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 $440 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 $440 per night (USD)
VRBO
From $324 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 $324 per night (USD)
VRBO
From $620 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 $620 per night (USD)
VRBO
From $2207 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 $2207 per night (USD)
VRBO
From $2143 per night (USD)
Expedia
New Family Friendly Lakefront Home on Lake Winnipesaukee in Wolfeboro, NH
Bedrooms:
3
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 $2143 per night (USD)
Expedia
From $358 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 $358 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 $890 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 $890 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 $1032 per night (USD)
VRBO
Family Friendly house with lakefront views surrounded by trees
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Looking for somewhere to spend Labor Day week. We have availability! Summer 2025. Welcome to our family's "Happy Place ...
From $1032 per night (USD)
VRBO
From $470 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 $470 per night (USD)
VRBO
From $226 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 $226 per night (USD)
VRBO
From $159 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 $159 per night (USD)
VRBO
From $234 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 $234 per night (USD)
VRBO
From $407 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 $407 per night (USD)
VRBO
From $482 per night (USD)
VRBO
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 $482 per night (USD)
VRBO
From $422 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 $422 per night (USD)
VRBO
From $434 per night (USD)
VRBO
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)
VRBO
From $1047 per night (USD)
Expedia
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 $1047 per night (USD)
Expedia
From $1074 per night (USD)
VRBO
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)
VRBO
From $503 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 $503 per night (USD)
Expedia
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
Click For Pricing
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 $388 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 $388 per night (USD)
VRBO
From $377 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 $377 per night (USD)
VRBO
From $204 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 $204 per night (USD)
VRBO
From $219 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 $219 per night (USD)
VRBO
From $359 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 $359 per night (USD)
VRBO
From $146 per night (USD)
VRBO
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 $146 per night (USD)
VRBO
From $758 per night (USD)
VRBO
Historic Victorian on Mirror Lake Sleeps 16 SPECIAL SUMMER WEEK RATES
Bedrooms:
2
Bathrooms:
6
Sleeps:
16
SPECIAL SUMMER WEEK RATES!! Gather the family and come spend your vacation at Holiday Hill, the beautifully restored Vic ...
From $758 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $545 per night (USD)
VRBO
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 $545 per night (USD)
VRBO
From $409 per night (USD)
Expedia
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 ...
From $409 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $737 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 $737 per night (USD)
VRBO
From $782 per night (USD)
VRBO
Cozy Wolfeboro Home w/ Private Deck: 1 Mi to Lake!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape the noise and discover your next tranquil New Hampshire getaway at this 2-bedroom, 2-bath Wolfeboro vacation rent ...
From $782 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Peaceful Lakefront 2-bedroom Home For Beautiful and Relaxing Getaway
Bedrooms:
1
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 $344 per night (USD)
Expedia
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 $2449 per night (USD)
Expedia
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)
Expedia
From $523 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 $523 per night (USD)
VRBO
From $1499 per night (USD)
Expedia
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 ...
From $1499 per night (USD)
Expedia
From $1194 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 $1194 per night (USD)
VRBO
From $219 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 $219 per night (USD)
VRBO
From $273 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 $273 per night (USD)
VRBO

Search Your Destination Now!

Winter Harbor Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 45 Rentals