Winter Harbor Rentals
From $608 per night (USD)VRBO
Directly On Lake Winnipesaukee, A/Cs, Waterfront, Dock & Deck - 7 Night Min
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 13
Loonrise is located above a quiet cove 6 miles west of Wolfeboro on NH's largest lake. The ,main house has 5 bedrooms wi ...
From $608 per night (USD)VRBO
From $2070 per night (USD)VRBO
Lakefront Family Home in Estate Area of Wolfeboro
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 12
Rarely available in the summer! This 6 bedroom + home is in the estate area of Wolfeboro, NH on a beautiful cove within ...
From $2070 per night (USD)VRBO
From $419 per night (USD)VRBO
Relax by Lake Winnipesaukee : 2-bedroom cottage, featured by Yankee Magazine.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in the charming town of Wolfeboro, our 2-bedroom cottage offers a picturesque retreat on the shores of the stunn ...
From $419 per night (USD)VRBO
From $810 per night (USD)VRBO
Summer Home on Lake Winnipesaukee, Private Sandy Beach/Dock on Tuftonboro Neck
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Lapping Waters, a casual user-friendly summer cottage with two additional rustic bunkhouses with private sand ...
From $810 per night (USD)VRBO
From $815 per night (USD)VRBO
Lake Front 4 Bedroom Private Family Retreat on Winni!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Treat your family to a week-long stay and receive an exclusive discount! This prime spot is located in a quiet cove righ ...
From $815 per night (USD)VRBO
From $282 per night (USD)VRBO
Quaint Cottage, Closse To Center Of Wolfeboro
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quiet 2 bedroom, open living cottage. One queen size bed and 2 twin size beds. Just two miles from Center of Wolfeboro, ...
From $282 per night (USD)VRBO
From $687 per night (USD)VRBO
Historic Victorian on Mirror Lake Sleeps 16
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 16
Gather the family and come spend your vacation at Holiday Hill, the beautifully restored Victorian home on Mirror Lake. ...
From $687 per night (USD)VRBO
From $949 per night (USD)VRBO
Family Friendly house with lakefront views surrounded by trees
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our family's "Happy Place". We hope you, your family and friends can create wonderful memories here. A fam ...
From $949 per night (USD)VRBO
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New Construction, Wolfeboro, NH Walk to Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Walk to Town! This new to market 4,000SF, new construction home features custom luxury living details, combined with fa ...
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From $475 per night (USD)Expedia
Historic Wolfeboro Home one block to Village
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
This 4-br, 1.5 bath colonial home offers a rare opportunity to experience the charm of a New England historic home with ...
From $475 per night (USD)Expedia
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Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Tuftonboro Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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From $1141 per night (USD)VRBO
Lake Front Home in Wolfeboro Bay - Sleeps 10, 4 Bedrooms, 3 Bathrooms
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
A beautiful home in Wolfeboro Bay, one mile to downtown! The main home is beautifully decorated, well equipped, bright ...
From $1141 per night (USD)VRBO
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Tuftonboro Waterfront Home on Winnipesaukee with Sandy Beach sleeping 10
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
This is the wonderful Log Home you’ve been dreaming about for your next vacation! The home is located in an area of Lak ...
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Nostalgic Winter Harbor Wonderland on Lake Winnipesaukee Sleeps 16
- Bedrooms:
- 2
- Bathrooms:
- 8
- Sleeps:
- 16
Privately located 5-bedroom Winnipesaukee Lake house with additional 3-bedroom waterfront cottage located in Winter Harb ...
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Welcome to Wolfeboro! Enjoy staying in the Oldest Summer Resort In America!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We welcome you to our 3 bedroom 2 bath located in the Port Wedeln community of Wolfeboro. The neighborhood boasts a priv ...
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From $172 per night (USD)VRBO
Efficiency 2--Piping Rock Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Piping Rock Resort located in Wolfeboro New Hampshire, known as the “Oldest Summer Resort in America”. It is a resort wi ...
From $172 per night (USD)VRBO
From $310 per night (USD)VRBO
Beautiful Lake Front Cottage on Winter Harbor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cozy cottage sits on over 100 feet of lake front property in coveted Winter Harbor of Lake Winnipesaukee. Western e ...
From $310 per night (USD)VRBO
From $564 per night (USD)VRBO
NEWLY REMODELED Main Street Home, Close to Town, Lake, Abenaki Ski, EV Charger!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to "The Morning Glory House" our families special place where you will find four beautiful bedrooms and both ind ...
From $564 per night (USD)VRBO
From $760 per night (USD)VRBO
Classic Lake Winnipesaukee Home with modern amenities. Sleeps 15
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Beautiful and classic lakefront home located on the Winter Harbor section of Lake Winnipesaukee. Private and quiet 1 ...
From $760 per night (USD)VRBO
From $472 per night (USD)Expedia
Amazing lakefront retreat with stunning views - near skiing & golf
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Lakeside Lullaby Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $472 per night (USD)Expedia
From $439 per night (USD)VRBO
Charming 3-bedroom house with AC in Wolfeboro walking distance to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Charming 4 season home with 3-bedroom 2-bathroom house located in the heart of Wolfeboro. The house is in a quiet neighb ...
From $439 per night (USD)VRBO
From $265 per night (USD)Expedia
Charming YEAR ROUND 4-bedroom cottage on Lake Winnipesaukee
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This Winnie cottage boasts 4 inviting bedrooms, including 1 king bed, 1 queen bed, and 2 twin beds. With a washing machi ...
From $265 per night (USD)Expedia
From $339 per night (USD)VRBO
Rustic Loft Barn that sleeps 5, close to downtown Wolfeboro
- Bedrooms:
- 0
- Bathrooms:
- 2
- Sleeps:
- 5
Our 3000 sq. Ft renovated, rustic loft barn is located on 68 private acres, yet 2.5 miles to town. It sleeps 5, 4 single ...
From $339 per night (USD)VRBO
From $1919 per night (USD)VRBO
Beautiful 6-bed/5-bath home on Wolfeboro Neck w/beach, SW views, AC & Wolfeboro
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Nestled in Wolfeboro, this delightful house offers a serene and peaceful retreat for guests. With 6 cozy bedrooms (sleep ...
From $1919 per night (USD)VRBO
From $385 per night (USD)VRBO
NEW! Peaceful Retreat at Nary Hill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This cozy and comfortable house can accommodate up to 8 guests, making it perfect for families, couples, or small groups ...
From $385 per night (USD)VRBO
From $304 per night (USD)VRBO
Luthier's Landing #9
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to the serene beauty of Lake Winnipesaukee at Luthier's Landing #9, a cozy retreat nestled in nature's embrace. T ...
From $304 per night (USD)VRBO
From $520 per night (USD)VRBO
Winnipesaukee lakefront townhome getaway with private beach, 3BRs, peaceful
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious Lakefront Townhome on Winnipesaukee – Private Beach, Minutes to Downtown Wolfeboro Enjoy relaxing on the beach ...
From $520 per night (USD)VRBO