The Spruce at Timberline Cottages - Door County
New! Loft Cottage in Northern Door County image 2
New! Loft Cottage in Northern Door County image 3
New! Loft Cottage in Northern Door County image 4
New! Loft Cottage in Northern Door County image 5

The Spruce at Timberline Cottages - Door County

1 bedroom·1 bath
Ellison Bay • Wisconsin
5(3 reviews)

$1,110.72 USD total for 3 nights

Oct 30 – Nov 2, 2026

Front of house
Lakefront
Lakefront
Sunroom
Upstairs-queen

Central Lodge

4 bedrooms·2 baths
Wild Rose • Wisconsin

$1,653.70 USD total for 3 nights

Oct 30 – Nov 2, 2026

The Cozy Craftsman Historic Charm Near Downtown image 1
The Cozy Craftsman Historic Charm Near Downtown image 2
The Cozy Craftsman Historic Charm Near Downtown image 3
The Cozy Craftsman Historic Charm Near Downtown image 4
Large main bedroom with Four Season king bed and luxury linens

The Cozy Craftsman Historic Charm Near Downtown

2 bedrooms·1 bath
Appleton • Wisconsin

$825.00 USD total for 3 nights

Dec 1 – 4, 2026

Charming Cabin Retreat – Owl’s Nest @Friedenswald
Charming Cabin Retreat – Owl’s Nest @Friedenswald
Charming Cabin Retreat – Owl’s Nest @Friedenswald
Charming Cabin Retreat – Owl’s Nest @Friedenswald
Charming Cabin Retreat – Owl’s Nest @Friedenswald

Charming Cabin Retreat – Owl’s Nest @Friedenswald

1 bedroom·1 bath
Merrill • Wisconsin
4.96(24 reviews)

$299.85 USD total for 3 nights

Oct 30 – Nov 2, 2026

Dining and sitting area
Andy Lee’s Bearskin Cabin
Great Room area
Andy Lee’s Bearskin Cabin
Andy Lee’s Bearskin Cabin

Andy Lee’s Bearskin Cabin

3 bedrooms·2 baths
Harshaw • Wisconsin

$1,278.63 USD total for 3 nights

Jun 4 – 7, 2027

Gather 'round the firepit, steps away from the shore! Enjoy a cozy evening with your loved ones and make cherished memories.
Relax, read and enjoy the water views from the living room.
With a well-stocked kitchen, you'll be able to cook up some delicious meals for your family. From pots and pans all the way down to table settings we've got everything here!
The master bedroom features a comfortable king, nightstands for each guest, and device chargers as well to let you and your devices recharge for another day of exploring Door County!
The 180' of limestone shoreline is the perfect launching point for a day on our paddleboards and kayaks. We provide you with everything that's needed, so all it takes are some water shoes or f

Rocky Shores Retreat

3 bedrooms·1 bath
Door County • Wisconsin
5(18 reviews)

$1,217.00 USD total for 3 nights

Oct 30 – Nov 2, 2026

A photo a guest took of the lake after the rain.
Cabin exterior.
Primary bedroom with lakeview. Offers hanging closet, dresser, 2 ceiling fans and queen size bed.
Primary bedroom with lakeview. Offers hanging closet, dresser, 2 ceiling fans and queen size bed.
Primary bathroom includes a bath/shower combination. Towels and toilet paper provided. Please bring your own lake towels and personal toiletries (toothpaste, shampoo, conditioner).

Butternut Bliss Cabin

2 bedrooms·1½ baths
Butternut • Wisconsin
5(71 reviews)

$617.18 USD $571.28 USD total for 3 nights

Oct 30 – Nov 2, 2026

Charming Lake Wissota Log Cabin image 1
Charming Lake Wissota Log Cabin image 2
Charming Lake Wissota Log Cabin image 3
Charming Lake Wissota Log Cabin image 4
Charming Lake Wissota Log Cabin image 5

Charming Lake Wissota Log Cabin

2 bedrooms·1 bath
Chippewa Falls • Wisconsin
4.93(177 reviews)

$1,229.85 USD total for 3 nights

Oct 30 – Nov 2, 2026

5 Bedroom, Views, Gameroom, Lakefront
5 Bedroom, Views, Gameroom, Lakefront
5 Bedroom, Views, Gameroom, Lakefront
5 Bedroom, Views, Gameroom, Lakefront
5 Bedroom, Views, Gameroom, Lakefront

5 Bedroom, Views, Gameroom, Lakefront

5 bedrooms·2 baths
Amery • Wisconsin
5(15 reviews)
$504 – $662/ night(excl. fees & taxes)
The Overlook at Lake Koshkonong - Custom Log Cabin
The Overlook at Lake Koshkonong - Custom Log Cabin
The Overlook at Lake Koshkonong - Custom Log Cabin
The Overlook at Lake Koshkonong - Custom Log Cabin
The Overlook at Lake Koshkonong - Custom Log Cabin

The Overlook at Lake Koshkonong - Custom Log Cabin

1 bedroom·2 baths
Edgerton • Wisconsin

$469.00 USD total for 3 nights

Nov 2 – 5, 2026

Living Room - Pull out couch bed, 75 inch Smart TV. Windows facing the street.
Dining Table with 6 chairs
Neighborhood - Atwater Park beach (Less than 5 min walk)
Estabrook Park Milwaukee River Stairway (2.1 miles)
Bedroom 3 - King size bed. Has a separate balcony. Skylight and double doors bring natural light.

4 Mins Walk Lake Michigan Atwater Park Beach. Pets

4 bedrooms·2 baths
Milwaukee County • Wisconsin
5(34 reviews)

$825.48 USD total for 3 nights

Nov 1 – 4, 2026

Lakefront retreat with private beach, deck, patio & fire pit seating
Spacious backyard with deck, fire pit patio, and outdoor seating
Upstairs main living area features a dining area that seats 8, full kitchen with bar seating for 6. a couch and love seat, smart TV with Roku streaming services and a wall of windows/glass sliding door to a full view of Sunset Lake.
Bright waterfront lounge with oversized windows and cozy seating
Bright open kitchen with spacious island, coffee station, and living room views

Sunset Lakefront: Private Beach, Kayaks, Sleeps 20

6 bedrooms·3 baths
New Lisbon • Wisconsin

$2,050.68 USD $1,966.24 USD total for 3 nights

Oct 30 – Nov 2, 2026

✨ Open-concept living and dining space with vaulted ceilings, abundant natural light, and views of the outdoors—perfect for groups.
Private outdoor hot tub on the covered patio for year-round relaxation
Spacious log cabin deck with snowy views and cozy outdoor seating
Cozy cabin great room with stone fireplace and spacious sectional
Cozy great room with stone fireplace, vaulted wood ceiling, and bright dining area

Dells Log Cabin: Hot Tub, Game Room & 3 Acres

4 bedrooms·2 baths
Lyndon Station • Wisconsin

$1,540.44 USD total for 3 nights

Nov 1 – 4, 2026

Upper level living room with all new decor and seating, air conditioning, gas fireplace, overhead fans, southern exposure and access to the deck and screened porch.
Wisco Bear, our maskot at all of our properties, visible from the driveway
One of the rustic log cabin vaulted living room with large screen TV, Roku, gas firepalce, New furnishings and fixtures, and access to the screened porch.
custom leather furniture, new decor with custom gas fireplace, big screened TV and vaulted space, accessible to decks and screened porch.
Spacious entry with view to kitchen and dining room beyond, vaulted loft and seating area. Skylights and new cusom kitchen beyond.

Northwoods WI: ATV, lake, pool, golf, hike, ski

3 bedrooms·2 baths
Danbury • Wisconsin
4.97(33 reviews)

$1,305.50 USD total for 3 nights

Nov 1 – 4, 2026

Cozy log cabin living with loft, full kitchen, and rustic charm
Master loft includes a dedicated work desk with natural light, perfect for remote work or writing. Stay productive while enjoying the cozy cabin atmosphere.
Cozy log cabin interior with loft, full kitchen, and charming dining area
Cozy wood-paneled game nook with dartboard and board games
Spacious yard with fire pit, treehouse with slide, grill, picnic table, and plenty of seating. A perfect outdoor space for family fun, dining, and evenings under the stars.

Pet-Friendly Woodland Retreat • Near Lakes & ATV

2 bedrooms·2 baths
Hancock • Wisconsin

$949.50 USD $909.48 USD total for 3 nights

Oct 30 – Nov 2, 2026

2 King Beds - 5 Min to Lambeau - Arcade/Game Room
2 King Beds - 5 Min to Lambeau - Arcade/Game Room
2 King Beds - 5 Min to Lambeau - Arcade/Game Room
2 King Beds - 5 Min to Lambeau - Arcade/Game Room
2 King Beds - 5 Min to Lambeau - Arcade/Game Room

2 King Beds - 5 Min to Lambeau - Arcade/Game Room

3 bedrooms·2 baths
Green Bay • Wisconsin

$915.15 USD total for 3 nights

Nov 1 – 4, 2026

Master Bedroom Comforts
North Porch Cottage
Walk to Gills Rock
Bed 2: Queen bed, dimmable ceiling fan, blackout shades, closet, dresser space, usb charger, luggage rack
Bed 3: Two bunk beds, dimmable ceiling fan, blackout shades, tall dresser, closet, luggage rack, usb charger, door to 1/2 bath

North Porch Cottage

3 bedrooms·1½ baths
Ellison Bay • Wisconsin
5(17 reviews)

$987.69 USD $954.46 USD total for 3 nights

Oct 30 – Nov 2, 2026

Charming 6BR Home in Milwaukee’s Historic District
Charming 6BR Home in Milwaukee’s Historic District
Charming 6BR Home in Milwaukee’s Historic District
Charming 6BR Home in Milwaukee’s Historic District
Charming 6BR Home in Milwaukee’s Historic District

Charming 6BR Home in Milwaukee’s Historic District

6 bedrooms·3 baths
Milwaukee • Wisconsin

$11,829.51 USD total for 30 nights

Oct 30 – Nov 29, 2026

Private hot tub and deck seating in a peaceful winter backyard retreat
Bright, rustic lounge with sectional, big TV, and electric fireplace glow.
Bright open living space with deck access and cozy rustic charm
Cozy cabin kitchen with live-edge island, gas range & seating
Rustic bunk room with log beds, cozy desk, and charming cabin style

Cozy Cabin w/ Hot Tub Near Buckhorn & Castle Rock

2 bedrooms·1 bath
New Lisbon • Wisconsin

$623.27 USD total for 3 nights

Nov 1 – 4, 2026

Bright dining room with seating for 6 and scenic outdoor views
Bright window-lined entry with wooded views and warm rustic charm
Lake-view deck with dining for six and string lights—perfect sunset meals.
Cozy game lounge with foosball, fireplace, neon vibe, and comfy seating
Cozy rustic bedroom with forest views and warm lodge-style charm

Friendship Lakefront with Dock, Paddle Boat

3 bedrooms·2 baths
Friendship • Wisconsin

$989.94 USD total for 3 nights

Oct 30 – Nov 2, 2026

A spacious and inviting master bedroom.
Stylish living room with 55” Roku TV.
Updated kitchen and island…so much counter space. Don’t forget your complimentary Keurig coffee and teas!
Classic dining room with seating for 6…and more seating in the kitchen.
Queen bed and 39” Roku TV with amazing balcony!

Modern Victorian - Walk to Brady - Family Friendly

3 bedrooms·1 bath
Milwaukee • Wisconsin
5(22 reviews)

$1,281.80 USD total for 3 nights

Oct 30 – Nov 2, 2026

Peaceful lakeside retreat with scenic water views and wooded surroundings
Sunny enclosed porch with cozy seating and serene water views
Welcoming exterior with charming stonework and accessible front ramp
Sunny enclosed porch with water views, dining space, and cozy seating
Classic game room with pool table, fireplace, and open dining area

Frank Lloyd Wright-Inspired Mansion on Riverwalk

8 bedrooms·9 baths
Wisconsin Dells • Wisconsin

$2,266.22 USD total for 3 nights

Oct 30 – Nov 2, 2026

Hayward WI log cabin retreat, ATV, snowmobile, ski
Hayward WI log cabin retreat, ATV, snowmobile, ski
Hayward WI log cabin retreat, ATV, snowmobile, ski
Hayward WI log cabin retreat, ATV, snowmobile, ski
Hayward WI log cabin retreat, ATV, snowmobile, ski

Hayward WI log cabin retreat, ATV, snowmobile, ski

5 bedrooms·2 baths
Hayward • Wisconsin
4.73(11 reviews)

$1,765.51 USD total for 3 nights

Mar 20 – 23, 2027

Kickback, relax & enjoy the beautiful views from the condo
Lakeside Retreat
cool vintage vibe
spacious living area
Lakeside Retreat

Lakeside Retreat

1 bedroom·1 bath
Lake Geneva • Wisconsin

$613.25 USD total for 3 nights

Nov 5 – 8, 2026