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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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Guest favourite
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, 106 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
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
4.97 out of 5 average rating, 128 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
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, 119 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.

Guest favourite
The exterior of the hobbit house features a charming round door surrounded by natural wood siding and decorative circular windows. A wooden pathway leads to the entrance, bordered by neatly arranged flower beds, enhancing the whimsical character of the retreat.
Tiny home in Houston
4.93 out of 5 average rating, 291 reviews

Houston Hobbit House

This hobbit house, belonging to a little hairy footed fellow, has a life long journey of accumulating artifacts of the wonderous eras of ancient. You will find a vast collection of books both rare and of great value to feast your imagination and curiosity. This cozy haven, though adorned with swords and weapons of the great heroes of old, serves as a reminder that it is the little things that keep the darkness at bay. Primary renter must be 21 years or older and present for duration of stay.

Top guest favourite
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 Cottage~ Hottub/Doggy Yard

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

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.

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
A spacious hot tub sits on a patio surrounded by tall trees, showcasing a clear blue sky above. The modern cabin structure features large glass doors that open to the outdoors, with seating areas visible nearby.
Cabin in Montgomery
4.97 out of 5 average rating, 118 reviews

Luxury Cabin with private hot tub (Pinos)

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.

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
4.94 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.

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, 113 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.

Popular amenities for Shepherd holiday rentals

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