
Cottage vacation rentals in Caledonia
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Top-rated cottage rentals in Caledonia
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Clover Cottage in Williams Bay - with Hot Tub!
Welcome to Clover Cottage, a non-smoking, family friendly home with modern updates, within short walk of beach, lake, coffee and restaurants (and ice-cream shops!). Enjoy coffee or tea on the porch and relax in the spacious backyard with Hot tub, grill and fire pit. Beach is 0.7mi walk. Kitchen is fully equipped, including blender, Keurig, espresso maker, and more. Local attractions include Music by the Lake, Kishwauketoe Nature Conservancy, Yerkes Observatory, and more Baby gate provided.

#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.).

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.

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs
4 Bedroom 2 1/2 bath vacation cottage in Abbey Springs Resort Community on Lake Geneva. Resort Pass is required for all guests (included) and gives entry to the resort plus indoor and outdoor pool (Memorial to Labor Day), hot tub, games room , gym, tennis courts , pickle ball. 2 restaurants beach and fire pit on site. Newly Renovated Golf Course not included but available by paying at club house . We welcome all .

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

The Butterfly Cottage

Lake Geneva Haven

Okauchee Lake - Newly Remodeled Cozy Cottage

Waterfront Fox Lake Vacation Rental w/ Fire Pit!

Twin Lakes Bungalow

4 bedroom Williams Bay <1 mile Lake Geneva Beach

A vintage charming 2-bedroom cottage!

Dakota's Como Cottage
Private cottage rentals

Lakefront 2BR Nautical Cottage with Hot Tub

#2: Cute 2 bedroom cottage on the beach!

Great getaway in Lily Lake Near Country Thunder

All Season Cozy Cottage

Powers Lake Gem: Peek-a-Boo Views & Beach Access

Twin Lakes Cottage: Walk to Elizabeth Lake!

Cozy Cottage Lake Country

Key House at Petite Lake Resort, #4
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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
- Sunburst
- Milwaukee Public Museum
- Discovery World
- Baird Center
- Riverside Theater
- American Family Field
- Marquette University
- Little Switzerland Ski Area
- Betty Brinn Children's Museum
- Fiserv Forum
- Lake Park
- Holy Hill National Shrine of Mary
- Gurnee Mills
- Lake Geneva Public Library
- Pabst Mansion
- Atwater Park



