The Best Vacation Rentals in Winona Lake

Prepare to Relax and Experience Family Fun – The Best Vacations Happen in a Vacation Rental

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From US $244

         

10.0 (232 Reviews)

House

Close to downtown Meredith & lake Winnipesaukee on 13 secluded acres, Mt. views

• Air Conditioner
• Parking
• Pet Friendly

• New Hampshire
• Lochmere

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From US $359

         

|

10.0 (2 Reviews)

House

Expansive Wilmot Escape with Deck Near Skiing!

• Parking
• View
• Ocean View

• New Hampshire
• Elkins

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From US $174

         

|

9.4 (201 Reviews)

Bed & Breakfast

Dowds Country Inn

• Air Conditioner
• Parking
• Balcony/Terrace

• New Hampshire
• Lyme Center

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From US $277

         

10.0 (43 Reviews)

Cottage

Lakefront Winnisquam Cottage with dock & boat ramp

• Air Conditioner
• Parking
• Pet Friendly

• New Hampshire
• Lochmere

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From US $819

         

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10.0 (1 Review)

House

Winnisquam Landing Lakefront Firepit Deck

• Air Conditioner
• Parking
• View

• New Hampshire
• Lochmere

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From US $295

         

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9.8 (455 Reviews)

Hotel

The Lyme Inn

• Air Conditioner
• Parking
• TV

• New Hampshire
• Lyme Center

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From US $633

         

10.0 (34 Reviews)

House

Shaker Bear Guest House- Sleeps 6: 1 King bed, 1 Queen & 2 twins, 2 Full bath's

• Air Conditioner
• Parking
• Pool

• New Hampshire
• Elkins

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From US $719

         

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10.0 (1 Review)

House

Rustic Big Red Cottage near Sunapee

• Parking
• Pet Friendly
• Child Friendly

• New Hampshire
• Elkins

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From US $139

         

9.2 (1002 Reviews)

Hotel

Hampton Inn & Suites Tilton

• Air Conditioner
• Parking
• Pool

• New Hampshire
• Lochmere

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From US $226

         

10.0 (33 Reviews)

Cottage

Cozy & bright getaway close to ski mountains and lake

• Air Conditioner
• Parking
• TV

• New Hampshire
• Elkins

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From US $341

         

10.0 (31 Reviews)

House

Paradise awaits on Shaws Pond conveniently located in the Lakes Region.

• Air Conditioner
• Parking
• Pet Friendly

• New Hampshire
• Union

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From US $473

         

10.0 (26 Reviews)

House

Sunset View Lake Front Living with Dock & Boat Ramp on Lake Winnisquam

• Air Conditioner
• Parking
• Pet Friendly

• New Hampshire
• Lochmere

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From US $1,065

         

10.0 (21 Reviews)

House

SPACIOUS and PRIVATE renovated farmhouse for the whole family

• Parking
• TV
• Balcony/Terrace

• New Hampshire
• Guild

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From US $228

         

10.0 (21 Reviews)

House

Secluded New Durham Home w/Mtn & Lake Views!

• Air Conditioner
• Parking
• TV

• New Hampshire
• Union

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From US $567

         

10.0 (19 Reviews)

House

4BR Retreat w/Hot Tub, Fire Pit, Basketball Court, Hammock, Patio, Near lake

• Air Conditioner
• Parking
• Pet Friendly

• New Hampshire
• Lyme Center

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From US $328

         

10.0 (18 Reviews)

House

Pleasant Lake Escape: 3BR Home with Panoramic Views

• Air Conditioner
• Parking
• TV

• New Hampshire
• Elkins

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From US $298

         

10.0 (15 Reviews)

House

Relax in a Unique Treehouse Getaway - in Southwest NH

• Air Conditioner
• Parking
• Balcony/Terrace

• New Hampshire
• Munsonville

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From US $289

         

10.0 (15 Reviews)

House

Year-round house, Lakes Region, Winnisquam NH.

• Air Conditioner
• Parking
• TV

• New Hampshire
• Lochmere

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From US $806

         

10.0 (14 Reviews)

House

“Big Red” @ New London/Sunapee | Lake-Ski-Wellness

• Air Conditioner
• Parking
• Pet Friendly

• New Hampshire
• Elkins

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From US $543

         

10.0 (14 Reviews)

House

Lakefront home with private dock on Lake Winnisquam, 15 min from Gunstock Mtn

• Air Conditioner
• Parking
• TV

• New Hampshire
• Lochmere

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From US $599

         

10.0 (6 Reviews)

House

Modern Francestown Retreat on Scobie Pond!

• Air Conditioner
• Parking
• Balcony/Terrace

• New Hampshire
• West Hopkinton

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From US $590

         

10.0 (5 Reviews)

House

Amazing Views, Skiing Nearby and Amenities Galore!

• Air Conditioner
• Parking
• TV

• New Hampshire
• Drewsville

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From US $596

         

10.0 (4 Reviews)

House

Spectacular Sunsets on Silver Lake

• Air Conditioner
• Parking
• Pet Friendly

• New Hampshire
• Lochmere

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From US $403

         

10.0 (4 Reviews)

House

Updated Historic Cape overlooking the famous Winnisquam Sandbar

• Air Conditioner
• Parking
• Pet Friendly

• New Hampshire
• Lochmere

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★ Pro Tip: Vacationsrental makes it easy to compare the best listings on Vacationsrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Vacationsrental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winona Lake.