Holiday rentals in Park City

Bungalow in North Chicago

4.92 out of 5 average rating, 109 reviews

Cozy gated home | Minutes away from Navy bases.

This home is the most convenient and closest home for families visiting for the Navy’s bootcamp graduations. Relax with the whole family at this peaceful gated bungalow. Located within walking distance (1 Mile) to Recruit training command (RTC) and Naval Station Training Command (NSTC) 1.7 miles. This home is perfect for visiting to see your graduating Sailors or if you are visiting Six Flags Great America, Gurnee Mills outlet mall. There are plenty of brewers, restaurants, beaches and parks.

4.98 out of 5 average rating, 223 reviews

Home in Beach Park

B’s Farmhouse Cottage 2-bedroom duplex.

Experience the best of the midwest! Enjoy a newly remodeled "Magnolia Farm" inspired 2-bedroom duplex, all to yourself near everything you need. 50 Miles from Milwaukee, miles from Chicago, and 2 miles having your toes in the sand at Lake Michigan. We are minutes away from the Great Lakes Naval Station and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge. Whatever brings you here make J&B's Farmhouse Cottage your home away from home today.

4.89 out of 5 average rating, 200 reviews

Guest suite in Zion

Non-smoking, attached mother-in-law suite.

25 minutes away from the Naval Station 5 minutes away from the beach. 10 minutes to Wisconsin. 1 hour 40 minutes to O’Hare Airport and downtown Chicago. 40 minutes to Milwaukee Airport 25 minutes to Six Flags and Great Wolf Lodge. Safe and quiet neighborhood with plenty of wildlife right in the back yard. This Mother in Law suite has tons of natural light. For nature lover’s this unit is close to the beach and there are walking trails nearby. Small children maybe heard from 7AM to 7PM.

Guest suite in Riverwoods

4.96 out of 5 average rating, 402 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

4.99 out of 5 average rating, 659 reviews

Guest suite in Geneva

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

4.83 out of 5 average rating, 103 reviews

Tiny home in Beach Park

Tiny home in not so tiny Yard

The house has a Queen bed, a Single bed and a sofa. A tiny home in a peaceful neighborhood. Built on 4 city lots, it has plenty of space and privacy. For families visiting the Naval Academy, we are close enough, yet give you space and privacy. Away from the hustle of North Chicago and Waukegan. Nearby attractions are: Naval Base - 11 miles, 20 minutes Six Flags - 7 miles, 15 minutes Illinois State Beach - 2 miles, 5 minutes Chicago - 46 miles, 60 minutes Milwaukee - 50 miles, 55 minutes

4.92 out of 5 average rating, 124 reviews

The Indigo Cottage

This is a newly remodeled single-family home! It is small but has everything you need to enjoy time with family and friends during your stay in the Chicagoland area! There are two bedrooms each with a queen bed, an updated bathroom, a dining room with seating for 6, a cozy living room with a Crate & Barrel pull-out queen sofa bed, and a nice, updated kitchen! There's a brand-new washing machine and dryer in the basement. There's a nice patio table outside too in the private yard. Welcome!

4.82 out of 5 average rating, 136 reviews

Flat in Waukegan

Cozy Corner, stylish 1bed near Navy Base!

Kick back and relax in this calm, stylish space. This is a newly remodeled 1 bedroom apartment. The Cozy Corner is designed to be a place of peace, for rest and relaxation. Feel right at home in this beautiful apartment. The kitchen is stocked with plenty of utensils and cookware for your favorite meal. Be sure to relax by the indoor fireplace and watch your favorite movies. Dedicated work space with desk and fast wifi perfect for traveling professionals. Longer stays discounted!

4.86 out of 5 average rating, 133 reviews

Minutes from naval base casino and six flags

Your family will be close to everything when you stay at this centrally-located place. Naval base and six Flags great America and NEW CASINO are just down the road less than 10 minutes . We are only about 45 min from downtown chicago. About 35 from O’Hare. And less than 10 from Gurnee mills. Plenty of restaurants within minutes and Starbucks is only 3 minutes away. 10 mins from Waukegan beach The house sits on 3 property lot, so it’s very private with no real next door neighbors.

4.99 out of 5 average rating, 151 reviews

Home in Round Lake Beach

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Guest house in Lake Forest

4.79 out of 5 average rating, 109 reviews

Designer's Dream in the North Shore!

Welcome to the newly designed cottage at Longmeadow. A tranquil escape from the city hustle of Downtown Chicago. Enjoy the serene setting while close proximity to town amenities, public transit and beautiful trails and parks. A cozy retreat in the wintertime to snuggle up with a great book and hot cocoa. It's also a perfect summer cottage for adventurers looking to take advantage of the beautiful landscape ! Check us out on: Instagram! longmeadowcottage

4.93 out of 5 average rating, 71 reviews

The Oak Tree Ranch

This Mid-Century Modern Ranch home features a large White Oak Tree that gracefully shades this beautifully updated home! We are located just 13 minutes from the Great Lakes Naval Station and this is the perfect location to celebrate your loved one's graduation from Boot Camp, as well as enjoy all the wonderful places and sights in the Chicagoland area. You'll love the large floor-to-ceiling windows and all the unique MCM furniture in this lovely home.

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Other great holiday rentals in Park City

Private room in Woodstock

4.93 out of 5 average rating, 395 reviews

Mini Suite in the House of Odd

CraigRating, 5 stars2 weeks ago

The House of ODD is a truly unique and memorable experience. The space is full of personality, creativity, and thoughtful details that make it stand out. Matthew was very responsive and accommodating throughout—his communication made everything smooth from start to finish. Overall, a great experience. If you're looking for something out of the ordinary, this is the place.

Private room in Crystal Lake

4.89 out of 5 average rating, 155 reviews

Master Bedroom w/Bathroom - safe and cozy

ReneRating, 5 stars2 weeks ago

This was my third stay - it’s an awesome place and I felt right at home. Highly recommend!

Private room in Highland Park

4.89 out of 5 average rating, 214 reviews

Perfect for Individual Travelers #1

AndrewRating, 5 stars1 month ago

A great stay at Nina's place! perfect space for single travellers. Would definitely recommend!

Place to stay in Racine

4.86 out of 5 average rating, 721 reviews

Wisconsin Treehouse Getaway!

KarinaRating, 5 stars1 week ago

Abey’s place was truly unique, private, and cozy. We had some much-needed time to ourselves and really enjoyed the beautiful views, the space, and the romantic atmosphere—it was the perfect getaway for my husband’s birthday. Thank you! I hope to rent this place again and will definitely recommend it to others in the future.

4.91 out of 5 average rating, 104 reviews

Private room in Evanston

Room Mins to Downtown Chicago & Northwestern!

NataliaRating, 5 stars2 weeks ago

Musa was very friendly and helpful the entire time we stayed at his place. The house is big, neat and located in a nice and calm neighbourhood, ideal if you want to rest after a day in downtown. Good shops nearby so I recommend go for a walk around the beautiful Evanston.

5 out of 5 average rating, 8 reviews

Historical Hideaway Near Naval Base

KeriRating, 5 stars4 weeks ago

We had such a great experience in Emily's home. We were blown away by the place , it was everything we wanted and more. This was our first experience in an Air bnb, so has made a very good impression on this service. We stayed here for our son's bootcamp graduation and it was the perfect location. Close to the train station if you want to commute to Chicago, a lovely beach nearby, a large mall etc., and most importantly a 10-15 minite drive to the Navy Base, everything you could possibly need but still tucked away in the sweetest historic neighborhood. we absolutely loved it and can't wait to book it again to visit him in A school. The house itself was clean, very tastefully decorated, and had very comfy beds! our son loved the master bed! On top of that many amenities were supplied, coffee machine, laundry, games etc. Thank you for being such a great host Emily. If your place is available we will definitely book again!

4.93 out of 5 average rating, 292 reviews

Flat in Winthrop Harbor

Like coming home plus special details

ChinaRating, 5 stars3 days ago

We thoroughly enjoyed our stay here! Allison was so kind and accommodating. She is a true example of warm hospitality. My dad and I were visiting for a Navy bootcamp graduation, and it was the perfect home base for such a meaningful occasion. The space was clean, cozy, and thoughtfully prepared with everything we needed. Allison went out of her way to make sure we were comfortable and well taken care of. We felt truly welcomed, and I would absolutely stay here again. Highly recommended!