Holiday rentals in Montgomery

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Top-rated holiday rentals in Montgomery

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

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Top guest favourite
The spacious living room features large windows allowing natural light to fill the area. A comfortable sectional sofa and a coffee table are positioned on a textured area rug. A television is mounted on a white console, and a front door is visible in the background.
Home in April Sound
5 out of 5 average rating, 33 reviews

Pet-Friendly Retreat Steps to the Lake

Escape to this charming lake house on Lake Conroe, nestled in April Sound Country Club. Perfect for large groups, it features a fenced, turfed yard ideal for kids and pets. Inside, enjoy a fully equipped kitchen, washer & dryer, & smart TVs in every bedroom. The home offers two king-sized beds, full bunk beds, & twin pullout. Just a short walk to the lake, it's a paradise for water lovers. Whether relaxing on the patio or exploring the area, this peaceful retreat is your ideal getaway. Book now!

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.
Guest house in Montgomery
4.92 out of 5 average rating, 258 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 .

Top guest favourite
A spacious patio offers a serene view of Lake Conroe. Rocking chairs are positioned along the railing, inviting relaxation. The water's surface reflects daylight, while the distant shoreline features homes and boat docks. Clear skies enhance the tranquil setting.
Home in Montgomery
5 out of 5 average rating, 36 reviews

Clear Water Casa (Entire Home)

Clear Water Casa - Beautiful 2 story lake house on Lake Conroe. First and second floors each have full kitchen, dining, living areas, 2 bedrooms and patio. View of Lake Conroe is incredible with spectacular and colorful sunsets. Enjoy fishing or sitting on the dock - View wildlife, boaters, kayakers and Fish by day and View the wide open starlit sky at night. Located 5 minutes to Iron Manor and Big Sky Barn wedding venues. Downstairs is wheelchair/walker accessible incl. downstairs shower.

Guest favourite
A spacious living area is furnished with a comfortable sectional sofa, accented by decorative pillows in warm tones. A wooden coffee table sits in the center, complemented by a small console table against the wall. Natural light filters through the windows, enhancing the cozy atmosphere.
Home in Montgomery
5 out of 5 average rating, 26 reviews

Hidden Gem on the Tracks

Hidden Gem on the Tracks gives a feeling you're miles away from the hustle, yet it's less than 5 min from Historic Downtown Montgomery_10 minutes from Lake Conroe. Sits sweetly on a wooded lot right off railroad tracks_This 3BR/2BA has all the indoor/outdoor space needed for any type of family fun or romantic retreat! Short trains passing periodically add a nostalgic feel to the property too. We've ADDED A FENCED AREA around front of home for your pets to roam freely, while you're relaxing.

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
4.98 out of 5 average rating, 119 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 ; )

Superhost
The outdoor area includes a large spa surrounded by seating for relaxation. A built-in BBQ can be seen in the shaded patio area, with the house's exterior showcasing a stone accent and large windows. Lush green grass enhances the inviting ambiance.
Home in Montgomery
4.8 out of 5 average rating, 112 reviews

Luxury Swim Spa, Big Lake house

Steps away from Lake Conroe! 14 person spa and outdoor built in BBQ or cook in this open kitchen with all the fancy appliances! 8 beds with tons of privacy… an owner’s suite with back-lit coffered ceiling, seating area and it's the only room upstairs. 6 smart TV’s inside plus one on the patio, plenty of seating, 2 living areas, private office. Living is all on lower level. The community has a pool, golf, fitness center, tennis, pickle ball, etc! Pack n play, toys, and a high chair on site.

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, 96 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
A single-story home is framed by lush green grass and mature trees. The smooth exterior features arched windows and a welcoming entrance. A driveway leads to a two-car garage, providing ample space for vehicles. The surrounding yard offers plenty of open space for outdoor activities.
Home in Montgomery
4.97 out of 5 average rating, 145 reviews

Beautiful nature lakeside 6 Rooms 8 Beds sleeps 16

Great location. This property offers a nature and peaceful setting with easy access to Lake Conroe, Marina, The Luminaire Venue, Pine Lake Ranch Venue, other venues in the area and restaurants. Property has all the essentials for cooking, baking and grilling to accommodate a large group. Property is perfect for families, couples, large groups or girls getaway. Perfect place to relax, hike, bike, ride golf cart or visit the lake. Property’s location is very convenient to many dining options.

Top guest favourite
The living area presents a blend of mid-century modern design with high ceilings and wooden accents. A large flat-screen TV is mounted on the wall, while comfortable seating is arranged around a wooden coffee table. Natural light emanates through large windows, enhancing the space.
Home in Panorama Village
4.97 out of 5 average rating, 117 reviews

MCManor Retreat home in golf course

Welcome to the MCManor Retreat House in Panorama Village, a golf club city in the north end of Conroe, Texas! Especially furnished and decorated to make this escape intriguing and yet warm so you feel at home in your own sanctuary. Staying here feels like a vacation, largely due to the friendly neighbors. We hope you really enjoy your time at the home and build enjoyable memories with your friends and family. Be sure to check out our GUIDEBOOK for ideas of places to go and things to do.

Superhost
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 April Sound
4.91 out of 5 average rating, 219 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.

Guest favourite
A serene view of the waterfront is presented, featuring calm waters bordered by grassy areas. On one side, a small boat dock is visible, while charming white buildings line the opposite shore. The sky is bright with fluffy clouds, enhancing the tranquil atmosphere.
Apartment in Montgomery
4.92 out of 5 average rating, 37 reviews

Lakefront condo/Beautiful 1 Bedroom/Gorgeous View

WATERFRONT Condo in the Walden Community on Lake Conroe Walking distance to Marina and Restaurant 1 BDRM, 1 BATH, Sleeps 6 Welcome to Lakein' It Easy! Located right on the lake - down the road from the esteemed Margaritaville Resort. A paradise outside of Houston for boating, water-skiing, fishing, and golfing. Newly remodeled lakefront condo is the perfect space to relax, boat, swim, enjoy the Yacht Club for lunch or swim in the pool located right outside the back balcony.

Top guest favourite
Home in Montgomery
4.82 out of 5 average rating, 201 reviews

Quiet Montgomery Home w/ firepit and pool

5-20 Minutes from popular Wedding Venues! 20 MINUTES FROM TX. REN- FESTIVAL. Book early. 10 minutes from LAKE CONROE, boat rentals, wineries, live music, and a variety of restaurants. 15 minutes from SAM HOUSTON NATIONAL FOREST (Dirt bike trails anyone? Call park to check schedule ). Relax with whole family at this peaceful country getaway. Enjoy our colorful sunsets from the pool, gazebo, or dining room table. We love to host your family/friends attending weddings!

Popular amenities for Montgomery holiday rentals

Quick stats about holiday rentals in Montgomery

  • Total holiday rentals

    Explore 10 holiday rentals in Montgomery

  • Nightly prices starting at

    Montgomery holiday rentals start at $128 SGD per night before taxes and fees

  • Verified guest reviews

    Over 180 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Montgomery rentals

  • 5 Average rating

    Montgomery stays are highly rated by guests – averaging 5 out of 5!

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