Holiday rentals in Shepherd

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Top-rated holiday rentals in Shepherd

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

A two-story treehouse features a vibrant turquoise exterior, surrounded by lush greenery. A wooden deck extends around the structure, showcasing a separate sink area and a small table. Large windows allow natural light into the spaces, enhancing the connection with the outdoors.

Treehouse in Shepherd

5 out of 5 average rating, 12 reviews

Treehouse with golf cart- near lake

Escape from the city in this charming two-story treehouse in Shepherd, TX Enjoy a peaceful stay with a private entrance. ✨Features & Amenities: •Golf cart included •Sleeps 4-5 guests (sofa bed available) •Elevator (for guests unable to use stairs) •Homemade soaps included •Optional sourdough bread •fresh natural chicken eggs •Traditional Cuban food available (extra fee) 🌿Explore the Area: Texas grill & caffe Sam Houston national forest 18m 5 minutes drive lake in golf cart & wild alligators

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

4.8 out of 5 average rating, 172 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 favourite

The rustic exterior of the bungalow is highlighted by warm string lights, providing a cozy glow as evening descends. The porch features seating arrangements, creating an inviting spot for relaxation. A large yard surrounds the structure, with old barn structures visible in the background.

Barn in Coldspring

4.93 out of 5 average rating, 27 reviews

The Barn Studio

You won’t forget the peaceful surroundings of this town and country destination. The cleverly constructed bungalow is tucked into the original tack room and feed room at one end of the 125 year old barn. Original wood walls and beams beautifully blend the old and the new. 75 private acres with wooded creek and bluff trails are highlights of this gem. The Barn decor, comfort, and convenience make for a peaceful, carefree, and inspiring retreat. Bring your horses…lots of room to ride!

Top guest favourite

The living area presents a blend of mid-century modern design with high ceilings and wooden accents. A large flat-screen TV is mounted on the wall, while comfortable seating is arranged around a wooden coffee table. Natural light emanates through large windows, enhancing the space.

Home in Conroe

4.98 out of 5 average rating, 112 reviews

MCManor Retreat home in golf course

Welcome to the MCManor Retreat House in Panorama Village, a golf club city in the north end of Conroe, Texas! Especially furnished and decorated to make this escape intriguing and yet warm so you feel at home in your own sanctuary. Staying here feels like a vacation, largely due to the friendly neighbors. We hope you really enjoy your time at the home and build enjoyable memories with your friends and family. Be sure to check out our GUIDEBOOK for ideas of places to go and things to do.

Guest favourite

A spacious living area features a billiard table at its center, surrounded by hardwood flooring and a cozy rug. Comfortable seating is arranged nearby, with a large window allowing natural light. Decorative wall mounts add character, creating a welcoming space for relaxation.

Home in Cleveland

4.89 out of 5 average rating, 72 reviews

15 Acre Ranch next to Sam Houston National Forest

✯ Welcome to our Little Ranch ✯ All kitchen and bathroom essentials are fully stocked. Book now: ➥ Enjoy our strip of 15 acres ➥ Sam Houston National Forest Hiking Trails ➥ Bike Trails/Fire Pit/Picnic Area/Hammocks/Tree House & more! ➥ Smart TV available on the property, you can enjoy TV or your own streaming platforms ➥ Hotspot Internet ➥ Coffee available ➥ Sleep 8: Comfy queen bed, two double beds, 2 twin beds and a pull out couch ➥ Nearby grocery stores and restaurants

Guest favourite

The bedroom features a queen-sized bed with an iron frame, layered with a light-colored quilt and decorative pillows. Flanking the bed are two wooden nightstands with lamps. A large window provides natural light, revealing views of the surrounding forest.

Flat in Livingston

4.9 out of 5 average rating, 121 reviews

The Apartment at Grateful Gulley

Quiet and restful, our hide-away apartment is the perfect getaway if you are looking for a place to relax, unwind, and recharge! Nestled into six acres of private forested land, this apartment has everything you need for the perfect stay, including a deck overlooking the forest and property, a desk and work area, spacious living room, and queen-sized bedroom. Local activities, Livingston Lake, the Sam Houston Wine Trail, and quaint downtown, are all within a few miles drive.

Guest favourite

The exterior of a charming cottage is showcased, featuring a covered front porch with a welcoming entrance. The pathway leads to the white door, complemented by decorative elements at the entrance. Lush green grass surrounds the house, adding to the overall inviting setting.

Home in Shepherd

5 out of 5 average rating, 8 reviews

The Green Cottage

Welcome to your peaceful retreat in Shepherd, TX. Enjoy this newly renovated 2 BR cottage nestled in a quiet neighborhood. This home offers modern decor, lots of natural light and a cozy environment that will make you feel right at home. Ample parking space is available in the driveway so bring your truck and your boat! This home is just 10 minutes from Lake Livingston so you can easily enjoy a day on the water. Book today to enjoy this peaceful retreat.

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

4.96 out of 5 average rating, 104 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.

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

5 out of 5 average rating, 3 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 favourite

A cozy sleeping area features a spacious bed, dressed with soft neutral bedding and decorative pillows. Natural light enters through multiple windows, with light curtains framing the view. The wooden accents and flooring add warmth to the overall atmosphere of the space.

Campervan/Motorhome in Conroe

4.91 out of 5 average rating, 137 reviews

The Hangout Spot

Recharge your soul in our cozy renovated Airstream! Whether you are traveling for work, visiting friends or trying to take a break from the chaos of life this is the perfect glamping experience. Enjoy a spacious layout that includes a queen sized bed, kitchenette with all the basics should you decide to cook a meal, nice dining area that could also double as a workspace, and comfortable shower.

Guest favourite

A charming red cabin features a covered porch with two chairs facing the surroundings. A walkable path leads to the entrance, framed by trees and open space, creating a serene ambiance. The cabin is situated within a natural setting, offering a peaceful retreat.

Home in Goodrich

4.93 out of 5 average rating, 14 reviews

House #6

Quiet surroundings by hiking trails with access to 2 pools. The Trinity River a private spring water Artesian Pons. Firewood is available free of charge for the firepit .48 Acres of relaxation in the piney woods of East Texas. We are located 15 minutes from Lake Livingston. Come and Enjoy fishing for Catfish, Bass and Gar or ride your ATV.

Guest favourite

Tiny home in Willis

4.91 out of 5 average rating, 166 reviews

The Sugar Bee ~ Charming Tiny Cottage

The Sugar Bee is a charming tiny cottage perfect for you and your honey🐝. Enjoy sipping coffee on the back deck overlooking the creek, relax in the hot tub and snuggle up around the firepit. We are located 2.5 miles from Lake Conroe in Willis, TX.