House vacation rentals in Highland Park

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Popular amenities for Highland Park house rentals

House rentals with a pool

Guest favorite
Home in Highland Park
4.92 out of 5 average rating, 142 reviews

2-Acre Highland Park Retreat with Heated Pool ~ 5*

JeffRating, 5 stars4 months ago
We were in town for Thanksgiving visiting family with our dogs for 4 nights. Communication with host was great. The house was very clean, well furnished (we cooked the Thanksgiving meal there), recently renovated kitchen (huge kitchen island) with high end appliances, and yes there are 6 bedrooms (some small but nice). Rooms are split between three floors so everyone had room/privacy. Backyard with pool was great, lots of space for dogs, everything is fenced in but the front which was not a problem as the house is on a dead-end street with very little traffic. This is definitely a superhost home, all your condiments, lots of nice touches and snacks/gifts. We will definitely stay there again on our next visit to family in Chicago. House is locate between 41 and 94 making travel around Chicago easy.
Guest favorite
Home in Twin Lakes
4.92 out of 5 average rating, 73 reviews

#EnglishPrairieBnB | 8br | 1:pm in/o | Kidquariam

RodrigoRating, 5 stars2 months ago
We had a great time at Mikes place! It was all the little things and extras. From the provided waffle mix with toppings, the golf simulator and indoor pool to the ping pong table and infinity game table. It was also very cozy and we all felt close and connected. We were a large group that gets together once a year for skiing. It was the first time we visited Wisconsin and we would definitely come back! Mike was very responsive with any issues that came up.
Superhost
Home in Wonder Lake
4.82 out of 5 average rating, 73 reviews

Great Kayaking, biking, hiking get away

RandallRating, 5 stars3 months ago
Check in was easy, and everything was as described. Julie’s place met our needs for a place to stay while visiting family. Her place is clean and well supplied. Lots of room which we didn’t use all of it. The fenced in area was nice to be able to let our dogs out.
Top guest favorite
Home in Bloomingdale
4.94 out of 5 average rating, 47 reviews

Whole House With Hot Tub And Spacious Bedrooms

KarinaRating, 5 stars1 week ago
Amazing stay! This place has everything you need for both short and long visits. The location is extremely safe and convenient with shops within walking distance. My family and I thoroughly enjoyed the entire property, especially the game room and TV room which were perfect for entertainment. Moiz, the host, was very kind and quick to respond to any needs we had. Thank you for everything! We would definitely stay here again
Top guest favorite
Home in Woodstock
4.88 out of 5 average rating, 60 reviews

Grand 1800s Victorian Gem: Updated/by Downtown

BeckyRating, 5 stars4 days ago
Deidre is an amazing host. She goes above and beyond for each guest. We always appreciate her welcoming us into her home and her attentive and responsiveness to our requests. Highly recommend!
Superhost
Home in Lake Geneva
5 out of 5 average rating, 5 reviews

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

DeborahRating, 5 stars10 months ago
It was a beautiful, restful setting for our family to celebrate my wife’s birthday. Thank you for providing a great place for us to meet!
Top guest favorite
Home in Genoa City
5 out of 5 average rating, 53 reviews

Relaxing Four Season Getaway near Lake Geneva

BascomRating, 5 stars2 months ago
We were genuinely surprised to find a place in this location so close to the relatives we were visiting. Genoa City is not exactly the hotspot on the border! The neighborhood was quiet and friendly, but no overly inquisitive citizens. Property was perfect for our requirements, with the fenced in back yard that allowed us to let our pet out whenever without having to use a leash. Nice personal welcoming touches were unexpected and truly appreciated, since we arrived late and weren't able to do any shopping before hand. Beds were comfortable and spaced throughout the second floor, with expansion in the lower basement if necessary for bigger families, especially those with older children. School immediately across the street is great for spontaneous recreation of all types if you have the equipment. Our dog has not had the opportunity to enjoy such a large open space for quite some time and it was great to wear him out for the evening prior to bedtime. Abundant TVs throughout the home!
Superhost
Home in Lake Geneva
4.9 out of 5 average rating, 20 reviews

Geneva Grove with Private Pool, 4bd/2ba Sleeps 8

CrystalRating, 5 stars8 months ago
I was super impressed with the quality and quantity of kitchen supplies. I have never been in an Airbnb that has so many kitchen supplies. The beds and pillows were comfortable. The house was spacious and offered my family the space we needed. Preferences: The pool was not as clear and clean as we prefer, and heat would have been a bonus. The garage was a wonderful space for us to spend time with energetic little ones, especially when it rained, but it could use a facelift. Overall, I recommend this spacious Lake Geneva, WI house for a family get-a-way. I realize Lake Geneva is an upscale community, but I thought the house was overpriced. I realized after I booked it that it was, in total, actually $822.62 per night.

Weekly house rentals

Superhost
Home in Round Lake Beach
4.82 out of 5 average rating, 122 reviews

Modern 3 bedroom house, quiet residential street.

JoanRating, 5 stars3 weeks ago
Very clean and comfortable, nice neighborhood and not too far from our venue. Bikash was super responsive and even recommended a great place to try out Chicago deep dish pizza.
Guest favorite
Home in Roscoe Village
4.92 out of 5 average rating, 280 reviews

Duplex Home RoscoeVillage/Wrigley Free St Parking

BrigidRating, 5 stars2 weeks ago
We enjoyed preparing pizzas from scratch in the perfectly sized kitchen with our adult kids who live in Chicago and their friends. There was plenty of space to sit around the spacious kitchen island and talk while cooking. The whole experience was made even better by using the Wolf stove top and Bosch wall-mount oven, which produced perfectly crisp crust and tasty toppings. The neighborhood felt safe and peaceful while providing everything we needed within walking distance. Parking was also easy. We had no trouble finding a space in front of the house all 4 days we were there. As a special bonus, a new chocolate cafe opened a few days ago (Hotel Chocolat Velvetiser Cafe) and is just a short walk away! We had a great time in this lovely home.
Top guest favorite
Home in Twin Lakes
5 out of 5 average rating, 32 reviews

Beautiful Twin Lakes home + lovely private setting

AmyRating, 5 stars3 months ago
This stay provided a relaxing and quiet atmosphere. Perfect space and amenities. Maria provided perfect communication and the location was safe and clean. The bedrooms are spacious and comfortable. The downstairs bedroom has an ensuite bathroom while the two bedrooms upstairs share a bathroom. The bathrooms has great amenities and are spacious as well. The kitchen was clean and had anything you could want or need to make a meal. Maria even thought of some other items like Tupperware and parchment paper. The coffee maker was serviceable. The gift basket was truly indulgent and appreciated. The big sofa was comfy and the tvs are the perfect size with any app you may want. While it was cold outside and I didn't get to enjoy the property, it was certainly still beautiful and lovely to enjoy my coffee and watch the snow in the mornings. I highly recommend this Airbnb. Thank you for letting me staying.
Guest favorite
Home in Waukegan
4.8 out of 5 average rating, 245 reviews

Modern home. Near naval base, Six flags and Casino

WilliamRating, 5 stars1 week ago
Great home in a great location. I would recommend this home for anyone with a large family
Superhost
Home in Twin Lakes
4.84 out of 5 average rating, 150 reviews

Private Lake House, with boat option- 14 beds

TerriRating, 5 stars3 months ago
We stayed her over New Years and had a great time. The house is very open with lots of room for everyone. Beautiful views overlooking the wetlands and lake. There was plenty of beds and could easily accommodate a large group. Hot tub was in a great location out back with a beautiful view. Would love to see how beautiful it is in the summer!
Guest favorite
Home in Salem
4.92 out of 5 average rating, 26 reviews

Hideaway at the Ponderosa- 3bd 1Ba Country Cottage

KevinRating, 5 stars6 months ago
the host was amazing! very responsive and made check in a breeze. place was great and close to restaurants and shopping.
Guest favorite
Home in Third Lake
4.92 out of 5 average rating, 13 reviews

Home for flexible term rental

JennaRating, 5 stars3 weeks ago
We felt right at home during our stay. The house was thoughtfully arranged, well stocked, and clean. One of the cleanest stays we have had! The kitchen was well appointed. Great quality pots/pans/utensils. We cooked several meals during our stay & had everything we needed to prepare our various meals! Plenty of linens/blankets/towels out & were well displayed. There was also additional linens available if needed. All were good quality & comfortable. There was a great selection of books/board games/toys. The desk area was perfect for getting a bit of work done during our stay. The location was great & the neighborhood was so quiet. We felt safe during our entire stay. The playground across the street was so nice & there were nice sidewalks for our post-dinner strolls. The drive to the naval base was easy & not too far. Overall, we really enjoyed our stay! We will stay again if we find ourselves back in this area!
Superhost
Home in Bristol
4.83 out of 5 average rating, 103 reviews

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski

RogerRating, 5 stars6 months ago
Great host. Really looked after us and communicated very well.

Private house rentals

Guest favorite
Home in Powers Lake
4.78 out of 5 average rating, 64 reviews

Powers Lakehouse Loft

AnthonyRating, 5 stars6 months ago
It was exactly what we were looking for. Very quiet with beautiful views. Being able to sit in the hot tub and take in the sunset was incredible. Any questions we had were answered quickly by this very kind host.
Superhost
Home in Bristol
4.85 out of 5 average rating, 48 reviews

Huge Lake Retreat Spa near Lake Geneva, Wilmot

CeliaRating, 5 stars1 month ago
This beautiful lake house was perfect for Our annual spring break trip with 6 teenage boys and 6 moms. Layla was very helpful and the house was beautiful. Everything was labeled which made life much easier. highly recommend and we cannot wait to return.
Superhost
Home in Glendale Heights
4.8 out of 5 average rating, 44 reviews

Spacious 4 Bed Room suburban home

BrandeeRating, 5 stars20 months ago
Uthuman’s was a great place to stay! It was cozy! There were plenty of towels available. The beds were comfy and everything was clean. I had quick responses to any questions I had. I would recommend staying here!
Superhost
Home in Wonder Lake
4.9 out of 5 average rating, 10 reviews

Just Off The Lake Comfort

NatalieRating, 5 stars8 months ago
I had an incredible stay at Wanda's house! From the moment I arrived, I was greeted with warmth and hospitality. The home was exactly as described, even better in person—spotlessly clean, beautifully decorated, and equipped with everything I needed for a comfortable stay. The location was perfect for the wedding we were attending that weekend. I especially loved how cozy and convenient it was. Wanda went above and beyond to ensure I had a great experience, providing flexible check in/out times, ample snacks, and an abundance of amenities to help it feel more like home. Communication was smooth and prompt, and helped with everything we needed. I highly recommend Wanda's place to anyone looking for a relaxing and cozy stay in Wonder Lake! I can’t wait to come back.
Guest favorite
Home in Naperville
4.89 out of 5 average rating, 125 reviews

California King Bed | Fast Wi-Fi | 75" Smart TV

NathanRating, 5 stars2 weeks ago
It was a comfortable stay. Tons to do in the area. Can’t go wrong!
Superhost
Home in Markham
4.73 out of 5 average rating, 124 reviews

The Country Life! Entire House.

DeniseRating, 5 stars1 month ago
Cathy was a great host, very responsive! House was great, it accommodated our family size perfect. The only thing in my opinion that was missing was washer and dryer access in the home. We were traveling with toddlers and couldn’t wash a load of clothes. But aside from that everything else was great.
Superhost
Home in Homer Glen
5 out of 5 average rating, 3 reviews

4 bedroom home rental in quiet neighborhood

LoriRating, 5 stars71 months ago
Quiet neighborhood, spacious and comfortable home. The yard is inviting and a great entertaining space! Very kind hosts.
Top guest favorite
Home in Itasca
5 out of 5 average rating, 51 reviews

RANCH, House-tel: updated full kitchen, comfy beds

KellyRating, 5 stars1 month ago
We absolutely loved our stay with Jehu in Itasca! I grew up there in my childhood and her home made us feel so cared for and comforted. It is beautifully laid out, well appointed and so convenient for travelers that want to stay in the suburbs but have easy access to the city and airport. I plan to stay often when I return!

Quick stats about house rentals in Highland Park

  • Total rentals

    30 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Lake County
  5. Highland Park
  6. House rentals