
Cottage vacation rentals in Barrington
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Top-rated cottage rentals in Barrington
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Barrington cottage rentals
Cottage rentals with a hot tub

The Coral Cottage
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 !

The Yellow Cottage @ Cottages on Petite Lake
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.

#4 Adorable Lake Cottage-Cypress Resort & Marine
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.

#8 Hillside Cottage at Cypress Resort & Marine
This was my second time staying at this lakehouse, and it was just as great as I remembered. I absolutely love the peaceful surrounding area—it's a perfect spot to relax and enjoy nature. The hosts were very responsive and helpful, answering any questions I had right away. Everything in the listing was exactly as described, and the check-in instructions were clear and easy to follow. The house was clean, comfortable, and had everything I needed. I’m already looking forward to coming back again!

The Blue Roof Cottage @ Cottages on Petite Lake
David was great, cabin lovely, peaceful surroundings. We will definitely be back!

#4 The Cozy Cottage
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.

#3 The Little Blue Cottage @ The Cottages on Petit
Love the rustic feel of the place, easily accessible amenities. Small and intimate, but also enough room for a couple.

#3 Charming Lake Cottage - Cypress Resort & Marine
We had a lovely stay at Cottage 3! The cottage was clean, calm, comfortable, and had a beautiful view! It was just a staircase away from the lake which was so helpful with kids. There were kayaks, paddle boards, floats, and much more which provided endless entertainment for us and our kids ranging from 2-11 years old. Amanda was so friendly, great at communication, and always available for whatever we needed. It’s a great place to stay!
Pet-friendly cottage rentals

Lake Geneva Haven
Allison is very responsive and helpful with any questions we had. The house was exactly as described and located a close drive to downtown Lake Geneva and the lake. A Kwik Trip is very close and convenient for those early morning donut and coffee runs. Highly recommend!

Twin Lakes Bungalow
My husband and I were looking for a weekend escape from Chicago and we really lucked out with this space!! We have a large dog and wanted a home with a private fenced in yard and he absolutely loved it here. The yard was massive, and the house was quaint and private. Easy walking to restaurants, bars and the lake! Jess was a beyond amazing hostess, and was extremely responsive and friendly. She left us a bottle of wine which was a HUGE plus :) we spent a majority of our time in the backyard with our dog (it was a vacation for him), but we also went to a Sand Bar, George’s, Manny’s and the ice cream shop!! We loved it all and will be back!!

A vintage charming 2-bedroom cottage!
I had a wonderful stay at this beautiful, historic cottage and would highly recommend it. The host has thought of everything to make your experience one full of beauty, comfort, fun, relaxation and ease. As a writer and artist looking for a small town, private retreat, it was a perfect location and living experience, very inspiring and productive. Williams Bay is charming, with great local services including a convenient yoga studio, grocery and salon--all within walking distance of the gorgeous lakefront. This is a gem.

Cottage on Lake Delavan- beach, parks, boat launch
The lakehouse was in a nice location and very private. Definitely would recommend staying here if your looking for a place that is quiet.

Relaxing home on the Fox river
This location is a great stay outside of the city. It has beautiful views of the river including plenty of wildlife. The host is very considerate in providing a LOT of firewood, bottled water, blankets, and towels for guests (we did not take advantage of the tackle). The home does have a very strong smell (patchouli or lavender maybe) which I don’t particularly care for but grew used to after some time. The shower was a bit funky to use and didn’t get especially hot. Host also says there is a full kitchen (I believe in the description somewhere) but there is no oven so we had gotten a take&bake pizza prior to our arrival which we couldn’t bake 😅. A problem easily solved but it would be good to add a complete list of appliances for future reference. Bridget is very kind and responsive, we had no issues.

COZY Cottage | 4 BEDS | Fenced yard
Great house in a great location. Hope to stay again someday.

Cozy 2 bedroom cottage on lake Delavan with kayaks
Had a great stay! Place was beautiful and the location was great! Tiffany was very responsive :) The second bedroom was smaller than anticipated but it made sense due to the size of the house. The private beach you have access to is less than a minute walk and we caught some good fish over there. Overall had a great stay and would highly recommend staying here!

Blue Beach Cottage - ~5 min Walk to Private Beach!
Very nice hosts. Emily and Aron were very nice and helpful. The house is a cozy place that feels very comfortable.
Private cottage rentals

The Peacock Cottage
Great secluded place to stay. We didn’t see any peacocks but we did have a bunch of turkeys and a teeny tiny deer. We didn’t realize the house was tucked back behind another house but Ben was quick with a response and the owner of the house in front (Rob) was gracious with helping us find our way. The backyard was quiet and exactly what we were looking for. We couldn’t get the WiFi to work but it didn’t matter. Thanks for allowing us to stay in your home!

Cozy Como Getaway
Super cute place!

Charming Cottage - Lake access steps away!
My wife and I have been active on Airbnb for several years and we've experienced quite a few wonderful rentals; however, Susan's place stands out for several reasons. Her rental was exquisitely clean, very comfortable, and filled with little touches that made it feel like home. One not so little "touch" was the brand new massage chair in the living room - what a wonderful surprise! We loved luxuriating in that chair after our visits to the Bristol Ren Faire.

Re-imagined 1880s cottage by Highwood, Metra, Lake
We had a wonderful stay at Daniel & Jordan’s place! It could not have been more charming & comfortable for our family. We thoroughly enjoyed the back yard including strawberries on the vine & fresh stalks of asparagus. The beds were very comfortable, well stocked kitchen, and plenty of clean towels and pillows. It’s conveniently located for access to the beautiful North Shore & public transportation & freeways to get to Chicago. We’d gladly reserve again when we come back to visit our home town.

Close to Town + Beach • Historic Pemberley Cottage
Spent the weekend at Madeline’s place for my sisters bachelorette party and I had out of town guests. We had everything we needed and more and they all loved it!!

Beautifully Designed Lake Geneva Escape
We had the best girls trip here! Everything is so beautifully decorated and cozy. The slumber party room gets pretty chilly, but the rest of the house was comfortable. The location is quiet and secluded and a quick drive to downtown Fontana. Lake Geneva is about a 15-20 minute drive which was not bad at all and we were able to find Ubers. The nature was great; we saw lots of deer and kitties in the backyard (so cute), and the fire pit super cozy. We'd love to come back! Thank you!!

All Season Sunset Cottage on Pistakee Lake
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.

Quaint and cozy cottage
This was a lovely Airbnb. We enjoyed the MCM/retro decor. It’s very spacious! There was plenty of room for 3 of us and then some! The kitchen and bath are so nicely updated. It’s a very peaceful location with lots of mature trees around the property.
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Alpine Valley Resort
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Geneva National Resort & Club
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- The 606
- The Beverly Country Club