Vacation rentals in Sullivan

4.97 out of 5 average rating, 144 reviews

A serene pathway lined with lush greenery features tall trees and blooming flowers. An inviting red chair is positioned in the background. A friendly sign indicating 'KEEP RIGHT' guides guests along the landscaped route toward the cottages.

Bungalow in Lake Geneva

Private Cozy Cottage Lake Geneva, WI

StefanyRating, 5 stars1 week ago

We love staying at Seven Oaks and have many times. I particularly enjoy the soaker tub and we appreciate the cheese tray, drinks, and breakfast foods. It makes it so much more enjoyable to get away and not have to think about running out to get food. We stay as often as we can get away. Such a great place!

4.96 out of 5 average rating, 81 reviews

Huge! Sleeps 12, Perfect getaway for a large group

RachelRating, 5 stars1 week ago

This home was incredible for a weekend away with girlfriends. We loved the views of lake como m, the proximity to downtown lake Geneva, and how well stocked the house was with all the essentials and more (especially in the kitchen!). Only regret was not making our stay a full week long trip!

A spacious living area is highlighted by a gas fireplace, framed by a stone mantel and accompanied by a wall-mounted television. Large windows invite natural light, and modern furnishings include a light-colored sofa, two armchairs, and a coffee table, enhancing the welcoming atmosphere.

4.94 out of 5 average rating, 34 reviews

The Clean Slate, Walk to down town, pet friendly

DavidRating, 5 stars6 months ago

Beautiful house and so comfortable inside and out. My bestie and my dog were in Lake Geneva for the weekend and very much enjoyed The Clean Slate. The weather was perfect! The house was just as described. Highly recommended!!!!

4.96 out of 5 average rating, 187 reviews

A hammock is set between two trees on a grassy area, facing the serene view of Lake Michigan. A spacious guest home with large windows is visible in the background, framed by lush greenery and a clear blue sky.

Home in Oostburg

Shamba on the Lake, Oostburg, WI

SandyRating, 5 stars3 weeks ago

We have stayed at Shamba 4 times. It is an absolutely amazing spot on Lake Michigan. The home is lovely and very spacious. You could not ask for better views of the lake from inside or outside. The beach is literally right outside your door. Great spot for kids to play and great for walks too. Will definitely return again.

4.88 out of 5 average rating, 146 reviews

A serene waterside view is captured, featuring a calm inlet reflecting nearby homes and trees. The scene showcases several boat docks along the water, lined with a mix of boats and recreational equipment, surrounded by lush trees and clear blue skies.

Home in McFarland

Lovely Waterfront Two Bedroom House

TracyRating, 5 stars3 weeks ago

Jordyn gets a gold star from me! She is a delightful host. My favorite part of the home was watching the sunrise and the water foul in the morning. The home was very clean and clutter free. We were very comfortable. It was conveniently located for our activities in and out of the city.

A bright and airy entryway features a wooden bench against a large window. A staircase with a modern railing leads to the upper level, while a potted plant adds a touch of greenery to the space. The walls are painted in soft gray tones.

4.97 out of 5 average rating, 153 reviews

NEW! Cozy Downtown Farmhouse, 5BR 3 BA Sleeps 15!!

MorganRating, 5 stars1 month ago

Highly suggest Brian’s place! Exactly like pictures and perfect for a weekend getaway. Home was beautiful and newly updated! Everything was walkable, perfect location to downtown. We had 14 guests and everyone was comfortable and beyond happy with accommodations! Brian was easy to work with and everything was clear for us. Thanks for a great stay! We will be back.

A well-maintained house features a spacious composite deck, bordered by white railings. Large windows provide natural light to the interior. Lush green grass surrounds the deck, complementing the clear blue sky and leafy trees in the background.

5 out of 5 average rating, 27 reviews

Modern Downtown Lake Geneva Charm - Sleeps 8

Jose & DonnaRating, 5 stars4 months ago

We had a fantastic stay! The location was incredibly convenient, just a short distance from great restaurants and our ski/snowboarding resort, which made everything so easy. The place was very well kept, cozy, and had plenty of space—perfect for our small family staying for two nights. The host was wonderful—attentive, helpful, and quick to communicate, which we really appreciated. We couldn’t have asked for a better experience and would definitely stay here again! Highly recommend!

4.87 out of 5 average rating, 125 reviews

A spacious outdoor deck is depicted, featuring a small seating area with two wicker chairs and a matching table. A grill is positioned to one side, with large glass doors leading into the house. Lush greenery is visible in the background.

Home in Fox Lake

Lakefront Paradise

AnkitRating, 5 stars2 weeks ago

We had an amazing stay. The area is beautiful and Nick is prompt in responding. We had no issues during our stay. If you stay the there definitely try all the local places he’s recommends for drinks/dine and won’t be disappointed. I must add that unlike some Airbnb where they ask the guests to do a whole host of things, this place had very few and reasonable rules that we were happy to comply with.

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Popular amenities for Sullivan vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Sullivan

4.85 out of 5 average rating, 20 reviews

Guest suite in Wind Lake

Secret Garden Getaway

CassidyRating, 5 stars8 months ago

Sandy was such an amazing host! She was very kind and respectful. The place was beautiful! We went for a wedding and found that the location of the Airbnb was right around the corner, super convenient and so peaceful.

4.89 out of 5 average rating, 55 reviews

A tranquil view of the lake is captured at sunset, with golden hues reflecting on the water. A torch stands in the foreground, gently illuminating the scene, while trees frame the image along the edge of the deck.

Home in Fox Lake

Stunning Lake Views, Huge Deck, Water Fun!

KymRating, 5 stars3 months ago

Absolutely Loved our stay!! There aren't enough good things to say about the view, location & beautiful house. So fun! There's a pool table, air hockey & 2 free standing video games. Spent every sunset in the Lakeview room😍 Just gorgeous beyond words! Did i mention the Bald Eagle that hangs out in the tree right outside the Lakeview bedroom? Incredible! the lake doesn't freeze over in one spot in front of the lakeview window, saw all the big birds of prey hunt. It was definitely wildlife at its finest. The owners are Very responsive & told us to be on the look out for the eagle! Fantastic time! Loved Loved Loved it & already reserved for our Wedding weekend❤️

4.95 out of 5 average rating, 21 reviews

The side of a light-colored house is depicted, featuring a well-maintained lawn and a flowerbed with blooming plants. Two windows are visible, allowing natural light to filter into the interior. A concrete pathway runs alongside the house, leading to an inviting exterior.

Home in North Chicago

J&J Vacay 2 story

JevinaRating, 5 stars2 days ago

The house was just how the pictures showed the hosts was very responsive and the neighborhood very quiet definitely recommend!!!!

4.92 out of 5 average rating, 272 reviews

Home in Kenosha

Where Family & Friends Gather to Create & Remember

AliciaRating, 5 stars4 weeks ago

We had an amazing stay! The place is beautiful & looked exactly like the pictures. We would highly recommend staying here.

5 out of 5 average rating, 4 reviews

The spacious kitchen features wooden cabinetry and modern stainless steel appliances. An island with seating for four is highlighted by warm lighting. The open layout is complemented by rustic wood paneling and large windows, allowing natural light to fill the area.

Barn in Davis

Sunrise Country Views

CathyRating, 5 stars2 weeks ago

If you want peace and beautiful surroundings, this is the best accommodations for that. The rooms are spacious and very clean. Everything was updated and looked fantastic. I hope to visit again in the future.

4.92 out of 5 average rating, 346 reviews

Cabin in Trevor

Living the Lakehouse Dream

Andrea NicoleRating, 5 stars1 week ago

We really enjoyed our stay and all the amenities your place has to offer. Thank you!

5 out of 5 average rating, 20 reviews

A spacious living area features a comfortable sectional sofa adorned with patterned cushions and a coffee table. The kitchen and dining area in the background showcase modern appliances and cabinetry, with warm wood flooring creating a cohesive flow throughout the space.

Condo in Fontana

Abbey Villa Getaway |Patio | Pool | Walk to Water

CatieRating, 5 stars8 months ago

Gorgeous unit and great location! Would for sure book this one again and again!