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

Home in Montgomery

Quiet Country Home w/Fire-pit and Pool

5-20 min from popular Wedding Venues! 20 min FROM TX. REN- FESTIVAL. Book early. 10 min from LAKE CONROE, boat rentals, wineries, live music, and a variety of restaurants. 15 min from SAM HOUSTON NATIONAL FOREST (Dirt bike trails anyone? Call park to check schedule ). Relax at our peaceful country getaway. We are a family/friends retreat and not a party venue. Enjoy our colorful sunsets from the pool, gazebo, or dining room table. We love to host your family/friends attending weddings!

LocationValueOutdoor spaces

4.84 out of 5 average rating, 249 reviews

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

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.

FamilyLocationPets

4.95 out of 5 average rating, 196 reviews

Top guest favorite

A spacious lakefront property is showcased, featuring multiple levels of outdoor patios and a large dock with boat and jet ski slips. The exterior is surrounded by lush greenery, creating a serene atmosphere. Soft evening light casts a warm glow on the structure.

Home in Montgomery

Lake Conroe Oasis

Escape to this Lake Conroe lakefront gem! This 4-bed, 2.5-bath retreat features a boat slip, 2 jet ski slips, and a spa to relax after a day on lake. Enjoy multilevel patios with TV's, gas grill, and 2 fire pits for serene evenings. Open floor plan making entertaining a breeze. TVs in all bedrooms, washer/dryer, game area with a poker table and family games. In a secluded no-wake cove, it’s ideal for lake fun. Outdoor storage offers lifejackets, a leapfrog mat, and yard games for entertainment!

FamilyValueAccuracy

4.94 out of 5 average rating, 51 reviews

Top guest favorite

The lakefront home features a Mediterranean-inspired design with a terracotta roof. Surrounding the property are well-maintained lawns and landscaped gardens. A cascading pool is visible in the backyard, complemented by a hot tub and ample outdoor space for relaxation and recreation.

Home in Montgomery

Luxury Lakefront 5BR, Pool/Spa, Dock, Boat Fun

Lake Conroe Airbnb Vacation Rental Welcome to The Cove at Diamondhead, a Mediterranean-inspired, custom lakefront home offering designer interiors, waterfall ledge pool, hot tub, private dock & personal boat slip. From the moment you arrive, you will be greeted with breathtaking lake views & all the comforts of luxury resort-style living. Bring your own boat or rent one through us during your stay. ► 24/7 Text/Phone Support ► High-Speed Wi-Fi ► Self Check-In & Out No Parties/Events Allowed

ValueLocationAir conditioning

4.99 out of 5 average rating, 67 reviews

Guest favorite

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

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 ; )

ValueLocationNearby

4.98 out of 5 average rating, 129 reviews

Top guest favorite

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

Paradise Lakeside Retreat 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.

LocationValueGetting around

4.97 out of 5 average rating, 154 reviews

Top guest favorite

Villa in Montgomery

The Waterfront Villa

Plan your lake escape to this contemporary lakeside villa. This modern luxury getaway is located directly on Lake Conroe! Whether you're here for boating, fishing or lounging poolside, this is the perfect spot. This luxurious 5-bedroom, 3.5-bathroom home features a fully equipped gourmet kitchen, 3 master suites, as well as two bunk rooms equipped to sleep up to 16 guests comfortably. Enjoy the gorgeous deck, extended balcony, fire pit, and numerous spots for lounging with your friends!

ValueFamilyAmenities

4.91 out of 5 average rating, 186 reviews

Guest favorite

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 Conroe

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.

ValueLocationView

4.97 out of 5 average rating, 126 reviews

Luxe

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

Unique Lux Treehouse: Lakefront, Gameroom, Kayaks

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!

LocationFamilyCheck-in

4.98 out of 5 average rating, 185 reviews

Top guest favorite

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

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.

LocationValueGetting around

4.94 out of 5 average rating, 548 reviews

Top guest favorite

Home in Willis

Lakefront Retreat in Willis

This stylish place to stay is perfect for group trips. Plan your retreat to this 6 person luxury lake house that is prime for sharing with family and friends. Come create memories that last a lifetime! Bring the whole family to this great place with lots of room for fun. Inside there are great sized TVs, game tables and board games. Outside there is a fire pit or just relaxing on the patio in front of the lake. Bring your canoe or paddle board for this cute lake!

LocationFamilyAmenities

4.94 out of 5 average rating, 97 reviews

Top guest favorite

A spacious green lawn is surrounded by tall trees, with dappled sunlight filtering through the leaves. The cabin's front porch features wooden railings and is set against the backdrop of a natural landscape, inviting relaxation in a serene environment.

Cabin in Magnolia

Woodlands Retreat - Looks Rustic, Feels New

This freshly renovated retreat in Magnolia is the perfect relaxing getaway. Enjoy the peace and quiet of a 5-acre natural wonderland. Minutes away from world-class shopping, dining, and recreation in The Woodlands, TX. The home features 4 furnished bedrooms, a fully furnished kitchen and dining area, a spacious living room with pull-out sofa, 2 full baths, high-end linens, a stocked laundry room, and plenty of outdoor space to enjoy. We hope to see you soon!

LocationFamilyView

4.99 out of 5 average rating, 239 reviews