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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 748 Vacation Homes in Winnisquam with updated reviews, rates, and availability.

Cold Spring Plymouth Resort
Exterior

Cold Spring Plymouth Resort

3.5 star property
9.0 out of 10, Wonderful, (120)
"Hidden gem. Close to downtown Plymouth , Plymouth State and Holderness School. "
The price is AED 427
AED 463 total
includes taxes & fees
22 May - 23 May
Cold Spring Plymouth Resort
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
Outdoor dining

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

9.6 out of 10, Exceptional, (20)
"Very peaceful spot, we had everything we needed."
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
Lake Access, Mtn Views, Game Room, Hot Tub & More!
Miscellaneous

Lake Access, Mtn Views, Game Room, Hot Tub & More!

Lake Access, Mtn Views, Game Room, Hot Tub & More!
Beautiful and wonderful location. Premier lVRBO host.
Property grounds

Beautiful and wonderful location. Premier lVRBO host.

10.0 out of 10, Exceptional, (248)
"Enjoyed the location and snow! Wonderful Christmas vacation for our family!"
Beautiful and wonderful location. Premier lVRBO host.
Updated Cape home with WiFi, W/D, full kitchen & clawfoot tub
Fridge, microwave, oven, stovetop

Updated Cape home with WiFi, W/D, full kitchen & clawfoot tub

9.8 out of 10, Exceptional, (31)
"We were in town for a family event and the property and location was just right for 5 of us."
Updated Cape home with WiFi, W/D, full kitchen & clawfoot tub
Barn Off the beaten path yet close to everything.
1 bedroom, free WiFi, bed sheets

Barn Off the beaten path yet close to everything.

10.0 out of 10, Exceptional, (17)
"Clean, cute and cozy."
Barn Off the beaten path yet close to everything.
Cute romantic studio
Smart TV

Cute romantic studio

10.0 out of 10, Exceptional, (31)
"This little place is perfect !"
Cute romantic studio
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Indoor pool

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

10.0 out of 10, Exceptional, (168)
"House was great! Very short drive to gunstock mountain for skiing. The pool and hot tub was a big hit and a great way to spend some time post skiing.Highly recommended "
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
Terrace/patio

Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock

9.8 out of 10, Exceptional, (97)
"Such a cozy cabin. Loved our stay."
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
Exterior

Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

8.2 out of 10, Very Good, (29)
"We had a great stay at this property. It was very conveniently located near Gunstock Ski Resort. The hot tub was perfect after a long day skiing and tubing. The home was clean and well-furnished."
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
Lakefront home with gym, game room, home theatre, & private beach with boathouse
Game room

Lakefront home with gym, game room, home theatre, & private beach with boathouse

9.4 out of 10, Exceptional, (29)
"Great home to stay in and was super accommodating! Would recommended staying here again! "
Lakefront home with gym, game room, home theatre, & private beach with boathouse
Waterfront with Fire Pit, Pergola, close to gunstock and Downtown
Terrace/patio

Waterfront with Fire Pit, Pergola, close to gunstock and Downtown

9.8 out of 10, Exceptional, (28)
"Steven’s house in Laconia was the perfect location for a family ski weekend getaway. Just 14 minutes from Gunstock and even less to town, it made getting around simple & easy. The interior was warm, welcoming, clean and tastefully appointed. We loved so much about staying here that I’m confident we’ll be back to both enjoy it in the winter, and summer. Steven was also very helpful with communication and food recommendations! "
The price is AED 547
AED 1,120 total
includes taxes & fees
12 May - 13 May
Waterfront with Fire Pit, Pergola, close to gunstock and Downtown
Charming Lake Community Bungaloo. Comfortable living with 86 inch tv!
Property grounds

Charming Lake Community Bungaloo. Comfortable living with 86 inch tv!

10.0 out of 10, Exceptional, (4)
"Cute and comfortable home. Would stay again!!"
Charming Lake Community Bungaloo. Comfortable living with 86 inch tv!
Waterfront Lake Winnisquam House, Guest House & Barn Game Rm, Sleeps 16 w/ Beach
On the beach

Waterfront Lake Winnisquam House, Guest House & Barn Game Rm, Sleeps 16 w/ Beach

9.8 out of 10, Exceptional, (25)
"Perfect vacation spot just a short drive from Boston. The property is beautiful and had everything needed to make a great family vacation"
Waterfront Lake Winnisquam House, Guest House & Barn Game Rm, Sleeps 16 w/ Beach
Waterfront Island Retreat | Lake Winnipesaukee
Fireplace

Waterfront Island Retreat | Lake Winnipesaukee

Waterfront Island Retreat | Lake Winnipesaukee
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
Interior

Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet

8.8 out of 10, Excellent, (20)
"2nd time, great place to stay"
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
Spacious Home with Beach & Dock Access! Fits 8!
Beach nearby

Spacious Home with Beach & Dock Access! Fits 8!

Spacious Home with Beach & Dock Access! Fits 8!
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Miscellaneous

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

9.6 out of 10, Exceptional, (18)
"The place was quaint, modern and lovely. The views were fabulous! "
The price is AED 551
AED 1,016 total
includes taxes & fees
21 May - 22 May
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets
Exterior

Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

10.0 out of 10, Exceptional, (50)
"Fabulous place to celebrate the 2025 New Year. Multigenerational family gathering for skiing, food & fun.Expansive property, beautifully appointed and maintained. Excellent space for watching football, playing board games & ping pong. Beds/baths spacious, hot tub a blast!"
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets
Renovated home with a water view, washer/dryer, AC, deck & wood stove
Terrace/patio

Renovated home with a water view, washer/dryer, AC, deck & wood stove

9.8 out of 10, Exceptional, (29)
"Comfortable home with great views."
Renovated home with a water view, washer/dryer, AC, deck & wood stove
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 Winnisquam

Modern Waterfront Condo with Views and Lake Access
Outdoor dining

Modern Waterfront Condo with Views and Lake Access

10.0 out of 10, Exceptional, (2)
"We used this cute little condo for girls night. We sat in the deck at night (great weather) and it was perfect! "
The price is AED 529
AED 1,335 total
includes taxes & fees
14 May - 15 May
Modern Waterfront Condo with Views and Lake Access
Gorgeous Waterfront Condo with Lake Access & Views
Terrace/patio

Gorgeous Waterfront Condo with Lake Access & Views

9.8 out of 10, Exceptional, (26)
"This was a great family vacation (with young kids). The location was perfect! The house had everything you need and the communication was excellent. We would love to come back and explore the area again!"
The price is AED 431
AED 1,169 total
includes taxes & fees
12 May - 13 May
Gorgeous Waterfront Condo with Lake Access & Views
Cold Spring Plymouth Resort
Exterior

Cold Spring Plymouth Resort

3.5 star property
9.0 out of 10, Wonderful, (120)
"Hidden gem. Close to downtown Plymouth , Plymouth State and Holderness School. "
The price is AED 427
AED 463 total
includes taxes & fees
22 May - 23 May
Cold Spring Plymouth Resort
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.