Cottage holiday rentals in Caledonia

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Top-rated cottage rentals in Caledonia

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

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Top guest favourite

A cozy four-season porch features light wood paneling and large windows offering views of the outdoors. Comfortable seating, including woven chairs, is arranged around a small space, with decorative elements adorning the walls. A small electric fireplace provides warmth and ambiance.

Cottage in Trevor

The Lakehouse-3bdr/Lakefront/Wi-Fi

Enjoy your stay at this cozy cottage just steps away from beautiful Cross Lake and 5 minutes from Antioch, IL. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides ample space to enjoy the stunning view. From 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.

4.98 out of 5 average rating, 164 reviews

Superhost

A cottage exterior is showcased with a well-maintained wooden deck and black railings. A welcoming front door is featured, which is flanked by two windows. The surroundings include a manicured lawn with small flower beds, enhancing the cottage's inviting appearance.

Cottage in Antioch

#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!

4.82 out of 5 average rating, 135 reviews

Guest favourite

A cozy living room features a soft, light-colored couch and a blue accent chair, set against a deep blue wall. Natural light enters through large windows, illuminating the hardwood floor and woven area rug. Decorative accents include wall art and a stylish coffee table.

Cottage in Racine

Historic cottage close to Lake Michigan

Get away for a relaxing weekend, enjoy a beautiful historic 1930's Tudor mini castle cottage! Blocks from the shoreline, beaches, running paths, and Racine Zoo. Visit one of the 50 top beaches in the US – North Point beach. Surrounded by bike paths and parks, Racine Marina, Racine Museum, Wind Point lighthouse, farmers markets and downtown Racine. 90 min. from Chicago area, Milwaukee 35 min. north, Kenosha 20 min. south. The property has been inspected and licensed, professionally cleaned.

4.91 out of 5 average rating, 101 reviews

Top guest favourite

The cottage features a charming exterior with a navy blue façade and a welcoming front door. American flags are displayed, and lush greenery includes a variety of colorful flowers and trees. Sunlight filters through the leaves, creating a serene and inviting atmosphere.

Cottage in Delafield

Lake Country Guest Cottage & Sauna

This 1930s fisherman’s cottage is tucked away and feels like you’re in the Northwoods or at your own private resort, yet is so close to it all. It is truly a recreation haven due to the proximity of lakes and rivers, as well as State and county parks. This is a quiet neighborhood and the cottage is amazing for relaxation- NOT bachelor/bachelorette parties; hotels are best for that. Choose from many amazing restaurants, within a mile or stay in to cook and end the night with a sauna session.

5.0 out of 5 average rating, 83 reviews

Guest favourite

A well-maintained cottage is set in a spacious yard surrounded by green grass and large trees. Outdoor seating is arranged near the water, with colorful chairs facing the waterway. The property features steps leading to a wooden deck, enhancing the connection to the scenic surroundings.

Cottage in Fox Lake

Lakefront Cottage with Gorgeous Sunsets

Great cottage so close to the water you can fish right off the deck, bring your boat right up to the dock and drive it all over the chain of lakes and out to dinner. Endless things to do on the chain, tons of restaurants, sand bars, fishing, bars, boats, etc. Then, watch the sunset at the beach right outside your door before retreating for the night into the cottage. The yard is fenced in, with a fire pit and is shared with permeant residence and another house I air bnb but is yours to enjoy

4.95 out of 5 average rating, 20 reviews

Top guest favourite

Cottage in Burlington

The Butterfly Cottage

Your summer 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 concerts and skiing, fishing on Honey Lake or nearby Browns Lake as well as shopping in Lake Geneva are the highlights of the area! There are hiking/walking trails all around as well as rustic roads to explore.

4.98 out of 5 average rating, 102 reviews

Superhost

A vibrant purple room features a suspended chair swing and St. Andrew's Cross against a backdrop of textured curtains. LED lights add a soft glow, while a television mounted on the wall complements the unique decor, creating an intriguing space for intimate exploration.

Cottage in Riverwest

MKE Pleasure Paradyz - BDSM - Adult Themed Cottage

Ignite your senses at The MKE Pleasure Paradyz. Indulge in the erotic arts of St. Andrew's Cross, Tantra couch, and Adult Swing. Have an experience of pleasurable memories. This meticulously designed cottage offers an immersive and sensual experience with elements of Kink, BDSM and Role Play. Every detail, from the pristine cleanliness to the carefully curated ambiance. Seek to explore new dimensions of intimacy or simply unwind, we provide a welcome environment to enhance your desires!

4.96 out of 5 average rating, 23 reviews

Top guest favourite

A charming white cottage sits within a landscaped area, surrounded by a white picket fence. Lush greenery and flowering plants are visible in the foreground, while trees stand in the background under a clear blue sky.

Cottage in Hartland

Cozy cottage in the heart of Lake Country

Entire cottage in Lake Country nestled on two acres with mature trees. Included on the two acres- the host's farmhouse, carriage house and barn. A country setting with easy access to Hwys 16, 83 and I 94. Close to shopping, restaurants, parks, hiking, cross country skiing 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.). NOTE: exempt from accepting service and emotional support animals.

4.95 out of 5 average rating, 167 reviews

Guest favourite

Cottage in Lake Geneva

Cozy Cottage-Core Escape | 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!

4.93 out of 5 average rating, 174 reviews

Top guest favourite

The exterior of the cottage is showcased, with dark wood siding and a well-maintained garage door. Lush green trees surround the property, providing shade and a natural feel. A walkway leads to the entrance, enhancing the inviting atmosphere of the home.

Cottage in Mukwonago

Charming Phantom Lake Cottage

Come relax at our cottage located on Phantom Lake. This 2 bedroom, 2 bath, plus sleeping loft area home is comfortably furnished and a perfect space to enjoy all lake life offers year round. Free public boat launch located nearby with our private pier/dock and anchored swim raft available for use on a seasonal basis along with multiple kayaks, paddleboard, and paddle boat on site. Attached composite deck and crushed stone fire pit area are perfect spots to enjoy the outdoors.

4.97 out of 5 average rating, 67 reviews

Top guest favourite

Cottage in Wonder Lake

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!

4.94 out of 5 average rating, 177 reviews

Top guest favourite

A cozy sunroom features a round dining table surrounded by four white chairs, with yellow placemats set for meals. Natural light floods in through multiple windows, illuminating the space. A door leads outside, enhancing the connection with nature.

Cottage in Burlington

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.

4.92 out of 5 average rating, 86 reviews