The Jackson Hideaway | Incredible Views + Hot Tub
The Jackson Hideaway | Incredible Views + Hot Tub
The Jackson Hideaway | Incredible Views + Hot Tub
The Jackson Hideaway | Incredible Views + Hot Tub
The Jackson Hideaway | Incredible Views + Hot Tub

The Jackson Hideaway | Incredible Views + Hot Tub

3 bedrooms·2 baths
Jackson • New Hampshire
4.79(14 reviews)
The Jackson Hideaway | Incredible Views + Hot Tub
The Jackson Hideaway | Incredible Views + Hot Tub
The Jackson Hideaway | Incredible Views + Hot Tub
The Jackson Hideaway | Incredible Views + Hot Tub
The Jackson Hideaway | Incredible Views + Hot Tub

The Jackson Hideaway | Incredible Views + Hot Tub

3 bedrooms·2 baths
Jackson • New Hampshire

$1,623.95 USD total for 3 nights

Nov 9 – 12, 2026

Large Log Cabin Overlooking Black Mt.
Large Log Cabin Overlooking Black Mt.
Large Log Cabin Overlooking Black Mt.
Large Log Cabin Overlooking Black Mt.
Large Log Cabin Overlooking Black Mt.

Large Log Cabin Overlooking Black Mt.

5 bedrooms·2 baths
Jackson • New Hampshire
5(54 reviews)

$1,736.00 USD total for 3 nights

Nov 22 – 25, 2026

Mountain View Haus 4-season fun on Black Mountain + Amazing Views, A/C
Mountain View Haus 4-season fun on Black Mountain + Amazing Views, A/C
Mountain View Haus 4-season fun on Black Mountain + Amazing Views, A/C
Mountain View Haus 4-season fun on Black Mountain + Amazing Views, A/C
Mountain View Haus 4-season fun on Black Mountain + Amazing Views, A/C

Mountain View Haus 4-season fun on Black Mountain + Amazing Views, A/C

4 bedrooms·3 baths
Jackson • New Hampshire
5(15 reviews)
Mountain View Haus 4-season fun on Black Mountain + Amazing Views, A/C
Mountain View Haus 4-season fun on Black Mountain + Amazing Views, A/C
Mountain View Haus 4-season fun on Black Mountain + Amazing Views, A/C
Mountain View Haus 4-season fun on Black Mountain + Amazing Views, A/C
Mountain View Haus 4-season fun on Black Mountain + Amazing Views, A/C

Mountain View Haus 4-season fun on Black Mountain + Amazing Views, A/C

4 bedrooms·3 baths
Jackson • New Hampshire

$1,929.05 USD total for 3 nights

Nov 9 – 12, 2026

Luxe Ski in/ out, Foliage, Hiking, Sauna & Hot Tub
Luxe Ski in/ out, Foliage, Hiking, Sauna & Hot Tub
Luxe Ski in/ out, Foliage, Hiking, Sauna & Hot Tub
Luxe Ski in/ out, Foliage, Hiking, Sauna & Hot Tub
Luxe Ski in/ out, Foliage, Hiking, Sauna & Hot Tub

Luxe Ski in/ out, Foliage, Hiking, Sauna & Hot Tub

3 bedrooms·1 bath
Jackson • New Hampshire
5(41 reviews)

$2,416.75 USD total for 3 nights

Nov 9 – 12, 2026

Black Mountain Ski in/out Home | Views + Hot tub!
Black Mountain Ski in/out Home | Views + Hot tub!
Black Mountain Ski in/out Home | Views + Hot tub!
Black Mountain Ski in/out Home | Views + Hot tub!
Black Mountain Ski in/out Home | Views + Hot tub!

Black Mountain Ski in/out Home | Views + Hot tub!

3 bedrooms·2 baths
Jackson • New Hampshire
5(32 reviews)
Black Mountain Ski in/out Home | Views + Hot tub!
Black Mountain Ski in/out Home | Views + Hot tub!
Black Mountain Ski in/out Home | Views + Hot tub!
Black Mountain Ski in/out Home | Views + Hot tub!
Black Mountain Ski in/out Home | Views + Hot tub!

Black Mountain Ski in/out Home | Views + Hot tub!

3 bedrooms·2 baths
Jackson • New Hampshire

$1,683.61 USD total for 3 nights

Nov 9 – 12, 2026

Lakefront Retreat w/ Hot Tub| Views| Dock| Kayaks
Lakefront Retreat w/ Hot Tub| Views| Dock| Kayaks
Lakefront Retreat w/ Hot Tub| Views| Dock| Kayaks
Lakefront Retreat w/ Hot Tub| Views| Dock| Kayaks
Lakefront Retreat w/ Hot Tub| Views| Dock| Kayaks

Lakefront Retreat w/ Hot Tub| Views| Dock| Kayaks

4 bedrooms·2 baths
Wakefield • New Hampshire
5(13 reviews)

$1,339.25 USD $1,225.33 USD total for 3 nights

Nov 9 – 12, 2026

View from the large dock!
Lakefront Home-Stunning Views-Hot Tub, 3100 sqft! image 2
Fire and s'mores by the lake!
Lakefront Home-Stunning Views-Hot Tub, 3100 sqft! image 4
Huge deck with umbrella seating and hot tub, newly installed patio, great sandy beach with fire pit, huge dock with sunbathing loungers and stunning views!!

Lake House on Belleau Lake; Hot Tub, Kayaks!

4 bedrooms·2 baths
Wakefield • New Hampshire
5(234 reviews)

$1,447.13 USD total for 3 nights

Nov 9 – 12, 2026

Beautiful, private, lake front, flat, sandy beach.
Beautiful, private, lake front, flat, sandy beach.
Beautiful, private, lake front, flat, sandy beach.
Beautiful, private, lake front, flat, sandy beach.
Beautiful, private, lake front, flat, sandy beach.

Beautiful, private, lake front, flat, sandy beach.

4 bedrooms·2 baths
Wakefield • New Hampshire
5(9 reviews)

$2,050.00 USD total for 3 nights

Nov 9 – 12, 2026

House
Aerial view of lake
SOUTH FACING DECK
House Side
Lake Kanasatka Escape with Private Beach Access image 5

Lake Kanasatka Escape with Private Beach Access

3 bedrooms·3 baths
Moultonborough • New Hampshire
5(6 reviews)

$895.13 USD total for 3 nights

Nov 9 – 12, 2026

Twighlight shot of home at dusk with luxury landscape lighting
Lake Winnipesauke luxury lakefront home with walk in sandy beach and gorgeous mountain views!
Lake Winnipesaukee's finest luxury vacation home with mountain views, hot tub, putting green, and sugar sand beach!
First floor master bedroom ensuite with king and twin beds overlooking Lake Winnipesaukee with hot tub on outside deck.
Sunroom overlooking lake and mountain views, great for watching guests on the beach and enjoying the sunsets.

Red Hill Lodge - Lake Winnipesaukee

7 bedrooms·6½ baths
Moultonborough • New Hampshire

$6,705.30 USD total for 4 nights

Nov 9 – 13, 2026

Sunset kayak ride?
The home nestled between two lakes with stunning views!
from the front porch at night!
The beach with lounging chairs. Nice and sandy and gradual decline (perfect for kids)
Your large beach and dock with sandy bottom just steps from the house and a firepit overlooking the cove to enjoy s’mores and nature at its best!

Belleau Lakeside Retreat! 500ft of Waterfront!

3 bedrooms·1 bath
Wakefield • New Hampshire
5(69 reviews)

$1,204.24 USD total for 3 nights

Nov 9 – 12, 2026

Campfire deck in evening.
Side yard and deck.
Cottage entry. Garage on property is used for storage by owners.
Open living area.
Sitting area.

Cottage on High

2 bedrooms·1 bath
Wolfeboro • New Hampshire
4.87(38 reviews)

$1,736.00 USD total for 3 nights

Nov 14 – 17, 2026

Cottage 8-9 - 2 Bdrm / 2 Bath Wolfeboro Winnipesaukee
Cottage 8-9 - 2 Bdrm / 2 Bath Wolfeboro Winnipesaukee
Cottage 8-9 - 2 Bdrm / 2 Bath Wolfeboro Winnipesaukee
Cottage 8-9 - 2 Bdrm / 2 Bath Wolfeboro Winnipesaukee
Cottage 8-9 - 2 Bdrm / 2 Bath Wolfeboro Winnipesaukee

Cottage 8-9 - 2 Bdrm / 2 Bath Wolfeboro Winnipesaukee

2 bedrooms·2 baths
Wolfeboro • New Hampshire
5(1 review)

$1,013.20 USD total for 3 nights

Nov 9 – 12, 2026

Cottage 12 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 12 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 12 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 12 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 12 - 1 Bedroom Wolfeboro Winnipesaukee

Cottage 12 - 1 Bedroom Wolfeboro Winnipesaukee

1 bedroom·1 bath
Wolfeboro • New Hampshire
5(93 reviews)

$621.62 USD total for 3 nights

Nov 10 – 13, 2026

Cottage 4 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 4 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 4 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 4 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 4 - 1 Bedroom Wolfeboro Winnipesaukee

Cottage 4 - 1 Bedroom Wolfeboro Winnipesaukee

1 bedroom·1 bath
Wolfeboro • New Hampshire
5(84 reviews)

$602.05 USD total for 3 nights

Nov 9 – 12, 2026

Main House Exterior
Open Kitchen Living Dining
Living Room Electric Fireplace
Open Living Dining
Dining Open to Living

Main House - Wolfeboro - Winnipesaukee

5 bedrooms·3 baths
Wolfeboro • New Hampshire
5(70 reviews)

$1,742.16 USD total for 3 nights

Nov 9 – 12, 2026

Cottage 11 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 11 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 11 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 11 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 11 - 1 Bedroom Wolfeboro Winnipesaukee

Cottage 11 - 1 Bedroom Wolfeboro Winnipesaukee

1 bedroom·1 bath
Wolfeboro • New Hampshire
4.85(46 reviews)

$549.06 USD total for 3 nights

Nov 9 – 12, 2026

Cottage 5-6 - 2 Bedroom / 1 Bath
Cottage 5-6 - 2 Bedroom / 1 Bath
Cottage 5-6 - 2 Bedroom / 1 Bath
Cottage 5-6 - 2 Bedroom / 1 Bath
Cottage 5-6 - 2 Bedroom / 1 Bath

Cottage 5-6 - 2 Bedroom / 1 Bath

2 bedrooms·1 bath
Wolfeboro • New Hampshire
4.9(39 reviews)

$1,239.99 USD total for 3 nights

Jan 2 – 5, 2027

Cottage 3 - 1 Bedroom - Wolfeboro Winnipesaukee
Cottage 3 - 1 Bedroom - Wolfeboro Winnipesaukee
Cottage 3 - 1 Bedroom - Wolfeboro Winnipesaukee
Loft Area w/ 2 Twins
Cottage 3 - 1 Bedroom - Wolfeboro Winnipesaukee

Cottage 3 - 1 Bedroom - Wolfeboro Winnipesaukee

1 bedroom·1 bath
Wolfeboro • New Hampshire
5(1 review)

$523.52 USD total for 3 nights

Nov 9 – 12, 2026

Cottage 7 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 7 - 1 Bedroom Wolfeboro Winnipesaukee
Cottage 7 - 1 Bedroom Wolfeboro Winnipesaukee
Kitchenette w/ dorm size refrigerator
Kitchenette

Cottage 7 - 1 Bedroom Wolfeboro Winnipesaukee

1 bedroom·1 bath
Wolfeboro • New Hampshire
5(2 reviews)

$587.37 USD total for 3 nights

Nov 9 – 12, 2026

Caretakers Apartment - 1 Bedroom / 1 Bath
Caretakers Apartment - 1 Bedroom / 1 Bath
Caretakers Apartment - 1 Bedroom / 1 Bath
Caretakers Apartment - 1 Bedroom / 1 Bath
Caretakers Apartment - 1 Bedroom / 1 Bath

Caretakers Apartment - 1 Bedroom / 1 Bath

1 bedroom·1 bath
Wolfeboro • New Hampshire

$568.92 USD total for 3 nights

May 2 – 5, 2027