Holiday houses in Cleveland

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Top-rated holiday rentals in Cleveland

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Guest favourite
The exterior of the cottage is showcased, featuring white siding, a teal door, and a covered porch. Comfortable seating with colorful cushions is visible, alongside a ramp for accessibility. Surrounding greenery enhances the inviting setting of this secluded country retreat.
Tiny home in Willis
4.92 out of 5 average rating, 102 reviews

Off The Beaten Path Country Cottage

Please revisit our house rules before check-in and let us know if you have any questions. Property Address: 4900 FM 3081 Willis, TX 77378 Local’s favorite restaurants: GuadalaHARRY's Bar & Grill Ransom's Steakhouse & Saloon Wave on Lake Conroe Papas on the lake B-52 Brewery Sam Houston Wine Trail 242 Grill Historic downtown Conroe with several eateries and live music Please message me upon arrival so I know you got in OK. Thank you for choosing my Country Cottage Tammy [713-302-5122]

Guest favourite
A cozy sleeping area features a spacious bed adorned with a light blanket and a vibrant yellow throw. A large window allows natural light to fill the room, providing a view of the surrounding trees and greenery. Shelving units and a wall-mounted TV are also present.
Tiny home in Magnolia
4.98 out of 5 average rating, 123 reviews

"Smouse" - A Romantic Escapade !

From the founders of SerendipTINY & Bonnie Lou Tiny home as featured on the popular TV show, Tiny House Nations on Netflix! WELCOME to "Smouse" - A Romantic Escapade in Magnolia Tiny Home Village. 250+ sqft indoor and abundance of outdoor patio and lounge space w/ hammock, fire pit & more. 1 queen in loft and 1 queen sofa bed w/ full kitchen. PRO-decor and furnished. Insta-gram READY! Experience the world of GLAMPING. Romance and Fun for ALL!Reconnect with nature at this unforgettable escape.

Guest favourite
A spacious home is presented, set against a backdrop of tall trees. The exterior showcases a large, inviting porch with seating. A well-maintained lawn surrounds the house, enhancing the overall privacy of the property. Natural beauty is evident in the surrounding landscape.
Home in Livingston
4.81 out of 5 average rating, 176 reviews

Little House on the Corner

Tastefully decorated home just 8 minutes from Livingston in the back of a quiet subdivision with natural privacy. Beautifully landscaped, well kept yard. Outdoor gathering areas. Finished concrete flooring. The many windows allow for beautiful natural light. Central air and heat as well as a fireplace. Fiber optic WiFi along with flat screen TVs equipped with Netflix and other apps. Spacious kitchen equipped with double sink and dishwasher. Ice maker in freezer with space to store your items.

Superhost
Serene views of a private lake are presented, with calm waters reflecting the blue sky. Lush greenery surrounds the lake, and a dock can be seen in the distance, providing access to the water. The landscape conveys a peaceful natural atmosphere.
Home in Goodrich
4.83 out of 5 average rating, 114 reviews

Lake House Retreat-Make New Memories! Boats & More

Unwind at this peaceful and magical lakefront retreat. A well-designed home that ensures a comfortable stay for guests of all ages. Our guests have full access to a 2-story lake house. Enjoy private docks & boats with year-round lake access. Have fun and relax with hammocks, games, grills, and campfire. Enjoy the stunning views and starry nights that makes time slow down. Make lasting memories with family & friends. Reserve your 2026 special get-away dates while they are still available!

Guest favourite
An outdoor patio area is presented with comfortable seating arrangements, including wicker chairs and a glass-top table. A view of the serene water and green landscape is visible beyond the patio, enhanced by the gentle shade of a pergola and nearby trees.
Home in Conroe
4.89 out of 5 average rating, 108 reviews

Your peaceable kingdom on the lake in Conroe Texas

Lake living at its best. Freshly aired and professionally cleaned between guests. Fully equipped kitchen. Well stocked office away from home. Accessible entryway and shower for easy mobility. 15 minutes away from The Woodlands, shopping, malls, movie theaters, great restaurants, Panorama Village golf course, water sports and everything Conroe has to offer. Enjoy walking trails around the beautiful lake with ducks, grey herons and other wildlife. No small dogs in backyard. No cats please.

Top Guest favourite
Double glass doors lead to a welcoming entrance, flanked by vibrant green plants in various pots. The patio features a textured surface and is surrounded by lush greenery, creating a serene and inviting space.
Guest suite in Dayton
4.93 out of 5 average rating, 193 reviews

Out In The Country

Please reflect correct number of overnight guests when booking. Guest apartment is separated from the main residence by a large garage.Parking is next to the apartment entrance.The location is 5 minutes from Dayton, 35 minutes to Houston, 10 minutes to Mont Belvieu, 15 minutes to Baytown.There is an outside seating area under the beautiful oak tree .The calm setting of trees mixed with the sounds of nature and the comfort of the apartment will make you a fan of Out In The Country.

Top Guest favourite
A modern entrance is framed by sleek black stone features and minimalistic lighting. A pathway leads to a glass door, flanked by two tall plants, while grass borders the walkway, providing a clear view of the home's contemporary design.
Home in Conroe
4.99 out of 5 average rating, 133 reviews

IvoryEdition NEW Luxury Estate Mins From Woodlands

This unique place has a style all its own. Modern, Open-Concept Luxury Estate. Entire Home top to bottom Glass Sliders. Minutes away from all of The Woodlands Texas beautiful attractions. The perfect place to come and enjoy a luxurious stay by yourself or with friends, there is plenty of bedrooms with their own bathroom! Work from home in our dedicated built in workspace with beautiful woodland views. Create your own mood with the entire home being powered by Philips HUE Lights.

Guest favourite
A tiny home is depicted with a blue exterior and white trim, featuring a welcoming front porch. Steps lead up to the entrance, framed by greenery and wildflowers in the foreground. Tall trees surround the property, enhancing its private setting.
Tiny home in Willis
4.91 out of 5 average rating, 150 reviews

Bluebonnet ~Quiet Retreat~ HotTub & Dog Friendly

The simplicity & relaxation of our premium 399 Sq. Ft. tiny home is so refreshing and unique. This home sleeps four. It has a Queen size bed and a luxury pullout Queen sofa. The fully equipped kitchen is perfect to fix up your gourmet meals. The Bluebonnet is nestled beside our glistening 1/2 acre pond with ducks, fish and a fountain. A wooded area behind and open fields out front brings a nice breeze across the porch. Makes for a perfect place to enjoy the sunset & stars!

Top Guest favourite
A clear view of a glass entrance door displays the Pine Island Farms logo, featuring stylized trees and an island. The reflection captures glimpses of the surrounding greenery, hinting at the tranquil outdoor space just beyond.
Farm stay in Cleveland
4.97 out of 5 average rating, 110 reviews

Pine Island Farms

My place is close to Nothing, We are located nine miles east of Conroe Tx in Montgomery county, near the Sam Houston National forest. If you are looking to relax, need a little peace and quiet, take the kids on a weekend outing, or just need a nice clean place to stay in the area then Pine Island Farm is for you. . You’ll love our place because of the outdoors space is spectacular, quiet, serene. If you love the outdoors and animals you will love Pine Island Farms.

Top Guest favourite
The exterior of a spacious home features a combination of stone and brick facade, with a double garage and a welcoming entrance. The driveway is paved and extends towards a manicured lawn, flanked by modest landscaping elements.
Guesthouse in Roman Forest
4.93 out of 5 average rating, 110 reviews

Private Entry Apartment

Located just North of Kingwood and Houston, minutes from The Woodlands, Conroe, Kingwood, Humble, and Houston. Approximately 10 minutes from Bush Intercontinental Airport in Humble. Nestled at the end of a quiet street, this is a very peaceful retreat with a wide variety of restaurants nearby. Various shopping and grocery stores are nearby as well. We look forward to your stay with us and you'll see why are we are one of the highest rated AB&Bs in our area.

Top Guest favourite
An outdoor seating area features two orange chairs placed on a wooden deck. A small side table with a decorative plant is positioned between them. The entrance door, framed by a welcoming wreath, is located in the background. A black and white geometric rug lies underfoot.
Home in Coldspring
4.95 out of 5 average rating, 105 reviews

Coldspring's Cute Cottage - Relaxing Getaway

Our country yet modern designed home is located 2 minutes from the heart of Coldspring and roughly 5 minutes from Lake Livingston. Whether you're visiting our small rural town to hike the trails of Sam Houston National Forest, hanging out on Lake Livingston, or simply looking to relax, our home is the perfect place for you. You’ll have quick and easy access to everything Coldspring has to offer, along with peace and tranquility.

Guest favourite
A modern A-frame cabin is shown with its large glass doors revealing a spacious interior. Outside, two wooden chairs are positioned on the deck facing the forest, and a hot tub bubbles with water nearby, offering a relaxing experience surrounded by nature.
Cabin in Montgomery
4.97 out of 5 average rating, 142 reviews

Luxury Cabin with private hot tub (Cueta)

Escape the chaos of urban life and embrace the serenity of the forest at Stay in Babia, our exclusive cabins near Houston. This scenic 9-acre retreat is in the heart of the Sam Houston National Forest, adjacent to Lake Conroe and within walking distance of the Sam Houston multi-use trails. Our A-frame cabins blend comfort, functionality, privacy, and elegance, offering a unique glamping experience with top-notch amenities.

Popular amenities for Cleveland holiday rentals

Quick stats about holiday rentals in Cleveland

  • Total holiday rentals

    Explore 10 holiday rentals in Cleveland

  • Nightly prices starting at

    Cleveland holiday rentals start at $141 AUD per night before taxes and fees

  • Verified guest reviews

    Over 120 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    10 of Cleveland holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cleveland rentals

  • 4.7 Average rating

    Cleveland stays receive an average rating of 4.7 out of 5 from guests

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