
Cottage holiday rentals in Wind Point
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Wind Point
Guests agree: These cottages are highly rated for location, cleanliness and more.

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: 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!

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.

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

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.

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!

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.

Twin Lakes Bungalow
Cute 1930’s bungalow with a cabin feel and many modern updates, just blocks away from Lake Mary in the adorable Twin Lakes Manor neighborhood of Twin Lakes, WI! Relax in this 2 bedroom, one bath cabin with a full tub and shower, fully-stocked kitchen, and a HUGE fully fenced-in backyard you can bring your dogs to! Patio with table and a fire pit surrounded by Adirondack chairs to relax in! 2 kayaks and 2 sets of golf clubs included! You don’t want to miss this adorable and cozy place!

Beautiful Cottage w/ Lake Views and Private Beach
Enjoy everything Powers Lake has to offer with stunning lake views and private beach! Newly remodeled, this one of kind cottage features all the modern amenities - high speed internet, central AC, network streaming, and Sonos sound system. With room for 7 guests, the layout features a master bedroom complete with walk-in closet. A sun-filled guest room with a queen bed and desk that can double as an office. And a gorgeous den complete with a Full/Twin bunk bed and office space.

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.

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.
Popular amenities for Wind Point cottage rentals
Cottage rentals with a hot tub

#5 Tiny Lake Cottage at Cypress Resort & Marine

#2 Historic Lake Cottage -Cypress Resort & Marine

2/1 Cozy Cottage with Hot Tub Gazebo and Lake View

#8 Hillside Cottage at Cypress Resort & Marine

#3 Charming Lake Cottage - Cypress Resort & Marine

The Lodge @ The Cottages on Petite Lake

The Coral Cottage

The Yellow Cottage @ Cottages on Petite Lake
Pet-friendly cottage rentals

Key House at Petite Lake Resort, #4

Private Cottage w/ City Views

Waterfront Fox Lake Vacation Rental w/ Fire Pit!

Stella's Evergreen 🍀 1 block from private beach!

#2: Cute 2 bedroom cottage on the beach!

Nautical Lake Cottage at Petite Lake Resort, #2

Mineola Extended-Stay Furnished 30-Day+ Cottage
Private cottage rentals

Lakefront Cottage Spectacular Sunsets Boat Rental

All Season Sunset Cottage on Pistakee Lake

Laura’s Little Cottage

Cozy Cottage Downtown with Lake Views

Lakefront Views, Free Water Sports!!

Updated Twin Lakes Cottage, Walk to Lake Mary

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

Great getaway in Lily Lake Near Country Thunder
Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Grand Rapids Holiday rentals
- Madison Holiday rentals
- Wisconsin Dells Holiday rentals
- Saugatuck Holiday rentals
- Naval Station Great Lakes
- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Baird Center
- American Family Field
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Bradford Beach
- Riverside Theater
- Pabst Mansion
- Fiserv Forum
- Discovery World
- Lake Geneva Public Library
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory
- Gurnee Mills
- South Shore Park
- Wisconsin State Fair Park
- Betty Brinn Children's Museum
- Atwater Park
- Lake Geneva Ziplines & Adventures





