Vacation rentals in Montgomery County

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Top-rated vacation rentals in Montgomery County

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

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Top guest favorite
A private pool is visible with a gently sloping lounge chair floating on the water's surface. Surrounding palm trees and natural stone formations create a serene ambiance under bright blue skies.
Vacation home in Montgomery
4.95 out of 5 average rating, 190 reviews

Prancing Horse Estates:10 acre resort w/pool, spa

Welcome to Prancing Horse Estates! This is a private gated 10 acre estate with private pool, spa and waterfall + 4 bedroom home. You’ll love it if you like upscale indoor style combined with beautiful outdoor space. 10 acres- 4 meadow and 6 densely wooded with 2 paths along the creek, with lovely poolside space with seating for 16+. Well stocked library, children’s room, indoor/outdoor games. Certified Wildlife Habitat® site with the National Wildlife Federation and Texas Conservation Alliance.

Guest favorite
Home in Montgomery
5 out of 5 average rating, 20 reviews

Lake Conroe Escape | Scenic Views + Relaxing Vibes

Where the Lake feels like Home. Escape to a cozy retreat on Lake Conroe with breathtaking views and relaxing vibes. Perfect for couples, friends, or small families, this 2BR getaway offers comfort, style, and the perfect backdrop for unforgettable moments. Wake up to a lake scenery, sip coffee on the balcony, enjoy wine at sunset, roasted marshmallows on the fire pit; and easy access to boating, fishing, dining, and local fun. Come recharge, reconnect, and experience lakeside bliss at its best.

Guest favorite
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, 150 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.

Top guest favorite
Home in Conroe
4.9 out of 5 average rating, 120 reviews

Your peaceable kingdom on the lake in Conroe Texas

Lake living at its best. Freshly aired and professionally cleaned between guests. Fully equipped kitchen. Well stocked office away from home. Accessible entryway and shower for easy mobility. 15 minutes away from The Woodlands, shopping, malls, movie theaters, great restaurants, Panorama Village golf course, water sports and everything Conroe has to offer. Enjoy walking trails around the beautiful lake with ducks, grey herons and other wildlife. No small dogs in backyard. No cats please.

Top guest favorite
Home in Spring
5 out of 5 average rating, 48 reviews

Hope House

Escape to a modern, newly remodeled three-bedroom home nestled in the pines of a peaceful, quiet neighborhood. Take it easy and unwind in a beautifully designed space. This unique getaway is just minutes from the best of The Woodlands, including top-rated restaurants, premiere shopping, and the Cynthia Woods Mitchell Pavilion . Whether you're in town for a show, a quick shopping trip, or simply needing to get away. Book your stay today and discover the perfect base for your next adventure.

Guest favorite
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, 203 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.

Superhost
Condo in Montgomery
5 out of 5 average rating, 4 reviews

Lakeside Escape! Paddle boards, Pool, Shuffleboard

Welcome to your beautiful Lakeside Escape conveniently located off Hwy 105 in the gated community of April Sound by Lake Conroe in Montgomery, TX. This stunning 2bd 2ba lakeside condo offers the perfect blend of modern, comfort and adventure. This condo has everything you need for an unforgettable getaway including stand up paddle boards to explore with on the lake, a large peaceful balcony to take in the lake and pool views, or try a friendly game of shuffleboard and so much more!!!

Guest favorite
Treehouse in Montgomery
5 out of 5 average rating, 5 reviews

LUX Treehouse Studio: Views, Kayak/SUPs, Hammock

Ready for a romantic getaway or just want to get away from the hustle and bustle? Welcome to our unique "treehouse" property on a private lake where it feels like you've escaped into another world, however you're only a few minutes from groceries, restaurants, and shopping. This STUDIO unit is attached to the main home but has a separate entrance. (note: *there will be no other guests in the main house or around the property, but you will NOT have access to the main house.)

Top guest favorite
The exterior of a mid-century brick home is showcased, featuring a white picket fence surrounding a grassy yard. A front door with a decorative wreath is centered, flanked by windows with black shutters. Potted plants are seen at the base of the fence.
Home in Willis
4.97 out of 5 average rating, 74 reviews

Stay Awhile. Best extended stay.

Bring the whole family including the furry ones. Fully fenced front & back yard. Covered patio. King size bed, 65 inch TV in the primary bedroom. Walk in closet. Driveway can accommodate a boat/trailer 5 miles to Lake Conroe. Located in the heart of Willis. The Lonestar Convention Center and Expo is less than 10 miles away. Grill and covered patio with lots of seating. Play tether ball while the burgers grill. Discounts for longer stays starting with week one.

Top guest favorite
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, 154 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 favorite
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
4.96 out of 5 average rating, 113 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 favorite
An A-frame cabin with sleek wooden siding is seen from outside, featuring large glass doors that invite natural light inside. A hot tub is positioned on the deck, surrounded by rustic steps and open wooded space for a tranquil escape.
Cabin in Montgomery
4.93 out of 5 average rating, 148 reviews

Luxury Cabin with private hot tub (Torre)

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.

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