Holiday rentals in West Point

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Top-rated holiday rentals in West Point

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A quaint gray house features a dark front door framed by two windows with flower boxes. A stone path leads to the entrance, surrounded by lush green grass and shrubs. The home's simple design is complemented by a picturesque backdrop of leafy trees.
Home in Baraboo
4.96 out of 5 average rating, 153 reviews

Cottage Near Devil's Lake

Perfect Location! Under ten minutes to almost everything. Our cozy and romantic getaway is nestled in the scenic Baraboo Bluffs, just minutes to Devil's Lake, Devil's Head Resort, Historic Downtown Baraboo, wineries, distilleries & more. Take the picnic set to Devil's Lake or Parfrey's Glen, then relax on the patio for smores and yard games around the fire pit. Finish the evening snuggled up with wine & vinyl on the player. We have ample parking so bring the boat, we'd love to help you getaway.

Superhost
Home in Merrimac
4.6 out of 5 average rating, 65 reviews

Waters Edge Cottage

Experience lakefront living at Waters Edge Cottage on stunning Lake Wisconsin! With over 100 ft of water frontage, this home offers unobstructed views of the sparkling lake. The large windows in the living room create a seamless connection to the water, making you feel as though you're sitting right on top of it. This cottage is ideally located in the heart of Merrimac, minutes from the public boat launch and popular attractions like Devil's Lake State Park, Merrimac Ferry, and Parfrey's Glen.

Guest favourite
A spacious cabin is pictured against an expansive lawn, surrounded by verdant trees. A stone chimney rises prominently against the sky, which is covered with a mix of soft clouds and a hint of sunlight. The serene landscape evokes a sense of tranquility.
Cabin in Merrimac
4.93 out of 5 average rating, 110 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.

Superhost
A well-lit living area features a spacious sofa adorned with various throw pillows, complemented by a round coffee table. Two armchairs and ottomans provide additional seating, while natural light filters through the large windows dressed in soft curtains, enhancing the room's inviting feel.
Cabin in Merrimac
4.83 out of 5 average rating, 24 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.

Guest favourite
A spacious concrete patio features a dining table with metal chairs, framed by tall trees. The American flag flutters gently in the breeze, with a serene lake view visible in the background as the sun sets, casting warm light across the scene.
Cottage in Lodi
4.9 out of 5 average rating, 67 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!

Top guest favourite
Cabin in Baraboo
5 out of 5 average rating, 100 reviews

Sauna | Hot Tub | EV+ | Luxury | Cozy | Private

Nestled in the country, this luxurious home offers a serene escape from the hustle of city life. Enjoy two spacious bedrooms and two meticulously designed bathrooms featuring indulgent amenities, such as a deep soaking tub. A cozy living area with a stone fireplace invites relaxation, while a gourmet kitchen beckons culinary adventures. Outside, soak in the hot tub, grill up some dinner, share stories around the fire, or watch the sunset from the sauna, all amidst nature's embrace.

Top guest favourite
A friendly sheep stands in a green pasture, its fluffy wool coat visibly soft and light-colored. The sheep's gentle expression is captured as it gazes directly at the viewer, with trees and a cloudy sky in the background.
Farm stay in Argyle
4.98 out of 5 average rating, 326 reviews

Rustic Barn Loft at Oak Springs Farm

Unplug in our gorgeous barn loft above our working barn. Sleep to the sound of crickets and frogs in the pond, then wake up and pet the sheep, goats, rabbits, cats, ducks & chickens. Open floor plan, cathedral ceiling, farm decor, fire pole, sliding barn doors. Full kitchen, jetted tub, rain shower, laundry. Stone patio, fire pit. 2 bedrooms, sleeper sofa, air mattresses. Juice, coffee, and fresh eggs provided when the hens are laying. NO A/C. ABSOLUTELY NO PETS Facebook oakspringsfarmwi

Top guest favourite
The exterior of a timber frame cabin is visible, showcasing a two-story design with large windows and a spacious deck. The cabin is surrounded by a well-maintained grassy area and trees in the background, suggesting a peaceful and natural setting.
Cabin in North Freedom
4.95 out of 5 average rating, 302 reviews

Unique Timber Frame home in Baraboo Bluffs area

5 miles from downtown Baraboo, you can follow the country roads through the Baraboo Bluffs to a majestic timber frame cabin. Tucked away on over 30 acres you'll find relaxation by the stocked pond, adventure out in the woods or cozy up by the wood burning fireplace (firewood not supplied) If you’d like to venture out , Devils lake is 15 mins, Wisconsin Dells 20 mins, and 2 ski resorts are within 25 minutes. Wineries, breweries, distillery, shops and restaurants can be found in the area.

Guest favourite
A spacious dining area features a wooden table set for six, adorned with lace placemats and a floral centerpiece. The open layout leads to a cozy living room, highlighted by comfortable seating and large windows allowing natural light to brighten the space.
Home in Portage
4.94 out of 5 average rating, 122 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.

Guest favourite
Cabin in Merrimac
4.92 out of 5 average rating, 262 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!

Top guest favourite
A cozy nook features a large window adorned with a stained glass design, allowing natural light to fill the space. A plush armchair sits beside a simple blue table, while a window seat is decorated with soft cushions, inviting relaxation in a wooden interior.
Cabin in Baraboo
4.98 out of 5 average rating, 387 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

Top guest favourite
A scenic view showcases the modern home nestled among vibrant trees on a Christmas tree farm. Rolling hills are seen in the background, adorned with foliage in shades of red, orange, and green. Neatly arranged rows of Christmas trees line the foreground.
Home in Merrimac
4.99 out of 5 average rating, 144 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.

Popular amenities for West Point holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Columbia County
  5. West Point