Winter Harbor, New Hampshire Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Winter Harbor, New Hampshire on RentalSaver.com!

Winter Harbor Rentals

$Directly On Lake Winnipesaukee, A\/Cs, Waterfront, Dock & Deck - 7 Night Min$
From $512 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 $512 per night (USD)
VRBO
From $2468 per night (USD)
VRBO
Lakefront Family Home in Estate Area of Wolfeboro
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
This 6 bedroom + home is in the estate area of Wolfeboro, NH on a beautiful cove within walking distance to town. The h ...
From $2468 per night (USD)
VRBO
From $1674 per night (USD)
VRBO
New Family Friendly Lakefront Home on Lake Winnipesaukee in Wolfeboro, NH
Bedrooms:
4
Bathrooms:
6
Sleeps:
18
Built in 2017 with family in mind, this 6+ bedroom, 3.5 bathroom home on Lake Winnipesaukee in Wolfeboro, NH is just ste ...
From $1674 per night (USD)
VRBO
From $440 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 $440 per night (USD)
VRBO
From $195 per night (USD)
VRBO
Cozy, Rustic Cottage on Lake Winnipesaukee
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy a week in a rustic cottage set in the woods at the end of a quiet road. This is a cozy cottage situated on the Lak ...
From $195 per night (USD)
VRBO
From $230 per night (USD)
VRBO
Classic Lake Winnipesaukee Camp
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This original 1940 New Hampshire camp is situated on the Lake Winnipesaukee facing west across the broads on Tuftonboro ...
From $230 per night (USD)
VRBO
From $2470 per night (USD)
VRBO
Multi Home Estate with Private Dock - Linens Included
Bedrooms:
5
Bathrooms:
11
Sleeps:
22
Each home has it’s own dock, driveway, and yard. The game room and yards separate the two homes. The setup is great for ...
From $2470 per night (USD)
VRBO
$Summer Home on Lake Winnipesaukee, Private Sandy Beach\/Dock on Tuftonboro Neck$
From $698 per night (USD)
VRBO
Summer Home on Lake Winnipesaukee, Private Sandy Beach\/Dock on Tuftonboro Neck
Bedrooms:
2
Bathrooms:
7
Sleeps:
12
Welcome to Lapping Waters, a casual user-friendly summer cottage with two additional rustic bunkhouses with private sand ...
From $698 per night (USD)
VRBO
From $747 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 $747 per night (USD)
VRBO
From $666 per night (USD)
VRBO
Winter Harbor Lakefront Home Accommodates 15 - Linens Provided!
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
Classic family owned lake house in beautiful Winter Harbor on Lake Winnipesaukee. Originally named Camp Redruffe Perfec ...
From $666 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 $863 per night (USD)
Expedia
Historic Victorian on Mirror Lake Sleeps 16
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Gather the family and come spend your vacation at Holiday Hill, the beautifully restored Victorian home on Mirror Lake. ...
From $863 per night (USD)
Expedia
From $976 per night (USD)
VRBO
Family Friendly house with lakefront views surrounded by trees
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Looking for somewhere to spend Summer 2024, we have two weeks left available in August. Welcome to our family's "Happy ...
From $976 per night (USD)
VRBO
From $815 per night (USD)
Expedia
New Construction, Wolfeboro, NH Walk to Town
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Walk to Town! This new to market 4,000SF, new construction home features custom luxury living details, combined with fa ...
From $815 per night (USD)
Expedia
From $584 per night (USD)
VRBO
Historic Wolfeboro Home one block to Village
Bedrooms:
2
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 $584 per night (USD)
VRBO
$Secluded, dog-friendly home with screened porch, firepit, fireplace & W\/D$
From $243 per night (USD)
Expedia
Secluded, dog-friendly home with screened porch, firepit, fireplace & W\/D
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Tuftonboro Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $243 per night (USD)
Expedia
From $1070 per night (USD)
VRBO
Tuftonboro Waterfront Home on Winnipesaukee with Sandy Beach sleeping 10
Bedrooms:
4
Bathrooms:
4
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 ...
From $1070 per night (USD)
VRBO
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Expedia
Nostalgic Winter Harbor Wonderland on Lake Winnipesaukee Sleeps 16
Bedrooms:
3
Bathrooms:
8
Sleeps:
16
Privately located 5-bedroom Winnipesaukee Lake house with additional 3-bedroom waterfront cottage located in Winter Harb ...
Click For Pricing
Expedia
Click For Pricing
VRBO
New for 2023 Magical Mirror Lake Home Dock For 20ft Boat Sleeps 9
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
*New for 2023* Inviting lakefront home set on the serene shores of Mirror Lake will prove to be the ultimate getaway for ...
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VRBO
From $396 per night (USD)
Expedia
Charming house near beaches, lakes and mountains
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Charming house nestled in the heart of the Lakes Region of New Hampshire. Perfect for any season getaway. Just 2 minutes ...
From $396 per night (USD)
Expedia
Click For Pricing
VRBO
Sewall Point Escape - Lake Winnipesaukee, Wolfeboro
Bedrooms:
2
Bathrooms:
6
Sleeps:
8
Located on Sewall Road, this vintage 5 bedroom vacation house on Lake Winnipesaukee is the ideal spot for your next fami ...
Click For Pricing
VRBO
From $733 per night (USD)
Expedia
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 ...
From $733 per night (USD)
Expedia
From $311 per night (USD)
VRBO
Cottage 10--Piping Rock Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy this beautiful cabin located close to the beach offering fantastic unobstructed views of the lake. Spend your days ...
From $311 per night (USD)
VRBO
From $295 per night (USD)
VRBO
Cottage 5--Piping Rock Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy this comfortable knotty pine cottage tucked neatly inside the edge of the forest. This two-bedroom gem gives you a ...
From $295 per night (USD)
VRBO
From $141 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 $141 per night (USD)
VRBO
From $141 per night (USD)
VRBO
Efficiency 3--Piping Rock Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Piping Rock Resort located in Wolfeboro New Hampshire, known as the “Oldest Summer Resort in America”. It is a resort wi ...
From $141 per night (USD)
VRBO
From $436 per night (USD)
VRBO
Cottage 11--Piping Rock Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Enjoy this wonderful knotty pine cottage in a fantastic location. Unobstructed lake views greet you along with a close p ...
From $436 per night (USD)
VRBO
From $251 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 $251 per night (USD)
VRBO
From $374 per night (USD)
VRBO
Cottage 9--Piping Rock Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Beautiful knotty pine cottage located right on the shore Lake Winnipesaukee. This location is fantastic offering great p ...
From $374 per night (USD)
VRBO
From $141 per night (USD)
VRBO
Efficiency 8--Piping Rock Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Piping Rock Resort located in Wolfeboro New Hampshire, known as the “Oldest Summer Resort in America”. It is a resort wi ...
From $141 per night (USD)
VRBO
From $107 per night (USD)
VRBO
Efficiency 9 --Piping Rock Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Piping Rock Resort located in Wolfeboro New Hampshire, known as the “Oldest Summer Resort in America”. It is a resort wi ...
From $107 per night (USD)
VRBO
From $141 per night (USD)
VRBO
Efficiency 4--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 $141 per night (USD)
VRBO
From $463 per night (USD)
VRBO
Cottage 6--Piping Rock Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Step back in time with this rustic knotty pine cottage located right on the lake. This location is fantastic offering gr ...
From $463 per night (USD)
VRBO
From $399 per night (USD)
VRBO
Cottage 8--Piping Rock Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy one of Piping Rock’s crowned jewels. This two-bedroom suite sits with its toes in the water. Two private bathrooms ...
From $399 per night (USD)
VRBO
From $465 per night (USD)
VRBO
Cottage 1--Piping Rock Resort
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Relax in the comfort and convenience of a brand new kitchen and bathroom. A brand new spacious screened-in porch will pr ...
From $465 per night (USD)
VRBO
From $141 per night (USD)
VRBO
Efficiency 7--Piping Rock Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Piping Rock Resort located in Wolfeboro New Hampshire, known as the “Oldest Summer Resort in America”. It is a resort wi ...
From $141 per night (USD)
VRBO
From $692 per night (USD)
VRBO
NEWLY REMODELED Main Street Home, Close to Town, Lake, Abenaki Ski, EV Charger!
Bedrooms:
3
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 $692 per night (USD)
VRBO
$Cozy Wolfeboro Home w\/ Private Deck: 1 Mi to Lake!$
From $778 per night (USD)
Expedia
Cozy Wolfeboro Home w\/ Private Deck: 1 Mi to Lake!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Escape the noise and discover your next tranquil New Hampshire getaway at this 2-bedroom, 2-bath Wolfeboro vacation rent ...
From $778 per night (USD)
Expedia
From $640 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 $640 per night (USD)
VRBO
From $460 per night (USD)
Expedia
Amazing lakefront retreat with stunning views - near skiing & golf
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Lakeside Lullaby Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $460 per night (USD)
Expedia
$Lake Winnipesaukee Getaway w\/ Shared Swim Area!$
From $432 per night (USD)
VRBO
Lake Winnipesaukee Getaway w\/ Shared Swim Area!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Trade in your day-to-day for the slower pace of lake life at this beautiful vacation rental in Wolfeboro. The 3-bedroom, ...
From $432 per night (USD)
VRBO
From $1356 per night (USD)
VRBO
Lakefront Family Friendly Home, Sleeps 10
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Tucked at the end of a private, wooded road in a quiet cove, this 1960s charmer underwent some main level renovations, ...
From $1356 per night (USD)
VRBO
From $450 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 $450 per night (USD)
VRBO
From $340 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 $340 per night (USD)
Expedia
From $488 per night (USD)
VRBO
NEW! Peaceful Retreat at Nary Hill
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Nary Shores, your perfect lakeside retreat located just 5 minutes from the water in beautiful Wolfeboro, NH! ...
From $488 per night (USD)
VRBO
From $432 per night (USD)
Expedia
Rustic Loft Barn that sleeps 5, close to downtown Wolfeboro
Bedrooms:
1
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 $432 per night (USD)
Expedia

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Winter Harbor Rentals

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Results: 46 Rentals