
Cabin holiday rentals in Jackson
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Top-rated cabin rentals in Jackson
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The Random Cabin (On Random Lake)
Suprising Waterfront Cozy Unique Rustic Modern. These all describe the Random Cabin. In the small inviting village of Random Lake sits a small but mighty house. 2 bedrooms, beautiful kitchen, tree fort style loft, 2nd living/kid room w/ arcade & pinball. Everything you could want. Fish off the pier or use our kayaks to explore the lake. Ride our bikes around town & then cuddle up in front of the fireplace. The village beach is only a few blocks away, so is the bustling downtown. Memories await

Elkhart A-Frame, Wooded Retreat near Road America
The Elkhart A-Frame is an ideal location for the adventure seeker who wants a unique and private experience that is still close to all the action. The home sits on a wooded three-acre private retreat only about a mile from the village of Elkhart Lake, Road America, and Golf Courses. This unique cabin was built in the 1970's but has been recently renovated with a fun Scandinavian modern flair. It has all the amenities for a memorable vacation stay that provides plenty of epic photo opportunities.

Beautiful Oconomowoc Log Home on 5.7 acres
Beautiful fully furnished non smoking Cabin 5.7 acres wooded lot in Ashippun, 6mls/Erin hills, 2mls/deer track, 8mls lac labelle golf course wedding venue Great room: 1couch & 1chair,natural fireplace 2 full bathrooms,4 bedrooms & 3 floors:upstairs, grnd,basement; recrm, kitchenette, bdrm , 2 couches, pool table. Balcony Office/futon couch, pullout leather couch,1 bed Mastr closet,2 pullout single matrices in bsmnt, Swing set,sandbox, tree house, 2 fire pits, Back deck,grill, patio furniture

Cabin Outdoor HotTub Sleeps 7 Pet Friendly
Renovated cottage. Featuring a full bath, hot tub, stone stacked fireplace and much more. Bedrooms are cozy , with hand crafted log furniture & accessories, Master has a queen size bed and guest bedroom has full size. 2 sofa sleepers upstairs in the loft area. Centrally located on Delavan's north shore and in walking distance of multiple bars and restaurants including the world famous Inn Between Bar and Grill. Within 1 miles of the Lake Lawn resort which offers golf, dining, and boat rentals.

The Hideaway: 8 Acre Resort
Welcome to The Hideaway, an 8-acre luxury log cabin, located near Whitewater Lake & Kettle Moraine State Park with year-around hiking & parks available. Outside Hideaway amenities include a hot tub, firepit with oversized Adirondack chairs, and lighted pickleball & beach volleyball courts. Inside amenities include a 16’ shuffleboard table, foosball, air hockey, ping pong and in-home theater. Enjoy all this plus the comfort of 6 bedrooms including a master suite equipped with a jacuzzi bath.

Fraser Fir Rustic Cabin near Lake w/ Sunset Views
Take time to slow down in this timeless cabin on Kettle Moraine Lake. In the summer, enjoy quiet moments watching the sun set from the front porch, then relax by the fire pit under a sky full of stars. Fish from the dock, kayak around the lake, or bring your boat to soak up the sun. In the winter, grab your ice-skates or ice-fishing gear and head out on the lake. With countless trails nearby, the hiking options are limitless and beautiful in every season. Your next adventure awaits.

Charming A-Frame - Dog Friendly!
Welcome to The River Birch Cabin, a cozy A-frame in Lake Geneva, Wisconsin. Featured in Madison Magazine, this updated 1966 cabin offers modern comfort and rustic charm just two blocks from Lake Como and minutes from downtown Lake Geneva. Enjoy vaulted ceilings, an electric fireplace, outdoor grill, firepit, and the adorable Little Birch A-Frame playhouse. Pet-friendly and perfectly located, it’s an ideal getaway for couples, families, or friends seeking relaxation and nature.

hot tub and sauna on 5 private acres
Looking for a cozy winter retreat? Experience the Bird House, a tranquil Scandinavian-inspired private woodland paradise. Melt away stress in the hot tub and infrared sauna as you take in peaceful views of the meadow. Explore snowshoe and cross-country ski trails nearby in the scenic Kettle Moraine. Stream your favorite movie on the projector near the fireplace or unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee.

Firefly Cabin, a Unique Tranquil Space
Get ready for a relaxing getaway with your friends and family. Firefly Cabin has a lakehouse feel with all the comforts of home. This charming Cabin is only an hour drive from Milwaukee or Madison. It is the sister Cabin to Serenity Cottage, rent one or both! Please note Firefly Cabin does have stairs to main living area and areas of lower ceilings. This relaxing retreat won't disappoint and is a great option for a remote workers or a quick getaway from the city.

Pewaukee Serenity Cottage: Whimisical by the Lake
Unplug, unwind, and savor the tranquility of the lake, just a stone's throw away from our inviting cottage. Offering an open-concept layout, this is your ticket to carefree living at its finest. Your dream escape to Pewaukee awaits. Secure your spot now and immerse yourself in the harmonious blend of relaxation, adventure, and comfort that our charming cottage promises. It's time to create memories, recharge your spirits, and rediscover the joys of small town living.

A-Frame Retreat w/ Hot Tub, Sauna & Cold Plunge
Tucked in the woods near Lake Geneva, The Cozy Cardinal is a dreamy A-frame retreat with a hot tub, panoramic sauna, cold plunge, fire pit, and private forest trail. Watch birds and wildlife from the deck—this is a Certified Wildlife Habitat! Cozy up by the fireplace, sway in hammock swings, or enjoy s’mores under the stars. Dog-friendly and sleeps 4. Just minutes from downtown, hiking, and the lake—yet it feels a world away. Perfect for fall color and snowy escapes.

Modern Cabin in Port Washington!
Newly constructed in 2023, this "up north" style cabin is within walking distance of charming downtown Port Washington and its beautiful Lake Michigan frontage! It offers incredible privacy, abundant natural light, a covered patio, and screened-in back porch! This is the perfect space for peaceful relaxation with family and friends as well as a great fit for remote workers. Complimentary firewood supplies a cozy wood stove as well as a backyard fire pit!
Popular amenities for cabin rentals in Jackson
Cabin rentals with a hot tub

The Lodge: 5 Acre Log Home

hot tub and sauna on 5 private acres

Lake Sinissippi Retreat

Pewaukee Serenity Cottage: Whimisical by the Lake

Cabin Outdoor HotTub Sleeps 7 Pet Friendly

The Hideaway: 8 Acre Resort

Roomy Lake Cabin-Hot Tub, Peloton, EV Charger, Ski

HOT TUB w/ Beach Access near Kohler-Andrae
Pet-friendly cabin rentals

~Secluded Island Cabin Getaway~

Kettle 2BR Cabin on 15 lush acres w private lake

Log Cabin at Cliff Lake: Family Friendly Getaway

Lakeside Cabin Retreat Magical Holiday Hideaway!

Rustic Chic Cabin in Kettle Moraine

Cozy Treehouse on the Lake

Glacier Hills Rustic Cabin #8

Mariner Hills Villa
Private cabin rentals

Glacier Hills Tiny Cabin #1

Glacier Hills Tiny Cabin #4

Unique Homes for a group getaway

Glacier Hills Tiny Cabin #5

Rustic Hideaway on the Ledge

Springbrook's Ervin A. Schmidt Cabin

Glacier Hills Tiny Cabin #3

Glacier Hills Rustic Cabin #6
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula of Michigan Holiday rentals
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
- Windsor Holiday rentals
- Ann Arbor Holiday rentals
- Traverse City Holiday rentals
- Alpine Valley Resort
- Kohler-Andrae State Park
- Erin Hills Golf Course
- Whistling Straits Golf Course
- Harrington Beach State Park
- Milwaukee County Zoo
- Racine North Beach
- Richard Bong State Recreation Area
- West Bend Country Club
- Bradford Beach
- The Bull at Pinehurst Farms Golf Course
- Milwaukee Country Club
- Pine Hills Country Club
- Discovery World
- Milwaukee Public Museum
- Springs Water Park
- Heiliger Huegel Ski Club
- Sunburst
- Blue Mound Golf and Country Club
- The Rock Snowpark
- Little Switzerland Ski Area
- Blackwolf Run Golf Course
- Pieper Porch Winery & Vineyard



