Vacation rentals in Cleveland

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Top-rated vacation rentals in Cleveland

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Guest favorite
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]

Superhost
A cozy cabin sits nestled among trees, featuring a wooden exterior with a green roof. A spacious deck with steps leads to the entrance, while a gravel pathway provides access to an outdoor storage area. The serene lakeshore is visible beyond the tree line.
Cottage in Cleveland
4.87 out of 5 average rating, 103 reviews

Rustic cabin on the Lake

Experience the tranquil beauty of a lakeshore when you stay in this cozy vacation rental. Featuring a stunning rustic and chic interior. This tiny cabin is a must stay. Spend time fishing from the private floating dock, watching wildlife or gathering outside at the firepit with your loved ones. Full RV hook-up. Enjoy a fun filled day at one of the 3 area pools, splash pad with your kids, playground, mini golf or riverfront beach. The white sand beach on the Trinity River is only 5 minutes away.

Guest favorite
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, 126 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 favorite
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.

Top guest favorite
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, 199 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 favorite
A cozy living space features natural wood paneling, enhancing the cabin ambiance. A comfortable sofa faces a flat-screen television, while bright natural light enters through multiple windows. A ceiling fan provides a touch of comfort, and a potted plant adds a hint of greenery.
Cottage in New Waverly
4.97 out of 5 average rating, 176 reviews

The Cottage at Jones Road Ranch

Enjoy the solitude and beauty of a stay at the Cottage at Jones Road Ranch overlooking grazing horses. Next door is the Golden Oaks Micro Cellar winery. Tell them you're staying at the cottage and enjoy 15% off of wine tasting. Relax on the front or back porch with a views of the ranch or if you prefer a more active stay, hike or bike in the local Sam Houston National Forest or Huntsville State Park. Enjoy the fenced 1/2 acre dog play area. First 2 pets no charge , 3rd pet $25 fee.

Top guest favorite
A charming tiny home is depicted, set against a backdrop of lush greenery. Purple flowers are visible in the foreground, with the home featuring large windows and a welcoming porch. The surrounding area is enhanced by tall trees and a well-maintained lawn.
Tiny home in Willis
4.93 out of 5 average rating, 120 reviews

The Lantana~Intimate Luxury~Hottub/Pet Approved

A Hot Tub & The Big Texas Sky Make memories that last & enjoy the relaxation of our premium 600 Sq Ft tiny home. This little home sleeps 5 with a King size bed in the main bedroom. A luxury pullout Queen sofa in the living room, plus a Twin chair pull-out for extra room. The fully equipped kitchen is perfect to whip up your simple, gourmet meals. It also has a completely private hot tub tucked on the back of this quiet retreat. Perfectly located next to our glistening stocked pond.

Top guest favorite
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, 112 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 favorite
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, 106 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 favorite
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, 147 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.

Superhost
The open-concept living area features wooden flooring and a welcoming atmosphere. Comfortable seating includes a brown leather couch and armchair around a wooden coffee table. A dining area with four chairs is visible, alongside a fully equipped kitchen with green cabinetry and stainless-steel appliances.
Home in Cleveland
4.88 out of 5 average rating, 8 reviews

Rustic Retreat - Near Houston TX

Spacious 3-bed, 2-bath rustic retreat on a private acre just 45 mins from Houston. Features wood floors, wood ceilings, a fully stocked chef’s kitchen, and a large covered back porch. Peaceful fenced backyard—perfect for relaxing or bringing your pet along. Cabin-style charm with modern comfort, near state park trails and outdoor fun. Ideal for families, couples, or remote work stays. Pet-friendly and full of Texas charm!

Guest favorite
A spacious yard is presented, featuring lush green grass and surrounding trees. In the distance, a charming white farmhouse is visible, complemented by a clear blue sky and scattered clouds. The area offers a serene and open landscape for relaxation.
Home in Livingston
4.94 out of 5 average rating, 175 reviews

The Farm House

Relax with the family at this peaceful place to stay on a secluded cleared 3 acres. Have your morning coffee on the back porch and watch the sun rise. Enjoy and evening sunset on the front porch. Events are welcomed but advanced notice and additional pricing will be incurred. Please send inquiries to host prior to booking.

Popular amenities for Cleveland vacation rentals

Quick stats about vacation rentals in Cleveland

  • Total vacation rentals

    Explore 10 vacation rentals in Cleveland

  • Nightly prices starting at

    Cleveland vacation rentals start at G$20,929 GYD per night before taxes and fees

  • Verified guest reviews

    Over 120 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 of Cleveland vacation 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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