Vacation rentals in Port Barrington

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Top-rated vacation rentals in Port Barrington

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

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

4.97 out of 5 average rating, 141 reviews

Private Cozy Cottage Lake Geneva, WI

JasonRating, 5 stars1 month ago

We loved this place. It was an easy walk down to the water and into town for restaurants. The special touches of a bottle of wine waiting for us, the full basket of continental breakfast options, the gas fireplace, and the jacuzzi made this cozy little cabin feel like a resort. They raised the bar for what you AirBnbs should can. Perfect for a couple getaway.

Top guest favorite

Home in Lake Geneva

4.98 out of 5 average rating, 144 reviews

Updated luxury country getaway short walk to lake!

KaitlinRating, 5 stars1 week ago

The house was cozy and clean! I am sensitive to fragrance and appreciated the home not being overly scented! Walkable to the lake and we loved seeing all the deer in the neighborhood. Shari was easy to get in touch with and we were provided with everything we needed during our stay.

Top guest favorite

An outdoor fire pit surrounded by wooden benches and chairs is visible in a spacious green area. The cabin in the background features a red exterior and large windows framed by trees, offering a serene spot for gathering.

Home in Elkhorn

4.98 out of 5 average rating, 146 reviews

Red Lodge - Game Room, Hot Tub, Near Lake

KatieRating, 5 stars3 weeks ago

This place was the perfect retreat for a few days away from home. Even in the off season we stayed entertained with the games and hot tub, making every moment enjoyable. Nestled in a charming yet private neighborhood, the home is spotless, thoughtfully maintained, and filled with warmth. It’s convenient location made exploring easy while still offering a peaceful escape. A truly wonderful stay.

Top guest favorite

Home in Lake Geneva

4.96 out of 5 average rating, 79 reviews

Huge! Sleeps 12, Perfect getaway for a large group

ElaineRating, 5 stars4 months ago

Beautiful home with ample space for our group of 10! It was our first Christmas without my mother and we decided as a family to spend our holiday somewhere new. The owner of the house made sure we had everything we needed and went over and beyond to make the house look festive! Despite it being winter, there were a lot of things to do. We made use of the beautiful game room, played cards, board games, shot pool and had our daily movie night in one of the two large family rooms. We had such a great experience despite my family’s loss that we are thinking of returning next year!

Guest favorite

The exterior of the Clean Slate is characterized by a dark wooden façade and a welcoming front porch. A paved walkway leads to the entrance, flanked by neatly landscaped grass and flower beds. A large tree provides shade, enhancing the outdoor appeal.

Home in Lake Geneva

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!!!!

Guest favorite

A spacious bedroom features a large bed with a light-colored comforter and decorative pillows. Soft lighting is provided by bedside lamps on either side of the bed. A ceiling fan circulates air, and natural light fills the room through a large window with a view.

Home in Lake Geneva

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.

Guest favorite

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.

Home in Lake Geneva

5 out of 5 average rating, 26 reviews

Modern Downtown Lake Geneva Charm - Sleeps 8

Jose & DonnaRating, 5 stars3 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!

Superhost

Cottage in Antioch

4.83 out of 5 average rating, 169 reviews

#1 The Lodge @ The Cottages on Petite Lake

GraceRating, 5 stars1 month ago

The place was stunning, inside and out. The couches were very comfortable. The hot tub was amazing. The view of the lake and beach was phenomenal. The beds were very comfortable. Had a great time staying here and would 10/10 recommend to others looking for a beautiful, relaxing lake house.

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What guests are saying

Tiny Red House on Lake Delavan

4.98 out of 5 average rating, 54 reviews4 weeks ago

We hardly know where to begin! Originally, we chose this place as a little escape from the city and a spot for our pup, Roo, to run and explore. However, The Tiny Red House far exceeded our expectations in every way! To start, the yard was absolutely perfect. On top of that, the area is filled with beautiful, dog-friendly trails, making it an ideal getaway for nature lovers. As for the house itself—it was by far the most well-stocked Airbnb we’ve ever stayed at! No other rental even comes close. We also fell in love with the location—close enough to the lake for convenience yet peacefully tucked away for privacy. To say we had a great time would be an understatement! Thank you for such a wonderful stay! We truly appreciate the thought and care that went into making this place so special.

Tiny home in Delavan

What guests are saying

1 block to the Lake, then 2 blocks to Downtown

4.95 out of 5 average rating, 44 reviews1 month ago

If every host could be like Ryan and Angela - this app would be a much better place. They were extraordinarily communicative, attentive and eager to ensure all needs were met. The house was perfect (with a lot of character) - and is a couple of blocks away from the lake and lake trail. Also very close to downtown (for those who don’t mind the walk). Overall, this house is perfect for families looking to create long lasting memories and is managed by hosts that will go out of their way to make it so.

Home in Lake Geneva

What guests are saying

Cozy Cottage by the Lake! Kayaks! Paddleboard! Wow

5 out of 5 average rating, 5 reviews2 months ago

This cottage was wonderful to stay at! Very cozy! Great to stay at in winter as an indoor getaway and this would be an awesome stay in the summer. I passed up the place at first when I arrived because I didn't think it would be that nice of a place! Rainfall shower was nice and great areas to sit and chill out. I would definitely stay here again!

Home in Salem

What guests are saying

Pet-Friendly Slice of Heaven by Lake Geneva & Como

4.97 out of 5 average rating, 33 reviews1 week ago

We truly enjoyed our stay at Joe and Nadine's place! The house was beautiful, spotless, and relaxing. It was the perfect place to unwind. The location was close to restaurants and activities around Lake Geneva, Lake Como, and surrounding towns such as Delavan and Elkhorn. Joe and Nadine were wonderful hosts- providing ideas for things to do/see in the area, as well as providing great restaurant recommendations. They were also super quick to respond and really seemed to want to make sure we enjoyed our stay. If you're looking for a relaxing reprieve and a sparkling clean space with all you need to feel at home, look no further!

Home in Lake Geneva

What guests are saying

The Beach house! Enjoy Beachfront Living!

5 out of 5 average rating, 26 reviews3 months ago

MIke was an amazing host. Extremely responsive, and very flexible and accommodating. Was in town with my family for a funeral; Mike was very understanding and was willing to go the extra mile to support the changing flow of the trip. Beautiful view; I could imagine it would be amazing in the summer. All-in-all, a great stay, and exactly what we needed during this time. Would love to be there in the summer or fall!

Home in Racine

What guests are saying

The Harbor House - Amazing!

4.94 out of 5 average rating, 16 reviews6 months ago

I honestly can’t say enough great things about everything - they are such kind, considerate, lovely, beautiful people & their house was amazing!!! Everything top notch, great instructions, great & quick communication. Above & beyond & my family and I are so grateful and thankful. May God continue to bless Karen & Paul bc they are deserving. Thank you!!!!!

Home in Winthrop Harbor

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Popular amenities for Port Barrington vacation rentals

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Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Port Barrington

Top guest favorite

A spacious living area features comfortable seating arranged around a central coffee table. A wall-mounted TV is visible above a white fireplace. Soft lighting is provided by a contemporary chandelier, and large windows are dressed with light curtains, enhancing the room's bright ambiance.

Home in Schaumburg

5 out of 5 average rating, 51 reviews

Great location-King beds-Kids playroom

AdamRating, 5 stars2 weeks ago

Ninna's place was fantastic! It was exactly as described, and the process was proactive. Ninna communicated very well and anticipated questions we may have. We had friends from the area join us for dinner, and Ninna was accommodating of that request. Her place was perfect, with everything we may need during our stay. The kitchen was stocked with all the things we needed, and the coffee nook was a nice touch! The kids enjoyed the little playroom upstairs, and the mattresses were very comfortable.

Guest favorite

A cozy living area is presented, featuring a stone fireplace as a focal point. Two armchairs are positioned around a coffee table, with decor additions providing a touch of greenery. Natural light enters through nearby windows, illuminating the light-colored walls and hardwood floors.

Apartment in Albany Park

4.86 out of 5 average rating, 42 reviews

Elegant 4Bedroom with Free Parking in Albany Park

MatthewRating, 5 stars2 months ago

Wonderful stay as always, thank you so much!

Superhost

A modern kitchen is equipped with sleek stainless steel appliances, including a microwave and dishwasher. Light countertops complement dark cabinetry, while a small countertop with two barstools provides a casual dining option. Natural light filters in through a window near the door.

Apartment in Jefferson Park

4.63 out of 5 average rating, 24 reviews

City Gem: Stylish 3BR for Urban Explorers

AnnikaRating, 5 stars1 month ago

Peaceful, felt like home, very spacious and comfortable

Guest favorite

The image showcases a sandy beach area beside a calm water channel. Colorful kayaks and a canoe are positioned along the shoreline. A spacious green lawn is framed by large trees, with blue lawn chairs and a hammock visible in the background.

Home in Antioch

4.92 out of 5 average rating, 115 reviews

Entertain on The Chain! water sports and sauna.

JoshuaRating, 5 stars2 weeks ago

Tucked along the quiet northern edge of Antioch, this house doesn’t just offer a place to stay - it gives you something to feel. Vaulted ceilings, custom barnwood beds, and raw concrete countertops set the tone: warm, solid, and built with intent. The private beach isn’t flashy - it’s better. Soft sand, still water, and no reason to rush. Grill outside, gather at the big family-style table, then sweat it all out in the sauna that feels like it was made to erase stress. The beds hit the sweet spot between firm and forgiving. Every corner of the place feels curated without being pretentious. Jewel is just up the road if you need supplies, but you’ll quickly forget the outside world exists. And Waylon? The kind of host you rarely get - quick to respond, genuinely helpful, and fully dialed in without hovering. This isn’t just a weekend rental - it’s the kind of place that makes you rethink how you spend your time off. You’ll leave better than you arrived.

Guest favorite

Cabin in Trevor

4.92 out of 5 average rating, 345 reviews

Living the Lakehouse Dream

MattRating, 5 stars1 week ago

Really enjoyed staying here. The host was incredibly responsive, and the place is a perfect getaway

Top guest favorite

A modern kitchen area features a white bar counter with four dark wooden stools. Minimalistic tableware is arranged on woven placemats. Large windows allow natural light to fill the space, showcasing a glimpse of the outdoors through the decorative glass door.

Home in Lombard

5 out of 5 average rating, 25 reviews

Spacious Home in Chicago Suburbs

JenniferRating, 5 stars2 weeks ago

It was great! The house was lovely and looked newly renovated. It was much roomier than I expected. The beds were very comfortable.

Superhost

Home in Austin

4.85 out of 5 average rating, 68 reviews

A Comfortable Stay While You are Away in Oak Park

KarenRating, 5 stars2 weeks ago

The house looked just like the beautiful photos & Jay was incredibly responsive throughout the visit. This home is located close to 290 to go downtown or further out to the 'burbs quickly. We needed a home to stay last minute, and Jay was accommodating to that as well - we were happy to find this spot with all the space we needed inside and out. As a bonus, we met neighbors who were very friendly.

Guest favorite