A stress-free vacation awaits you in Wolfeboro, set by Lake Winnipesaukee. Staking claim as the oldest summer resort in the US, this charming town has much to offer. Delightful lake beaches, historic home museums displaying fascinating exhibits, and gorgeous nature trails enchant tourists. It’s no wonder this town has been the summer resort of choice for famous celebrities and affluent vacationers. Today, it has become a four-season vacation destination. The emerald-green foliage creates opportunities for photo ops at every turn in the fall, and the blanket of glistening snow turns it into a wonderland for winter sports. Check out our list of the top Airbnb vacation rentals in Wolfeboro, New Hampshire, that can make your nature getaway even more enjoyable.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 28, 2025.
1. Lakefront cottage with private beach (from USD 3824)
This two-bedroom cottage’s matchless attraction is a secluded beach perfect for swimming. Whether you sit by the fire pit at the pier, the dining space overlooking the lake, or on the balcony, you get to enjoy breathtaking views. Inside, the cottage presents all the modern amenities you need for your convenience. Air-conditioning and an indoor fireplace keep it pleasant in every season. Small touches such as fireplace guards and children’s books and toys help families settle in and stay tension-free. A game console ups the entertainment quotient. Up-to-date appliances in the kitchen and the barbecue grill help you cook awesome meals whenever you wish.
Wolfeboro, New Hampshire, United States
10.61 km (6.6 mi) from Gunstock Mountain ResortAccommodates: 5
Top guest reviews
Host:
the hosts are truly greatour hosts were great and super responsive with answers for any of our questionswarren and jen are great hostswarren and jen are wonderful hosts and truly care about their guests and homewarren and jen were perfect hosts and super responsiveLocation:
beautiful lakefront property in great location close to townit isn't walking distance for most people - but definitely biking distancehouse was in perfect location in a nice covewhat a great vacation spot best location on the lakeand the location is perfect quiet area just 5 minutes drive to everything in wolfeboroCleanliness:
very clean and comfortable homeit was clean homey and very relaxingit was very clean and had everything we neededmodern clean decor - not your grandpa’s decoy collectionthe house itself was comfortable and cleanRead more reviewsAmenities & Room:
cozy warm cottage experience in an amazing locationthe dock/ beach area was perfect for swimming lounging and fit our 24’ boat perfectlythe kitchen was well-equipped and the house had an efficient layout that worked for our family of 4
2. Refurbished cabin on Crescent Lake (from USD 1077)
Watching turtles right from the living room window, playing with the kids on the quiet, clean beach, boating on the lake, and more such fun wait for you at this lakeside cabin. Views of the lake’s shimmering water in the summer and the frozen ice glistening in the sun in winters feel your soul with calm. The three bedrooms can sleep six guests, letting you travel with your family or friends. The kitchen is well-appointed to make cooking effortless. Even the most discerning traveler will find the place adequate for their needs.
Wolfeboro, New Hampshire, United States
14.51 km (9.1 mi) from Gunstock Mountain ResortSuperhost
Accommodates: 6
Top guest reviews
Host:
amazing hosts and we will be backmarianne and sal are also great hostsmarianne and sal are very thoughtful hostslast but not least the hosts were very responsive and kindmarianne and sal are fantastic hosts very accommodating and their cabin is beautifully renovatedLocation:
the location is greatthe location was perfectwonderful location and easy accessgreat location and cozy cabinclose to wolfeboro and cute turtles right on your doorstepCleanliness:
so clean and stylishit was very cleanvery clean stocked bathroom with towels and stocked kitchen with everything you need to cook inthe house was very clean and had so many personal touches from decorations to fun lightingeverything was great very clean and beautiful locationRead more reviewsAmenities & Room:
the cottage was beautifully updated and very comfortable for the two of usthe cabin is beautiful cozy and with great amenitiesclean stylish comfortable and with all the amenities we neededloved roasting marshmallows to make s'mores on the fire table
3. Wood-lined cabin with spectacular views (from USD 2466)
If you are looking for solitude, you cannot choose a better place. The wide glass windows offer uninterrupted views of the lake, soothing your soul. You can enjoy hours reconnecting with nature resting in the hammock right by the lake. When you feel like giving free rein to that pent-up energy, you can indulge in vigorous play with your kids on the small sandy beach. If you feel more adventurous, you can take the kayaks or the canoe and explore the lake’s deep waters. The property even has a dock if you want to bring your private boat.
Wolfeboro, New Hampshire, United States
14.42 km (9.0 mi) from Gunstock Mountain ResortAccommodates: 4
Top guest reviews
Host:
they were wonderful hosts and everything was as describedkim was very friendly helpful and very quick in responding to any questions i hadkim and nanci were a great host and we had a wonderful week in their house on the lakekim and nanci are friendly helpful and accommodatingkim and nanci were friendly and responsive to all our needsLocation:
location is perfect with tons of activities nearbyeasy access to water and short walk to downtownvery clean comfortable and conveniently located very close to the lake and also very close to towngreat location with great hostsa great little cottage in a great locationCleanliness:
very clean and comfortable accommodationsit was very cleanclean and updated great for a small family or couplevery nice clean well appointed bathroomclean and updated homeRead more reviewsAmenities & Room:
we especially enjoyed the thoughtful touch of fresh cut flowers on the table when we arrived- so beautifulthe ceiling fans kept us comfortable and we loved all of the windows and natural lightthe house is immaculate well appointed and most comfortable
4. Light-filled retreat best for families (from USD 1444)
Want to enjoy outstanding views in all seasons and undisturbed peace for a blissful holiday? Come to this airy cabin, with floor-to-ceiling windows offering unparalleled views of the water body. The property is suitable for up to six travelers. The options for entertainment are plenty. You can play your vinyl on the Bluetooth stereo system or stream your favorite web series on the Smart TV. You can also challenge your travel mates to a game of ping pong in the recreation room. The kids will have a whale of a time, swinging and sliding on the play equipment outdoor and an assortment of toys, board games, puzzles, and books. Rainy days are covered with a variety of family-movie DVDs.
Wolfeboro, New Hampshire, United States
16.14 km (10.1 mi) from Gunstock Mountain ResortAccommodates: 6
Top guest reviews
Host:
absolute waterfront extremely quiet charming hostsgracious hosts who provided anything and everything you could wantandrew and emily are the perfect hostsgreat place great hoststhank you for being such an amazing host we had the most relaxing timeLocation:
location is greatgreat location with just a couple minute drive from townthe lake region is a great escape but this location made you feel even further away from realitya quiet and peaceful gem only a few minutes from the edge of lake winnie and downtown wolfeboroandy and emily's place is the most serene and child friendly bnb i've ever seenCleanliness:
their home was very clean and right on the pond as advertisedit's clean and comfortable on a tranquil pond with woods around itbeautiful clean home and wonderful hostsRead more reviewsAmenities & Room:
it is very comfortable and the view is beautifulthe house is very comfortable with fantastic views of little sargent’s pondamazing views to enjoy in the morning and evening when the kids were in bedhad lots of fun playing table tennisthe house is so open and comfortable
5. Waterfront retreat with woodland views (from USD 669)
Surrounded by woodlands, open lawns, and apple orchards, this single-room cottage is part of a cottage colony and one of five camps. A private waterfront with a soft sandy beach and docks on Rust Pond adds to its charms. Apart from cable TV in the living room, the cabin offers several entertainment sources, such as pickleball, basketball, ping pong, Foosball, and more. Outdoor enthusiasts can use the canoe, kayaks, stand-up paddleboard, and sunfish boat for adventure-filled days on the lake. A full kitchen in the cabin makes cooking convenient. Garden seating with a Weber grill for barbecues provides a complete camping experience.
Wolfeboro, New Hampshire, United States
15.58 km (9.7 mi) from Gunstock Mountain ResortAccommodates: 2
Top guest reviews
Host:
robin and rich are great hosts providing helpful info and making sure everything is in orderrobin and rich are exceptional hostsrobin and rich are fantastic hostsrobin & rich were great hosts and we both look forward to visiting againbeautiful cabins wonderful hosts the perfect relaxing getawayLocation:
we would definitely recommend this location to anyonewe'll definitely come back next summer grey shingles is a beautiful camp in an ideal locationi loved the location on rust pond adjacent to lake winnipesaukeewe can only recommend this place to anyone looking for the prefect getaway in the lakes regionit's a great place to make memoriesCleanliness:
the cabins are surprisingly spacious and sparkling cleanit was super clean and in a perfect locationthe cottage was comfy clean and updatedRead more reviewsAmenities & Room:
the space was thoughtfully decorated and cozycabins had all the basics you need and were actually super stylish and amazing comfortable
6. Family-friendly abode with lake views (from USD 4908)
What helps in unwinding better than views of a tranquil lake and vast green lawns? Add to that level grounds to enjoy outdoor games, a south-facing cove protected from harsh winds, ideal for sunbathing, a stairway from the beach into deeper water for vigorous laps. You get the perfect formula for a lakeside holiday. The sandy beach features a gradual slope into the lake, making it ideal for small children to swim. Moreover, a boathouse with two canoes and a boat slip multiplies the fun. The five-bedroom living quarters are found in two houses connected by a cathedral-screened porch, providing privacy to separate families traveling together. Both the houses have private kitchens, while the large deck, ping pong, and pool room let the entire travel group gather and spend quality time together.
Wolfeboro, New Hampshire, United States
9.45 km (5.9 mi) from Gunstock Mountain ResortAccommodates: 10
Top guest reviews
Host:
the owners left lots of good detailed information for uscommunication was excellent and hosts were readily availableLocation:
location location location the house is right on the lake with beautiful views of the mountainsbeautiful property thoughtful owners and excellent location close to wolfeboroyou can walk in the clear water for 80 yards nice flat lawn for gamesthe location of the house on the lake is wonderful and the large yard is nicely shadedCleanliness:
the home is extremely clean alsothe view the lawn the clean homey atmosphere all contributed to a fantastic experienceRead more reviewsAmenities & Room:
or relax in the comfortable hammock suspended between the large shady trees
7. Contemporary townhouse for eight guests
With six beds in three bedrooms, this in-town house is perfect for a family or group of friends having six members. The decor, lighting, furnishings, fixtures all have been selected to lend a feel of urban chic to the living spaces. This downtown property lets you stay close to the city’s happening spots, allowing you to set on day hikes around the lake. Although, it is set in a quiet enough location for complete rest. A playground, bike trail, and pickleball court raise the fun factor. The open-concept kitchen, dining, and living space are great for family get-togethers.
Wolfeboro, New Hampshire, United States
13.48 km (8.4 mi) from Gunstock Mountain ResortAccommodates: 8
Top guest reviews
Host:
host is very responsive and helpfulcheck-in was seamless and communication with the host was greatthe house was clean and the owners were responsive to all questionsLocation:
beautiful walking trail close to house as wella good location very close to grocery store bakery and shopsit is a great house in a convenient locationgreat stay downtown wolfeboro is only a 10 minute walk awaygreat location within walking distance of numerous restaurants and ice cream places on main stCleanliness:
the house was super clean and beautifully done insidethe house is sparkling clean and very well equippedclean lovely nicely updated and very convenient locationhome was very clean and comfortablebeautiful clean and great locationRead more reviewsAmenities & Room:
we enjoyed the grill on the back deck as well as the cable tv for rainy nights
8. Cozy downtown apartment best for couples and solo travelers
If you want to stay close to where all the action is, the convenience this rental provides is ideal. Solo travelers or couples looking for a convenient place stay while exploring all that the town has to offer will find it helpful. All the major attractions are within walking distance. If you prefer home-cooked meals, the apartment features a kitchenette stocked with cooking essentials. Laundry facilities are available in the basement. You can also use the community sunroom if the weather plays spoilsport and you need to stay indoors yet want to enjoy nature. A front porch facing the street lets you enjoy your coffee, watching life go by.
Wolfeboro, New Hampshire, United States
13.14 km (8.2 mi) from Gunstock Mountain ResortAccommodates: 2
Top guest reviews
Host:
the host was responsivethere were many things i appreciated about the hostandrew was a great host he was extremely attentive and easy to deal withthis was suggested by our host and we couldn’t have been more impressed by the food and atmosphereandrew was super friendly and attentive without being intrusiveLocation:
great location short walk to everything downtown and right near great walking trailscute space in perfect locationbeautiful apartment with great locationgreat location close to all the cute shops and the watergreat location in the heart of town would recommendCleanliness:
the space is clean and well designeda very nice and clean spacethe unit was safe clean and comfortablemodern clean apartment has everything thing you might needsuper clean sweet place bright beautiful sunlight throughout the day complimented the white decorRead more reviewsAmenities & Room:
comfortable bed and good work space
9. Cottage 12 - The Conway Lake Cottage
If you are looking for the simple joys of a nature retreat, this single-room cottage is your ideal choice. With a large king-sized bed and a loft with two mattresses, the property sleeps two adults and two children. A baby cot is available on request, making the place suitable for families traveling with kids. The best thing is that the accommodation is pet-friendly, so you need not leave your furry friend behind when you are having fun on your trip. Air-conditioning, Wi-Fi, heating with firewood (provided for free), and cable TV ensure you don’t have to miss city life facilities. Kayaks and bikes available free of charge let you explore the surroundings and the lake, increasing your enjoyment.
Wolfeboro, New Hampshire, United States
13.6 km (8.5 mi) from Gunstock Mountain ResortAccommodates: 4
Top guest reviews
Host:
staff were very helpfulstaff was nice and helpfuldavid was a great host he was very communicative and helped make the check-in/checkout process easywe enjoyed meeting david the owner and thought he was the most charming helpful hostour host dave was friendly and offered a lot of privacyLocation:
cozy clean and great location we enjoyed our family vacation exploring the lakes region of nhthe location is really great and the grounds themselves are really well-maintained and beautifuli visited for a night with two of my close friends for her birthday this place was wonderfulcute and clean cottages with lovely grounds and in a great locationCleanliness:
simple pleasures clean comfy beds goats were terrificthis place is peaceful and clean and i will definitely be back for my next vacationvery cute little cottages everything felt clean and well maintainedthe bed and pillows were very very comfortable the host was outstanding and the place was very cleanRead more reviewsAmenities & Room:
the cottage was inviting and comfortable with a view of the woods in the back of the cottage
10. Spacious guest suite for two
Although the cottage has a single bedroom, making it suitable for two people, it is roomy enough to relax without feeling cramped. Multiple glass windows allow plenty of sunlight to filter in, making the interiors airy, brightly lit, and cheerful. Located in a serene environment, the property is close to all the places that interest travelers. Helpful gadgets in the kitchen such as microwave, refrigerator, and coffee-maker help you prepare light meals without any hassle. Air-conditioning ensures a restful vacation. Wi-Fi is available if you want to catch up with your work. You can park your vehicle for free on the premises, too.
Wolfeboro, New Hampshire, United States
11.22 km (7.0 mi) from Gunstock Mountain ResortAccommodates: 2
Top guest reviews
Host:
hosts were very thoughtfulvery grateful to the hosts for their care and the wonderful morning treatselaine and her family were gracious hosts but did not intrude or cross any privacy boundarieselaine was a great host…we would definitely go backjack and elaine are wonderful hostsLocation:
the location is gorgeousgreat location only a few minute drive to downtown wolfeborothe house is super close to downtown wolfeboroit’s very close to the adorable downtown and is a lovely sanctuaryelaine was great a very nice place close to townCleanliness:
this airbnb was very clean and comfybedding towels and utensils were all clean and crispexpect a clean private and comfy stayelaine’s suite is so clean and cozyplace is clean and in a quiet neighborhoodRead more reviewsAmenities & Room:
the breakfast the next morning was a yummy treatmattress and pillows were extremely comfortablethe space was lovely with lots of personal touches like a continental breakfast outside your doorthere is no tv but plenty of board games to entertain yourselvesunexpected fresh baked goods and a heat lamp in bathroom was very nice after cold rainy trip
Excellent views and state-of-the art amenities
From snug accommodations for solo travelers to ample living spaces for large travel groups, each of the vacation homes in this resort town lets you enjoy the lake activities, beaches, and other recreations during your stay. If you want to feel at home while on your holiday, some of the best Airbnbs in Wolfeboro. You are sure to get the best-in-class facilities and all that you need for a wonderful holiday.
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