House vacation rentals in Woodstock

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Woodstock house rentals

House rentals with a pool

Guest favorite
Home in Highland Park
4.92 out of 5 average rating, 142 reviews

2-Acre Highland Park Retreat with Heated Pool ~ 5*

JeffRating, 5 stars4 months ago
We were in town for Thanksgiving visiting family with our dogs for 4 nights. Communication with host was great. The house was very clean, well furnished (we cooked the Thanksgiving meal there), recently renovated kitchen (huge kitchen island) with high end appliances, and yes there are 6 bedrooms (some small but nice). Rooms are split between three floors so everyone had room/privacy. Backyard with pool was great, lots of space for dogs, everything is fenced in but the front which was not a problem as the house is on a dead-end street with very little traffic. This is definitely a superhost home, all your condiments, lots of nice touches and snacks/gifts. We will definitely stay there again on our next visit to family in Chicago. House is locate between 41 and 94 making travel around Chicago easy.
Guest favorite
Home in Lake Geneva
5 out of 5 average rating, 9 reviews

Elssys Ranch 80 Acre Lake Geneva Retreat

AlexisRating, 5 stars3 weeks ago
We had an amazing time at this property! Nick was a fantastic host—super responsive and quick to answer any questions we had. The property itself is beautiful with plenty of space for kids to run around and play. The kitchen was well-equipped with lots of utensils and dishes, making it so convenient to cook and eat at the house. The fire pit and grill outside were a wonderful addition to our stay! The location is perfect too! It’s near a charming Boxed & Burlap coffee shop, and just a short 5-mile drive to downtown Lake Geneva. Downtown offers parks, a public library, great shopping, and stunning views of the lake with walking trails. We can’t wait to return and stay again! Highly recommend!
Top guest favorite
Home in Bloomingdale
4.94 out of 5 average rating, 47 reviews

Whole House With Hot Tub And Spacious Bedrooms

KarinaRating, 5 stars1 week ago
Amazing stay! This place has everything you need for both short and long visits. The location is extremely safe and convenient with shops within walking distance. My family and I thoroughly enjoyed the entire property, especially the game room and TV room which were perfect for entertainment. Moiz, the host, was very kind and quick to respond to any needs we had. Thank you for everything! We would definitely stay here again
Top guest favorite
Home in Woodstock
4.88 out of 5 average rating, 60 reviews

Grand 1800s Victorian Gem: Updated/by Downtown

BeckyRating, 5 stars5 days ago
Deidre is an amazing host. She goes above and beyond for each guest. We always appreciate her welcoming us into her home and her attentive and responsiveness to our requests. Highly recommend!
Superhost
Home in Lake Geneva
5 out of 5 average rating, 5 reviews

Oasis on Oak | Private In-Ground Pool | Hot Tub

DeborahRating, 5 stars10 months ago
It was a beautiful, restful setting for our family to celebrate my wife’s birthday. Thank you for providing a great place for us to meet!
Top guest favorite
Home in Genoa City
5 out of 5 average rating, 53 reviews

Relaxing Four Season Getaway near Lake Geneva

BascomRating, 5 stars2 months ago
We were genuinely surprised to find a place in this location so close to the relatives we were visiting. Genoa City is not exactly the hotspot on the border! The neighborhood was quiet and friendly, but no overly inquisitive citizens. Property was perfect for our requirements, with the fenced in back yard that allowed us to let our pet out whenever without having to use a leash. Nice personal welcoming touches were unexpected and truly appreciated, since we arrived late and weren't able to do any shopping before hand. Beds were comfortable and spaced throughout the second floor, with expansion in the lower basement if necessary for bigger families, especially those with older children. School immediately across the street is great for spontaneous recreation of all types if you have the equipment. Our dog has not had the opportunity to enjoy such a large open space for quite some time and it was great to wear him out for the evening prior to bedtime. Abundant TVs throughout the home!
Guest favorite
Home in Roscoe
4.95 out of 5 average rating, 20 reviews

N 2nd St Pool House

DeniseRating, 5 stars4 weeks ago
This property is just as described - cozy, relaxing and perfectly clean and stocked for a “home away from home” feel. The kitchen/living room area was lovely and served our family’s needs perfectly. Yuan made sure we had everything we might need and the home is close to Culver’s and grocery stores. There were also very nice touches, such as a gift bag with thoughtful welcome gifts as well as bubble bath and all the essentials in the bathrooms. The private pool was the showstopper — our family had such an amazing time swimming and playing and it was an absolute treat for us. Overall, a wonderful stay and we would love to go back some day.
Superhost
Home in Lake Geneva
4.9 out of 5 average rating, 20 reviews

Geneva Grove with Private Pool, 4bd/2ba Sleeps 8

CrystalRating, 5 stars8 months ago
I was super impressed with the quality and quantity of kitchen supplies. I have never been in an Airbnb that has so many kitchen supplies. The beds and pillows were comfortable. The house was spacious and offered my family the space we needed. Preferences: The pool was not as clear and clean as we prefer, and heat would have been a bonus. The garage was a wonderful space for us to spend time with energetic little ones, especially when it rained, but it could use a facelift. Overall, I recommend this spacious Lake Geneva, WI house for a family get-a-way. I realize Lake Geneva is an upscale community, but I thought the house was overpriced. I realized after I booked it that it was, in total, actually $822.62 per night.

Weekly house rentals

Superhost
Home in Round Lake Beach
4.82 out of 5 average rating, 122 reviews

Modern 3 bedroom house, quiet residential street.

JoanRating, 5 stars3 weeks ago
Very clean and comfortable, nice neighborhood and not too far from our venue. Bikash was super responsive and even recommended a great place to try out Chicago deep dish pizza.
Guest favorite
Home in Roscoe Village
4.92 out of 5 average rating, 280 reviews

Duplex Home RoscoeVillage/Wrigley Free St Parking

BrigidRating, 5 stars2 weeks ago
We enjoyed preparing pizzas from scratch in the perfectly sized kitchen with our adult kids who live in Chicago and their friends. There was plenty of space to sit around the spacious kitchen island and talk while cooking. The whole experience was made even better by using the Wolf stove top and Bosch wall-mount oven, which produced perfectly crisp crust and tasty toppings. The neighborhood felt safe and peaceful while providing everything we needed within walking distance. Parking was also easy. We had no trouble finding a space in front of the house all 4 days we were there. As a special bonus, a new chocolate cafe opened a few days ago (Hotel Chocolat Velvetiser Cafe) and is just a short walk away! We had a great time in this lovely home.
Top guest favorite
Home in Lake View
4.93 out of 5 average rating, 153 reviews

Superhost Wrigley/Lakeview Duplex 3BR/2.5BA

JulietRating, 5 stars6 months ago
Lovely place in a good location.
Guest favorite
Home in Waukegan
4.8 out of 5 average rating, 245 reviews

Modern home. Near naval base, Six flags and Casino

WilliamRating, 5 stars1 week ago
Great home in a great location. I would recommend this home for anyone with a large family
Superhost
Home in Twin Lakes
4.84 out of 5 average rating, 150 reviews

Private Lake House, with boat option- 14 beds

TerriRating, 5 stars3 months ago
We stayed her over New Years and had a great time. The house is very open with lots of room for everyone. Beautiful views overlooking the wetlands and lake. There was plenty of beds and could easily accommodate a large group. Hot tub was in a great location out back with a beautiful view. Would love to see how beautiful it is in the summer!
Guest favorite
Home in Salem
4.92 out of 5 average rating, 26 reviews

Hideaway at the Ponderosa- 3bd 1Ba Country Cottage

KevinRating, 5 stars6 months ago
the host was amazing! very responsive and made check in a breeze. place was great and close to restaurants and shopping.
Guest favorite
Home in Third Lake
4.92 out of 5 average rating, 13 reviews

Home for flexible term rental

JennaRating, 5 stars3 weeks ago
We felt right at home during our stay. The house was thoughtfully arranged, well stocked, and clean. One of the cleanest stays we have had! The kitchen was well appointed. Great quality pots/pans/utensils. We cooked several meals during our stay & had everything we needed to prepare our various meals! Plenty of linens/blankets/towels out & were well displayed. There was also additional linens available if needed. All were good quality & comfortable. There was a great selection of books/board games/toys. The desk area was perfect for getting a bit of work done during our stay. The location was great & the neighborhood was so quiet. We felt safe during our entire stay. The playground across the street was so nice & there were nice sidewalks for our post-dinner strolls. The drive to the naval base was easy & not too far. Overall, we really enjoyed our stay! We will stay again if we find ourselves back in this area!
Guest favorite
Home in Racine
4.94 out of 5 average rating, 156 reviews

Root River Home - Waterfront property - Sleeps 8+

RickRating, 5 stars3 months ago
Need to spend a night in the Racine/Kenosha area and stumbled upon this gem! There were four of us and our little dog and it was perfect. I think each of us said, “it’s too bad we’re not staying for another night!” The pictures don’t really do it justice but Mindy’s house is homey, comfortable, and spotless! The kitchen was well-equipped, beds were comfy, and the backyard/river view is wonderful. Thank you Mindy!

Private house rentals

Guest favorite
Home in Powers Lake
4.78 out of 5 average rating, 64 reviews

Powers Lakehouse Loft

AnthonyRating, 5 stars6 months ago
It was exactly what we were looking for. Very quiet with beautiful views. Being able to sit in the hot tub and take in the sunset was incredible. Any questions we had were answered quickly by this very kind host.
Guest favorite
Home in Antioch
5 out of 5 average rating, 17 reviews

All seasons country house

ChrisRating, 5 stars5 months ago
Agnieszka's place was perfect for our visit with our son as he graduated boot camp. The home had everything we needed. The minimal decorations made it very easy to clean and easy to find all our stuff when we left. The home is beautifully remodeled on the inside. Much respect to the designer. We brought extra toiletries and paper products and dishwasher tabs because we were staying so many days. There was an adequate amount for a simple weekend stay. Plenty of sleeping space for several people. Just remember there is one bathroom. By the way, there is a great Jewel-Osco grocery store close by. We also visited an exceptional museum in Volo. It was perfect for a family, especially the boys! I really enjoyed the short drive to Kenosha, WI to gather stones by Lake Michigan.
Guest favorite
Home in Naperville
4.89 out of 5 average rating, 125 reviews

California King Bed | Fast Wi-Fi | 75" Smart TV

NathanRating, 5 stars2 weeks ago
It was a comfortable stay. Tons to do in the area. Can’t go wrong!
Guest favorite
Home in Rockford
5 out of 5 average rating, 18 reviews

Safe perfect location near everything, 3+ bedrooms

RhondaRating, 5 stars5 days ago
The house is in a neighborhood of nice homes, peaceful and walkable. It was very clean and comfortable. The kitchen was so well organized with everything you need and the bathrooms were spotless. It’s in a perfect location to restaurants. Highly recommend and will reserve again.
Superhost
Home in Markham
4.73 out of 5 average rating, 124 reviews

The Country Life! Entire House.

DeniseRating, 5 stars1 month ago
Cathy was a great host, very responsive! House was great, it accommodated our family size perfect. The only thing in my opinion that was missing was washer and dryer access in the home. We were traveling with toddlers and couldn’t wash a load of clothes. But aside from that everything else was great.
Top guest favorite
Home in DeKalb
4.91 out of 5 average rating, 219 reviews

Country charmer house near NIU

MadisonRating, 5 stars1 month ago
This is our second year staying at this beautiful and convenient Airbnb. Only 15 minutes from the NIU Convocation Center! Close to a great pizza place that will deliver to the Airbnb. Cynthia is very responsive and very flexible. We love this space!
Superhost
Home in Lake Geneva
5 out of 5 average rating, 9 reviews

White House on Wisconsin|Horticultural Hall |Sl 20

MaggieRating, 5 stars9 months ago
This is the perfect house for larger groups- we used it previously for my bachelorette and it was perfect for our wedding party! There’s enough space for everyone and we all very much appreciate the mix of king and queen beds!
Superhost
Home in Homer Glen
5 out of 5 average rating, 3 reviews

4 bedroom home rental in quiet neighborhood

LoriRating, 5 stars71 months ago
Quiet neighborhood, spacious and comfortable home. The yard is inviting and a great entertaining space! Very kind hosts.

Quick stats about house rentals in Woodstock

  • Total rentals

    10 properties

  • Total number of reviews

    800 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Niko's Red Mill Tavern, Woodstock Theatre, and D.C. Cobb's

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. McHenry County
  5. Woodstock
  6. House rentals