Photo by Heather Larson

Holiday Homes in Wolfeboro

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Featured Holiday Homes in Wolfeboro

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
9.8 out of 10, Exceptional, (18)
"What a beautiful home! It had everything we needed and wanted. Would love to stay again. T"
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
10.0 out of 10, Exceptional, (156)
"This is our second bachelorette weekend in this home. Its the perfect place with plenty of room and activities for all. So amazing!"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Beautiful House with Large Game Room, Short Drive to Silver Lake & White Lake
10.0 out of 10, Exceptional, (15)
"Wonderful house with all the conveniences and amenities of home. Thank you! "
Beautiful House with Large Game Room, Short Drive to Silver Lake & White Lake
Serene getaway with private sauna, firepit, deck, grill, balcony, & washer/dryer
8.8 out of 10, Excellent, (19)
"The moment you walk in you feel like you are home. The view was perfect in living area and up stairs bedroom. Even in the kitchen you felt like you could be apart of the conversation happening in the living area. It is a house my friends and I decide that it would be a house we would love to come back to in the future."
Serene getaway with private sauna, firepit, deck, grill, balcony, & washer/dryer
Lake Winnipesaukee, Weirs Beach, Funspot, Gunstock
10.0 out of 10, Exceptional, (45)
"The property is amazing Great place for a large family or groups of friends Amenities great Soooo much space and yet feels cozy Clean!! Will definitely stay again Communication and responsiveness with owner great as well AWESOME AWESOME AWESOME thanks for letting us stay in your home!"
Lake Winnipesaukee, Weirs Beach, Funspot, Gunstock
🌟 Lakefront Bliss Awaits – Your Ultimate Getaway! 🏡🌊⛰️
9.2 out of 10, Wonderful, (25)
"Our group of 8 enjoyed the spacious house and proximity to the lake. The no contact check in was great. "
🌟 Lakefront Bliss Awaits – Your Ultimate Getaway! 🏡🌊⛰️
🌟 Exciting Lakefront Getaway Awaits – Your Ultimate Vacation Experience! 🏡🌊
9.6 out of 10, Exceptional, (29)
"Great Lake views, property amenities and access to local venues! Thanks to Pat for her hospitality!"
🌟 Exciting Lakefront Getaway Awaits – Your Ultimate Vacation Experience! 🏡🌊
Hobbit House: Charming! Unique! Lake Front, Private Beach, Boat Dock
2.0 star property
7.0 out of 10, Good, (4)
"Our family liked this little stone cottage though we didn’t realize how cramped we would feel. It’s probably a better fit for a couple. The setting on the lake is nice and would probably be fun in the summer. For a rainy fall weekend, there was little to do (no games, puzzles, internet, tv wouldn’t work w/o service, no bikes or fire pit as advertised). We made the best of it but found ourselves bored in the remote location. "
The price is AU$545
includes taxes & fees
18 Nov - 19 Nov
Hobbit House: Charming! Unique! Lake Front, Private Beach, Boat Dock
Renovated waterfront home near skiing with lake view, 3 kayaks, dock & firepit
8.6 out of 10, Excellent, (60)
"We had a great time. The home was clean & space for 8woman was good. It’s was in a great spot close to NorthConway if you want to venture out. The price for the spot was good. The hill walking down to pond was steep. For young kids could be tricky. Wish the outside furniture was a little cleaner to sit on. We also couldn’t find any cleaning products to wipe down anything."
Renovated waterfront home near skiing with lake view, 3 kayaks, dock & firepit
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
8.6 out of 10, Excellent, (24)
"Nice home, close to bank of NH pavilion, and Weirs beach. "
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
8.8 out of 10, Excellent, (15)
"We stay. In Alton Bay each year for a couple of concerts at Bank of NH Pavilion in Gilford. We extend it by staying for a couple of days at Lake Winnipesaukee The motel is perfectly located close to the venue and on the lake for swimming and boating while visiting BNH Pavilion. The motel is in a pine grove and is lake front. It's "!old school " feel reminds of my childhood. It's clean and quite, but no thrills. Don't expect first class accommodations but if you like the feel of a...
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Waterfront cabin near Fish Cove with private dock, water access, firepit, grill
9.2 out of 10, Wonderful, (12)
"I grew up coming up to this lake. My family owned a small log cabin across the cove. It is heart warming to know that there are still a handfull of cozy, knotty-pine paneled cabins here like the one I grew up in. This place was completely charming — big stone fireplace, beamed ceilings with skylights, large deck overlooking the water, lots of windows for natural light. The kitchen was great but could have used some wine glasses and other glassware, and the oven was difficult to figure out. Also,...
Waterfront cabin near Fish Cove with private dock, water access, firepit, grill
Sandy Beach Oasis on Lake Ivanhoe
9.2 out of 10, Wonderful, (47)
"3 night stay for a girls weekend. Was an amazing lake to stay at. Owner was super friendly and very responsive. Central location to a lot of good hiking trails. Would definitely stay again! "
Sandy Beach Oasis on Lake Ivanhoe
Lakefront Home
10.0 out of 10, Exceptional, (15)
"The house was absolutely perfect my family is planning to stay again "
Lakefront Home
New Hampshire Winter Retreat near Gunstock mountain for 10
10.0 out of 10, Exceptional, (4)
"The place was spacious and clean. Communication was prompt. Location was convenient for lake/beach/town. Had a wonderful time and would definitely stay again! "
The price is AU$966
includes taxes & fees
22 Nov - 23 Nov
New Hampshire Winter Retreat near Gunstock mountain for 10
Private Mountain Getaway ~ Hot Tub ~ Fire Pit ~ BBQ ~ Hammock ~ Games!
2.0 star property
10.0 out of 10, Exceptional, (1)
"We enjoyed staying outside in the yard and appreciated firepit, grill, and hot tub. Host was quick to respond to questions. Would stay here again!"
The price is AU$724
includes taxes & fees
19 Nov - 20 Nov
Private Mountain Getaway ~ Hot Tub ~ Fire Pit ~ BBQ ~ Hammock ~ Games!
Picturesque Squam Lake House: beach/dock access & dog friendly
2.0 star property
10.0 out of 10, Exceptional, (2)
"The Squam Lake house was beautiful, clean and cozy. The house is located in a very quiet area with lots of wildlife. The Loons and baby bears (running across the road) were a thrill to see. We enjoyed walking down to the dock to put our feet in the water. Unfortunately the weather did not cooperate during our trip or we would of swam at the dock or used the kayaks. We are hoping to visit again. "
Picturesque Squam Lake House: beach/dock access & dog friendly
Waterfront home with wraparound deck, floating fireplace, deck, & firepit
6.4 out of 10, (19)
"The house was nice but needs updates. The view was absolutely gorgeous and very easy to get too."
Waterfront home with wraparound deck, floating fireplace, deck, & firepit
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
10.0 out of 10, Exceptional, (86)
"Hanna was a wonderful host! When we had an issue with water pressure in the shower, she responded within minutes and had someone out to fix it within about an hour. The place is rustic but charming with a great fireplace!"
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
10.0 out of 10, Exceptional, (159)
"The home was beautiful and impeccably clean. The location was perfect with great shops and restaurants within walking distance. Communication with the owner couldn’t have been better. She definitely wanted to make sure that we were happy with the home and enjoyed our stay. She recommend some places to shop and eat. Her response to texts was immediate. Highly recommend!"
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Wolfeboro

Spacious Belmont Home w/ Seasonal Pool & Grill!
9.0 out of 10, Wonderful, (64)
"The house was beautiful and we found plenty of things to do in the neighborhood. The only problem we had was communication with the property manager. There was a construction worker on site working at the carriage house and he said he had no idea that people were renting the house for the weekend. The first night we noticed the one door in the dining room did not lock and the knob fell off of it outside and in the morning it was windy and we heard the carriage house door banging with the wind....
Spacious Belmont Home w/ Seasonal Pool & Grill!
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
8.6 out of 10, Excellent, (24)
"Nice home, close to bank of NH pavilion, and Weirs beach. "
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
Pet-friendly Waterfront Cottage: On-site Bunkhouse
3.0 star property
Pet-friendly Waterfront Cottage: On-site Bunkhouse
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.