Holiday Homes in Whortleberry Island

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Our top choices for Whortleberry Island holiday homes

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (160)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
The price is AU$208
includes taxes & fees
14 Dec - 15 Dec
Cold Spring Plymouth Resort

Quaint house in tranquil Wolfeboro perfect for getaway

Quaint house in tranquil Wolfeboro perfect for getaway
2.0 star property
Wolfeboro
The price is AU$473
includes taxes & fees
27 Dec - 28 Dec
Quaint house in tranquil Wolfeboro perfect for getaway

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

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 AU$401
includes taxes & fees
22 Dec - 23 Dec
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!

Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!
New Durham
10.0 out of 10, Exceptional, (1)
"Suxhh a beautiful and well kept home. Relaxing there was our favorite part of the trip!"
United States
Justin G.
The price is AU$657
includes taxes & fees
12 Dec - 13 Dec
Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!

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

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 AU$554
includes taxes & fees
17 Dec - 18 Dec
Stay in Venice our Modern Steps from the Lake with Dock!

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

Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
Sanbornton
10.0 out of 10, Exceptional, (13)
"Great location, great kitchen, great bedding"
United States
Wanaka G.
The price is AU$1,058
includes taxes & fees
12 Dec - 13 Dec
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!

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

3-bedroom + double futon, 2 bath house in Laconia, 1 mile from Lake Winnisquam!
Laconia
9.4 out of 10, Exceptional, (6)
The price is AU$369
includes taxes & fees
1 Jan - 2 Jan 2026
3-bedroom + double futon, 2 bath house in Laconia, 1 mile from Lake Winnisquam!

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

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 AU$570
includes taxes & fees
17 Dec - 18 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

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

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 AU$824
includes taxes & fees
6 Jan - 7 Jan 2026
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

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 AU$526
includes taxes & fees
12 Dec - 13 Dec
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

19 Mile Bay - Tuftonboro - Lake Winnipesaukee

19 Mile Bay - Tuftonboro - Lake Winnipesaukee
Tuftonboro
10.0 out of 10, Exceptional, (18)
"My stay there with my family was amazing with near by beaches and great views of the lakes. The house was very clean when we arrived and the back yard with cornhole boards was a plus over all this house and location was awesome!!"
United States
Oudom S.
The price is AU$1,191
includes taxes & fees
29 Dec - 30 Dec
19 Mile Bay - Tuftonboro - Lake Winnipesaukee

Newly Renovated Post & Beam Style Barn.

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.
Newly Renovated Post & Beam Style Barn.

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

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 AU$1,413
includes taxes & fees
17 Dec - 18 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 8

Baby Chocorua A Frame in the mountains sleeps 8
Chocorua
10.0 out of 10, Exceptional, (18)
"Beautiful house with great amenities. "
United States
Bill P.
The price is AU$806
includes taxes & fees
15 Dec - 16 Dec
Baby Chocorua A Frame in the mountains sleeps 8

A four-season lakefront getaway on your own private peninsula

A four-season lakefront getaway on your own private peninsula
2.0 star property
The Bays
10.0 out of 10, Exceptional, (1)
"This property is so beautiful! The hosts weee amazing. Cant wait to book this property again! "
United States
Deanna B.
The price is AU$1,024
includes taxes & fees
14 Dec - 15 Dec
A four-season lakefront getaway on your own private peninsula

Idyllic Mountain and Lake Getaway

Idyllic Mountain and Lake Getaway
Gilford
10.0 out of 10, Exceptional, (72)
"Absolutely loved this house and would highly recommend! Communication was amazing with regards to questions or requests. Would stay here again!"
United States
Courtney F.
The price is AU$949
includes taxes & fees
22 Dec - 23 Dec
Idyllic Mountain and Lake Getaway

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

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 AU$1,708
includes taxes & fees
14 Dec - 15 Dec
Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake

Melvin Village - 5 Bed/3 Bath - Lake Winnipesaukee

Melvin Village - 5 Bed/3 Bath - Lake Winnipesaukee
Tuftonboro
10.0 out of 10, Exceptional, (22)
"The house was perfect for our large family (11 people and two dogs!) and the location was exactly what we wanted. The house was clean and had everything we needed (and didn’t know we needed)."
United States
Shayla N.
The price is AU$1,480
includes taxes & fees
28 Dec - 29 Dec
Melvin Village - 5 Bed/3 Bath - Lake Winnipesaukee

Secluded Private 38 Acre Oasis

Secluded Private 38 Acre Oasis
Tamworth
9.0 out of 10, Wonderful, (2)
"Our group of 12 adults had no trouble being comfortable at this property. Plenty of space between the main house and cottage and outside."
United States
Evelyn B.
Secluded Private 38 Acre Oasis

New Lakefront Home sleeps 14 with dock.

New Lakefront Home sleeps 14 with dock.
Alton
8.6 out of 10, Excellent, (67)
"Convenient location, Host was great and responsive. Good place to be at with a few friends "
United States
Collin G.
The price is AU$1,411
includes taxes & fees
26 Dec - 27 Dec
New Lakefront Home sleeps 14 with dock.
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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Top Whortleberry Island Hotel Reviews

Find out more about Whortleberry Island

Whortleberry Island Holiday Homes information

Number of reviews
438
Accommodation
798 Holiday Homes
Lowest Price
AU$208
Highest Price
AU$1,708

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