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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Guest favourite
The exterior of a charming cottage is surrounded by lush greenery and tall trees. A spacious front porch invites relaxation, while a stone chimney adds character to the roofline. A second structure is visible in the background, enhancing the serene, wooded atmosphere.
Cottage in Coldspring
4.81 out of 5 average rating, 108 reviews

Bavarian Lake Cottage - Kayaks/Lake access/Hot tub

Come enjoy our German inspired cottage at Lake Livingston! It features two kitchens, 3 Bedrooms + loft, cozy living areas & relaxing outdoor private spaces with a new hot tub to enjoy the beautiful woods surrounding the lake. There's so much to do outdoors from grilling, hanging out, hiking, fishing, kayaking, picnics & water fun. Our cottage is the perfect launching spot with lake access just around the corner or for exploring all things outdoors. Quiet and serene double lot and neighborhood.

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, 175 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!

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

PLEASE READ CAREFULLY 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 🌿Explore the Area: Texas grill & caffe Sam Houston national forest 18m 5 minutes drive lake in golf cart to spot wild 🐊 alligator

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
4.88 out of 5 average rating, 73 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

Superhost
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
4.87 out of 5 average rating, 122 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.

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
4.9 out of 5 average rating, 143 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 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
4.93 out of 5 average rating, 169 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.

Top guest favourite
A charming tiny home presents itself with a turquoise exterior and a welcoming front porch. Colorful floral decorations adorn the front, while a gravel path leads to the entrance. Tall trees provide shade, and a picnic table is visible nearby for outdoor dining.
Cabin in Livingston
4.99 out of 5 average rating, 103 reviews

Stunning Tiny Home w/lake access

This adorable, well-appointed tiny home, situated in a quiet neighborhood, comes complete with everything you will need for a relaxing getaway. You will have access to the private boat launch, fishing pier and covered picnic area only a block away so bring your fishing gear, boat or water toys.

Top guest favourite
A cozy sleeping area features a black metal bed with a muted striped comforter. A small wooden table is positioned at the foot of the bed, and a small sofa is located beside it. A bright window allows natural light to fill the room.
Cabin in Livingston
4.98 out of 5 average rating, 115 reviews

Cozy Country Cabin Getaway

Take it easy at this unique and tranquil getaway. It’s the perfect stop for the night. Right next to Highway 59 and the township of Livingston, TX. Simple amenities, quiet and clean! The cabin is surrounded by beautiful country landscape.

Popular amenities for Shepherd holiday rentals

  1. Airbnb
  2. United States
  3. Texas
  4. San Jacinto County
  5. Shepherd