Search Cleveland Cottage Rentals

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Cottages in Cleveland

Our top choices for Cleveland cottages

3 Mi to The Woodlands: Warm & Welcoming Home!
Interior

3 Mi to The Woodlands: Warm & Welcoming Home!

3.0 star property
3 Mi to The Woodlands: Warm & Welcoming Home!
Lake-view Home w/ Pool Access in Legends Ranch!
Interior

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

3.0 star property
Lake-view Home w/ Pool Access in Legends Ranch!
Waterfront Livingston Home w/ Dock & Porch!
Interior

Waterfront Livingston Home w/ Dock & Porch!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great weekend here, nice house with a great lake view . Very safe and relaxing. "
Waterfront Livingston Home w/ Dock & Porch!
Coldspring Cottage < 1 Mi to Lake Livingston!
Interior

Coldspring Cottage < 1 Mi to Lake Livingston!

3.0 star property
8.0 out of 10, Very good, (1)
"Safe community, beautiful country. The most comfortable bed on our entire trip around the country. No TV was a drawback for us, but there is wifi. "
Coldspring Cottage < 1 Mi to Lake Livingston!
Cozy Livingston House w/ Fenced Yard + Patio!
Interior

Cozy Livingston House w/ Fenced Yard + Patio!

3.0 star property
Cozy Livingston House w/ Fenced Yard + Patio!
Spacious Spring Family Home w/ Full Kitchen & Pool
Interior

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
Quiet Texas Vacation Rental ~ 5 Mi to Lake Conroe!
Interior

Quiet Texas Vacation Rental ~ 5 Mi to Lake Conroe!

3.0 star property
Quiet Texas Vacation Rental ~ 5 Mi to Lake Conroe!
Dock Access + Rooftop Deck: Cabin on Lake Conroe
Interior

Dock Access + Rooftop Deck: Cabin on Lake Conroe

3.0 star property
10.0 out of 10, Exceptional, (1)
"Our stay was perfect everything was as expected and the communication was incredible before and during our stay. "
Dock Access + Rooftop Deck: Cabin on Lake Conroe
Cozy, New-build Cabin: Steps to Lake Conroe!
Interior

Cozy, New-build Cabin: Steps to Lake Conroe!

3.0 star property
10.0 out of 10, Exceptional, (1)
Cozy, New-build Cabin: Steps to Lake Conroe!
Cozy Shenandoah Home < 2 Mi to The Woodlands Mall!
Exterior

Cozy Shenandoah Home < 2 Mi to The Woodlands Mall!

3.0 star property
Cozy Shenandoah Home < 2 Mi to The Woodlands Mall!
Dog-friendly Home in The Woodlands w/ Fenced Yard!
Interior

Dog-friendly Home in The Woodlands w/ Fenced Yard!

3.0 star property
Dog-friendly Home in The Woodlands w/ Fenced Yard!
< 1 Mi to Boat Ramp: Lake Livingston Retreat!
Interior

< 1 Mi to Boat Ramp: Lake Livingston Retreat!

3.0 star property
10.0 out of 10, Exceptional, (1)
< 1 Mi to Boat Ramp: Lake Livingston Retreat!
Backyard, Deck & Fire Pit: Conroe Getaway
Interior

Backyard, Deck & Fire Pit: Conroe Getaway

3.0 star property
Backyard, Deck & Fire Pit: Conroe Getaway
Willis Waterfront Home w/ Deck on Lake Conroe!
Interior

Willis Waterfront Home w/ Deck on Lake Conroe!

3.0 star property
10.0 out of 10, Exceptional, (1)
Willis Waterfront Home w/ Deck on Lake Conroe!
Lavish Lakefront House w/ Pool Table & Patio!
Interior

Lavish Lakefront House w/ Pool Table & Patio!

3.0 star property
Lavish Lakefront House w/ Pool Table & Patio!
Spacious Conroe Home w/ Foosball & Pool Table!
Property grounds

Spacious Conroe Home w/ Foosball & Pool Table!

3.0 star property
Spacious Conroe Home w/ Foosball & Pool Table!
Spacious Lake Livingston Home w/ Decks & Fire Pit!
Terrace/patio

Spacious Lake Livingston Home w/ Decks & Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Really nice place. Stairs rather tall for someone my age but worth the climb for the view. Great place to stay."
Spacious Lake Livingston Home w/ Decks & Fire Pit!
Lakefront Livingston Vacation Rental w/ Boat Dock!
Interior

Lakefront Livingston Vacation Rental w/ Boat Dock!

3.0 star property
Lakefront Livingston Vacation Rental w/ Boat Dock!
Swim & Unwind: Pet-friendly Home in Spring!
Interior

Swim & Unwind: Pet-friendly Home in Spring!

3.0 star property
Swim & Unwind: Pet-friendly Home in Spring!
Brand New Spring Home < 1 Mi to Old Town!
Interior

Brand New Spring Home < 1 Mi to Old Town!

3.0 star property
8.0 out of 10, Very good, (2)
"Property is located near a busy road with power lines in the backyard. It was also a hazard to walk in the backyard due to several holes. Some baisc necessities were lacking like, bottle and can opener, dishwashing liquid and trash bags. The shampoo and soap provided were not a personal size but regular sized products that were used by other guests previously. We had to search for the bath tissue, and paper towel. There was only one key provided. There was no trashcan outside to store trash...
Brand New Spring Home < 1 Mi to Old Town!
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
Sign in
Sign up, it's free

Top Cleveland Hotel Reviews

The Woodlands Resort, Curio Collection by Hilton

The Woodlands Resort, Curio Collection by Hilton

10/10 Excellent
"Good"
Tony 3-night trip
Posted 10 hours ago
The Woodlands Resort, Curio Collection by Hilton

Frequently asked questions

Why book your cottage in Cleveland with Expedia?
Reserving a cottage in Cleveland is as simple as deciding on your travel dates and picking your ideal place for a getaway in the outdoors. From ritzy retreats to inexpensive stays and cottages that feature amenities like laundry facilities, Expedia has something for all tastes and styles. As for the best offers around? We've have them as well!
How can I find cheap cottages in Cleveland?
An excellent way to locate cheap cottages in Cleveland is with Expedia's user-friendly filter tool. Tailor your search results by amenities, budget and star rating to grab unbeatable rates in a few clicks.
What is there to do in Cleveland near my cottage?
The most useful travel accessory is a well-planned itinerary. Lone Star Hiking Trail is a terrific place to kick off your adventures in Cleveland.