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

From $438 per night (USD)
VRBO
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 $438 per night (USD)
VRBO
From $460 per night (USD)
Expedia
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 $460 per night (USD)
Expedia
$Charming Cottage on Mirror Lake, NH, lakeside, 2,400 \/ 1,800 wk.$
From $399 per night (USD)
VRBO
Charming Cottage on Mirror Lake, NH, lakeside, 2,400 \/ 1,800 wk.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy the summer and early fall season from this charming cottage on Mirror Lake. The screened in porch allows full view ...
From $399 per night (USD)
VRBO
$Directly On Lake Winnipesaukee, A\/Cs, Waterfront, Dock & Deck - 7 Night Min$
From $620 per night (USD)
Expedia
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 $620 per night (USD)
Expedia
From $2480 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 $2480 per night (USD)
VRBO
From $447 per night (USD)
Expedia
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 $447 per night (USD)
Expedia
$Summer Home on Lake Winnipesaukee, Private Sandy Beach\/Dock on Tuftonboro Neck$
From $810 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 $810 per night (USD)
VRBO
From $982 per night (USD)
Expedia
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 $982 per night (USD)
Expedia
From $284 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 $284 per night (USD)
VRBO
From $997 per night (USD)
Expedia
Family Friendly house with lakefront views surrounded by trees
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Looking for somewhere to spend Summer 2025. Welcome to our family's "Happy Place". We hope you, your family and friend ...
From $997 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Cottage 9--Piping Rock Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beautiful knotty pine cottage located right on the shore Lake Winnipesaukee. This location is fantastic offering great p ...
From $380 per night (USD)
VRBO
From $247 per night (USD)
Expedia
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 $247 per night (USD)
Expedia
From $174 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 $174 per night (USD)
VRBO
From $271 per night (USD)
Expedia
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 $271 per night (USD)
Expedia
From $484 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 $484 per night (USD)
VRBO
From $553 per night (USD)
Expedia
Cottage 8--Piping Rock Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy one of Piping Rock’s crowned jewels. This two-bedroom suite sits with its toes in the water. Two private bathrooms ...
From $553 per night (USD)
Expedia
From $539 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 $539 per night (USD)
VRBO
From $434 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 $434 per night (USD)
Expedia
From $775 per night (USD)
VRBO
Lake Winnipesaukee Vintage Vacation Home – Your Ideal Lakefront Retreat
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
LLake Winnipesaukee Vintage Vacation Home – Your Ideal Lakefront Retreat Welcome to your perfect escape! Located on the ...
From $775 per night (USD)
VRBO
From $1074 per night (USD)
Expedia
Charming Lakefront Cottage on Winter Harbor – Your Perfect Escape
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Charming Lakefront Cottage on Winter Harbor – Your Perfect Escape Nestled along the serene waters of Winter Harbor on La ...
From $1074 per night (USD)
Expedia
From $571 per night (USD)
VRBO
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 $571 per night (USD)
VRBO
From $336 per night (USD)
VRBO
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 $336 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
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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 ...
Click For Pricing
Expedia
From $453 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 $453 per night (USD)
VRBO
From $400 per night (USD)
Expedia
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 $400 per night (USD)
Expedia
From $226 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 $226 per night (USD)
VRBO
From $252 per night (USD)
Expedia
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 $252 per night (USD)
Expedia
From $444 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 $444 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Efficiency 5--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)
Expedia
From $874 per night (USD)
VRBO
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 $874 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
Click For Pricing
VRBO
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 ...
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VRBO
From $591 per night (USD)
Expedia
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 $591 per night (USD)
Expedia
$Secluded, dog-friendly home with screened porch, firepit, fireplace & W\/D$
From $415 per night (USD)
VRBO
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 $415 per night (USD)
VRBO
From $1070 per night (USD)
Expedia
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)
Expedia
From $755 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 $755 per night (USD)
VRBO
$Cozy Wolfeboro Home w\/ Private Deck: 1 Mi to Lake!$
From $784 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 $784 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Peaceful Lakefront 2-bedroom Home For Beautiful and Relaxing Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Rest, relax and recharge at this tranquil waterfront getaway on stunning Mirror Lake. Unplug from the hurry and enjoy th ...
From $326 per night (USD)
VRBO
$Beautiful 6-bed\/5-bath home on Wolfeboro Neck w\/beach, SW views, AC & Wolfeboro$
From $1243 per night (USD)
Expedia
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 $1243 per night (USD)
Expedia
From $2449 per night (USD)
VRBO
Spectacular Lakefront Estate on Winter Harbor
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Spectacular Lakefront Estate on Winter Harbor Experience unparalleled luxury and privacy at this stunning lakefront esta ...
From $2449 per night (USD)
VRBO
From $520 per night (USD)
Expedia
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 $520 per night (USD)
Expedia
From $1579 per night (USD)
VRBO
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 ...
From $1579 per night (USD)
VRBO
From $2069 per night (USD)
Expedia
Lake Front Home in Wolfeboro Bay - Sleeps 10, 4 Bedrooms, 3 Bathrooms
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
A beautiful home in Wolfeboro Bay, one mile to downtown! The main home is beautifully decorated, well equipped, bright ...
From $2069 per night (USD)
Expedia
From $249 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 $249 per night (USD)
VRBO
From $269 per night (USD)
Expedia
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 $269 per night (USD)
Expedia

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Winter Harbor Rentals

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Results: 46 Rentals