Far Southeast Side Vacation Rentals

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Browse Select Far Southeast Side Vacation Homes

Enjoy cooking in this well-equipped kitchen with a stainless steel range hood and a central sink.

"The house was nice, in a quiet area. The bedrooms were great. It was a little nerve wracking when the lower unit was rented, as we didn't want to disturb them. "

Enjoy cooking in this well-equipped kitchen with a double sink, oven, and dishwasher.

"Great space, good location. Very easy check out process."

Enjoy cooking in this well-equipped kitchen with a coffee maker and ample countertop space.

"This is a really cute property close to a lot of neighborhood restaurants and bars. The host is really nice and even moved his car for us so we could have his spot when we arrived. We would definitely stay here again. "

Enjoy meals in this dining area with a wooden table, white chairs, and a large mirror.

"Comfy beds and a great house for kids and adults."

CA $881 total

includes taxes & fees

Aug 13 - Aug 14

"Loved the place and host was super helpful when needed! "

Stunning single-family home with a backyard surrounded by mature trees and a well-manicured lawn.

"Clean and in a nice neighborhood "

Enjoy cooking in this well-equipped kitchen with a large island, dishwasher, oven, microwave, and coffee maker.

"Easy to get to and very clean. Also check in and out was easy as well. "

Relax by the fire pit in this serene outdoor space, surrounded by comfortable seating and lush greenery.

"Lots of good food and close to transit! Amazing little spot."

"Property manager was very responsive and the communication was clear and helpful. The house was very clean. Although the neighborhood was very concerning, dirty with a lot of people standing on the block, no one was threatening and nothing happened during our stay. Parking on street was safe. "

Enjoy cooking in this well-equipped kitchen with a microwave, oven, refrigerator, sink, and coffee maker.

"Great location in a beautiful part of town. Walk to Wrigley. Place was great for 2 families to hang out. "

Relax in the hot tub surrounded by comfortable outdoor furniture on the patio.

"We had a great stay! The property was perfect- hot tub, plenty of beds, comfortable beds, walking distance to Lake Michigan! Home was comfortable and clean and the managers were easy to reach with questions-just a text away. Would definitely stay here again"

CA $988 total

includes taxes & fees

Jul 23 - Jul 24

Enjoy cooking in this well-equipped kitchen with a large window and stainless steel appliances.

"The large number of bedrooms provides privacy for a lot of people."

"Three weeks later tries to say we didn't pay when we have emails/proof saying otherwise. We checked in at the time, and some guy just comes in the backdoor with towels. Upon checkout, says we didn't leave the key & they had to get a locksmith - we literally saw someone come in with a key (man with towels at check in). Scary neighborhood, misleading advertising, terrible communication. "

Enjoy cooking in this well-equipped kitchen with oven, microwave, and stovetop.

"It’s a beautiful home, it had everything we needed. It was nice and comfortable!!! Me and my family enjoyed our stay!!!"

Enjoy a day at the beach with access to the ocean and scenic views.

"The property itself was ver clean just an older house. Very clean! The neighborhood was a little questionable for families who have never travelex to that area from a rural area. The stay was good and worked for what we needed!"

CA $493 total

includes taxes & fees

Jul 27 - Jul 28

Enjoy cooking in this well-equipped kitchen with an island and stainless steel appliances.

"Very comfortable home. Location was great. Owners were very responsive and helpful. A storm on our last day unfortunately left us without power, owner was great at keeping us informed of status. Already went to book for our next trip but someone beat us to it. "

Enjoy cooking in this well-equipped kitchen with a stainless steel stove, microwave, and black cabinetry.

"The space - number of rooms and bathrooms - was great for a big group. We were able to sleep multiple families comfortably with no issues getting ready with the number of bathrooms. There was plenty of free street parking close, so we also didn't have any problems finding parking for all our cars. Some more specific instructions on how to use the key pad (to enter and lock) would be helpful, but otherwise no complaints! I would recommend this Vrbo! "

Relax in a hot tub on the deck, surrounded by the rustic charm of this cabin.

"The yard is awesome, of course the hot tub at the top of the hill was the best, and we enjoyed the firepit as well. The house was a tidy little cottage at which we enjoyed our stay. It’s within a short walk to the National Park and downtown Miller Beach. The neighborhood is fine, pretty secluded, and still close to most attractions."