Woodstock Holiday Homes from £136: Search Holiday Homes in Woodstock

A park with a bench, trees with autumn leaves, a grassy area, and a building in the background.

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Woodstock holiday homes

A white house with a porch and a chimney, surrounded by a grassy area and a brick path.

1. The Tailor House

Woodstock

Brandon B.

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a large bed, two bedside tables with lamps, and a tapestry depicting a waterfall.

2. Sanctuary Woodland Guest House, located next to the conservation area!

Harvard

Christopher W.

includes taxes & fees

30 Nov - 1 Dec

A kitchen with a dark wooden table, white cabinets, and a sliding barn door.

3. Terrific 3-bedroom family-friendly house close to everything in charming McHenry

McHenry

Cj D.

includes taxes & fees

3 Nov - 4 Nov

A kitchen with a view of a lake, wooden cabinets, a dining area with a table and chairs, and a kitchen island.

4. 5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8

Wonder Lake

Olivia F.

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a front porch, a stone exterior on the right side, and a green door.

5. The Main Event Game House on the Huntley Square!

Huntley

BENJAMIN B.

includes taxes & fees

4 Nov - 5 Nov

A wooden deck with a table and chairs, surrounded by lush greenery and trees.

6. Spacious 3 Bedroom

Cary

Dan K.

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

7. King bed Crystal Lake Mchenry Cary Cozy

Cary

includes taxes & fees

10 Nov - 11 Nov

A two-story house with a swimming pool, outdoor seating, and a stone chimney.

8. HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

McHenry

Darlene C.

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a front porch, a mailbox, and a number '10216' on the door.

9. 1905 Victorian Farmhouse close to Lake Geneva.

Hebron

Shari

includes taxes & fees

3 Nov - 4 Nov

An aerial view of a marina with multiple docks and boats, a sandy beach, and surrounding greenery.

10. The Little Farm Fontana 5 min from Geneva Lake!

Fontana-on-Geneva Lake

Linda C.

includes taxes & fees

3 Nov - 4 Nov

A house by a lake with docked boats and a flag.

11. This is a VACATION spot with a million dollar view!

fox lake

Jason C.

includes taxes & fees

3 Nov - 4 Nov

A living room with a dark brown leather sofa, a glass coffee table, a black bean bag, a patterned rug, and a staircase leading to a dining area with wooden chairs.

12. The Basecamp 3-bedroom house with AC in charming Walworth

Walworth

Andrea M.

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

13. ✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly

Elgin

Sthendall M.

includes taxes & fees

16 Nov - 17 Nov

A wooden dining table with a 'Welcome to the Lake' sign above it.

14. 3-bed 2-bath fully remodeled house walking distance to Lake w/ parking for Boat!

Lake Geneva

Nate P.

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with stainless steel appliances, white cabinets, and a wooden floor.

15. Cozy 2BR Lake Geneva Home, Fire Pit, Sleeps 6

Lake Geneva

dawn h.

includes taxes & fees

3 Nov - 4 Nov

A traditional building with a symmetrical facade, large windows, and a central tower.

16. Horse lovers paradise with 2 bedrooms and WiFi, AC in Lake Geneva

Lake Geneva

Ron P.

includes taxes & fees

3 Nov - 4 Nov

A dining area with a round wooden table, white chairs, and a hanging light fixture.

17. Chic 3 bedroom Get-a-way in downtown Lake Geneva

Lake Geneva

Sharon R.

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a covered outdoor seating area and a fire pit.

18. Oak Cabin near Lake Geneva | Walk to Lake Como, Fire Pit, Coffee Bar

Lake Geneva

Mary B.

A kitchen with dark cabinets, stainless steel appliances, and a tiled backsplash.

19. Charming 2-bedroom house with WiFi and AC in lovely Lake Geneva

Lake Geneva

Jen

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a stone chimney, a front porch with steps, and a flag.

20. Quaint Bungalow, near Great Lakes Naval Base

Mundelein

Benjamin O.

includes taxes & fees

3 Nov - 4 Nov

View all properties

Find holiday rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Woodstock Hotel Reviews

Abbey Resort and Avani Spa

8/10 Good

"This was our first time at this resort. It was our anniversary and we wanted to have a nice peaceful weekend. The stay was mostly positive, but there are a few things that could have been better. I thought that the room that I booked had a private balcony, but it was shared. That was fine but I would have preferred it to be private. The walls were very thin and when our neighbors opened or closed their door it sounded like ours. The TVs are very basic as far as what you can watch. No smart tv capabilities and the movies are $26 to rent. The indoor pool and jacuzzi were nice and they have a great kid area. The staff were decent. The supervisor was very helpful one day and the next day was not. The facility was clean, but could use some renovations. It was peaceful and we enjoyed the stay. The food was good at the Waterfront."