing 2999885 on Lake Wentworth if your dates are not available at this property. Just type this number in the search bar. brbrThis newly updated RUSTIC cottage is located on 100 feet of shore-front with stunning views of Lake Wentworth and the mountains beyond. A private sandy beach out front is great for the kids, and the spectacular lakeside setting is the perfect place for swimming, canoeing, kayaking, FISHING, and all sorts of water activities. Relax on the swim raft, or head out on your boat to enjoy the lake. Fishing on Wentworth is a favorite pastime and the lake is known for its smallmouth bass. Bring your boat and come right up to the generous dock. Included in the rental is use of the canoe and kayaks, paddle board and an OPTIONAL fishing boat is available for rent. There are swings outside for the kids and the cottage is located on a dirt road, great for bikes or a pleasant run.brbrThe camp has FIVE bedrooms with a queen bed on the entry level in the master, and another queen upstairs. The third bedroom has two twin beds and there is a double bed in the separate loft area. There is one bathroom on the main floor with a shower. The kitchen is fully equipped with a stove, microwave, generously sized refrigerator, cookware, and utensils. There is also a gas grill on the porch. The oversized glass sliders provide wonderful views from the great room and the large deck connects you with the outdoors. brbrThe finished walk-out-to-the-lake lower level has fantastic views from the dual 9-foot sliders and hosts two additional bedrooms with queen beds, a modern bathroom with a 6 foot soaking tub with dual showers and granite countertop, and a bonus family room for the kids to have their own space. The house offers privacy for 10 in bedrooms, plus a loft with a double bed and a queen-size futon in the lower level. brbrA gas fireplace set on the granite hearth helps set the mood for relaxation and country living on a cool night, but fast cable internet with WIFI and a smart TV are also available for your evening enjoyment, as are TV's in the main bedrooms. There is no phone, but Verizon and other cellular services have good reception. Newly added is a fire pit by the lake where you can sit on a cook evening and cook S'mores.brbrThe lake itself is about five by three miles with many islands and a nature preserve, Stamp Act Island in the middle. It is known for its tranquility and the superb water quality, perfect for a peaceful vacation. Just a few minutes from downtown Wolfeboro, the house is close to shopping, fine dining and casual restaurants, golf, walking/hiking trails, museums, and all the activities provided by Lake Winnipesauke and the Lakes Region, yet away from the noise and crowds of the bigger lake.brbrIf you don’t see your dates available, please also see listing https://www.vrbo.com/2999885 on Lake Wentworth. brbrKeywords: Cottage, Lake Wentworth, Wolfeboro

Lake Wentworth - Wolfeboro, New Hampshire

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$461.08

Escape to this cozy cabin near Lake Wentworth! brbr-Short drive (2 min) to the lake, minutes to downtown Wolfeboro brbr-Wolfeboro 2025 Beach Parking Permits provided — enjoy Carry Beach and Albee Beach with ease!brbr-Includes 2 kayaks + life jackets, fire pit, starry skies, new waterfall tub & stand-up shower. brbr-Sleeps 6–8+ comfortably. Close to Abenaki, King Pine & Gunstockbrbr-Tucked on a quiet dead-end road—perfect for families or friends seeking peace & fun!brbr-Upstairs has 4 beds while downstairs has 2 bedrooms with one bed each room

Cabin

The Lake Escape - A Cozy Lakeside Cabin - Sleeps 8 - Grill, Kayak, Firepit

Wolfeboro, New Hampshire, United States

Bed

Bath

Sleeps

$1036.19