Winnisquam Holiday Rentals

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Our top choices for Winnisquam holiday rentals

Modern Waterfront Condo with Views and Lake Access

Modern Waterfront Condo with Views and Lake Access
Tilton
9.4 out of 10, Exceptional, (9)
"Beautiful place, would be amazing to stay during the summer! "
United States
Liriana
The price is AU$524
includes taxes & fees
16 Dec - 17 Dec
Modern Waterfront Condo with Views and Lake Access

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (161)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
The price is AU$216
includes taxes & fees
8 Jan - 9 Jan 2026
Cold Spring Plymouth Resort

Gorgeous Waterfront Condo with Lake Access & Views

Gorgeous Waterfront Condo with Lake Access & Views
Tilton
9.8 out of 10, Exceptional, (36)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is AU$451
includes taxes & fees
15 Dec - 16 Dec
Gorgeous Waterfront Condo with Lake Access & Views

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, (17)
"All excellent "
United States
Marc
The price is AU$679
includes taxes & fees
16 Dec - 17 Dec
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Hiking & Snowmobile Trails On-site: Alton Retreat!

Hiking & Snowmobile Trails On-site: Alton Retreat!
3.0 star property
Alton
The price is AU$326
includes taxes & fees
23 Dec - 24 Dec
Hiking & Snowmobile Trails On-site: Alton Retreat!

2BR Condo with Private Patio

2BR Condo with Private Patio
Weirs Beach
10.0 out of 10, Exceptional, (1)
"The property managers were very easy to get a hold of and responded to our request quickly."
United States
Kimberly
The price is AU$305
includes taxes & fees
15 Dec - 16 Dec
2BR Condo with Private Patio

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$378
includes taxes & fees
17 Dec - 18 Dec
Quaint house in tranquil Wolfeboro perfect for getaway

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4)
"Great location & comfortable! "
United States
Jeanine L.
The price is AU$281
includes taxes & fees
15 Dec - 16 Dec
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Warm and Cozy Condo: Perfect for Fall Foliage Getaways!

Warm and Cozy Condo: Perfect for Fall Foliage Getaways!
Weirs Beach
9.2 out of 10, Wonderful, (17)
"Perfect location for Weirs beach, the boardwalk and concert venue. "
United States
Kathleen A.
The price is AU$463
includes taxes & fees
16 Dec - 17 Dec
Warm and Cozy Condo: Perfect for Fall Foliage Getaways!

Cute Cedar Lodge Studio with Balcony & Lake Views!

Cute Cedar Lodge Studio with Balcony & Lake Views!
Weirs Beach
9.6 out of 10, Exceptional, (15)
"Enjoyed our stay. "
United States
Ilene T.
The price is AU$264
includes taxes & fees
13 Jan - 14 Jan 2026
Cute Cedar Lodge Studio with Balcony & Lake Views!

Cozy condo with WiFi, fitness room in enjoyable Laconia

Cozy condo with WiFi, fitness room in enjoyable Laconia
Weirs Beach
10.0 out of 10, Exceptional, (6)
"Beautiful condo spacious and clean beautiful views loved the pool and hot tub! "
United States
Melissa D.
The price is AU$432
includes taxes & fees
18 Dec - 19 Dec
Cozy condo with WiFi, fitness room in enjoyable Laconia

Inviting condo in quiet locale with partial lake views, balcony & grilling area

Inviting condo in quiet locale with partial lake views, balcony & grilling area
Gilford
8.4 out of 10, Very good, (17)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is AU$390
includes taxes & fees
15 Dec - 16 Dec
Inviting condo in quiet locale with partial lake views, balcony & grilling area

Lake view condo, Private Beach, Private concert entrance, pool

Lake view condo, Private Beach, Private concert entrance, pool
Gilford
9.6 out of 10, Exceptional, (21)
"Great location for seeing concerts."
United States
Kevin Y.
The price is AU$378
includes taxes & fees
22 Dec - 23 Dec
Lake view condo, Private Beach, Private concert entrance, pool

The Lake View Nook - Lake Winnipesaukee

The Lake View Nook - Lake Winnipesaukee
Weirs Beach
The price is AU$286
includes taxes & fees
6 Jan - 7 Jan 2026
The Lake View Nook - Lake Winnipesaukee

Cozy Cottage on a Lake, near Gunstock Mountain

Cozy Cottage on a Lake, near Gunstock Mountain
Gilmanton
9.0 out of 10, Wonderful, (2)
"We had a great time. Loved the cabin super cute. Neighborhood & neighbors very nice. The lake & private beaches were great. We enjoyed the hot tub & fire pit. I brought a few games, but you had a nice selection as well. Kitchen was very nice with everything we needed for some nice big breakfasts to start our day. We did run into a bit of a problem with the water running out. During showers, but we worked through it. Over all it was a great place. Thank you. Kim, Steve,Brianna,Cam & Brody "
United States
kim M.
The price is AU$602
includes taxes & fees
22 Dec - 23 Dec
Cozy Cottage on a Lake, near Gunstock Mountain

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$525
includes taxes & fees
15 Dec - 16 Dec
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Spacious 2-bedroom Top Unit w/ Laundry 5 Mins to Downtown Concord

Spacious 2-bedroom Top Unit w/ Laundry 5 Mins to Downtown Concord
Concord
Spacious 2-bedroom Top Unit w/ Laundry 5 Mins to Downtown Concord

NEW Lakefront Escape Private Dock & Lake Views

NEW Lakefront Escape Private Dock & Lake Views
Alton
9.8 out of 10, Exceptional, (10)
"We stayed here because we were in town for a concert in Gilford and it was great! Perfect location, close to the venue and the lake was beautiful. It was lovely waking up to seeing the sparkling water. Would stay again. "
United States
Anna S.
The price is AU$455
includes taxes & fees
12 Jan - 13 Jan 2026
NEW Lakefront Escape Private Dock & Lake Views

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$575
includes taxes & fees
15 Dec - 16 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$1,146
includes taxes & fees
15 Dec - 16 Dec
Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything!
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

Find out more about Winnisquam

Everything you need to know about Winnisquam holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winnisquam holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winnisquam holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winnisquam holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winnisquam. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winnisquam holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winnisquam holiday rentals we have selected for you start as low as AU$216 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winnisquam rentals

At Expedia, we put the best Winnisquam holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winnisquam rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winnisquam holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winnisquam. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. You can relax into your holiday with an outdoor tennis court and 1 hot tub.

How many holiday rentals are there in Winnisquam?

Choose from 23 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 Kellerhaus, or get outside and enjoy nature at Lake Winnisquam. In the wider area, you’ll find Opechee Park Cove Beach and Opechee Point Beach and Tanger Outlets Tilton.

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.