Photo by Erik Rowley

Search Cottages in Woodstock

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 68 Cottages in Woodstock with updated reviews, rates, and availability.

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Dining

Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.

10.0 out of 10, Exceptional, (65)
"We stayed here while skiing in Wilmot. Easy drive there and back. Plenty of room upstairs and down stairs to hang out. "
Beautiful Cora Cottage on Fox Lake/Chain O'Lakes with 40 Ft. Private Boat Pier.
Lakehouse Getaway
Property grounds

Lakehouse Getaway

Lakehouse Getaway
Luxury Lake Geneva cottage w/hot tub on 2-acres
Living area

Luxury Lake Geneva cottage w/hot tub on 2-acres

10.0 out of 10, Exceptional, (26)
"This house was perfect for our quick weekend girls trip. The location was perfect, just ten minutes from downtown Lake Geneva but remote enough that we felt like we had some privacy. There was plenty of space for us in the large bedrooms and huge dining table for gathering. The basement was awesome though we admittedly didn't spend much time down there. The outside looks amazing, but our trip was in winter and we got about 6 inches of snow while we were there. The property looked so pretty in...
Luxury Lake Geneva cottage w/hot tub on 2-acres
White House, Amazing Cottage, Lake Front, That Sleeps 34!
Exterior

White House, Amazing Cottage, Lake Front, That Sleeps 34!

9.2 out of 10, Wonderful, (9)
"We had an amazing stay with our family group of 30 people! The place is perfectly equipped for a large group, with plenty of kitchen utensils, beds, towels, sheets, and blankets—everything we needed for a comfortable stay. The view is absolutely breathtaking, and the area is so peaceful. We loved every moment and would highly recommend it to anyone looking for a great place for a big family gathering!"
White House, Amazing Cottage, Lake Front, That Sleeps 34!
Brand-new, five-bedroom home with 180 degree lake views, dock and swimming pier!
Exterior

Brand-new, five-bedroom home with 180 degree lake views, dock and swimming pier!

2.5 star property
10.0 out of 10, Exceptional, (3)
"I am so happy to have found this property. All the guests kept complimenting how perfect it was. 10/10 "
Brand-new, five-bedroom home with 180 degree lake views, dock and swimming pier!
Little Fox Cottage - A Cozy Riverview Getaway
Exterior

Little Fox Cottage - A Cozy Riverview Getaway

10.0 out of 10, Exceptional, (15)
"The perfect place for a quiet winter weekend getaway. Relax and enjoy!"
Little Fox Cottage - A Cozy Riverview Getaway
Lakefront Cottage with Gorgeous Sunsets
Terrace/patio

Lakefront Cottage with Gorgeous Sunsets

9.4 out of 10, Exceptional, (6)
"Beautiful area. Warm and cozy place."
Lakefront Cottage with Gorgeous Sunsets
Downtown Lake Geneva Cottage Sleeps 5
Exterior

Downtown Lake Geneva Cottage Sleeps 5

9.4 out of 10, Exceptional, (37)
"Perfect getaway home snuggled in the outskirts of city fun!"
Downtown Lake Geneva Cottage Sleeps 5
A Diamond in the Rough
Morning sunrise

A Diamond in the Rough

9.4 out of 10, Exceptional, (85)
"Very cosy & nice. The backyard was wonderful. We enjoyed the privacy. The location was convenient to restaurants, etc."
A Diamond in the Rough
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Living area

Blue Beach Cottage - 5 Minute Walk to Private Beach!

9.6 out of 10, Exceptional, (10)
"The place is in great location close to Lake Geneva. Great fenced back yard which was great for our dogs. Clean and owner was responsive "
The price is AED 958
AED 2,171 total
includes taxes & fees
23 Feb - 24 Feb
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Updated Twin Lakes Cottage, Walk to Lake Mary
Twin Lakes Vacation Rental | 3BR | 2BA | Stairs Required | 940 Sq Ft

Updated Twin Lakes Cottage, Walk to Lake Mary

9.6 out of 10, Exceptional, (35)
"Great quiet property. It was perfect for a travel softball tournament we had in Elkhorn. Very clean and exactly what you ask for. Beats sitting at a hotel anyday."
Updated Twin Lakes Cottage, Walk to Lake Mary
The Lodge, Sweet Waterfront Cottage, Separate Unit
Exterior

The Lodge, Sweet Waterfront Cottage, Separate Unit

9.2 out of 10, Wonderful, (5)
"House is a duplex with common wall and deck area."
The Lodge, Sweet Waterfront Cottage, Separate Unit
Waterfront Fox Lake Vacation Rental w/ Fire Pit!
Fox Lake Vacation Rental | 2BR | 1 Full BA | 2 Half BA | 5 Steps Required

Waterfront Fox Lake Vacation Rental w/ Fire Pit!

10.0 out of 10, Exceptional, (8)
"Homey and comfortable- the house had everything we needed with a nice, large kitchen. Everything was exactly as pictured. Right on the water with so much outdoor space! We had plenty of space to spread out inside-and the bar area and game room was a fun bonus. The sunsets were gorgeous and we enjoyed watching the eagles fly overhead. Close to shopping and restaurants. Would rent again!"
Waterfront Fox Lake Vacation Rental w/ Fire Pit!
Tiny Red House near Lake Delavan
Exterior

Tiny Red House near Lake Delavan

10.0 out of 10, Exceptional, (9)
"Super clean, well stocked. Loved the goodies upon arrival. Our dog loved the yard and looking out all the windows. The wild turkeys and neighborhood chickens were a neighborhood bonus. Quiet and private yet still close to everything. Would love to visit again! "
Tiny Red House near Lake Delavan
Twin Lakes Cottage: Walk to Elizabeth Lake!
Twin Lakes Vacation Rental | 3BR | 2BA | 1,600 Sq Ft | Stairs Required

Twin Lakes Cottage: Walk to Elizabeth Lake!

9.2 out of 10, Wonderful, (10)
"Three of us senior gals stayed at Twin Lakes Cottage for 3 nights. It is a delightful place! It’s obvious that Pam and her brother love being hostess and host and were quick to respond to the littlest request. They were helpful with info on the area, places to see and eat. The cottage was clean and neat. Good beds. Pam has had fun filling (not overfilling!) the cottage with vintage items. A walk-in pantry was a delight to find. Plenty of kitchen items. Plenty of pillows and blankets. Pleasant...
Twin Lakes Cottage: Walk to Elizabeth Lake!
Hideaway at the Ponderosa- 3bd, 1Ba Country Cottage
Outside Front View

Hideaway at the Ponderosa- 3bd, 1Ba Country Cottage

9.4 out of 10, Exceptional, (12)
"Peaceful stay. It was just what we needed. "
Hideaway at the Ponderosa- 3bd, 1Ba Country Cottage
Driftwood, Cozy Waterfront Cottage, Separate Unit
Exterior

Driftwood, Cozy Waterfront Cottage, Separate Unit

10.0 out of 10, Exceptional, (2)
"We loved everything about this property and it was perfect for our family vacation. This house was wonderfully stocked with everything we needed in the kitchen, bathroom, and bedrooms. We had a large group, but with the big backyard space that overlooked the lake, we fit very comfortably. Check in was easy and any questions I asked were answered promptly. We would highly recommend staying in this cute, updated home for your next lake getaway!"
Driftwood, Cozy Waterfront Cottage, Separate Unit
Lakefront cottage with gorgeous sunset views
Outdoor dining

Lakefront cottage with gorgeous sunset views

Lakefront cottage with gorgeous sunset views
Williams Bay Retreat: Walk to Lake Geneva & Town!
Exterior

Williams Bay Retreat: Walk to Lake Geneva & Town!

3.0 star property
Williams Bay Retreat: Walk to Lake Geneva & Town!
Cozy 3 bedroom river cottage w/ indoor fireplace
Outdoor dining

Cozy 3 bedroom river cottage w/ indoor fireplace

9.8 out of 10, Exceptional, (15)
"Overall, the stay was great. Slight issue in check in with the door handle being upside down, but everything else was great"
Cozy 3 bedroom river cottage w/ indoor fireplace
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Woodstock
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Woodstock

Timber Ridge Lodge and Waterpark
Water park

Timber Ridge Lodge and Waterpark

3.5 star property
8.6 out of 10, Excellent, (2699)
"It's a great place for little children. Fun activities for them. "
The price is AED 526
AED 726 total
includes taxes & fees
9 Mar - 10 Mar
Timber Ridge Lodge and Waterpark
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Luxuriate in a night time swim in the pool's glowing emerald water

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

9.4 out of 10, Exceptional, (33)
"The house was very clean and spacious. A lot of activities to do "
The price is AED 1,565
AED 4,751 total
includes taxes & fees
24 Feb - 25 Feb
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Lake Views, steps to Lake! Two story home, professionally decorated! Sleeps 6!
Gorgeous Lake Views from the front entrance deck and Firepit area! Walking path.

Lake Views, steps to Lake! Two story home, professionally decorated! Sleeps 6!

9.4 out of 10, Exceptional, (18)
"Cute place. Upstairs could use some dusting."
Lake Views, steps to Lake! Two story home, professionally decorated! Sleeps 6!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Why book your cottage in Woodstock with Expedia?
Booking a cottage in Woodstock is as simple as working out your travel dates and choosing an ideal place for outdoor recreation and relaxation. From luxurious retreats to inexpensive properties and cottages that feature perks like a pool, Expedia has something for all styles and tastes. As for terrific deals? We’ve got your back!
How can I find cheap cottages in Woodstock?
With Expedia’s useful filter tool, getting your hands on cheap cottages in Woodstock has never been simpler. To discover properties that are very pocket friendly, narrow your search results by star rating, budget and amenities.