Search Vacation Homes in Wolfeboro

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Homes in Wolfeboro

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Wolfeboro
8.0 out of 10, Very Good, (16)
"We arrived super late and while it was very dark out the house was very easy to find. Entry process exactly as described.It was warm evening and they had on numerous fans and the a/c making it feel uber pleasant.Hade writhing we needed. "
United States
Monte J.
The price is SAR 760
SAR 1,296 total
includes taxes & fees
2 Dec - 3 Dec
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Taigh Loch - Lakes Region Retreat!

Alton
9.8 out of 10, Exceptional, (13)
"Great place! Owners were very responsive with any questions we had. Per friendly was a plus. We would definitely stay here again."
United States
Shawn M.
The price is SAR 506
SAR 1,323 total
includes taxes & fees
2 Dec - 3 Dec
Taigh Loch - Lakes Region Retreat!

Newly Renovated Post & Beam Style Barn.

Tamworth
10.0 out of 10, Exceptional, (13)
"Very nice stay, perfect place for me my wife and 2 dogs"
United States
Alex T.
The price is SAR 756
SAR 1,635 total
includes taxes & fees
2 Dec - 3 Dec
Newly Renovated Post & Beam Style Barn.

Welcome to the Z E N

Acton
9.6 out of 10, Exceptional, (14)
"Nice little escape without being too far from everything. Gesine was a great host as usual"
United States
Kate-Lynn P.
The price is SAR 705
SAR 1,235 total
includes taxes & fees
3 Dec - 4 Dec
Welcome to the Z E N

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

Freedom
8.8 out of 10, Excellent, (31)
"It was great and the weather was perfect. Love that it’s dog friendly! And Helen was very helpful. "
United States
ELIZABETH B T.
The price is SAR 405
SAR 1,152 total
includes taxes & fees
4 Dec - 5 Dec
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard

Newfield
10.0 out of 10, Exceptional, (22)
"We had the best time. What an amazing house and great location. The lake is perfect and they thought of everything so it felt like home. Would 100% stay here again!"
United States
Jill M.
The price is SAR 1,039
SAR 2,638 total
includes taxes & fees
1 Jan - 2 January 2026
Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard

Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

Sanbornton
10.0 out of 10, Exceptional, (13)
"The check-in process was easy. The house was beautiful and accommodated our family well. There was plenty of space for all of us. Communication with the host was easy, fast and efficient. Timothy was always able to help with any questions I had. The beds were super comfortable! And the house was decorated beautifully. "
United States
Denise G.
The price is SAR 1,069
SAR 2,605 total
includes taxes & fees
5 Dec - 6 Dec
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

Lake, grill, s'mores, hike, golf! 4Bd 2.5Bath

Gilford
9.6 out of 10, Exceptional, (17)
"Nice property, suitable for our needs. "
United States
Katie H.
The price is SAR 1,013
SAR 2,886 total
includes taxes & fees
7 Dec - 8 Dec
Lake, grill, s'mores, hike, golf! 4Bd 2.5Bath

Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom

Holderness
10.0 out of 10, Exceptional, (1)
"Everything was wonderful!! "
United States
Scott O.
The price is SAR 777
SAR 1,384 total
includes taxes & fees
8 Dec - 9 Dec
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom

Blue Breeze - Private lakefront w/ Hot Tub

Middleton
8.8 out of 10, Excellent, (3)
"My brother and I with his son stayed here while visiting family nearby. The house was clean and comfortable. When we arrived the lower level sliding glass door was open and I could not figure out how to lock it. Other than that I have no complaints. There was a snow storm during our stay, they cleared the driveway and stairs within 24 hours of the storm. The beds were comfortable and there were plenty of linens. We weren’t at the house much but the view was pretty. When we stopped for gas in our...
United States
Stephanie D.
The price is SAR 971
SAR 2,336 total
includes taxes & fees
9 Dec - 10 Dec
Blue Breeze - Private lakefront w/ Hot Tub

Stay in Venice our Modern Steps from the Lake with Dock!

Alton
10.0 out of 10, Exceptional, (7)
"Very clean and in a great location."
United States
Mark B.
The price is SAR 630
SAR 1,365 total
includes taxes & fees
8 Dec - 9 Dec
Stay in Venice our Modern Steps from the Lake with Dock!

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location

Gilford
10.0 out of 10, Exceptional, (2)
"We had a great time at the Wagner Ranch. The bedrooms were comfy and the kitchen had all necessary items. Definitely will stay there again. The hosts were Great!"
United States
dave b.
The price is SAR 1,178
SAR 2,283 total
includes taxes & fees
14 Dec - 15 Dec
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location

Secluded lakeside home with 2 private docks, hot tub, bball hoop, H2o activities

Shapleigh
9.8 out of 10, Exceptional, (34)
"Great place for a weekend trip! The lake access was easy, and the kayaks/paddle boards were an added bonus. "
United States
Jacob C.
The price is SAR 1,270
SAR 3,212 total
includes taxes & fees
2 Dec - 3 Dec
Secluded lakeside home with 2 private docks, hot tub, bball hoop, H2o activities

New Home Private Pool/Hot Tub Near Meredith Center

Meredith
9.6 out of 10, Exceptional, (51)
"We enjoyed staying in this beautiful home."
United States
D M.
The price is SAR 1,231
SAR 2,483 total
includes taxes & fees
7 Dec - 8 Dec
New Home Private Pool/Hot Tub Near Meredith Center

The Barn - Lake View and Pet Friendly

Pittsfield
6.0 out of 10, (1)
"It was peaceful and quiet, nice water view from the picture window , whole place was nice sized, Nice sized kitchen downstairs and office room, The main bathroom upstairs was nice and balcony was very nice, However the strong smell of animal urin all upstairs in the living room/bedroom was overwhelming, We brought our own lysol wipes to wipe everything down and used our Febreeze air spray to try to clean the smell upstairs , the little sofa looked stained and smelled, We sprayed it with...
United States
Joseph G.
The price is SAR 571
SAR 709 total
includes taxes & fees
3 Dec - 4 Dec
The Barn - Lake View and Pet Friendly

Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake

Alton
9.6 out of 10, Exceptional, (4)
"My brothers and I had an incredible time on the lake and experienced the local amenities. The individual apartments were perfect for our needs and allowed for everyone to have their own space. The property was well managed and maintained. I would highly recommend this location for anyone looking to enjoy lake Winni! Thank you, Ron"
United States
Ronnie G.
The price is SAR 1,576
SAR 4,079 total
includes taxes & fees
2 Dec - 3 Dec
Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake

Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage Central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom

Holderness
10.0 out of 10, Exceptional, (3)
"Place was clean and nice. "
United States
Bryan K.
The price is SAR 1,575
SAR 3,325 total
includes taxes & fees
9 Dec - 10 Dec
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage Central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom

Baby Chocorua A Frame in the mountains sleeps 9

Chocorua
10.0 out of 10, Exceptional, (17)
"Beautiful house with great amenities. "
United States
Bill P.
The price is SAR 1,129
SAR 1,856 total
includes taxes & fees
2 Dec - 3 Dec
Baby Chocorua A Frame in the mountains sleeps 9

3-bedroom + double futon, 2 bath house in Laconia, 1 mile from Lake Winnisquam!

Laconia
9.2 out of 10, Wonderful, (5)
The price is SAR 1,069
SAR 1,323 total
includes taxes & fees
2 Dec - 3 Dec
3-bedroom + double futon, 2 bath house in Laconia, 1 mile from Lake Winnisquam!

Idyllic Mountain and Lake Getaway

Gilford
10.0 out of 10, Exceptional, (72)
"Beautiful property. We enjoyed our trip."
United States
DEBORAH
The price is SAR 1,519
SAR 2,349 total
includes taxes & fees
2 Dec - 3 Dec
Idyllic Mountain and Lake Getaway
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.

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Wolfeboro Hotel Reviews