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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 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
4.88 out of 5 average rating, 104 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 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
4.82 out of 5 average rating, 118 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, 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 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
4.94 out of 5 average rating, 35 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
Treehouse in Shepherd
5 out of 5 average rating, 19 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

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
4.88 out of 5 average rating, 128 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.

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, 114 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.

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
4.92 out of 5 average rating, 12 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.

Guest favourite
The exterior of a charming A-frame house is highlighted, surrounded by trees. A spacious deck is visible, featuring colorful chairs arranged around a small table. Steps lead down towards the grassy area, providing access to the natural surroundings.
Home in Coldspring
4.85 out of 5 average rating, 165 reviews

A Red House - Lakeview AFrame on Lake Livingston

Charming Lakeview “A” Frame nestled in the trees. Lake access. Private & quiet at the end of dirt road. 3 bed & 2 Bath with loft upstairs. Fully equipped kitchen. Great deck. Central air & heating. Small fireplace for year-round enjoyment. Propane Grill on Deck. Lake Livingston is a 93,000 acre lake near Sam Houston National Forest. Town of Coldspring is 4 miles away for shopping & dining. Property is about 1.25 hours north of Houston.

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, 107 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
Cabin in Coldspring
5 out of 5 average rating, 9 reviews

Moss:Zen Mirror Cabin, Pool, Sunset Views, Firepit

Meet Moss—an Asian Zen mirror cabin for two in matte-black calm above the river valley. Dark stone floors, a plush queen bed, and glass walls frame the view. Enjoy: ✔︎Panoramic windows + views ✔︎Moody designer interiors + luxury linens ✔︎Blackout curtains + spa rain shower ✔︎Private bamboo yard + view deck ✔︎Private pool + loungers ✔︎EV charger ✔︎BBQ ✔︎Fire pit ✔︎Special decoration available

Guest favourite
A modern two-story house with a distinctive architectural design stands amidst a lush green lawn. Outdoor seating arrangements are positioned around a gravel fire pit, surrounded by manicured grass. Large windows reflect the surrounding nature, creating a harmonious connection with the outdoors.
Home in Coldspring
4.91 out of 5 average rating, 54 reviews

Warm ranch retreat w/ game room & cowboy pool

Welcome to your peaceful Texas retreat - a cozy fenced ranch house surrounded by open skies and quiet acreage, perfect for relaxed gatherings year-round. - Sleeps 11 | 4 bedrooms | 6 beds | 5 baths - Private hot tub open 24 hrs - Game room w/ arcade, ping pong & darts - Fire pits, cowboy pool & swing set - Wifi & workspace plus washer/dryer - Pet-friendly ($39 per pet)

Popular amenities for Shepherd holiday rentals

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