
Cottage holiday rentals in Caledonia
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Top-rated cottage rentals in Caledonia
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#4: Cute 2 bedroom cottage on the beach!
Relax & make lasting memories at this peaceful 2-bedroom cottage at Turtle Beach Marina. Enjoy the sandy beach on the lake, rent a boat or kayak, & unwind with summer drinks at the beach bar. A restaurant & game room (slots) are right on the property. (Bar & slots open mid-May through October.) Celebrating something special? Add a $75 package: 🌹Romantic Package: rose petals, candles, wine, & chocolates. 🎂 Birthday Package: HBD banner, balloons, 10-inch cake, & candles. Let us know in advance!

The Lakehouse-3bdr/Lakefront/Wi-Fi
Enjoy your stay at this cozy cottage just steps away from beautiful Cross Lake. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides you additional space to enjoy the stunning view. From the first weekend of May-Sept 30th, you will also have access to our shared pier. Enjoy swimming, boating, fishing or other nearby activities: skiing, golfing and ziplining. Beach chairs/toys, fire pit, grill, games and folding chairs are also provided.

Cozy cottage in the heart of Lake Country
Entire cottage in the heart of Lake Country. Merryhill Cottage is nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, a guest house and barn. The feeling of a country setting but with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing and snowshoeing, lakes, and beaches (10 min. to Delafield and Oconomowoc and 15 min. to Pewaukee.) Perfect for day trips to Madison (54 min.) and Milwaukee (30 min.).

The Butterfly Cottage
Your winter get-away is perfect at The Butterfly Cottage on Honey Lake! Relax and enjoy the serenity of the lake and all the natural beauty of the season! This is a cozy cottage on Honey Lake, just 4 miles from downtown Burlington and 13 miles from Lake Geneva. Alpine Valley for skiing and concerts, fishing on Honey Lake or nearby Browns Lake as well as shopping in Lake Geneva are the highlights of the season! There are hiking/walking trails all around as well as rustic roads to explore.

Boutique Charming Cottage | Walk to Beach & Cafés!
Kinfolk Cottage is our treasured retreat located in Lake Geneva’s historic Maple Park district. When we’re not gathering here with friends and family, we open our doors to guests. This chic, restored gem blends timeless character with modern comfort. An easy walk to local cafes, boutiques, and the beach, or simply stay in and soak up the cottage charm. Designed for making memories that last a lifetime, Kinfolk Cottage captures the true spirit of classic Lake Geneva living. Welcome!

The Cozy Lake House, Dm me ?s Lake Front Property!
Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

Cottage Escape near Private Browns Lake Beach
Families, Creatives, and Professionals: welcome to our comfy cottage! You'll enjoy exclusive access to private Cedar Park beach on Browns Lake, a wooded yard with great privacy, a cozy sunroom, and two desks ideal for a personal creative retreat or remote work. Charming downtown Burlington has shopping and restaurants, and Lake Geneva and Alpine Valley are both 20 minutes away. Activities year-round: swimming, boating, fishing, hiking, snowmobiling, ice fishing, and skiing.

Lakeside Pewaukee Cottage
Get ready to enjoy this cozy, completely updated cottage. The property has neighborhood lake access to Pewaukee Lake just a short 5 minute walk away. Enjoy fishing off the piers, utilizing the provided kayaks or stand up paddle boards, or enjoying the sunset over the never-ending view of the Lake. Only a 25 minute drive to downtown Milwaukee! What better way to relax after a day on the lake than sitting in the 7 person hot tub or having a small fire in the backyard.

The Peacock Cottage
Cozy, quiet, accessible Lake Geneva home with large open living area, vaulted ceilings, large 1-acre wooded lot. 3 minutes from beach, 5 minutes to both Lake Geneva and Williams Bay, 2 minutes to a local Wisconsin-style convenience store. Welcome to the Peacock Cottage! Located on a deep, private lot surrounded by woods, so it's great to let loose without any nearby traffic. We are super into cozy homes, and love creating spaces that are restful and fun.

Linnwood Cottage walking distance to Lake Geneva
Just a 10 minute walk to Lake Geneva's best kept secret--Linn Boat launch, beach & Pier. Kick back and relax in this cozy, comfy and stylish 2 bedroom cottage. And, just a 10 minute drive to Lake Geneva or Fontana. The home features a gourmet kitchen with everything you'll need to prepare and enjoy a great meal. We're always available to answer any questions prior to and during your stay and would be honored to host you.

Seven Oaks Bed & Breakfast
Come stay at our top rated Bed & Breakfast, located two blocks from the beautiful Lake Geneva. Relax in our California king suites, each contains a spa tub and shower, with heated floors and towel rails in the bathroom. Your complimentary breakfast basket is placed in your fridge prior to arrival, as well as complimentary gift of wine & cheese. Free WIFI is available on the property. No Pets, ADULTS over 21 ONLY.

1939 Cottage on Clover | Walk to Town!
Experience Cottage on Clover, a humble 1939 retreat full of vintage charm near the quiet Historic Maple District. Perfect for those seeking an authentic, nostalgic stay over a cookie-cutter hotel! 🍀 0.9 mile/15 minutes walk to Geneva Lake and downtown - easy stroll through the beautiful Historic Maple District! 🍀 8 min to Grand Geneva Resort & Spa 🍀 18 min to Burlington 🍀 20 min to Alpine Valley
Popular amenities for Caledonia cottage rentals
Cottage rentals with a hot tub

The Yellow Cottage @ Cottages on Petite Lake

The Coral Cottage

#4 Adorable Lake Cottage-Cypress Resort & Marine

2/1 Cozy Winter Cottage with Hot Tub Gazebo

#8 Hillside Cottage at Cypress Resort & Marine

The Blue Roof Cottage @ Cottages on Petite Lake

The Cozy Cottage @ The Cottages on Petite Lake

The Little Blue Cottage @ The Cottages on Petit
Pet-friendly cottage rentals

#2: Cute 2 bedroom cottage on the beach!

Lake Geneva Haven

Okauchee Lake - Newly Remodeled Cozy Cottage

Waterfront Fox Lake Vacation Rental w/ Fire Pit!

Twin Lakes Bungalow

Lakefront 2BR Nautical Cottage with Hot Tub

Dakota's Como Cottage

Nautical Lake Cottage at Petite Lake Resort, #2
Private cottage rentals

All Season Cozy Cottage

Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

Twin Lakes Cottage: Walk to Elizabeth Lake!

Cozy Cottage Lake Country
Destinations to explore
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- Cottage rentals Wisconsin
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- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Milwaukee County Zoo
- Naval Station Great Lakes
- Bradford Beach
- Milwaukee Public Museum
- Sunburst
- Baird Center
- Discovery World
- Riverside Theater
- Little Switzerland Ski Area
- American Family Field
- Marquette University
- Gurnee Mills
- Fiserv Forum
- Lake Geneva Cruise Line
- Betty Brinn Children's Museum
- Lake Park
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library
- South Shore Park




