
Cottage vacation 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!

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.).

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 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.

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!

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!

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.

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.

Lakefront 2BR Nautical Cottage with Hot Tub
Welcome to your perfect lakeside cozy cottage getaway! This newly remodeled 2-bedroom, 1-bath cottage sits just 60 feet from the scenic shoreline of Grass Lake on a shared resort property. Nautically decorated and thoughtfully updated, this cozy cottage offers the best of year-round lake living—whether you're soaking in the hot tub after a day on the water or gathered around the firepit under the stars.
Popular amenities for Wind Point cottage rentals
Cottage rentals with a hot tub

The Yellow Cottage @ Cottages on Petite Lake

The Coral Cottage

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

#8 Hillside Cottage at Cypress Resort & Marine

#5 Tiny Lake Cottage and 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!

Private Cottage w/ City Views

Lake Geneva Haven

Okauchee Lake - Newly Remodeled Cozy Cottage

Waterfront Fox Lake Vacation Rental w/ Fire Pit!

The Lazy Dais Cottage on Pike Lake.

COZY Cottage | 4 BEDS | Fenced yard

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

#4 Adorable Lake Cottage-Cypress Resort & Marine

The Butterfly Cottage

Boutique Charming Cottage | Walk to Beach & Cafés!

Cozy cottage in the heart of Lake Country

Clementine Cottage

The Cozy Lake House, Dm me ?s Lake Front Property!

#5 Tiny Lake Cottage and Cypress Resort & Marine

Cottage Escape near Private Browns Lake Beach
Destinations to explore
- Chicago Vacation rentals
- Upper Peninsula Vacation rentals
- Platteville Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- Detroit Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals
- Windsor Vacation rentals
- Traverse City Vacation rentals
- Ann Arbor Vacation rentals
- Madison Vacation rentals
- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- Erin Hills Golf Course
- Naval Station Great Lakes
- Milwaukee County Zoo
- Milwaukee Public Museum
- Baird Center
- Bradford Beach
- Discovery World
- Marquette University
- American Family Field
- Riverside Theater
- Fiserv Forum
- Gurnee Mills
- Holy Hill National Shrine of Mary
- Lake Geneva Public Library
- Lake Geneva Cruise Line
- American Family Insurance Amphitheater
- Little Switzerland Ski Area
- South Shore Park
- Betty Brinn Children's Museum
- Mitchell Park Horticultural Conservatory





