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Cottage vacation rentals in Round Lake

Find and book unique cottages on Airbnb

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Popular amenities for Round Lake cottage rentals

Lakefront cottage rentals

The serene lakeside scene captures a peaceful twilight hour. Cottages line the shore, their windows reflecting the soft hues of the sunset. The calm water mirrors the sky, creating a harmonious blend of colors. A dock extends into the lake, inviting relaxation.
Cottage in Kansasville
4.71 out of 5 average rating, 69 reviews

Cozy cottage w/stunning views

TammyRating, 5 stars5 months ago
Jenna was super responsive, friendly and accommodating! The cottage was cozy with a full kitchen, beautiful views of the lake and a big screen TV, perfect for watching football! We were so happy to find a space that was pet friendly and safe to walk our dogs. Will definitely rent again ❤️
Top guest favorite
A tranquil outdoor area features a wooden deck with comfortable seating and a small table. Lush greenery surrounds the space, leading to a serene lake visible in the background under a clear blue sky. A canoe rests on the shore near the water's edge.
Cottage in Burlington
4.98 out of 5 average rating, 63 reviews

The Butterfly Cottage

LaurieRating, 5 stars5 days ago
Very clean and comfortable. It had everything we needed to feel at home - plenty of linens, well stocked kitchen. Appliances, HVAC, showers all worked great. Peaceful backyard and neighborhood. Four adults and two dogs and we all had plenty of space.
Superhost
A spacious deck is highlighted by comfortable seating and a dining table under an umbrella. A fire pit with decorative stones is centrally positioned. Lush greenery and nearby homes are visible in the background, enhancing the outdoor experience.
Cottage in Fox River Grove
4.84 out of 5 average rating, 19 reviews

Riverfront Cottage/sauna/kayaks/firepit/dock

SarahRating, 5 stars1 week ago
Perfect for coming into town to visit family nearby!
Guest favorite
A wooden dock extends into the calm waters of Lake Pistakee, surrounded by a serene landscape. Soft clouds drift across the blue sky, reflecting on the water's surface. The area appears tranquil, inviting relaxation and connection with nature.
Cottage in McHenry
4.94 out of 5 average rating, 49 reviews

Lakefront Views, Free Water Sports!!

CliffRating, 5 stars8 months ago
Our family of three (two adults, one toddler) had a fantastic stay at the lake house. The deck and backyard were excellent and exactly as shown and described. The fire pit (BYO wood, but nearby gas station has some for sale), paddle boat, and other water gear were fun features we were sure to make good use of. Kitchen was useful and well-equipped (including coffee maker), and location was great for easy trips around the Fox Lake area. Recommend bringing bug spray for outdoor time after sunset. We would return again in the future!
Guest favorite
A serene lakefront scene features a large oak tree with a swing hanging from its sturdy branches. A path of stone steps leads down to the water's edge, surrounded by lush greenery and the gentle ripples of the lake.
Cottage in Elkhorn
5 out of 5 average rating, 12 reviews

The Lily Pad at Lake Wandawega

ZachRating, 5 stars8 months ago
This stay is amazing for quiet mornings with coffee on the deck. It’s right on the water with the ability to kayak and paddle board. The amenities are amazing and it’s the perfect place for a couples getaway weekend. Close distance for day trips to Lake Geneva or concerts at Alpine Valley!
A serene lake house is surrounded by lush greenery, with a wooden dock leading into the water. Outdoor seating areas, including a hammock and chairs, are highlighted in the spacious yard, providing a perfect space for relaxation and enjoying nature.
Cottage in Elkhorn
4.76 out of 5 average rating, 146 reviews

Connie's Cottage on the Lake.

VictorRating, 5 stars5 months ago
Connie’s house is a beautiful find on a small lake in southern Wisconsin. If you’re looking for a retreat from city life, this is the place. The home is comfortable and cozy with a great patio and a great game room. We really enjoyed the fussbal. We were there in the winter, but I’m sure the lake provides plenty of activities in the summer. Overall, a great option under 2 hours from the city. Recommended!
A serene view of the waterfront showcases multiple boat slips and a grassy area leading to the lake. Several boats are anchored, while a fire pit with seating is visible nearby. Lush greenery lines the water's edge, providing a peaceful backdrop.
Cottage in Fox Lake
4.82 out of 5 average rating, 167 reviews

All Season Sunset Cottage on Pistakee Lake

ReneeRating, 5 stars3 weeks ago
Beautiful waterfront property and cozy cottage. The house is minutes from the train station so you can plan a trip to the city without the traffic. The lake is full of pelicans, ducks and geese and I never tired of watching them. The driveway is an absolute adventure! We took turns riding in the back and front of our rental mini van so we could all experience the incline. You’ll be fine-just do it-it’s fun! The neighborhood and surrounding areas are beautiful and there’s plenty of restaurants and shopping nearby. There is limited cabinet and refrigerator space so don’t over buy groceries like we did and there’s no ice. Bring trays or buy a bag if you need this. The fire pit was used and we got firewood at Home-depot along with s’mores sticks. The house is stocked with everything needed and we had an amazing time and made unforgettable memories and were comfortable and surrounded by beautiful scenery.
Guest favorite
Cottage in Delavan
4.75 out of 5 average rating, 12 reviews

Cottage on Lake Delavan- beach, parks, boat launch

HeidiRating, 5 stars8 months ago
cute little home in a quiet cottage neighborhood. perfect place for our family with small children. private beach & multiple playgrounds were a hit with our children! hosts were quick to respond to (minor!) issues and it was a great stay. recommend it to all!

Cottage rentals with a hot tub

Superhost
The exterior of the cottage is framed by a white picket fence, with a gravel pathway leading to the front door. Soft pink siding is complemented by a welcoming entrance. Potted plants and a tree provide natural accents in the yard.
Cottage in Antioch
4.74 out of 5 average rating, 23 reviews

The Coral Cottage

SuheidiRating, 5 stars3 weeks ago
I loved the home , our stay was very nice and peaceful experience being. The host was very kind and flexible with our needs ! Very happy with our stay !
Superhost
The charming yellow cottage features a welcoming front porch with a rocking chair, surrounded by greenery. The entrance is adorned with string lights, and a wooden railing leads to the deck, which is partially shaded by overhanging trees, creating a relaxed atmosphere.
Cottage in Antioch
4.89 out of 5 average rating, 45 reviews

The Yellow Cottage @ Cottages on Petite Lake

PeterRating, 5 stars4 months ago
great place and I loved being able to bring our dogs. they loved the gated yard to run around in while we chilled in the hot tub. we'd love to visit sometime in the summer to check out more of the lake activities.
Guest favorite
A cozy seating area features two armchairs and a sofa, complemented by a marble coffee table. Natural light filters through the white window, illuminating the space. A potted plant and decorative accents enhance the warm, wooden Cypress walls.
Cottage in Antioch
4.93 out of 5 average rating, 150 reviews

#4 Adorable Lake Cottage-Cypress Resort & Marine

JenniferRating, 5 stars8 months ago
This was our second visit to Amanda’s and just like the first time, it left my boys with fun memories. We will be back next summer.
Superhost
A cozy living area features warm wood paneling and two lamps providing soft lighting. A beige couch is adorned with decorative pillows, while a wooden coffee table is centered. A small dining table with chairs is visible, along with a glimpse of the kitchen area.
Cottage in Antioch
4.89 out of 5 average rating, 82 reviews

#8 Hillside Cottage at Cypress Resort & Marine

JenniferRating, 5 stars9 months ago
Every year we visit Cypress there are more improves and amenities. Always a great stay and so much to do. Amanda and her team run this place like a well oiled machine. We visit once in the winter and once or twice in the summer. A favorite for sure.
Superhost
The interior of the cottage features a cozy seating area with a blue couch adorned with yellow cushions. A coffee table made of wicker sits atop a soft yellow rug. A kitchenette is visible, along with a dining area illuminated by natural light from large windows.
Cottage in Antioch
4.86 out of 5 average rating, 232 reviews

#5 Tiny Lake Cottage at Cypress Resort & Marine

BridgetteRating, 5 stars1 month ago
The Cabin was super cute and just as described. Every time I reached out with a question or request, Amanda responded promptly and helpfully. Would definitely book again.
Superhost
A relaxing hot tub is shown, bubbling with water. It is surrounded by trees and a privacy screen, offering a secluded space. Control buttons and a digital display are visible on the side, enhancing usability.
Cottage in Antioch
4.5 out of 5 average rating, 12 reviews

The Blue Roof Cottage @ Cottages on Petite Lake

AnnaRating, 5 stars3 months ago
The place was great! Once we arrived the jacuzzi was ready for us, we had an issue with leaking dishwasher but David was quick to respond and help us! Great location, highly recommend!
Superhost
A hot tub is seen in the foreground with bubbling water, surrounded by tall trees. In the background, a serene lake can be viewed, with comfortable outdoor seating positioned along the shoreline.
Cottage in Antioch
4.75 out of 5 average rating, 117 reviews

#4 The Cozy Cottage

AngelicaRating, 5 stars1 month ago
The place was beautiful. The house is a bit old but we didn’t mind it, it made it feel homey in a way. My friends and I loved the hot tub, would love to come back again.
Superhost
A quaint cottage exterior is framed by a white picket fence, adorned with colorful flowers in pots. The building features large windows and a covered porch with striped awnings, inviting natural light. Lush greenery surrounds the property, creating a welcoming environment.
Cottage in Antioch
4.83 out of 5 average rating, 77 reviews

#3 The Little Blue Cottage @ The Cottages on Petit

DorianRating, 5 stars2 weeks ago
Love the rustic feel of the place, easily accessible amenities. Small and intimate, but also enough room for a couple.

Pet-friendly cottage rentals

Top guest favorite
Cottage in Lake Geneva
4.97 out of 5 average rating, 68 reviews

Cottage on Clover. Charming, quiet walk to town.

MaxwellRating, 5 stars2 months ago
Mariana's place is wonderful! Really clean, plenty of room, and has everything you could need. It's nice and close to downtown, so it's a pleasant walk or a really short drive to shops and restaurants.
Guest favorite
The outdoor space features a large, grassy yard bordered by trees, providing shade. A wooden deck with red accents is visible, along with a charcoal grill under a protective cover. A seating area with black chairs offers a spot to relax.
Cottage in Lake Geneva
4.95 out of 5 average rating, 22 reviews

Lake Geneva Haven

ChristinaRating, 5 stars3 months ago
Even before check in Allison was quick to respond and helpful. We stayed in January so it was very cold outside and she encouraged us to raise the thermostat as much as we liked. The age of the home adds to the charm and there’s plenty of blankets available but even so raising the thermostat made it so toasty we didn’t need them. I would definitely book again in the summer and the decor throughout the home gave a personal touch. The personal toiletries amenities were a definite plus in case you forget anything. We’ve stayed at many other homes and you have the bare minimum. Allison went above and beyond. Another plus was they are pet friendly and made the trip complete to have the whole family included even our fur babies. The large back yard gave them space to run around.
Cottage in Fox Lake
4.8 out of 5 average rating, 5 reviews

Waterfront Fox Lake Vacation Rental w/ Fire Pit!

ChristopherRating, 5 stars12 months ago
We had an amazing time at this cottage! From the start, the hosts were excellent communicators and all the instructions were clear. When we got there, everything was clean and as described/seen in pictures. The area was beautiful and we absolutely love the scenery and how much we could do at the cottage. By far, the BEST Airbnb we’ve been to- and we’ve been to several. Thanks for having us! We would love to come back.
Guest favorite
Cottage in Twin Lakes
4.94 out of 5 average rating, 35 reviews

Twin Lakes Bungalow

LuisRating, 5 stars1 week ago
Fantastic stay—very clean and completely stocked. We had a blast as did our dog! Would definitely recommend!
Top guest favorite
The charming cottage displays a yellow exterior with white trim and a welcoming porch. An American flag is featured by the door, while a manicured lawn surrounds the house. Pathways guide visitors to the entrance, framed by greenery and landscaping.
Cottage in Williams Bay
4.94 out of 5 average rating, 47 reviews

A vintage charming 2-bedroom cottage!

CindyRating, 5 stars2 months ago
My husband and I really enjoyed our stay at Tara’s cottage! The cottage is so cute and clean and we felt right at home. Tara checked on us and gave us some great recommendations on where to eat and where we could pick up some groceries. We were able to bring our fur babies which was a huge plus. The neighborhood is very nice and I felt very safe walking the dogs by myself. I hope we are able to come back sometime! I would definitely stay here again!
Superhost
Cottage in Lake Geneva
4.88 out of 5 average rating, 42 reviews

COZY Cottage | 4 BEDS | Fenced yard

RebeccaRating, 5 stars7 months ago
Adorable historic home with high secure fenced in yard for our dogs! Loved the large porch overlooking the backyard with comfy furniture, small dining table w chairs, and grill, partially covered for shade or avoiding rain. The only bathroom is on upper level with bedrooms. Located on curve of busy street so tricky to pull out from driveway. Traffic noise woke us up early. 3/4 mile to Lake Geneva shore/beach and most of shopping and dining. Lots of good restaurants, some within walking distance and some we had to drive. Very cool pedestrian trail around Lake Geneva - access is 3/4 mile from house at the beach. Didn't use kitchen very much but seemed pretty well stocked. There was a separate ice maker and a Keurig with coffee pods provided (no decaf).
Guest favorite
A warm and welcoming living area features a simple fireplace set within a light stone surround. Two accent chairs in muted tones sit on a soft area rug, while decorative wall art and a floor lamp enhance the space's comfort and charm.
Cottage in Delavan
4.87 out of 5 average rating, 30 reviews

Blue Beach Cottage - ~5 min Walk to Private Beach!

AbbieRating, 5 stars2 weeks ago
Wanted to Stay Longer! We loved everything about this beautiful house. Beautiful decor, lovely lighting, gas fireplace, and sooooooo clean. The beds are amazingly comfortable. We stayed here on our drive back home to Montana after road-tripping to Indiana to adopt our dog. Dog & kids loved the spacious, fenced-in backyard. Stay here if you can. You will not want to leave.
Guest favorite
A serene lakeside view is presented, showcasing a gravel path leading to the water. The cottage is partially visible in the background, flanked by trees. Boats are docked on the lake, with gentle waves reflecting the sky.
Cottage in Antioch
4.89 out of 5 average rating, 9 reviews

Nautical Lake Cottage at Petite Lake Resort, #2

CarolineRating, 5 stars9 months ago
This lake cottage was so cute and perfect for our weekend trip! Amanda was a great host and so responsive when we had questions. I’d definitely recommend to anyone in the area!

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