
Holiday houses in West Point
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Top-rated holiday rentals in West Point
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Oasis on 188 - Lake House, Kayaks, Ski Hills!
Beautiful, spacious fully remodeled 4 bedroom house with kid friendly amenities, bonus game room, and large pier. Fun outdoor space complete with a large patio and firepit. Includes a 3-season porch to relax and take in the amazing lake views. Excellent shoreline with a flat bottom to enjoy all water activities. 2 kayaks included. Walking distance to the Merrimac Ferry and extremely close to the best restaurants/bars. Pets welcome. Master bed and bath on first story. Life is better at the lake!
FamilyLocationView
4.95 out of 5 average rating, 66 reviews
Crown Lodge, Baraboo Bluffs
Nestled deep in the Baraboo Bluffs on a dead-end country road. A true cabin-in-the-woods feel without sacrificing space or amenities. Perfect for family getaways, outdoor enthusiasts, or anyone craving a peaceful recharge. Whether you’re sipping coffee or drinks on the deck while watching wildlife, hiking the bluffs, skiing nearby or visiting the Dells, there’s no shortage of things to do, or not do! Minutes from Devil’s Lake, Devil’s Head Resort, Ice Age Trails & 25 minutes to Wisconsin Dells
FamilyValueQuiet
5.0 out of 5 average rating, 172 reviews
Enjoy a secluded cabin with epic sunsets & horses
An enticing retreat nestled in the heart of Wisconsin’s hidden gems. 3 miles from Devil’s Lake State Park, plenty of local eateries nearby, and Devil’s Head Ski Resort located across the street. There’s no shortage of opportunities for family time & adventure. Wisconsin Dells is 20 minutes away. Bring the whole family to this spacious getaway, located on a horse ranch in the quiet, secluded area of Merrimac, WI. Take the ferry for ice cream, and fish off the dock for a fresh, relaxing dinner.
FamilyLocationNearby
4.93 out of 5 average rating, 121 reviews
Sunset Cottage at Lake Wi. Newly Remodeled!!!
Cozy up to this family friendly 1950's 3 Br. vintage cottage recently remodeled from top down! Relax with panoramic lake views of Lake Wi. from the cottage or patio! We are central to many hot spots within 30 mins! Devils Lake, Wisc. Dells, Wineries, Breweries, and authentic Wisc. Supper Clubs! Full reno offers amenities and technology in each room. Wood fireplace to keep you cozy in the cold months, patio with fire ring in the warm months. Seasoned firewood is included! Games! Wine! BBQ!
LocationFamilyBeach
4.9 out of 5 average rating, 72 reviews
Cabin on the Peninsula with Wood Sauna
Nestled near two public access points to Lake Wisconsin including a secluded beach, the Cabin on the Peninsula offers a peaceful respite in one of the most beautiful areas in the Midwest. Watch the bald eagles and sunsets. The cabin is a few miles away from the southern entrance of Devil's Lake State Park and the Devil's Head Ski and Golf Resort. Within 30 miles to 4 ski resorts! The stylish and cozy interior offers sleeping on 3 beds and a pull out couch bed with a full kitchen and bathroom.
LocationFamilyBackyard
4.87 out of 5 average rating, 31 reviews
Grandma's House: Summer Vacation Time!
Welcome to Grandma's House, a single level home nestled in the beautiful hills of Caledonia, between Portage and Baraboo. Three bedrooms, sleeps 8, full kitchen, dining room, living room and an attached 2-car garage. Just 4 miles from I90/94, Grandma's House enjoys easy access to Portage, Baraboo and Wisconsin Dells. Renovations include, new vanity mirror in bathroom, new queen hide-a-bed with memory foam mattress (no bar at the back), and new queen bed with pillow- top mattress.
LocationFamilyHiking
4.94 out of 5 average rating, 127 reviews
Lakeview Cabin> Unique Mid-Century Tucked in Bluff
Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!
LocationValueAccuracy
4.92 out of 5 average rating, 282 reviews
Private Baraboo Bluffs Cabin with Peacocks!
This is a beautiful getaway surrounded by nature. It’s on 180 acres with walking trails. The vibe is unbeatable. You will find your peace. Hike! Relax in nature! Way up in the Baraboo bluffs and right by some of Wisconsin's favorite attractions. Minutes away from Devil’s Lake, ski hills and great hiking. Relax by the fire surrounded by nature. Nature therapy! Forest, wildflowers, and peacocks right out your window. Dogs allowed with prior approval but no other pets
FamilyValueBiking
4.97 out of 5 average rating, 407 reviews
Real Christmas Tree Farm! Skiing nearby
Get lost in nature and stay where the magic grows on a real Christmas tree farm! Situated on rolling hills below the Baraboo bluffs, this 125 acre farm and nature preserve has several miles of hike/bike/ski trails, a private lake and two creeks. Modern home in a quiet rural neighborhood. Easy drive on beautiful country roads to the many attractions in the area--less than 10 minutes to Devil's Lake State Park, Lake Wisconsin as well as Devil's Head & Cascade ski areas.
ValueLocationBathroom
4.99 out of 5 average rating, 163 reviews
Green Door Getaway
Take a moment. Make yourself a cup of coffee in the bright kitchen. Find a cozy corner to read a good book. Grab the yoga mat and get your workout in while you stay. Spread out at the desk and finish your project. Connect with family and friends in the spacious living and dining areas. Enjoy a hike at a nearby State Park. Take in the thrills in the Dells. Ski down Christmas Mountain, Devil's Head or Cascade. Maggie's Green Door Getaway is ready for you to enjoy!
FamilyLocationAir conditioning
4.93 out of 5 average rating, 170 reviews
Devils Lake Lodge - Beautiful Lodge, Sleeps 10
Devil’s Lake Lodge is a stone’s throw from the entrance of Devil’s Lake State Park. Available for rental all year. 5 bedroom Rustic Chic Log Lodge is perfect for friends and family trips! Full kitchen, dining area, great room w/ gas fireplace, rec room w/ gas fireplace and Foosball table, lofted sitting area w/ reading nook and 3.5 baths. Stay to Hike, Bike, Swim, Run, Ski, Snowboard, Spa, Shop, Eat, Play. It's all near Devil's Lake Lodge. Enjoy the Journey.
FamilyLocationAmenities
4.96 out of 5 average rating, 177 reviews
Orchard Prairie B&B
Welcome to my home - Orchard Prairie Air B&B! This unique space was built by an amateur pilot, "MacGyver-Type," Renaissance Man roughly 30 years ago. It is set on 38 acres of pristine Wisconsin Land and is perfect for nature lovers and "Glampers" looking for the great outdoors with the comforts of home. It is a "rustic-industrial" oasis in the heart of South Central Wisconsin, steps from Devils Lake and miles from Baraboo and the Wisconsin Dells.
FamilyLocationPets
4.87 out of 5 average rating, 316 reviewsPopular amenities for West Point holiday rentals
Other great holiday rentals in West Point

Waterfront Home on Lake Wisconsin
FamilyValueAmenities
4.98 out of 5 average rating, 95 reviews
Updated home across from Lake WI & near free ferry
FamilyLocationNearby
4.96 out of 5 average rating, 84 reviews
Private Resort Cabin | Pool • Hot Tub • Sauna
ValueLocationHot tub
4.99 out of 5 average rating, 67 reviews
'The Lake Escape' Lakefront House Near Ski Hills
FamilyLocationKitchen
4.99 out of 5 average rating, 86 reviews
Holiday Hill
FamilyLocationView
4.96 out of 5 average rating, 27 reviews
Lakefront Lake Wisconsin with Amazing View
LocationValueBarbecue
5.0 out of 5 average rating, 43 reviews
Cody’s Cabin - Lake front property, Ski & Fish
LocationFamilyAccuracy
5.0 out of 5 average rating, 21 reviews
The Abbey Mansion
LocationValueNearby
5.0 out of 5 average rating, 23 reviewsDestinations to explore
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- Devil's Lake State Park
- House on the Rock
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- Glacier Canyon Lodge
- Wollersheim Winery & Distillery
- University of Wisconsin
- Cascade Mountain
- Governor Dodge State Park
- Henry Vilas Zoo
- Camp Randall Stadium
- American Players Theatre
- Chazen Museum of Art
- Tyrol Basin
- Overture Center For The Arts
- Monona Terrace Community And Convention Center
- Dane County Farmers' Market
- Madison Childrens Museum
- Ho-Chunk Gaming Wisconsin Dells
- Cave Of The Mounds Lowest Point
- Buckhorn State Park
- Roche-A-Cri State Park





