Photo by Rhodora Santos

Search Cottages in The Woodlands

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Cottages in The Woodlands and around

Charming Cottage in Old Town Tomball -walk to shopping and restaurants

10.0 out of 10, Exceptional, (8)
"The house its self is absolutely beautiful and was my favorite part about my stay. It is extreamly clean inside and the pictures match perfectly with what you’re getting. The location is perfect as well there is so much to do in this area. The host was perfect and very helpful. This was by far my favorite listing I’ve ever stayed in. "
The price is €224
includes taxes & fees
10 Aug - 11 Aug
Charming Cottage in Old Town Tomball -walk to shopping and restaurants

Historic 1-bedroom Rustic Cottage, Walking Distance to Downtown Montgomery Texas

10.0 out of 10, Exceptional, (5)
The price is €248
includes taxes & fees
8 Aug - 9 Aug
Historic 1-bedroom Rustic Cottage, Walking Distance to Downtown Montgomery Texas

Eclectic Mix Of Marilyn, Artwork, and Southern Charm

10.0 out of 10, Exceptional, (27)
"I loved my stay. The place was beautiful and cozy, and since it was a cold and rainy weekend, the incredibly comfortable bed made it hard to actually get up and work on writing my thesis (which is why I booked the place). Would definitely stay again!"
Eclectic Mix Of Marilyn, Artwork, and Southern Charm

1950s Cottage-steps from Trendy Old Town Tomball dining, coffee, shops

10.0 out of 10, Exceptional, (24)
"Loved it "
The price is €238
includes taxes & fees
11 Aug - 12 Aug
1950s Cottage-steps from Trendy Old Town Tomball dining, coffee, shops

Charming Tiny Home in Conroe with huge patio +grill & lots of green space.

The price is €139
includes taxes & fees
8 Aug - 9 Aug
Charming Tiny Home in Conroe with huge patio +grill & lots of green space.

Charming cottage in Cypress with lake view ,WiFi, AC and relaxing outdoor patio.

2.0 star property
10.0 out of 10, Exceptional, (7)
"All in all is was a great place to stay "
Charming cottage in Cypress with lake view ,WiFi, AC and relaxing outdoor patio.

On the water, One Night Minimum, Fire pit, Dock, Lily Pad, Kayaks, SUP, Arcade

10.0 out of 10, Exceptional, (18)
"The property owner was very helpful. The property wa very well stock, very comfortable and loved the deck overlooking the lake."
The price is €568
includes taxes & fees
7 Sept - 8 Sept
On the water, One Night Minimum, Fire pit, Dock, Lily Pad, Kayaks, SUP, Arcade

Lakefront Montgomery Home w/ Private Dock!

3.0 star property
10.0 out of 10, Exceptional, (1)
Lakefront Montgomery Home w/ Private Dock!

3 Mi to The Woodlands: Warm & Welcoming Home!

3.0 star property
3 Mi to The Woodlands: Warm & Welcoming Home!

on lake time tiny living

9.4 out of 10, Exceptional, (17)
"Good place !!! "
on lake time tiny living

Lake-view Home w/ Pool Access in Legends Ranch!

3.0 star property
Lake-view Home w/ Pool Access in Legends Ranch!

Pets Welcome: Home w/ Deck & Patio in Hockley!

3.0 star property
Pets Welcome: Home w/ Deck & Patio in Hockley!

Cozy Cottage Minutes to Lake Conroe w/HUGE Backyard!

10.0 out of 10, Exceptional, (10)
"Very nice property. Very comfortable and great location. Awesome property owners!"
Cozy Cottage Minutes to Lake Conroe w/HUGE Backyard!

Pet-friendly Cottage, 3 Blocks to Main St!

3.0 star property
Pet-friendly Cottage, 3 Blocks to Main St!

Cheerful Art Lovers Cottage Full Of Southern Charm

9.8 out of 10, Exceptional, (24)
"Great space for our family to stay!"
Cheerful Art Lovers Cottage Full Of Southern Charm

8 acres of fun & relaxation in a beautiful Rock Cottage with a pool and hot tub

10.0 out of 10, Exceptional, (75)
"Great property! Beautiful and relaxing. Awesome Host!"
8 acres of fun & relaxation in a beautiful Rock Cottage with a pool and hot tub

2 Mi to Lake Conroe Access: Home w/ Pool Table!

3.0 star property
2 Mi to Lake Conroe Access: Home w/ Pool Table!

Spacious Spring Family Home w/ Full Kitchen & Pool

3.0 star property
10.0 out of 10, Exceptional, (1)
Spacious Spring Family Home w/ Full Kitchen & Pool

Cozy Montgomery Cottage w/ Porch, Near Lake Conroe

3.0 star property
Cozy Montgomery Cottage w/ Porch, Near Lake Conroe

Kingwood Cove Cottage - 10 mins from IAH - Water Front

10.0 out of 10, Exceptional, (18)
"My wife and I as well as my 91 year old dad loved sitting on the patio watching the river. Beautiful home, well equipped kitchen and everything was new and clean. One of the nicest properties we have stayed in over the years. "
Kingwood Cove Cottage - 10 mins from IAH - Water Front
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.
Save an average of 15% on thousands of hotels when you're signed in

Top The Woodlands Hotel Reviews

Frequently asked questions

Why book your cottage in The Woodlands with Expedia?
Expedia has some excellent cottages in The Woodlands, so get ready for an unforgettable holiday on nature's doorstep. If you have a set budget, click on how much you want to spend and your preferred property star rating. Or, use our handy filters to search for cottages with free WiFi or a pool. We'll help you find the right digs whatever your escape looks like.
How can I find cheap cottages in The Woodlands?
Expedia is here to help you look for cheap cottages in The Woodlands. To discover the perfect stay in just a few keystrokes, simply use our handy filter tool to refine your search by amenities, star rating and budget.
What is there to do in The Woodlands near my cottage?
The Woodlands has enough sights and experiences to keep you entertained for weeks, starting with Woodlands Children Museum. The Woodlands Golf Resort, Cynthia Woods Mitchell Pavilion and Woodlands Mall are other renowned attractions. If you're hanging around a while, Market Street and Woodlands Town Centre will add the finishing touches to your itinerary.