Winnisquam Holiday Rentals

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Winnisquam holiday rentals

Private kitchen
9 Lake Street

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$1,099
HK$1,911 total
includes taxes & fees
16 Jan - 17 Jan
9 Lake Street
Outdoor dining
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

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 reviews)
"Booked a summer getaway for my husband, my dog, and me. We had a great time - the house was comfortable and clean, and the location was excellent! "
United States
Laura B.
The price is HK$1,424
HK$3,651 total
includes taxes & fees
14 Jan - 15 Jan
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Exterior
Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!

Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!

Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
Weirs Beach
9.2 out of 10, Wonderful, (7 reviews)
"Property was very clean, had very comfortable beds and a wonderful view. "
United States
Crystal
The price is HK$532
HK$1,334 total
includes taxes & fees
10 Feb - 11 Feb
Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
Terrace/patio
Gorgeous Waterfront Condo with Lake Access & Views

Gorgeous Waterfront Condo with Lake Access & Views

Gorgeous Waterfront Condo with Lake Access & Views
Tilton
9.8 out of 10, Exceptional, (36 reviews)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is HK$799
HK$2,338 total
includes taxes & fees
14 Jan - 15 Jan
Gorgeous Waterfront Condo with Lake Access & Views
Pool
Inviting condo in quiet locale with partial lake views, balcony & grilling area

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 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is HK$546
HK$2,062 total
includes taxes & fees
14 Jan - 15 Jan
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Exterior
Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
9.8 out of 10, Exceptional, (45 reviews)
"Very clean and very comfortable. Short walk to downtown made our stay perfect. "
United States
Julian G.
The price is HK$1,046
HK$2,226 total
includes taxes & fees
14 Jan - 15 Jan
Meredith Bay - Brand New 1st Floor Apartment In Private Home
Mountain view
Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (177 reviews)
"The apartment was great, we enjoyed the pool, jacuzzi and sauna, and the staff were super nice!!"
United States
Jenn
The price is HK$1,032
HK$1,119 total
includes taxes & fees
26 Jan - 27 Jan
Cold Spring Plymouth Resort
Beach nearby
Cozy Winter Escape

Cozy Winter Escape

Cozy Winter Escape
Weirs Beach
9.2 out of 10, Wonderful, (17 reviews)
"Perfect location for Weirs beach, the boardwalk and concert venue. "
United States
Kathleen A.
The price is HK$772
HK$2,393 total
includes taxes & fees
14 Jan - 15 Jan
Cozy Winter Escape
Terrace/patio
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (11 reviews)
"Great property. Loved our stay and the owners were great! Definitely will book again "
United States
Marcus
The price is HK$1,196
HK$1,475 total
includes taxes & fees
14 Jan - 15 Jan
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Marina
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again."
United States
Jessica G.
The price is HK$1,398
HK$1,729 total
includes taxes & fees
19 Jan - 20 Jan
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
View from property
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Meredith
10.0 out of 10, Exceptional, (170 reviews)
"We loved our stay, the apartment was in the heart of town, very clean and comfortable! The hosts were very responsive and accommodating. "
United States
Erin S.
The price is HK$1,161
HK$2,368 total
includes taxes & fees
14 Jan - 15 Jan
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Beach
Taigh Loch - Lakes Region Retreat!

Taigh Loch - Lakes Region Retreat!

Taigh Loch - Lakes Region Retreat!
Alton
9.8 out of 10, Exceptional, (14 reviews)
"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 HK$974
HK$2,571 total
includes taxes & fees
14 Jan - 15 Jan
Taigh Loch - Lakes Region Retreat!
Private kitchen
Cozy Cottage on a Lake, near Gunstock Mountain

Cozy Cottage on a Lake, near Gunstock Mountain

Cozy Cottage on a Lake, near Gunstock Mountain
Gilmanton
9.0 out of 10, Wonderful, (2 reviews)
"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 HK$1,333
HK$3,087 total
includes taxes & fees
14 Jan - 15 Jan
Cozy Cottage on a Lake, near Gunstock Mountain
Smart TV, video games
Cozy condo with WiFi, fitness room in enjoyable Laconia

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 reviews)
"The condo was clean and much larger than expected! We had a wonderful stay! "
United States
Beth M.
The price is HK$1,146
HK$2,656 total
includes taxes & fees
2 Feb - 3 Feb
Cozy condo with WiFi, fitness room in enjoyable Laconia
Outdoor dining
Welcome to the Webster Place! A Charming 3-bedroom house in fabulous Franklin.

Welcome to the Webster Place! A Charming 3-bedroom house in fabulous Franklin.

Welcome to the Webster Place! A Charming 3-bedroom house in fabulous Franklin.
Franklin
10.0 out of 10, Exceptional, (1 review)
"A great quite lake house With everything you need"
United States
Donald B.
The price is HK$1,091
HK$2,706 total
includes taxes & fees
22 Jan - 23 Jan
Welcome to the Webster Place! A Charming 3-bedroom house in fabulous Franklin.
Beach nearby
Lake Access, Poolside Deck & Ski Nearby

Lake Access, Poolside Deck & Ski Nearby

Lake Access, Poolside Deck & Ski Nearby
Gilford
8.0 out of 10, Very good, (12 reviews)
"Clean, comfortable and perfect location for our needs. Host is very responsive and easy to work with."
United States
Dan K.
The price is HK$639
HK$1,464 total
includes taxes & fees
21 Jan - 22 Jan
Lake Access, Poolside Deck & Ski Nearby
1 bedroom, WiFi, bed sheets
The Lake View Nook - Lake Winnipesaukee

The Lake View Nook - Lake Winnipesaukee

The Lake View Nook - Lake Winnipesaukee
Weirs Beach
The price is HK$500
HK$1,347 total
includes taxes & fees
20 Jan - 21 Jan
The Lake View Nook - Lake Winnipesaukee
Sun-loungers, beach towels
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.6 out of 10, Exceptional, (21 reviews)
"Great location for seeing concerts."
United States
Kevin Y.
The price is HK$807
HK$1,949 total
includes taxes & fees
22 Jan - 23 Jan
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
TV, fireplace, books
Private Dock, Boat Access & Sunrise Views

Private Dock, Boat Access & Sunrise Views

Private Dock, Boat Access & Sunrise Views
Meredith
The price is HK$2,409
HK$5,459 total
includes taxes & fees
14 Jan - 15 Jan
Private Dock, Boat Access & Sunrise Views
Indoor pool
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

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

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Gilford
9.8 out of 10, Exceptional, (179 reviews)
"The house was amazing! The pool and sauna area felt like a resort. I am looking for an excuse to go back. "
United States
Maggie B.
The price is HK$11,695
HK$21,673 total
includes taxes & fees
6 Feb - 7 Feb
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winnisquam Hotel Reviews

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

10/10 Excellent
"clean room, staff, amenities,"
Frederick 1-night trip
Posted 2 days ago
Fireside Inn & Suites Gilford

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:

  • View our selection of featured holiday rentals in Winnisquam
  • Use the map to find apartments and other holiday homes in the Winnisquam neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winnisquam while they last

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, 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 Funspot Family Fun Center, 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 Ahern State Park.

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.