Top 10 Airbnb Vacation Rentals In Wolfeboro, New Hampshire - Updated 2023

| 5 min read

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.

1. Lakefront cottage with private beach (from USD 445)

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.

Stayed at this property?
Wolfeboro, New Hampshire, United States
10.61 km (6.6 mi) from Gunstock Mountain Resort
62 reviews   Superhost Wifi Available
Entire cottage 3 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
cozy warm cottage experience in an amazing location
the dock/ beach area was perfect for swimming lounging and fit our 24’ boat perfectly
the kitchen was well-equipped and the house had an efficient layout that worked for our family of 4
very clean and comfortable home
it was clean homey and very relaxing
it was very clean and had everything we needed
modern clean decor - not your grandpa’s decoy collection
the house itself was comfortable and clean
the hosts are truly great
our hosts were great and super responsive with answers for any of our questions
warren and jen are great hosts
warren and jen are wonderful hosts and truly care about their guests and home
warren and jen were perfect hosts and super responsive
beautiful lakefront property in great location close to town
it isn't walking distance for most people - but definitely biking distance
house was in perfect location in a nice cove
what a great vacation spot best location on the lake
and the location is perfect quiet area just 5 minutes drive to everything in wolfeboro
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2. Refurbished cabin on Crescent Lake (from USD 230)

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.

Stayed at this property?
Wolfeboro, New Hampshire, United States
14.51 km (9.1 mi) from Gunstock Mountain Resort
108 reviews   Superhost Wifi Available
Entire cabin 3 Beds 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
the cottage was beautifully updated and very comfortable for the two of us
the cabin is beautiful cozy and with great amenities
clean stylish comfortable and with all the amenities we needed
loved roasting marshmallows to make s'mores on the fire table
so clean and stylish
it was very clean
very clean stocked bathroom with towels and stocked kitchen with everything you need to cook in
the house was very clean and had so many personal touches from decorations to fun lighting
everything was great very clean and beautiful location
amazing hosts and we will be back
marianne and sal are also great hosts
marianne and sal are very thoughtful hosts
last but not least the hosts were very responsive and kind
marianne and sal are fantastic hosts very accommodating and their cabin is beautifully renovated
the location is great
the location was perfect
wonderful location and easy access
great location and cozy cabin
close to wolfeboro and cute turtles right on your doorstep
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3. Wood-lined cabin with spectacular views (from USD 240)

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.

Stayed at this property?
Wolfeboro, New Hampshire, United States
14.42 km (9.0 mi) from Gunstock Mountain Resort
37 reviews   Superhost Wifi Available
Entire cottage 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
we especially enjoyed the thoughtful touch of fresh cut flowers on the table when we arrived- so beautiful
the ceiling fans kept us comfortable and we loved all of the windows and natural light
the house is immaculate well appointed and most comfortable
very clean and comfortable accommodations
it was very clean
clean and updated great for a small family or couple
very nice clean well appointed bathroom
clean and updated home
they were wonderful hosts and everything was as described
kim was very friendly helpful and very quick in responding to any questions i had
kim and nanci were a great host and we had a wonderful week in their house on the lake
kim and nanci are friendly helpful and accommodating
kim and nanci were friendly and responsive to all our needs
location is perfect with tons of activities nearby
easy access to water and short walk to downtown
very clean comfortable and conveniently located very close to the lake and also very close to town
great location with great hosts
a great little cottage in a great location
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4. Light-filled retreat best for families (from USD 210)

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.

Stayed at this property?
Wolfeboro, New Hampshire, United States
16.14 km (10.1 mi) from Gunstock Mountain Resort
115 reviews   Wifi Available
ENTIRE HOME 2 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
it is very comfortable and the view is beautiful
the house is very comfortable with fantastic views of little sargent’s pond
amazing views to enjoy in the morning and evening when the kids were in bed
had lots of fun playing table tennis
the house is so open and comfortable
their home was very clean and right on the pond as advertised
it's clean and comfortable on a tranquil pond with woods around it
beautiful clean home and wonderful hosts
absolute waterfront extremely quiet charming hosts
gracious hosts who provided anything and everything you could want
andrew and emily are the perfect hosts
great place great hosts
thank you for being such an amazing host we had the most relaxing time
location is great
great location with just a couple minute drive from town
the lake region is a great escape but this location made you feel even further away from reality
a quiet and peaceful gem only a few minutes from the edge of lake winnie and downtown wolfeboro
andy and emily's place is the most serene and child friendly bnb i've ever seen
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5. Waterfront retreat with woodland views (from USD 199)

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.

Stayed at this property?
Wolfeboro, New Hampshire, United States
15.58 km (9.7 mi) from Gunstock Mountain Resort
79 reviews   Superhost Wifi Available
Entire cabin 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the space was thoughtfully decorated and cozy
cabins had all the basics you need and were actually super stylish and amazing comfortable
the cabins are surprisingly spacious and sparkling clean
it was super clean and in a perfect location
the cottage was comfy clean and updated
robin and rich are great hosts providing helpful info and making sure everything is in order
robin and rich are exceptional hosts
robin and rich are fantastic hosts
robin & rich were great hosts and we both look forward to visiting again
beautiful cabins wonderful hosts the perfect relaxing getaway
we would definitely recommend this location to anyone
we'll definitely come back next summer grey shingles is a beautiful camp in an ideal location
i loved the location on rust pond adjacent to lake winnipesaukee
we can only recommend this place to anyone looking for the prefect getaway in the lakes region
it's a great place to make memories
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6. Spacious guest suite for two (from USD 200)

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.

Stayed at this property?
Wolfeboro, New Hampshire, United States
11.22 km (7.0 mi) from Gunstock Mountain Resort
282 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the breakfast the next morning was a yummy treat
mattress and pillows were extremely comfortable
the space was lovely with lots of personal touches like a continental breakfast outside your door
there is no tv but plenty of board games to entertain yourselves
unexpected fresh baked goods and a heat lamp in bathroom was very nice after cold rainy trip
this airbnb was very clean and comfy
bedding towels and utensils were all clean and crisp
expect a clean private and comfy stay
elaine’s suite is so clean and cozy
place is clean and in a quiet neighborhood
hosts were very thoughtful
very grateful to the hosts for their care and the wonderful morning treats
elaine and her family were gracious hosts but did not intrude or cross any privacy boundaries
elaine was a great host…we would definitely go back
jack and elaine are wonderful hosts
the location is gorgeous
great location only a few minute drive to downtown wolfeboro
the house is super close to downtown wolfeboro
it’s very close to the adorable downtown and is a lovely sanctuary
elaine was great a very nice place close to town
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7. Family-friendly abode with lake views (from USD 900)

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.

Stayed at this property?
Wolfeboro, New Hampshire, United States
9.45 km (5.9 mi) from Gunstock Mountain Resort
52 reviews   Superhost Wifi Available
ENTIRE HOME 7 Beds 10 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
or relax in the comfortable hammock suspended between the large shady trees
the home is extremely clean also
the view the lawn the clean homey atmosphere all contributed to a fantastic experience
the owners left lots of good detailed information for us
communication was excellent and hosts were readily available
location location location the house is right on the lake with beautiful views of the mountains
beautiful property thoughtful owners and excellent location close to wolfeboro
you can walk in the clear water for 80 yards nice flat lawn for games
the location of the house on the lake is wonderful and the large yard is nicely shaded
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8. Contemporary townhouse for eight guests (from USD 295)

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.

Stayed at this property?
Wolfeboro, New Hampshire, United States
13.48 km (8.4 mi) from Gunstock Mountain Resort
65 reviews   Wifi Available
ENTIRE HOME 6 Beds 8 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
we enjoyed the grill on the back deck as well as the cable tv for rainy nights
the house was super clean and beautifully done inside
the house is sparkling clean and very well equipped
clean lovely nicely updated and very convenient location
home was very clean and comfortable
beautiful clean and great location
host is very responsive and helpful
check-in was seamless and communication with the host was great
the house was clean and the owners were responsive to all questions
beautiful walking trail close to house as well
a good location very close to grocery store bakery and shops
it is a great house in a convenient location
great stay downtown wolfeboro is only a 10 minute walk away
great location within walking distance of numerous restaurants and ice cream places on main st
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9. 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.

Stayed at this property?
Wolfeboro, New Hampshire, United States
13.14 km (8.2 mi) from Gunstock Mountain Resort
68 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
comfortable bed and good work space
the space is clean and well designed
a very nice and clean space
the unit was safe clean and comfortable
modern clean apartment has everything thing you might need
super clean sweet place bright beautiful sunlight throughout the day complimented the white decor
the host was responsive
there were many things i appreciated about the host
andrew was a great host he was extremely attentive and easy to deal with
this was suggested by our host and we couldn’t have been more impressed by the food and atmosphere
andrew was super friendly and attentive without being intrusive
cute space in perfect location
great location short walk to everything downtown and right near great walking trails
beautiful apartment with great location
great location close to all the cute shops and the water
great location in the heart of town would recommend
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10. 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.

Stayed at this property?
Wolfeboro, New Hampshire, United States
13.6 km (8.5 mi) from Gunstock Mountain Resort
24 reviews   Superhost Wifi Available
Entire residential home 4 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the cottage was inviting and comfortable with a view of the woods in the back of the cottage
simple pleasures clean comfy beds goats were terrific
this place is peaceful and clean and i will definitely be back for my next vacation
very cute little cottages everything felt clean and well maintained
the bed and pillows were very very comfortable the host was outstanding and the place was very clean
staff were very helpful
staff was nice and helpful
david was a great host he was very communicative and helped make the check-in/checkout process easy
we enjoyed meeting david the owner and thought he was the most charming helpful host
our host dave was friendly and offered a lot of privacy
cozy clean and great location we enjoyed our family vacation exploring the lakes region of nh
the location is really great and the grounds themselves are really well-maintained and beautiful
i visited for a night with two of my close friends for her birthday this place was wonderful
cute and clean cottages with lovely grounds and in a great location
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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.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Sebanti, a dedicated writer and traveler, has extensively explored India and Europe, delving into both wild spaces and urban environments. Regularly contributing to online publications focused on...Read more

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