Holiday rentals in Montgomery County

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Top-rated holiday rentals in Montgomery County

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

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Top guest favourite

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!

4.84 out of 5 average rating, 249 reviews

Top guest favourite

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.

Holiday 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.

4.95 out of 5 average rating, 197 reviews

Superhost

A newly built home is set within a lush green landscape, showcasing modern architecture and inviting pathways. The driveway leads to a spacious façade, complemented by surrounding trees providing a sense of privacy within the golf course community.

Home in Conroe

Golf Course View〽️Giant House〽️North Houston

Welcome to our vacation home within the River Plantation golf course community. Just a short drive from wedding venues, shopping centers, restaurants, and IAH Airport, our home offers both convenience and serenity. Enjoy waking up to stunning views and the sweet sounds of nature. This is the perfect place for your next vacation. Our newly built home features premium beds. Bring your family and friends to relax in our spacious house, golf course-view backyard, and create unforgettable memories.

4.9 out of 5 average rating, 106 reviews

Guest favourite

Townhouse in Montgomery

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 bulkhead 🤿Pool access 🍔Grill and outdoor dining (bring your own charcoal) 🌅Sunset on the deck ⚓️Nearby boat rentals and lakeside restaurants

4.95 out of 5 average rating, 166 reviews

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

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 ; )

4.98 out of 5 average rating, 129 reviews

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

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.

4.97 out of 5 average rating, 154 reviews

Top guest favourite

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!

4.91 out of 5 average rating, 186 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!

4.98 out of 5 average rating, 185 reviews

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

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.

4.94 out of 5 average rating, 548 reviews

Top guest favourite

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!

4.94 out of 5 average rating, 97 reviews

Top guest favourite

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!

4.99 out of 5 average rating, 239 reviews

Guest favourite

A spacious living area features a large sectional sofa adorned with various textured pillows. A circular coffee table is positioned in front of the sofa, resting on a soft area rug. The open kitchen is visible in the background, showcasing modern appliances and white cabinetry.

Farm stay in Montgomery

A private Ranch Retreat Near Lake Conroe 26 acres

Escape the city at this beautifully remodeled, rustic barn-style ranch retreat. Enjoy a peaceful country setting just 5 minutes from groceries, restaurants, and essentials. Lake Conroe and Margaritaville Lake Resort are about 20 minutes away. Maximum occupancy is 10 guests NO more then 10 people at a time. No parties, events, or unauthorized gatherings. Quiet hours begin at 9 PM..

4.96 out of 5 average rating, 57 reviews