House vacation rentals in Caledonia

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Popular amenities for Caledonia house rentals

House rentals with a pool

Top guest favorite
Home in Lake Geneva
5 out of 5 average rating, 33 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

DanielRating, 5 stars1 week ago
Sasha’s place was even better than expected. We all felt at home and it was very relaxing. We had plenty of room to accommodate all of the guests.
Guest favorite
Home in Fontana-on-Geneva Lake
5 out of 5 average rating, 16 reviews

Abbey Springs Home! Hot Tub + Golf Cart

KathyRating, 5 stars1 month ago
A wonderful home that was well appointed, clean & a great location! We hosted Easter here with my adult Kids and grandson. We all enjoyed the beautiful surroundings and all the wildlife-many deer and even a coyote! So much room and a great layout for us to enjoy the home together!
Top guest favorite
Home in Lake Geneva
5 out of 5 average rating, 40 reviews

Newly Updated Modern Lake Condo

LaurenRating, 5 stars1 month ago
Loved this house! It was in a great location, a few mins away from town, walking distance to Lake Como and super easy to find and navigate. Everyone had a great time. Only drawback was a tiny kitchen for multiple people but the rest of the living areas were great!
Top guest favorite
Home in Woodstock
4.89 out of 5 average rating, 64 reviews

Grand 1800s Victorian Gem: Updated/by Downtown

JenniferRating, 5 stars3 days ago
It was wonderful for a family with kids. Very clean. Great location. Comfortable beds. Sound system that you could control from an app and play music in any room. Games in basement were perfect for kids of all ages That was great. Would happily stay again.
Guest favorite
Home in Lake Geneva
4.96 out of 5 average rating, 75 reviews

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

SarahRating, 5 stars4 days ago
We had a great stay at Steven’s lake condo! The place was exactly as described and had everything we needed. Steven was a great host and provided a very helpful guide ahead of time with information about check-in, the condo, and the surrounding area. We would definitely stay here again!
Superhost
Home in Lake Geneva
5 out of 5 average rating, 6 reviews

Oasis on Oak | Private In-Ground Pool | Hot Tub

ADAMRating, 5 stars2 weeks ago
House was great and matches the description and photos. House is spacious, good for a group of 6-7 people and private from other neighbors. It’s also less than 10 minutes from downtown Lake Geneva. It is an ideal house if you are looking for a quiet weekend retreat, close to the areas activities. In addition, the host is responsive and helpful. Looking forward to our next stay with you all!
Top guest favorite
Home in Whitewater
5 out of 5 average rating, 81 reviews

Nestled in the Southern Kettle Moraine Forest

DianaRating, 5 stars2 days ago
The property was better than the description… Chris and Jarvis made us feel “like we were staying with friends” … The landscaping on the property is gorgeous and everywhere you went there would be something interesting to see … The animals on the property were wonderful for me, I left my “mini-farm” for this trip, it was very soothing to walk out and watch the animals as I was missing mine. The interior design was very tasteful, slightly different, but much better than the pictures. The extra’s - muffins, bread, bacon, fresh farm eggs, and an assortment of drinks - were above and beyond any Airbnb property I have stayed at!! I have to add … if you’re planning to stay for the Kettle Moraine 100 - this property is less than 10-minutes to the start/finish and within 25 minutes or less to all crew accessible aid stations! I really hope to have another opportunity to stay at this property and explore the surrounding areas.
Top guest favorite
Home in Genoa City
5 out of 5 average rating, 54 reviews

Relaxing Summer Getaway near Lake Geneva w/ Pool

BenjaminRating, 5 stars3 weeks ago
The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.

Weekly house rentals

Top guest favorite
Home in Salem
5 out of 5 average rating, 32 reviews

Lago Amore - Channel house, pier, kayaks

GregoryRating, 5 stars1 week ago
Wish we had time to book a longer stay! Regardless, it was a perfect place for my son and I to stay and do some kayaking and fishing on Paddock Lake. The deck was really a nice touch with the cafe lights. It was really nice to have access to a dock to launch our kayaks and fish from.
Top guest favorite
Home in Racine
4.98 out of 5 average rating, 41 reviews

Mid-Century Modern Dream Getaway

CatherineRating, 5 stars1 month ago
This was a beautiful house and a beautiful location. My family had a great time exploring the rooms and enjoying the views out the many windows. Lovely trees and lawn space. The design elements of the house were so fun, this felt like a house I would tour - it was cool to stay in!
Top guest favorite
Home in Trevor
5 out of 5 average rating, 38 reviews

Lake House- Private Frontage/Pier- Kayaks Included

KatieRating, 5 stars5 days ago
The home was comfortable, clean and well-stocked with cleaning and kitchen supplies. We relaxed and enjoyed the lake views, caught some fish from the dock, went kayaking, enjoyed s'mores, read and lounged in the patio areas, and kids had fun on the play set. Nearby, we enjoyed swimming at the beaches at Silver Lake and Lake Mary. Walked the neighborhood - lots of friendly neighbors. And, lots of tasty local food - Bodi's, New Taste of Italy, Dini's, and Sandlots. Highly recommend!
Guest favorite
Home in Racine
4.95 out of 5 average rating, 22 reviews

North Beach home

AmyRating, 5 stars5 days ago
I loved Chris’ house! It was spotless when I arrived and smelled great. It was just one block from the beach which was amazing. There were plenty of utensils, coffee supplies, soap and shampoo, an abundance of towels, beach chairs, everything you could need. The bed in the master bedroom is amazing; I slept like a baby. The neighborhood was quiet and safe and walkable to downtown. I would absolutely stay here again. One of the best Airbnbs I’ve stayed in! A+!
Guest favorite
Home in Racine
4.95 out of 5 average rating, 79 reviews

Michigan Blvd Custom Home with Lake Michigan Views

BretRating, 5 stars3 weeks ago
Great property! Great host! I would definitely stay here again. Beautiful surroundings, close to downtown, house was perfect.
Guest favorite
Home in Milwaukee
5 out of 5 average rating, 8 reviews

Cozy Milwaukee cottage (whole house), sleeps 6

KarenRating, 5 stars1 week ago
We were vising family who lived just a few blocks over and we were able to walk back and forth to their place a few times everyday. The neighborhood felt very safe and it was nice and quiet. We really enjoyed the outdoor sitting area and used it quite a bit to hang out outside and play cards. The stairs really are steep but seemed doable. The only concern I had was with the very small landing at the top the stairs. We had a quick group discussion to make sure everyone was careful with the are, and ended up having no problems with it.
Top guest favorite
Home in Milwaukee
5 out of 5 average rating, 52 reviews

House in Alverno Neighborhood

JanineRating, 5 stars2 weeks ago
This was one of my favorite Airbnb stays! We loved the historical items in the house, especially the laundry chute, milk delivery door, etc. We felt right at home, and thoroughly enjoyed our stay! Plus, Justin left us a surprise snack. We would definitely stay here again if we are in the area!
Guest favorite
Home in Waukesha
4.98 out of 5 average rating, 86 reviews

Brand New Studio w. Private Entry + Garden Patio

AdrienneRating, 5 stars2 weeks ago
Hubby and I stayed Friday and Saturday night. The room was perfect for us. Not too big and not too small. Plenty of amenities in the room to make us feel welcome. We didn't get a chance to sit out on in the backyard, but the view was beautiful.

Private house rentals

Superhost
Home in Bay View
4.91 out of 5 average rating, 11 reviews

Sunrise Over The Lake- Located on Desirable St

CjRating, 5 stars2 days ago
This home is located on one of the most sought-after streets in Milwaukee, overlooking Lake Michigan. This area has homes that are absolutely gorgeous! The house is literally a few steps from a beautiful park/lakefront and the beach along Lake Michigan. The home had a beautiful blend of modern beach/comfy furniture in a home that was built in about 1911. It had not only historic grace, but also a fun summary vibe! The hosts were very gracious, responded quickly in helping us with a very minor parking situation. 🥰
Guest favorite
Home in Salem
4.97 out of 5 average rating, 31 reviews

Lake it Easy at this beautiful 2 bedroom lake home

AnnastasiaRating, 5 stars4 weeks ago
We had a great stay! Everything was as described and we were cozy from the moment we walked in! Neighborhood is cute, neighbors were friendly, and you can’t beat the lake views! (just a few short steps from the driveway and you’re right at the boat launch) We didn’t bring our kayaks with but we could have easily walked them down. It was a great week here and we would absolutely stay again!
Guest favorite
Home in Bay View
4.97 out of 5 average rating, 36 reviews

2Bdrm home next to Humboldt Park

AnnaRating, 5 stars2 months ago
Jean‘s House is charming—it was very clean and comfortable. Woodwork was beautiful and so many of the original features of the home have been kept in excellent condition or renovated to make it a great mixture of a vintage aesthetic with the modern comforts. You cannot do without a car if staying here. But if you have a car it’s a convenient base for doing things in Milwaukee. Great list of recommendations (At Random is a great little cocktail venue).
Top guest favorite
Home in Milwaukee
5 out of 5 average rating, 73 reviews

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

KateRating, 5 stars1 week ago
Amanda and Troy’s place was a great little bungalow for our first trip to Milwaukee. It was quick and easy to get to the highway, yet far enough to be situated it a quiet little neighborhood. Amanda and Troy really thought of everything! We took their recommendation and enjoyed walking to Blue’s Egg Cafe & Bakery. Would recommend their place for your next trip!
Guest favorite
Home in Glendale
4.92 out of 5 average rating, 25 reviews

Bass & Sparrow - Spa Retreat on the MKE River

CamilleRating, 5 stars3 weeks ago
You would have no idea this place is in Milwaukee. It truly felt so secluded, like you were hours away from downtown. The hot tub, sauna, river right there…might has well been at a resort. Truly one of the most memorable weekends and we can’t wait to reserve another stay with Brad!
Guest favorite
Home in Oak Creek
4.84 out of 5 average rating, 87 reviews

Spacious Ranch Home Oak Creek close to Airport

EmilyRating, 5 stars2 weeks ago
Great place to stay. Great for family. Plenty of room to spread out and relax. Quiet neighborhood. Close enough to Milwaukee to go to attractions, but far enough away to get away from the bussle of the city traffic. Will definitely look to stay here again when we are back in the area.
Superhost
Home in Kenosha
4.83 out of 5 average rating, 54 reviews

Bekahs Boho House

Veronica Rating, 5 stars1 week ago
Rebecca’s place was very easy to find. Entry was a breeze, the house was very nice, clean, quiet, and absolutely beautiful. Everything was just as she described and showed in photos. She’s also a very helpful, flexible, friendly, understanding, supportive, and responsive host! I loved her and her place! Would absolutely recommend 10/10!
Guest favorite
Home in Gurnee
5 out of 5 average rating, 7 reviews

Luxury Stay Near Six Flags & Navy Graduation

ZylfijeRating, 5 stars1 week ago
We had a fantastic stay! James was extremely attentive and accommodating, communication was seamless from start to finish. The location was ideal for our family, just minutes from Six Flags, which made our trip so convenient. The house itself was incredibly spacious, giving everyone room to relax without feeling crowded. We especially appreciated waking up to the peaceful sound of birds chirping each morning, such a nice touch of nature. Every living area had its own TV, which made downtime easy for everyone, and the ping pong table added a fun extra activity for the family. The home was spotless upon arrival, very clean and well kept. You can tell the host takes pride in maintaining the property. Highly recommend staying here if you're visiting the area!

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