Holiday rentals in Round Lake

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.

5 out of 5 average rating, 26 reviews

Home in Lindenhurst

Peaceful Family & Fur-Friendly home near Navy Base

Welcome to Peaceful Lindenhurst Dog-Friendly Retreat. Near Mall, Six Flags, Naval Base. Let your worries drift away while staying at this Charming 3-bedroom House with Cozy Vibes and Modern Comforts. Welcome to your home away from home! Our delightful 3-bedroom, 1-bath house offers a perfect blend of charm and comfort for families, friends, even the furry ones, or couples looking for a relaxing getaway. Nestled in a friendly neighborhood, you'll find everything you need for a memorable stay.

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.

4.92 out of 5 average rating, 115 reviews

Cottage in Fox Lake

Cozy Cottage with Bedroom Lake Views!

Located on a hilltop peninsula overlooking Fox and Nippersink Lakes, Cozy Cottage is a 630 sq ft, 2 bed / 1 bath recently updated home with a large backyard — perfect for relaxing. You'll be conveniently located a 5 minute walk from waterfront bars and restaurants and have close driving proximity to: Downtown Fox Lake / Metra Station - 5 min Lake Geneva - 30 min Six Flags Great America - 30 min Illinois Beach State Park - 40 min Want to stay in? Our high speed wifi has you covered.

4.9 out of 5 average rating, 146 reviews

Home in Ingleside

Gorgeous Nautical 2/2 Lake House Chain O' Lakes

Unique and cute 2 bed / 2 bath nautical lake house has the best views of the Chain O' Lakes. Be amazed on the walk out lake view wood deck in the back yard, and watch sunsets fall over the bay and color the sky. The back patio is a great place to relax, entertain & relax. Fish or dock your watercraft at our pier if needed. There is an optional 5-6 person hot tub on the back deck for you to relax and unwind (See access and maintenance fee). Fully remodeled modern lake house

4.89 out of 5 average rating, 209 reviews

Home in Round Lake Beach

Corner Lakefront Property

This unique place has a style all its own. This corner lake house comes with a huge fenced-in yard, as well as a balcony off of the master bedroom and 2 parking spots. We offer 3 kayaks with life jackets, 1 paddle board, paddle boat and fishing poles, fire pit, outdoor and indoor games. We have 3 bedrooms with beds included, as well as a futon couch a trundle bed and a pull-out couch bed (6 potential beds total). This comes with 2 TVs, fireplace, WiFi, bar, new fridge and more.

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!

4.91 out of 5 average rating, 56 reviews

Home in Round Lake Park

Lake House Retreat Near Navy Base

Private beach house with lakeside fire pit, bb grill, dock, jacuzzi hot tub, internet, kayaks, fishing poles and lots of other. Contact me if you want a less expensive couple option. The basement apartment that has its own shower, 70” TV, big kitchen, washer dryer and pullout bed. Good option for couples or less than 3 people. I don’t rent both at same time. Ask about: • Fishing Guide • Juice Clense • Fat Camp • Boxing Training Camp • Harley Rental • old pontoon rental

5 out of 5 average rating, 18 reviews

Home in Round Lake Park

Luxury Lake Home

Luxury Lake Home / NAVY / Near Naval Station Great Lakes. Have fun with the whole family at this luxury lake home. Outdoor space with patio, deck, firepit, and dock. Beautiful sunsets to make summer memories. 4 Bedrooms, 2 Full Baths. Incredible backyard with paver patio and gas Weber grill. Wood deck overlooking the lake for morning coffee and sunsets. Gas firepit for cooler evening. Foosball and poker table in the garage. Ping-Pong in the recroom. This place has it all.

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.

4.96 out of 5 average rating, 56 reviews

Flat in Grayslake

Apartment in Downtown Grayslake

Welcome to downtown Grayslake! Enjoy your stay in our quaint one-bedroom apartment overlooking Center Street. Nestled above our lifestyle boutique, 27 Houses, you can enjoy everything our adorable town has to offer. Grayslake is practically straight out of a Hallmark movie, and you'll be right in the center of everything. With a cozy floorpan, enjoy a cup of coffee, listen to some vinyl, or get right to work at our dedicated workspace. We're excited to welcome you!

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodation and amenities

Popular amenities for Round Lake holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Round Lake

Home in Fox Lake

4.76 out of 5 average rating, 182 reviews

Enjoy Year Round Vacation On Pistakee Lake

StacyRating, 5 stars2 weeks ago

Great stay for what we needed. Was clean and comfortable. Had everything we needed to cook means. Excellent river views if you are into that. Will be booking again if we return.

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.

5 out of 5 average rating, 8 reviews

Home in Round Lake Park

Lake Shore House

PierceRating, 5 stars2 months ago

Kelli and Steve's place was beautiful and perfect for what we needed. Kelli responded quickly to any needs or questions we had and was receptive to feedback as well. I dont think the photos did the Airbnb justice with how much space there actually was. Highly recommend to anyone that needs a quick relatively local getaway!

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.

4.95 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!

4.85 out of 5 average rating, 13 reviews

Home in Wauconda

Lakehouse Getaway

MilangelaRating, 5 stars2 months ago

I love the place. it was great ti find coffee! I like sugar so I bought some and left it for the next guess. The place is super quite, clean, loved it. sure would be even more beautiful during summer. the fure place it's beautiful 😍 I enjoyed watching the deer, birds and swans and ducks. love it. ❤️

5 out of 5 average rating, 17 reviews

Home in Fox Lake

Mineola Manor

JoLynnRating, 5 stars6 months ago

This is our second year coming out for Thanksgiving and my family loves it here! It was the perfect home to cook thanksgiving dinner and enjoy the lake views. Can’t wait to come back next year!