Holiday houses in Montgomery County

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Top-rated holiday rentals in Montgomery County

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Top Guest favourite
A Texas Longhorn stands in a lush green pasture, showcasing its impressive horns and distinct black and white coat. The sun is setting in the background, casting a warm glow over the landscape, with open fields and a distant water feature visible.
Guesthouse in Montgomery
4.93 out of 5 average rating, 248 reviews

Wantabe Ranch, settle in for a peaceful evening

This is a working Texas Longhorn Ranch, this apartment is separate from the house, with entry private. Has a small wet bar, Living area looks out to pasture and has a sleep sofa, small kitchenette, with refrigerator, coffee maker and toaster. Bathroom has shower big enough for two. The ranch has a private gated entry. We are a working ranch so if you inquire and we don'trespond for 6 or 8 hours it is noisy on tractor and around cattle so be patient. Welcome Snow birds and Europeans .

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
4.91 out of 5 average rating, 140 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
A fire pit area is surrounded by a circular seating arrangement featuring five black Adirondack chairs. The space is illuminated by overhead string lights, casting a warm glow over the grassy lawn and gravel pathway leading to the firepit.
Home in Montgomery
4.99 out of 5 average rating, 108 reviews

New Lake House by Golf course + Kayaks & Game Room

Welcome to THE LAKE HOUSE - our spacious and welcoming getaway. Here you'll enjoy all the luxuries with an added plus of fun and activities. Whether your looking for some fun in the sun or a stay-cation at the Lake, you will find this to be your perfect destination. We have immediate access to the lake, Walden Golf course, and driving range. Looking to work from home? We got you covered. Looking for a fun-filled night in? Our game room has you covered - no cheating or whining allowed ; )

Top Guest favourite
A functional garage with a white door is complemented by a covered gazebo, creating a shaded outdoor area. The structure is surrounded by lush green trees and a well-maintained yard, offering a peaceful setting for relaxation.
Cottage in Montgomery
4.98 out of 5 average rating, 88 reviews

The Dairy Barn & Parlor

Set on 12 acres this secluded little house is the perfect get-a-way place to enjoy some down time. Close to fishing at Lake Conroe this cottage serves also as a central point to enjoy some of the local wineries, visit historic downtown Montgomery, explore the Sam Houston National Forest or spend time at the Texas Renaissance Festival which is only 20 minutes away. The physical address and entrance road name has changed several times in the past few years so the GPS address may not work.

Top Guest favourite
The image collage showcases various aspects of The Carlton Family Lake House, including a cozy bedroom with stylish decor and a serene view of the lake from the living area. Natural light floods the space, enhancing the calm atmosphere, while outdoor scenes capture the tranquility of the lakeside setting.
Home in Montgomery
4.94 out of 5 average rating, 211 reviews

Serenity on the Lake

Forget your worries at The Carlton Family Lake House. It’s truly serenity on the lake…the calmness and peaceful you’ll feel here. This property on Lake Conroe in April Sound gated community is dedicated to ensuring a peaceful, comfortable & rejuvenating experience. The spacious 1,824 sq ft condo is perfect for a group of friends & family of 6 comfortably. Located conveniently near wedding venues, breweries, Margaritaville & many restaurants. Come & relax on your lake front property.

Top Guest favourite
A queen size bed is situated against a wooden paneled wall, dressed in soft, striped bedding. A piece of artwork depicting a tree hangs above the bed. An air conditioning unit is mounted above, and a small side table with a lamp is positioned nearby.
Guesthouse in Montgomery
4.98 out of 5 average rating, 127 reviews

Guesthouse in Montgomery near Lake Conroe

One room guesthouse with queen size bed and futon couch in quiet neighborhood close to all the amenities Lake Conroe and the historic Montgomery area has to offer. Roku TV and internet, small fridge, a/c and bathroom with shower. Cameras on premises outdoors only. Smoking allowed outside only. Early check in may be available upon request. NO TRAILERS. Wedding venues 20 minutes away or closer 20 min to RenFest 25 miles from The Woodlands 45 miles from Bush Intercontinental Airport

Top Guest favourite
A standalone bungalow with a white exterior is surrounded by greenery. The entrance features double glass doors flanked by potted flowers, while a spacious patio leads to the yard. A landscaped area with stones and plants is visible in the foreground.
Bungalow in Montgomery
4.93 out of 5 average rating, 181 reviews

‘Haus House’ Studio close to the Lake

‘Haus House’ Studio is a 440 sq ft standing alone bungalow in a very quiet location yet close to all lake activity and great places to eat. The studio has a queen bed, wardrobe, living area, tv and WiFi. It has a kitchenette with a dining table for 2, refrigerator, microwave and coffee maker. The bathroom has a nice marble shower. There is an outdoor seating area for down time and relax. While we live on the property, you have your own privacy, but if you need us we are close by.

Top Guest favourite
A modern cabin is set within a forested area, featuring a welcoming front porch with steps leading up and outdoor seating. Large windows are present, allowing natural light to fill the interior. A well-maintained grassy yard surrounds the cabin, enhancing the serene environment.
Cabin in Montgomery
4.97 out of 5 average rating, 137 reviews

Cabin In The Forest - Houston National Forest

Kick back and relax in this calm, stylish cabin in the forest. It's only walking distance to the beautiful Lone Star Trail in Sam Houston National Forest. This forest cabin has access to a fishing pier that is fully stocked with native fish (no license required); please follow lake rules. Bring your kayaks and paddleboards to enjoy the lake. There's lots of scenery (forests, wildlife, lakes, countryside, etc.); you never know what you can capture, so bring your camera!

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, 477 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.

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
4.94 out of 5 average rating, 128 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
4.97 out of 5 average rating, 128 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.

Guest favourite
Condo in Montgomery
4.94 out of 5 average rating, 110 reviews

The Cozy Cove - Lake Conroe

Welcome to our stylish two-bedroom, two-bathroom condo! Enjoy stunning views of the lake from either of our two balconies. The interior design and comfort of our home are exceptional. You’ll find two lakeside restaurants, two pools, a fitness center, golf, tennis, a park, and much more in close proximity. If you need more space, we also have another unit called "The Lakeside Retreat" right next door.

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