Holiday houses in Montgomery County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Montgomery County

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

1 of 1 pages1 / 1

Guest favourite

Townhouse in Montgomery

4.95 out of 5 average rating, 149 reviews

Lakefront Retreat | Swim, Fish & Paddleboard

Escape to EverGreen Cove 🐟 a pet-friendly 4BR/3BA lakeside townhouse on Lake Conroe. Wake up to calm cove views, spend the day paddle boarding and swimming off the bulkhead, then grill dinner while the sun sets over the lake. ☀️Paddle boards included 🏊🏼Swim directly from the property 🎣Fish from the bulkhead 🚤Bring your boat and tie up on our bulkhea 🤿Pool access 🍔Grill and outdoor dining (bring your own charcoal) 🌅Sunset dinners on the deck ⚓️Nearby boat rentals and lakeside restaurants

Guest favourite

A rooftop space showcases a 75-inch television mounted on a gray wall. Two modern wicker chairs with blue cushions flank a circular wooden coffee table, which is adorned with a variety of magazines. Green foliage is present, adding a refreshing touch to the area.

Home in Conroe

4.95 out of 5 average rating, 148 reviews

Contemporary 3 Bedroom-Rooftop- Home

Kick back and relax in this new construction, modern, stylish home. Located in the heart of downtown Conroe. Extremely close to great dining, entertainment, and the Conroe convention center. About 15 minutes from Lake Conroe, this vacation will be one to remember! Enjoy a movie on the rooftop under the stars or make memories around the outdoor fire pit in the backyard. Get cozy in front of the 75” television. With televisions in every room, enjoy a peaceful night’s rest on comfortable beds.

Guest favourite

A front deck offers a view of a serene private lake, bordered by tall trees. A path leads down to the water, while a grassy area and seating can be seen nearby, providing a peaceful outdoor space.

Cottage in Montgomery

4.9 out of 5 average rating, 151 reviews

The Cottage at Pine Lake

Take a break & unwind at this peaceful oasis. Kayak, catch a fish, take a swim in the pool across the street or just relax on the front deck and watch the birds. Great location on private lake with pier. Close to local Montgomery wedding venues( Lumineer 2 min, Pine Lake Ranch 5min) Short drive to Margaritaville resort. Spend the day on beautiful Lake Conroe, bring your boat/ jet ski and launch down the road at the marina. Short drive to Sam Houston national forest to enjoy nature and hiking

Top Guest favourite

The exterior of a uniquely designed home on stilts is surrounded by trees, featuring a spacious deck with seating. A gentle slope leads to a private pond at the base, with lush greenery and a clear sky in the background, creating a serene lakeside setting.

Treehouse in Montgomery

4.98 out of 5 average rating, 171 reviews

Lux Treehouse: Lake views, Gameroom, Kayaks, Fun

Escape w/ the family to "Iron Pine Treehouse" next to Lake Conroe on a small private lake. Enjoy lake views from nearly every room w/ luxury finishes. Trees intersect the deck--a canopy of leaves overhead for a treehouse effect! 13 beds, sleeps 17 comfortably: 1 King, 2 Queens, 9 Twin bunks, 1 queen sofa bed Kayaks/Paddleboards and a game-room. There's even a connected studio with a full kitchen! Fish off the private dock | Only 3 minutes to Lake Conroe public boat ramp or boat rentals!

Superhost

A cozy living area features a patterned sofa and an accent chair, with a coffee table positioned in front. Large windows allow natural light to fill the space, highlighting the wooden flooring. A staircase leads to the loft area, and kitchen appliances are visible in the background.

Tiny home in Willis

4.82 out of 5 average rating, 291 reviews

Prince Charming's Glorious Chateau ofWillis/Conroe

WELCOME to the glorious Chic tiny house, Prince Charming's Chateau which has 400+ sqft on 2 stories. 1 main bedroom plus a large loft. This home was PROFESSIONALLY decorated to fit the theme of our Fairytale Village & sits near Snow White & Happy's Homes. From the moment you walk in you will be mesmerized! Come enjoy the outdoors and experience the world of GLAMPING from a prince perspective. Adults and children all ages will feel the adventure awaiting as soon as you walk in!

Top Guest favourite

A fire pit area is surrounded by log seating, inviting relaxation under string lights. The tiny cabin is visible nearby, nestled among tall trees. This setting provides a serene atmosphere, perfect for gatherings or enjoying evenings by the fire.

Cabin in Montgomery

4.98 out of 5 average rating, 114 reviews

Lake Cabin in the Forest - Houston National Forest

This is a great place to relax and unwind while enjoying the beautiful sunset and sunrise at the lake in Sam Houston National Forest with the geese, the ducks, and the birds, and keeping an eye out for the deer enjoying the lake. There's plenty of yard for your furbabies to enjoy. There's lots of scenery on the drive to the cottage (forests, wildlife, lakes, countryside, wineries, farms, wedding venues, etc.); you never know what you can capture, so bring your camera.

Top Guest favourite

The scenic pond is surrounded by trees, reflecting nature's beauty. A deck railing enhances the tranquil view. The cozy living area features a modern grey sofa and coffee table, with a television mounted on the wall, brightened by natural light from the windows.

Home in Spring

4.97 out of 5 average rating, 104 reviews

Old Town Spring Pondside Retreat

**Just a short 5-minute stroll brings you to the heart of historic Old Town Spring**, where you’ll find delightful restaurants, charming boutiques, and one-of-a-kind shops. Our unique retreat offers exclusive access to a scenic, stocked pond, ideal for catch-and-release fishing. Unwind on the spacious porch, taking in water views. Now with a whole-home battery backup, you’ll stay powered through storms and outages!! Perfect for families, friends, or furry companions.

Top Guest favourite

A serene scene features a wooden dock extending over calm lake waters, with a dog standing nearby. The sunrise casts a warm glow over the landscape, while mist rises gently from the surface of the lake, creating a peaceful atmosphere.

Home in Montgomery

4.94 out of 5 average rating, 523 reviews

The Quick Getaway: Entire house on private lake!

Need to escape? We've done the work! INCLUDED: Breakfast - eggs, bagels, coffee, filtered water, creamers, sugar & a selection of teas. Location is secluded, not remote! Got a boat? Bring it! Boat access inc. @ neighborhood ramp. 1100 SF lakefront house in Montgomery, TX. Max 4 PPL - 2 Bdrms: 2 queen beds, 2 bathrooms, 2 porches, charcoal grill & paddle boat! * FIDO friendly <30lbs, $25 fee - per pet ESA pets the same. We love all pets, got a big dog? Ask us.

Top Guest favourite

A shaded balcony offers a view of the waterfront, featuring a table and chairs arranged for outdoor relaxation. Lush trees provide natural greenery, while the lake stretches out beyond well-maintained lawns and adjacent patio areas.

Condo in Montgomery

4.95 out of 5 average rating, 151 reviews

Lakefront | Pet Friendly | Paddleboard Incl | Pool

Welcome to Alluring Lakefront Condo — a stylishly furnished 2-bedroom, 2-bath retreat with direct lake views and a relaxing, resort-style feel. Whether you’re here for a weekend getaway, fishing trip, wedding, or extended escape, you’ll find everything you need for a comfortable and memorable stay — including a Complimentary Self-INFLATABLE PADDLEBOARD for you to enjoy on the lake. Just steps from the water and minutes from dining, shopping, and outdoor adventure.

Top Guest favourite

Tiny home in Montgomery

4.89 out of 5 average rating, 38 reviews

Pine Lake Escape: Lakefront Tiny House

Located in the quiet community of Pine Lake. It is your perfect getaway! Cozy, modern, and fully appointed for short or long-term stays, this space is ideal for couples, business travelers, grandparents, or families visiting nearby. Enjoy comfort and convenience. It is equipped with FAST and reliable Wi-Fi connection, has a workspace, full kitchen, washer/dryer combo—perfect for your next stay. Book now and experience your home away from home!

Guest favourite

A cozy sleeping area showcases a queen-sized bed draped with a soft throw, accented by a patterned coverlet. Nearby, a warm-toned wooden dresser is positioned beside the bed. Red and black curtains frame the window, enhancing the rustic interior highlighted by wooden beams.

Barn in Montgomery

4.92 out of 5 average rating, 158 reviews

Valhalla!

This memorable place is anything but ordinary. A Viking-inspired getaway complete with porch, shower, bathroom, kitchen and a full-functioning sauna! This mini-apartment is in the top section of a barn and you may have to duck your head. There is a queen-sized bed and an additional mattress for someone else if needed. Take a stroll in the woods or take a quick 5 minute drive to the lake! Now with upgraded Air Conditioning! Pets welcome, $$Fee.

Guest favourite

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

4.96 out of 5 average rating, 161 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.