Holiday rentals near Winona Lake

We found 624 holiday rentals — enter your dates for availability

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November 2025

December 2025

Choose the right holiday rental that's close to Winona Lake. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as a garden and pool. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Winona Lake

Showing deals for:6 Feb - 13 Feb

Front of house and deck...stairs lead down to flat lawn and tennis court.

Exceptional

(7 reviews)

Spectacular Squam Lake, NH 6 BR House-tennis/pickle court, dock, private beach

Moultonborough, NH

9% off

for 7 nights, 1 home

AU$5,185 per night

includes taxes & fees

Exceptional

(7 reviews)

NH Lake Region 5BR—Family & Group Retreat

Meredith, NH

8% off

for 7 nights, 1 home

AU$1,484 per night

includes taxes & fees

Drone view of lakeside of property including beach, dock and landscaping.

Exceptional

(58 reviews)

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

Moultonborough, NH

9% off

for 7 nights, 1 home

AU$4,710 per night

includes taxes & fees

Exceptional

(15 reviews)

Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

Laconia, NH

8% off

for 7 nights, 1 home

AU$2,544 per night

includes taxes & fees

Wonderful

(12 reviews)

Studio #1 Cottage by Newfound Lake with shared private sandy beach

Bridgewater, NH

7% off

for 7 nights, 1 cottage

AU$195 per night

includes taxes & fees

Exceptional

(121 reviews)

6 BEDROOM, 5 BATH, MODERN HOME CLOSE TO PUBLIC BEACH ON 2 ACRES, 1 MILE TO TOWN

Meredith, NH

8% off

for 7 nights, 1 home

AU$1,050 per night

includes taxes & fees

Exceptional

(5 reviews)

Cozy cabin with sauna, minutes from Weirs Beach.

Laconia, NH

8% off

for 7 nights, 1 cabin

AU$781 per night

includes taxes & fees

Exceptional

(8 reviews)

Luxury Villa- Waterfront on Lake Winnipesaukee w/ Boat Dock- Meredith Bay

Meredith, NH

8% off

for 7 nights, 1 home

AU$1,067 per night

includes taxes & fees

Meredith Vacation Rental | 3BR | 2BA | 1,800 Sq Ft | 1 Step to Enter

Exceptional

(5 reviews)

Meredith Home w/ Deck: 6 Mi to Lake Winnipesaukee!

Meredith, NH

7% off

for 7 nights, 1 home

AU$463 per night

includes taxes & fees

Exceptional

(15 reviews)

Meredith, Modern Lakefront 4 bedroom, 2 bath, home, close to downtown.

Meredith, NH

8% off

for 7 nights, 1 home

AU$780 per night

includes taxes & fees

Exceptional

(73 reviews)

1B/1B Apt. on Hobby Farm 🐔 🐐 in Bristol. 5 minutes from Newfound Lake

Bristol, NH

8% off

for 7 nights, 1 apartment

AU$279 per night

includes taxes & fees

Exceptional

(22 reviews)

MEREDITH MODERN LAKEFRONT 4 BEDROOM, 2 & 1/2 BATH, HOME W. BEAUTIFUL VIEWS.

Meredith, NH

5% off

for 7 nights, 1 home

AU$714 per night

includes taxes & fees

Exceptional

(49 reviews)

Meredith, New 3 Bedrooms, 2 1/2 Baths, 400Yds To Beach,1 Mile To Town Sleeps 9

Meredith, NH

8% off

for 7 nights, 1 home

AU$707 per night

includes taxes & fees

Property exterior + 600 feet of lake frontage

Exceptional

(47 reviews)

Modern lakefront home on Lake Waukewan with spectacular fall folliage views!

Meredith, NH

8% off

for 7 nights, 1 home

AU$521 per night

includes taxes & fees

Wonderful

(44 reviews)

Condo at Paugus Bay. Pool area. Near Weirs Bch,Gunstock mtn, NH Bank Pavillion.

Gilford, NH

8% off

for 7 nights, 1 apartment

AU$312 per night

includes taxes & fees

Exceptional

(55 reviews)

NH Mountain Getaway! Secluded Location Near Squam Lake

Holderness, NH

8% off

for 7 nights, 1 home

AU$500 per night

includes taxes & fees

Firepit and sitting area, Outdoor eating on deck, front porch seating

Exceptional

(38 reviews)

Lower walk out level, 1 Bedroom and Studio Queen Apartment in Country Cabin

Meredith, NH

8% off

for 7 nights, 1 apartment

AU$246 per night

includes taxes & fees

Exceptional

(14 reviews)

In the heart of it all! In Weir's beach with amazing views...sleeps 6

Laconia, NH

12% off

for 7 nights, 1 apartment

AU$487 per night

includes taxes & fees

Exceptional

(43 reviews)

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

Meredith, NH

8% off

for 7 nights, 1 home

AU$476 per night

includes taxes & fees

Exceptional

(11 reviews)

Winnipesaukee lakefront home. Close to ski resorts, dining, shopping, spas!

Meredith, NH

8% off

for 7 nights, 1 home

AU$892 per night

includes taxes & fees

Exceptional

(6 reviews)

Meredith, Modern 4 bdrm, 2 bath, Lakefront home close to downtown, central air.

Meredith, NH

8% off

for 7 nights, 1 home

AU$780 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Winona Lake

Showing deals for: 2 Feb - 5 Feb

Lakefront Retreat

Sleeps 6 · 2 bedrooms · 2+ bathrooms

for 3 nights, 1 home

AU$731 per night

includes taxes & fees

Waterfront 2 bedroom cottage with spectacular views of the lake.

Sleeps 6 · 2 bedrooms · 1 bathroom

for 3 nights, 1 cottage

AU$544 per night

includes taxes & fees

Premier Host

Beach House on the Big Lake with 90-foot dock. Bring your boat! New listing!

Sleeps 14 · 5 bedrooms · 4 bathrooms

for 3 nights, 1 home

AU$3,778 per night

includes taxes & fees

Premier Host

Lakefront family-friendly 4+ bedroom house on Little Squam

Sleeps 10 · 5 bedrooms · 3 bathrooms

for 3 nights, 1 home

AU$716 per night

includes taxes & fees

The house features expansive views over the lake and mountains to the north

Premier Host

Lakefront Escape on Squam: Hot Tub, Kayaks, Paddleboards, and Luxury Design

Sleeps 10 · 4 bedrooms · 3+ bathrooms

for 3 nights, 1 home

AU$3,012 per night

includes taxes & fees

Enjoy the beauty and tranquility of Lake Winnipesaukee in the NH White Mountains

Premier Host

Winter Wonder Adventures in New England’s White Mountains

Sleeps 9 · 3 bedrooms · 1 bathroom

for 3 nights, 1 home

AU$569 per night

includes taxes & fees

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Enjoy full kitchens, laundry, pools, gardens and more
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