Vacation rentals in Village of Lakewood

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Top-rated vacation rentals in Village of Lakewood

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Guest favorite

Loft in West Dundee

4.97 out of 5 average rating, 441 reviews

Hip Urban Loft - Small Town Charm - 124 LOFTS #2

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. Loft 2 is our most spacious

Feb 2 – 9

G$28,504 GYD per night

Guest favorite

Loft in Woodstock

4.96 out of 5 average rating, 169 reviews

Curated Loft Retreat in The Heart Of Woodstock

Welcome to our spacious upper retreat with modern conveniences. We have great WiFi for you to stay in touch with and are well stocked with books for you to enjoy time unplugged. Close to the Historic Square (you may have seen it in the movie Groundhog Day) you can easily walk to unique shops, cafes, and restaurants. Our curated timeless decor is filled with storied items from our travels, and photos we've snapped locally. Come renew yourself here. We can't wait to share Woodstock IL with you.

Jul 26 – Aug 2

G$28,071 GYD per night

Guest favorite

Guest suite in St. Charles

5.0 out of 5 average rating, 249 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed, studio area includes blue ray player, reverse osmosis drinking water, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

Aug 13 – 20

G$19,318 GYD per night

Guest favorite

Guesthouse in Hampshire

4.95 out of 5 average rating, 39 reviews

Shiloh Place - Two Minutes Off The Highway

This stylish studio with all the amenities is two minutes off I-90 and just behind Dell Webb in Huntley. A 10 minute drive from the newly built Amazon facility Newly furnished and freshly painted, it features a full size kitchen, separate dining area with a private keyless entrance Sleeps up to four comfortably, featuring a king size memory gel foam mattress with luxurious bedding. Enjoy a 55” TV from the day bed that also opens to a double. The space is very suitable for short or long stays

Apr 22 – 29

G$14,640 GYD per night

Guest favorite

Home in Harvard

4.95 out of 5 average rating, 164 reviews

Sanctuary Woodland Guest House!

Our guest house is located on a picturesque 5 acres, next to a woodland forest. We also run a bird sanctuary on the property, Georgia's Place Bird Sanctuary, which makes this a paradise for an animal lover! We are happy to give guests a tour of our sanctuary. There is a large deck and fire pit for an enjoyable evening, and a walking trail for wildlife enthusiasts! We kindly ask guests not to bring meat onto the property as we are running a sanctuary that promotes compassion for all animals.

Sep 8 – 15

G$27,925 GYD per night

Guest favorite

Farm stay in Cherry Valley

4.97 out of 5 average rating, 273 reviews

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

Aug 20 – 27

G$20,529 GYD per night

Guest favorite

Guesthouse in McHenry

4.95 out of 5 average rating, 155 reviews

"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.

Feb 23 – Mar 2

G$28,473 GYD per night

Guest favorite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 291 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

Dec 19 – 26

G$20,303 GYD per night

Guest favorite

Home in Crystal Lake

4.92 out of 5 average rating, 13 reviews

Charlotte's Cozy Cottage by the lake.

Enter into Charlotte's Cozy Shack for 4 through the green front door and updated home. Close to the lake, beaches and parks in walking distance. Great quit neighborhood vibe with many local coffee shops and restaurants. Enjoy a nice morning on the covered patio with a cup of coffee. Bring your little fury friends and enjoy the nice sized yard, private driveway on a corner lot in a small neighborhood. Welcome home

Sep 6 – 13

G$37,725 GYD per night

Guest favorite

Apartment in Cary

5.0 out of 5 average rating, 155 reviews

A Peaceful Get-Away

Come and enjoy the quiet of nature. We are located off the beaten path, near the Fox River, but less than three miles from the Metra station (into Chicago); and less than five miles from the Norge Ski Club. Within driving distance, there are golf courses, hiking paths, and shopping. Our fully furnished apartment is attached to our main house and offers you a private entrance and driveway parking for one vehicle.

Nov 8 – 15

G$26,433 GYD per night

Guest favorite

Apartment in Woodstock

4.9 out of 5 average rating, 193 reviews

Historic Apartment on the Woodstock Square

Located on the Town Square, your private apartment is in the heart of Woodstock's downtown district. The apartment spans the full second story of what was once a 1900's saloon, 1920's confectionary shop, and a jewelers during the 1930's. Now a landmark, the neon glow of the Elgin Watches sign is the first thing travelers see when they turn onto Main Street en route to the Square!

Oct 7 – 14

G$39,525 GYD per night

Guest favorite

Condo in Crystal Lake

4.87 out of 5 average rating, 172 reviews

Crystal Lake newly updated, walk to beach

We are just minutes from historic downtown and just a few blocks away from Crystal Lake’s beautiful beach. We are block from Route 14 and within walking distance to several restaurants, library and some shopping. Perfect for a long relaxing weekend getaway.

Jun 16 – 23

G$28,478 GYD per night