Woodstock Vacation Rentals from AED 337: Search Short-Term Rentals

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Our top choices for Woodstock vacation rentals

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

1. The Tailor House

Woodstock

Brittany H.

AED 888 total

includes taxes & fees

15 Nov - 16 Nov

A red house with a porch, a wooden staircase, and a flag.

2. Lovely 1-bedroom apartment with AC in charming Woodstock

Woodstock

Beth B.

AED 631 total

includes taxes & fees

18 Nov - 19 Nov

3. Wonder Lake Elegance: Serene 2BR Townhome Retreat

Wonder Lake

Ken S.

AED 1,282 total

includes taxes & fees

11 Nov - 12 Nov

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

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

Harvard

Christopher W.

AED 693 total

includes taxes & fees

30 Nov - 1 Dec

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

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

Wonder Lake

Olivia F.

AED 1,900 total

includes taxes & fees

23 Nov - 24 Nov

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

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

Huntley

BENJAMIN B.

AED 1,020 total

includes taxes & fees

23 Nov - 24 Nov

An outdoor patio with stone flooring, a wooden table and chairs, a stone wall, and a fire pit.

7. Little Fox Cottage - A Cozy Riverview Getaway

Fox River Grove

Jeff P.

AED 636 total

includes taxes & fees

12 Nov - 13 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.

AED 5,065 total

includes taxes & fees

11 Nov - 12 Nov

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

9. 1905 Victorian close to Lake Geneva. Decorated for the Holidays!

Hebron

Shari

AED 3,243 total

includes taxes & fees

23 Nov - 24 Nov

A spacious living area with a grey sofa, wooden flooring, and a kitchen area with a bar.

10. Richmond No. 267 Boutique Loft Apartment

Richmond

Ernesta T.

AED 980 total

includes taxes & fees

11 Nov - 12 Nov

A hotel with a large outdoor pool, lounge chairs, and a water slide.

11. Timber Ridge Lodge and Waterpark

Lake Geneva

Lindsey

AED 672 total

includes taxes & fees

17 Nov - 18 Nov

An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

12. Mill Creek Hotel

Lake Geneva

Marshall

AED 775 total

includes taxes & fees

11 Nov - 12 Nov

A two-story house with a balcony, a flag, and outdoor seating.

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

fox lake

Jason C.

AED 1,109 total

includes taxes & fees

11 Nov - 12 Nov

A patio area with outdoor seating and a fire feature, surrounded by greenery and overlooking a body of water.

14. Lake Geneva, Fireplace, Pool, Wifi, King Bed

Lake Geneva

SUZY R.

AED 926 total

includes taxes & fees

11 Nov - 12 Nov

A bedroom with a brick wall, a bed, a desk, and a window with a view.

15. 124 Lofts #4 - Downtown Dundee - Walk to Dining

West Dundee

Bret V.

AED 873 total

includes taxes & fees

11 Nov - 12 Nov

A dining area with a brick wall, a wooden table, black chairs, and a potted plant.

16. Hidden Gem with Pool View!

Lake Geneva

Thomas P.

AED 975 total

includes taxes & fees

16 Nov - 17 Nov

A cozy living room with a wooden dining table, a blue sofa with colorful cushions, a large window with curtains, and a potted plant.

17. Downtown Lake Geneva LA Suite Walk to Beach Dining Shops Parking

Lake Geneva

Michael B.

AED 817 total

includes taxes & fees

16 Nov - 17 Nov

A hotel room with a bed, a desk, a lamp, a TV, and a framed artwork.

18. 124 Lofts #1 - Downtown Dundee - Walk to Dining

West Dundee

Haggard A.

AED 844 total

includes taxes & fees

15 Nov - 16 Nov

A balcony with a view of a sunset over a body of water, surrounded by trees and a grassy area.

19. Stunning Waterfront views & cozy fireplace on the shores of Lake Como. King bed.

Lake Geneva

PENNY H.

A modern living room with a green sofa, a white coffee table, and a ceiling fan.

20. Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom

Lake Geneva

Denise A.

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Find vacation rentals that suit your style

Top Woodstock Hotel Reviews

A modern hotel room with a large mirror, a bathtub, a flat-screen TV, a sofa, and a large window.

AmericInn by Wyndham Woodstock IL

Woodstock

10/10 Excellent

Anonymous traveler

A modern living room with a staircase, a sofa, a coffee table, and a fireplace.

Country Inn & Suites by Radisson, Crystal Lake, IL

Crystal Lake

10/10 Excellent

Megan

An outdoor patio with a fire pit, two chairs, a table, and a striped umbrella.

HARMONY INN

Huntley

10/10 Excellent

I felt comfortable, safe and well taken care of at the Harmony Inn. Stepping out of my room into the kitchen and on through the doors to the patio was a pleasure (fixing a cup of tea and grabbing a homemade muffin - all included - as I headed to the outdoor seating area, complete with gas heater). Then I attempted to do a little painting of the flowers. There were other snacks including fruit and yogurt😁. Dave, our gracious host, showed me how to feed the ducks and geese which also live on...

Nikki

A hotel room with a bed, bedside lamps, a nightstand, a mirror, and a dresser.

Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG

Crystal Lake

10/10 Excellent

Laura

A hotel room with a bed, a desk, a wardrobe, a mirror, and a TV.

Holiday Inn Express Hotel & Suites Chicago-Algonquin by IHG

Algonquin

10/10 Excellent

Anonymous traveler

A waterfront hotel with a dock leading to a building featuring multiple balconies and a restaurant named "Gino's East Pizzeria".

Harbor Shores on Lake Geneva

Lake Geneva

10/10 Excellent

Michelle

A porch with a rocking chair and a table, surrounded by evergreen trees.

Seven Oaks Bed & Breakfast

Lake Geneva

10/10 Excellent

Kathy

The Abbey Resort with a large, triangular building and a steeple, surrounded by well-maintained landscaping and a clear sky.

Abbey Resort and Avani Spa

Fontana

10/10 Excellent

Bennett

A modern living room with a fireplace, a dining area, and a seating area with a view of the outdoors.

Fairfield Inn & Suites by Marriott Lake Geneva

Lake Geneva

10/10 Excellent

Anonymous traveler

A cozy living room with a stone fireplace, a chandelier, and comfortable seating.

The Belfry House

Williams Bay

10/10 Excellent

Our recent stay at the Belfry House was nothing short of exceptional. From the moment we arrived, the front desk staff made us feel incredibly welcome with their warm smiles and hospitality. A personalized note, along with chocolates and cookies waiting in our room, was such a thoughtful and special touch that set the tone for a wonderful stay. We had the pleasure of dining at Bistro 67, where Lori and Ilene made our experience unforgettable. Their attention to detail and kindness made our...

Benjamin

A modern outdoor seating area with wicker furniture and a hanging chair, surrounded by a building with large windows and balconies.

Best Western Plus Elgin - Chicago

West Dundee

10/10 Excellent

Christine

A balcony with a view of a lake, a pier, and a distant shoreline.

Bella Vista Suites

Lake Geneva

10/10 Excellent

Lou & Jan

Frequently Asked Questions

Can I find vacation rentals in Woodstock?

Yes, we offer vacation rentals in Woodstock close to McHenry County Fairgrounds, or you can choose a more remote option if you're looking for extra privacy while you relax. Woodstock is known for its shopping and jazz scene. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best vacation home rentals that Woodstock has to offer?

Luxury Lake Geneva cottage w/ sauna + hot tub + geodesic dome on 2-acres: Visitors like this Woodstock vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Woodstock?

Choose from 8 Expedia vacation rentals in Woodstock for a memorable vacation.

What can I see and do in Woodstock?

Cultural attractions include Woodstock Opera House, whereas Emricson Park is a spot to enjoy nature. While here, Woodstock Square and McHenry County Fairgrounds are other places worth a visit.

What are vacation rentals like in Woodstock?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Woodstock. Vacation rentals feature extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.

Woodstock Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Woodstock vacation rentals

1. The Tailor House

2. Lovely 1-bedroom apartment with AC in charming Woodstock

3. Wonder Lake Elegance: Serene 2BR Townhome Retreat

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

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

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

7. Little Fox Cottage - A Cozy Riverview Getaway

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

9. 1905 Victorian close to Lake Geneva. Decorated for the Holidays!

10. Richmond No. 267 Boutique Loft Apartment

11. Timber Ridge Lodge and Waterpark

12. Mill Creek Hotel

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

14. Lake Geneva, Fireplace, Pool, Wifi, King Bed

15. 124 Lofts #4 - Downtown Dundee - Walk to Dining

16. Hidden Gem with Pool View!

17. Downtown Lake Geneva LA Suite Walk to Beach Dining Shops Parking

18. 124 Lofts #1 - Downtown Dundee - Walk to Dining

19. Stunning Waterfront views & cozy fireplace on the shores of Lake Como. King bed.

20. Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom

Find vacation rentals that suit your style

Top Woodstock Hotel Reviews

AmericInn by Wyndham Woodstock IL

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Woodstock?

What are some of the best vacation home rentals that Woodstock has to offer?

How many vacation rentals are there in Woodstock?

What can I see and do in Woodstock?

What are vacation rentals like in Woodstock?