Holiday rentals in Wauconda

5 out of 5 average rating, 128 reviews

Flat in McHenry

Walk to downtown McHenry. Heart of the Fox River

NO PETS Entire 2nd. floor. 1 block away from downtown, Fox River Riverwalk & Pokémon Gym. Full stocked kitchen, books, games, toys & extra amenities to make your stay beyond relaxing. 4:20 allowed in backyard & not in view of under the age of 21. Private smoking area in front too. Minutes away from 2 State Parks, 1 with free boat/kayak launch. Several marinas, boat rental, golf courses & huge variety of entertainment. Look at Bettye's Guidebook for more information & nearby entertainment.

4.96 out of 5 average rating, 370 reviews

Loft in West Dundee

Hip Urban Loft-Small Town Charm - 124 LOFTS #1

Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Book one Loft or all four.

4.96 out of 5 average rating, 69 reviews

Home in Wauconda

The Adorable "Blue Breeze"!

Enjoy time at our centrally-located, family-friendly home. Close by, you'll find a public fishing dock and the popular Phil's Beach. A peaceful space with an outside patio and grill, perfect for relaxing at end of day. We also have a large driveway that can accommodate your boat making it easy to enjoy a day on Bangs Lake or a short 15 min trip to Fox Lake. Nearby attractions include the Volo Museum, Jurassic Gardens, and Lake County Discovery Museum. Please note the backyard is not fenced in.

Guest suite in Riverwoods

4.96 out of 5 average rating, 401 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.

4.79 out of 5 average rating, 122 reviews

Flat in Algonquin

Waterfront Stay w/ Walk to Downtown Entertainment

Apartment overlooking the Fox River. Walking distance to downtown Algonquin. Free wifi & cable TV. Don't impose on family or friends, or settle for the bland experience of a box hotel. Instead, book a comfortable stay with great amenities and enjoy the river and downtown entertainment. (be sure to see our guidebook!) You'll be able to relax, get a restful sleep, and enjoy your visit. You'll also notice the little touches and the extra effort made to assure you have an awesome stay.

4.96 out of 5 average rating, 180 reviews

Guest house in McHenry

"The Apartment" in the heart of downtown McHenry

We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

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!

4.87 out of 5 average rating, 211 reviews

Bungalow in Mundelein

Quaint Bungalow, near Great Lakes Naval Base

This cozy bungalow is located 41 miles north of Chicago; 60 miles south of Milwaukee, WI; and just 12 miles west of Great Lakes Naval Base. Nearby train stations make Chicago just a 45-minute train ride away. O'Hare Airport is a 30-40 minute commute from our home. Additional nearby sites include Great America, and shopping venues--from outlet malls in Gurnee and Kenosha, to quaint downtowns, like Libertyville. Location makes this home an ideal venue for Midwest sightseeing.

4.94 out of 5 average rating, 144 reviews

Flat in Lake Zurich

Take A Pebble Apartments Apt#4 (1 Bedroom)

Come stay at Take a Pebble apartments located in downtown Lake Zurich, Illinois. Only a 2 minute walk to our lake. Breakfast, Fast Food, Fine Italian/Pizza Restaurant & a few Bars all in our downtown area. Parking is at a public lot just 90 seconds from the entrance. Below your room is Offbeat Music & LP Records. Take a few records back home with you or better yet a Drum Set!!! Take A Pebble Properties was named after a song by the great band Emerson Lake & Palmer.

4.88 out of 5 average rating, 100 reviews

Chalet in Wauconda

Hensley’s Cornerstone, Lakefront.

I affectionately refer to this house as “The House That Built Me.” Referencing (of course) the title of country artist Miranda Lamberts hit song, from 2010. The lyrics couldn’t be more accurate. My name is Crystal, and this is The House That Built Me. My father bought this property in 1970. He married my mother and her two children in 1976. I was brought home from the hospital in 1977 & raised here with my siblings, until eventually we all married and left home.

5 out of 5 average rating, 103 reviews

Cottage in Barrington

Cozy French Inspired Cottage in rural setting

Relax and escape to our charming, one of a kind cottage. Beautifully decorated with period furniture and tastefully updated with modern amenities. The cottage offers slate tile and hardwood floors. Original pine floors line the upstairs loft bedrooms. Cook in a French inspired country kitchen with butcher block counter tops. Rural setting, yet minutes away from everything! Downtown is a 20 min. walk and the Metra will take you to the city in 45 minutes!

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Other great holiday rentals in Wauconda

4.9 out of 5 average rating, 78 reviews

Home in Elgin

Little house on the river

AnneRating, 5 stars1 week ago

Beautiful view! The house was cute and clean and very comfortable. The pictures don’t do it justice! Also, the Fox River Trail is right out the back door. It’s great for walking, biking or running along the river.

4.82 out of 5 average rating, 87 reviews

Flat in Libertyville

131 E. Park Ave - Unit 306

DemetriaRating, 5 stars3 weeks ago

It was very peaceful. Able to open windows and get good, clean fresh air. Was nicely laid out and amenities worked. Appreciated the working elevator. I’d definitely stay again.

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.

4.84 out of 5 average rating, 25 reviews

Home in Barrington

Cozy 3 bedroom river cottage w/ indoor fireplace

PeterRating, 5 stars3 months ago

Amanda was a great host. Everything was exactly like the description. Communication was clear and easy. I would recommend this property.

4.81 out of 5 average rating, 67 reviews

Farm stay in Lake Villa

Bunk House at Susanna Farms

RamonaRating, 5 stars2 months ago

Laura’s farm was wonderful. There were so many animals and the working farm was great to be around. She was so friendly and personable and gave us a lot of autonomy and ability to roam her farm and hang out with the animals. The surrounding area is great for hiking and exploration. Very peaceful. Definitely a great find.

5 out of 5 average rating, 18 reviews

Home in Round Lake Park

Luxury Lake Home

JacquelineRating, 5 stars1 week ago

The Lake house was spectacular. It was pristine and peaceful. My family and I had a relaxing and enjoyable time with lots to do and a lot of space. Highly recommend if you are looking for a house on the lake for families and groups of friends, feels like a home away from home.

4.95 out of 5 average rating, 182 reviews

Home in Richmond

TheGlassCabin @ HackmatackRetreat

JayRating, 5 stars6 days ago

What a beautiful rustic setting. So many wonderful Buddhist / mindfulness reminders to disconnect and slow down. We would love to come back to this getaway location again!