Winnisquam Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Winnisquam holiday rentals

Mountain view

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (211 reviews)
"Clean and comfortable rooms, friendly staff "
United States
laura
The price is HK$1,091
HK$1,184 total
includes taxes & fees
19 May - 20 May
Cold Spring Plymouth Resort
Fridge, microwave, oven, stovetop

Idyllic Mountain and Lake Getaway

Idyllic Mountain and Lake Getaway
Gilford
10.0 out of 10, Exceptional, (74 reviews)
"Would stay again"
United States
William D.
The price is HK$2,537
HK$4,112 total
includes taxes & fees
18 May - 19 May
Idyllic Mountain and Lake Getaway
Exterior

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (18 reviews)
"We had the best time here, would 100% go back. Very quiet and relaxing and the hosts were great."
United States
The F.
The price is HK$1,762
HK$3,857 total
includes taxes & fees
17 May - 18 May
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Outdoor dining

NEWER LAKEFRONT- 4 season home sleeps 6

NEWER LAKEFRONT- 4 season home sleeps 6
Alton
9.4 out of 10, Exceptional, (36 reviews)
"Very clean small house perfect for family of 4. Great Lake access. Property is even better than the photos. We would stay here again. "
United States
robert s.
The price is HK$1,621
HK$4,428 total
includes taxes & fees
19 May - 20 May
NEWER LAKEFRONT- 4 season home sleeps 6
Marina

Cottage with Lake Views & Access Now featuring AC Wi-FI and TV

Cottage with Lake Views & Access Now featuring AC Wi-FI and TV
Alton
9.6 out of 10, Exceptional, (13 reviews)
"Perfect for one night stay to attend concert at BNP."
United States
Christina A.
The price is HK$799
HK$1,467 total
includes taxes & fees
17 May - 18 May
Cottage with Lake Views & Access Now featuring AC Wi-FI and TV
Living area

Cozy 3BR Lakefront House

Cozy 3BR Lakefront House
Laconia
The price is HK$2,349
HK$4,316 total
includes taxes & fees
17 May - 18 May
Cozy 3BR Lakefront House
Private kitchen

9 Lake Street

9 Lake Street
3.0 star property
Wolfeboro
10.0 out of 10, Exceptional, (1 review)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
The price is HK$1,312
HK$2,145 total
includes taxes & fees
27 May - 28 May
9 Lake Street
TV

Newly Renovated Cottage 7 in Alton Bay

Newly Renovated Cottage 7 in Alton Bay
Alton
10.0 out of 10, Exceptional, (1 review)
"endroit magnifique,emplacement agréable avec commodité sur place et près du lac et restaurant."
Canada
Alexandra R.
The price is HK$901
HK$1,877 total
includes taxes & fees
17 May - 18 May
Newly Renovated Cottage 7 in Alton Bay
Interior

Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit

Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
Gilmanton
9.6 out of 10, Exceptional, (35 reviews)
"Nice quiet visit. Lovely to be so close to the lake!"
United States
Phyllis S.
The price is HK$2,812
HK$4,631 total
includes taxes & fees
30 May - 31 May
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
Aerial view

5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee w/ Mountain Views

5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee w/ Mountain Views
Gilford
10.0 out of 10, Exceptional, (14 reviews)
"Was a great place to stay. Had a great time "
United States
Ryan C.
The price is HK$2,945
HK$6,416 total
includes taxes & fees
17 May - 18 May
5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee w/ Mountain Views
Private kitchen

Cozy Cottage on a Lake, near Gunstock Mountain

Cozy Cottage on a Lake, near Gunstock Mountain
Gilmanton
9.6 out of 10, Exceptional, (4 reviews)
"We had a wonderful time during our stay. The cottage was in a great location, exactly as advertised, and spotlessly clean. The hot tub was great. Can’t think of a single thing we’d change. Would love to come back again during the summer months."
United States
Dawn P.
The price is HK$1,339
HK$3,101 total
includes taxes & fees
18 May - 19 May
Cozy Cottage on a Lake, near Gunstock Mountain
Outdoor dining

Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Wolfeboro
10.0 out of 10, Exceptional, (2 reviews)
"In addition to everything this property offers we found there was a nearby 12mile bike trail that goes through the woods passing lakes on the the route, and bikes were available at the property."
United States
Justin
The price is HK$1,710
HK$2,110 total
includes taxes & fees
17 May - 18 May
Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Outdoor dining

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Alton
9.0 out of 10, Wonderful, (22 reviews)
"Great little gem given its price, location, and overall accommodations! "
United States
Kevin R.
The price is HK$1,010
HK$2,255 total
includes taxes & fees
17 May - 18 May
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Exterior

Lakefront Bliss, Private Dock & Cozy Year-Round Retreat!

Lakefront Bliss, Private Dock & Cozy Year-Round Retreat!
Belmont
10.0 out of 10, Exceptional, (16 reviews)
"This house on the lake is absolutely wonderful — spotless, well-equipped with everything you could possibly need, and beautifully maintained. The lake setting is very calming, surrounded by stunning natural scenery that changes with every season. Whether you’re visiting in summer to enjoy the water, this place is perfect year-round."
United States
Vitaliy P.
The price is HK$2,999
HK$5,582 total
includes taxes & fees
4 Jun - 5 Jun
Lakefront Bliss, Private Dock & Cozy Year-Round Retreat!
Sun-loungers

Lakes Region Cozy Camp in Shellcamp

Lakes Region Cozy Camp in Shellcamp
Gilmanton
9.8 out of 10, Exceptional, (22 reviews)
"Excellent location and condition of the cabin"
United States
George J.
The price is HK$1,958
HK$2,999 total
includes taxes & fees
3 Jun - 4 Jun
Lakes Region Cozy Camp in Shellcamp
On the beach

Squam waterfront 2 bed 2 bath (Suite 8)

Squam waterfront 2 bed 2 bath (Suite 8)
Holderness
10.0 out of 10, Exceptional, (2 reviews)
"This was the perfect spot right on the lake for a quick few days"
United States
ashley d.
The price is HK$2,231
HK$3,178 total
includes taxes & fees
17 May - 18 May
Squam waterfront 2 bed 2 bath (Suite 8)
Microwave, oven, stovetop, dishwasher

NEW Quaint 2 bedroom near Newfound lake, hiking, skiing, hot tub & star gazing!

NEW Quaint 2 bedroom near Newfound lake, hiking, skiing, hot tub & star gazing!
Alexandria
8.8 out of 10, Excellent, (6 reviews)
"Hostess was very response and ensured all needs wete met. An exceptional stay."
United States
RoseAnn C.
The price is HK$1,473
HK$3,230 total
includes taxes & fees
17 May - 18 May
NEW Quaint 2 bedroom near Newfound lake, hiking, skiing, hot tub & star gazing!
TV

Newly Renovated Cottage 4 in Alton Bay, NH

Newly Renovated Cottage 4 in Alton Bay, NH
Alton
9.0 out of 10, Wonderful, (4 reviews)
"Communication was amazing, check in was a delightful, the house itself was perfect "
United States
Jennifer S.
The price is HK$893
HK$2,781 total
includes taxes & fees
17 May - 18 May
Newly Renovated Cottage 4 in Alton Bay, NH
On the beach

Best value on Newfound Lake NH 2 day min

Best value on Newfound Lake NH 2 day min
Bristol
8.8 out of 10, Excellent, (26 reviews)
"Perfect stay! Exactly as described, great little cabin and was perfect for a family weekend "
United States
Kasey C.
The price is HK$2,044
HK$3,942 total
includes taxes & fees
17 May - 18 May
Best value on Newfound Lake NH 2 day min
On the beach

Bear Cub Cabin- Waterfront Cabin

Bear Cub Cabin- Waterfront Cabin
Holderness
10.0 out of 10, Exceptional, (1 review)
"A Perfect cabin. It was very beautiful location im sad it was only for one night. We'll definitely booke here again! We loved it!"
United States
Bruce D.
The price is HK$2,843
HK$3,901 total
includes taxes & fees
25 May - 26 May
Bear Cub Cabin- Waterfront Cabin
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 Winnisquam Hotel Reviews

The Wolfeboro Inn

The Wolfeboro Inn

6/10 Okay
"The staff at the reception area when we arrived and when we were there in the morning seemed like we were inconveniencing them and being a burden. Disappointing felling from hotel staff."
Charles 2-night trip
Posted 1 hour ago
The Wolfeboro Inn

Find out more about Winnisquam

Search for holiday rentals in Winnisquam on Expedia! You can easily find your home rentals, villas, holiday apartments in Winnisquam using one of the methods below:

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Look no further and take a look at our great range of rental properties in Winnisquam!

Frequently asked questions

Are there holiday rentals in Winnisquam?

Yes, there are holiday rentals close to the most popular sights in Winnisquam, or you can select a more secluded option if you're looking for a relaxing stay. Winnisquam is known for its shopping.

What are some of the best holiday rentals that Winnisquam has to offer?

Cold Spring Plymouth Resort: This holiday home rental outside of Winnisquam is located in the mountains, and has an outdoor pool, an outdoor tennis court and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals are there in Winnisquam?

Choose from 26 Expedia holiday rentals in Winnisquam for a memorable holiday.

What’s there to see and do in Winnisquam?

While exploring the area, visit family-friendly sights like Funspot Family Fun Center, or get outside and enjoy nature at Lake Winnipesaukee. In the wider area, you’ll find Lake Winnisquam and Opechee Park Cove Beach and Opechee Point Beach.

What’s a holiday rental in Winnisquam like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winnisquam. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.