
Apartment holiday rentals in Woodstock
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Top-rated apartment rentals in Woodstock
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Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

Lovely 1BR Apt in Sycamore
I had the perfect stay. The place was very clean and the host was both helpful and friendly

131 E. Park Ave - Unit 306
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.

Charming Downtown Farmhouse Apartment #1
This apartment was the cutest, coziest place! It looked just like the pictures and was extremely clean and comfortable. The way this home was remodeled is like a modern farmhouse and very tastefully decorated. The size was just right for my husband and me, and the location was perfect for everything we needed to do on this trip. Suzanne and Andy were great hosts who thought of just about everything you would need. They were extremely responsive and provided great instructions for check-in and check out; literally everything was exactly as the instructions stated. They also didn't overburden us with a laundry list of rules. If we ever have a need to stay in that area in the future, we would definitely check Kidahl House first. Thank you, Suzanne and Andy, for such a great stay!

Blue Sky Landing
The location is a couple blocks away from Kennedy Park and beautiful Lake Michigan. We came for our granddaughters 1st birthday the Airbnb was close to my son's house. The Airbnb was one room. it had a microwave, refrigerator and toaster. The coffee machine was interesting and worked great. It also dispensed cold water.There was a closet. The sink was in the bathroom. The bathroom shower worked well, water temp and pressure good. Internet worked well. Lisa was very responsive and kind. We will visit Kenosha again and would definitely stay there again!

Peaceful Elgin APT King Bed
Liz's place was cozy and beautiful! The kitchen had everything we needed to cook on nights we didn't want to eat out. Liz was very responsive. We felt right at home. We will definitely be staying here again!

NEW! Boutique Inspired 2BR Loft, Lake Geneva
We had a great time staying here! The aesthetic was exactly what we were looking for. Each room looked like a page in a magazine. Everything was thoughtfully laid out with fun artistic touches everywhere. The beds were comfy and the location was great with a pleasant 5 minute walk to downtown.

"Lakeloft" Adoring Flat
Thank you so much for the enjoyable stay. I liked it so much I decided to stay at one of their other units at the Hayloft!

Charming Riverfront Stay | Heart of Downtown
Awesome hosts & amazing place, would stay again.
Private apartment rentals

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
This is a charming and very comfortable unit. All the amenities are thoughtful and more generous than most other AirBNBs that I’ve stayed. We found the location very convenient to family and Northwestern U, and even getting downtown. The unit was spotless, clean and organized. And exceeded our expectations. Being able to park in the garage was a huge benefit for us. We had a busy schedule with leaving in the morning and not getting back until later evening. It was so nice not to have to search for street parking and not have that worry. We very much enjoyed our stay. This will be our “place” when we return. Elizabeth

Take A Pebble Apartments Apt#4 (1 Bedroom)
Jim was a wonderful host. He was always available and had great suggestions for local restaurants. His shop is awesome and the apartment was great. Highly recommend.

Cozy 1BR Apt - heart of historic downtown Sycamore
Nice little place in the perfect location for downtown Sycamore. Easy walk to anywhere downtown. Steps from multiple bars. Easy to follow directions from hosts to find the parking spot and the apartment. The lack of any hotels near downtown makes this place a good value based on supply and demand.

Full Apartment green oasis in law suite
Lola’s place was very clean and spacious living area for the two of to eat, play games or just hang out. It was in a great neighborhood and close to Ravinia which we enjoyed. Lola was very responsive to our inquiries. As an added bonus we got to watch a deer resting and then eating a breakfast of bushes.

Vibrant & Chic Apt On Quiet St in Andersonville
Staying with Johana was a pleasure. The location was perfect, the house was cozy and clean. Highly recommend.

“The remote retreat”
Rocio’s place was absolutely perfect! The space was spotless, beautifully updated, and had so many thoughtful touches that made it feel warm and welcoming. It was easy to find and check-in was a breeze. The location is close to everything, but still peaceful and quiet—perfect for relaxing. The fenced backyard was a great bonus for privacy. The hosts were very responsive and clearly care about their guests’ comfort.

Charming Retro Apartment
This place is good! It's located in the center of town, right on the main street, making it very convenient and walkable to a nearby park. The unit looked just like the photos. Personally, I really liked the way the room smelled—clean and pleasant. The only downside is that you can hear street traffic, but overall it's a great spot for a short stay.

Richmond No. 267 Boutique Loft Apartment
Lovely overnight stay with family and friends!
Apartment rentals with a hot tub

Cozy private getaway, Hot Tub, Music theme
This was my first time staying in an Airbnb that was a part of someone's home when they were home. While I was nervous at first, this was a fantastic experience! Check in and check out was easy, the hosts ensured a private experience, the vibes and decor were top tier! The snacks and toiletries were great to have available. I truly wish we had more time to spend here, thanks so much for a great stay!

Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis
We stayed on the third floor of the complex and enjoyed Matthew's attention to detail. He gave a lot of thought to all components of his property.

Large Studio Apartment with no cleaning fee
David and his co-host were excellent. Our family enjoyed our stay. We used to live in the Bronzeville area and love the new additions to the neighborhood. Everything met or exceeded our expectations.

“Goonies Never Say Die” You found theTreasure!
We loved our stay here! It was just what we needed. The hot tub was an added perk, and we also enjoyed watching the little robot lawnmower do its thing! Would definitely come back again!

Penthouse Near Fulton: Skyline, Spacious
SPECTACULAR!! This space is how you should visit Chicago. Breath taking views from this 33rd floor luxury penthouse apartment lives up to the hype. Our family of six were extremely comfortable in this 3 bedroom/3 bath unit. And for a person that likes cooking, the kitchen is spacious. Don’t pass on seeing Chicago from the views in this beautiful apartment.

Sentral 1 Bedroom Apt in South Loop Chicago
Sentral worked great for us going to a graduation for a long weekend. Unit is exactly as described, modern, and clean. Kitchen utensils are reasonable while shelves and refrig are empty save for some coffee so if going to cook/eat be sure to bring everything such as butter, spices, etc. - a Trader Joes is 3 blocks away. Price is not cheap but is very convenient and easy so on balance okay for us. Front desk is very helpful and cheerful.

The Ridge Retreat 2BR, 2BA Condo
We were guests at a wedding at Geneva National and this was a convenient location. Amy was very responsive and the newly renovated place was perfect!

Belmont Pleasures - hot tub / arcade gaming room
Stay was great and Mariam was a super host. The space was exactly as pictured and all the games were a blast. Miriam even checked in a couple times to make sure we had everything we need and that we were having a good time. For sure would stay here again.
Destinations to explore
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- Wrigley Field
- United Center
- Six Flags Great America
- Humboldt Park
- Alpine Valley Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Geneva National Resort & Club
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- The 606
- Racine North Beach
- Grand Geneva Resort & Spa
- Moraine Hills State Park
- Richard Bong State Recreation Area
- Wilmot Mountain Ski Resort
- Skokie Country Club
- Medinah Country Club
- Raging Waves Waterpark
- Chicago Golf Club
- Four Lakes Alpine Snowsports
- Hurricane Harbor Rockford