An aerial view of a lakeside town with colorful autumn foliage, a church, and a marina with boats.

Holiday Homes in Wolfeboro

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Wolfeboro holiday homes

A modern living room with a fireplace, a television, and a comfortable seating area.

1. Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
7.2 out of 10, Good, (22 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is NZ$645
includes taxes & fees
11 Sept - 12 Sept
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
A cabin with a porch, surrounded by trees and a body of water.

2. Picturesque Studio Lakefront | Dock

Picturesque Studio Lakefront | Dock
Alton
The price is NZ$630
includes taxes & fees
16 Sept - 17 Sept
Picturesque Studio Lakefront | Dock
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dining table with a placemat and a bowl.

3. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
Center Tuftonboro
10.0 out of 10, Exceptional, (15 reviews)
"Property was just as pictured. Great location near the pond. Home had everything I could have needed, including a few snacks. Bit of a snafu on check-in but host communication was quick and pleasant!"
United States
Diane S.
The price is NZ$799
includes taxes & fees
5 Oct - 6 Oct
Cozy Tuftonboro Escape: Steps to Private Beaches!
A living room with a sectional sofa, a wooden coffee table, and a view through a large window.

4. Inviting 1BR Lakeview 2nd-Floor | Balcony

Inviting 1BR Lakeview 2nd-Floor | Balcony
Gilford
The price is NZ$482
includes taxes & fees
5 Oct - 6 Oct
Inviting 1BR Lakeview 2nd-Floor | Balcony
A lake with a sandy beach and a concrete dock extending into the water.

5. Private Pond Cabin with Lake Access & Fire Pit

Private Pond Cabin with Lake Access & Fire Pit
Tuftonboro
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful property "
United States
Keith B.
The price is NZ$795
includes taxes & fees
22 Sept - 23 Sept
Private Pond Cabin with Lake Access & Fire Pit
A lakeside property with a dock, boats, and a large building surrounded by trees.

6. Gilford Perfect Getaway Pool, WIFI & Free Parking

Gilford Perfect Getaway Pool, WIFI & Free Parking
Laconia
8.4 out of 10, Very good, (6 reviews)
"Very nice place, easily located near everything. Would definitely stay here again."
United States
Katherine B.
The price is NZ$362
includes taxes & fees
16 Sept - 17 Sept
Gilford Perfect Getaway Pool, WIFI & Free Parking
A living room with a stone fireplace, a ceiling fan, and a large window.

7. Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8

Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8
Gilford
The price is NZ$853
includes taxes & fees
9 Sept - 10 Sept
Lake Winnipesaukee - Gunstock - Gilford - 5 Minutes to Lake and Music - Sleeps 8
A large building with multiple sections, surrounded by snow-covered ground and trees, with a lake and mountains in the background.

8. Cedar Lodge Room 2 Queen Beds & Private Balcony

Cedar Lodge Room 2 Queen Beds & Private Balcony
Weirs Beach
The price is NZ$480
includes taxes & fees
7 Sept - 8 Sept
Cedar Lodge Room 2 Queen Beds & Private Balcony
A sauna with wooden walls and benches, a central ventilation system, and a ceiling light.

9. Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!

Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
New Durham
9.0 out of 10, Wonderful, (4 reviews)
"Great location in the woods! House was roomy and very comfortable..Host was very accommodating and communicated promptly and thoroughly. Lots of beds for the family!"
United States
Mary T.
The price is NZ$952
includes taxes & fees
16 Sept - 17 Sept
Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
A rustic kitchen with wooden cabinets, a large window, and a variety of kitchen items on the counter.

10. Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch

Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch
Gilford
10.0 out of 10, Exceptional, (3 reviews)
"We had a great time at the Wagner Ranch. The bedrooms were comfy and the kitchen had all necessary items. Definitely will stay there again. The hosts were Great!"
United States
dave b.
The price is NZ$934
includes taxes & fees
16 Sept - 17 Sept
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Private Ranch

11. Lotus Spa, your home away from home

Lotus Spa, your home away from home
Acton
10.0 out of 10, Exceptional, (61 reviews)
"It was a wonderful stay"
United States
Alexis M.
The price is NZ$622
includes taxes & fees
10 Sept - 11 Sept
Lotus Spa, your home away from home
A cozy living room with a stone fireplace, wooden ceiling, and a large TV mounted above it.

12. Family Cabin Minutes to Gunstock & Lake Winnipesaukee

Family Cabin Minutes to Gunstock & Lake Winnipesaukee
Gilford
9.2 out of 10, Wonderful, (7 reviews)
"Loved how much lodging there was and so many fun games to play in the house."
United States
Adam
The price is NZ$1,148
includes taxes & fees
22 Sept - 23 Sept
Family Cabin Minutes to Gunstock & Lake Winnipesaukee
A beach with a picnic table, a grill, and a fire pit.

13. Experience Winter at Gunstock Ski Resorts and Relax in the Scenic Lake Region.

Experience Winter at Gunstock Ski Resorts and Relax in the Scenic Lake Region.
Gilford
9.8 out of 10, Exceptional, (49 reviews)
"Fun house to stay at with a great game room"
United States
Anthony W.
The price is NZ$1,359
includes taxes & fees
8 Sept - 9 Sept
Experience Winter at Gunstock Ski Resorts and Relax in the Scenic Lake Region.
A two-story house with a balcony, a covered porch, and a staircase leading to the entrance.

14. Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct

Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct
Gilford
9.8 out of 10, Exceptional, (23 reviews)
"This house was great!!! Plenty of space, clean & owner is very responsive!! We stayed for a concert at the pavilion & the distance was perfect. Wish we were staying longer!"
United States
Marie S.
The price is NZ$1,474
includes taxes & fees
7 Sept - 8 Sept
Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct
A waterfront bar with wicker furniture and stools, a covered seating area, and a sign reading 'LAKEVIEW 1869'.

15. Room 4 (2nd Floor with Shared Bathroom)

Room 4 (2nd Floor with Shared Bathroom)
Weirs Beach
10.0 out of 10, Exceptional, (1 review)
"Clean, organized, great hospitality, location and views!"
United States
Troy D.
Room 4 (2nd Floor with Shared Bathroom)
A cozy kitchen with wooden flooring, a brick wall, and a blue stove. There are bar stools and a small table with chairs.

16. Welcome to the Z E N

Welcome to the Z E N
Acton
9.6 out of 10, Exceptional, (20 reviews)
"This place was the perfect retreat!"
United States
Jennifer B.
The price is NZ$619
includes taxes & fees
15 Sept - 16 Sept
Welcome to the Z E N
A deck with a view of a frozen lake and surrounding trees.

17. A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Freedom
8.8 out of 10, Excellent, (35 reviews)
"Helen was very quick to answer any questions we had. The house was very clean and the bed was very comfortable!"
United States
Connie S.
The price is NZ$580
includes taxes & fees
20 Sept - 21 Sept
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
A living room with a sofa, a coffee table, a dining table with a vase of flowers, and large windows with curtains.

18. Cozy 3BR House Right Across from the Beach

Cozy 3BR House Right Across from the Beach
Laconia
10.0 out of 10, Exceptional, (3 reviews)
"Great location really nice little property if you’re going to a concert this is a place to stay"
United States
Patrick C.
The price is NZ$946
includes taxes & fees
10 Sept - 11 Sept
Cozy 3BR House Right Across from the Beach
A two-story house with a covered porch and a small deck.

19. Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
10.0 out of 10, Exceptional, (53 reviews)
"The apartment was very comfortable and just as pictured. We had a wonderful stay! It’s a great location for walking in Meredith and an easy drive to ski at Gunstock. "
United States
Karen O.
The price is NZ$712
includes taxes & fees
21 Sept - 22 Sept
Meredith Bay - Brand New 1st Floor Apartment In Private Home
A modern kitchen with a large island, dark cabinetry, and a view of the outdoors.

20. Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake

Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake
Alton
9.6 out of 10, Exceptional, (5 reviews)
"My brothers and I had an incredible time on the lake and experienced the local amenities. The individual apartments were perfect for our needs and allowed for everyone to have their own space. The property was well managed and maintained. I would highly recommend this location for anyone looking to enjoy lake Winni! Thank you, Ron"
United States
Ronnie G.
The price is NZ$2,132
includes taxes & fees
28 Sept - 29 Sept
Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wolfeboro Hotel Reviews

The Naswa Resort

The Naswa Resort

10/10 Excellent
"had a great time. the staff was awesome"
Jillian 2-night trip
Posted 5 hours ago
The Naswa Resort

Find out more about Wolfeboro

Wolfeboro Holiday Homes information

Number of reviews
202
Accommodation
985 Holiday Homes
Lowest Price
NZ$362
Highest Price
NZ$2,132