Holiday houses 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
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
4.95 out of 5 average rating, 189 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.

Top Guest favourite
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 favourite
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.

Guest favourite
Home in Spring
5 out of 5 average rating, 47 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.

Luxe
Treehouse in Montgomery
4.98 out of 5 average rating, 172 reviews

Lux Treehouse: Lake views, Gameroom, Kayaks, Fun

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!

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, 201 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
Home in Montgomery
5 out of 5 average rating, 19 reviews

Colorful + Funky Lakefront Conroe Lakehouse

Escape to Lake Conroe and enjoy this unique and stylish lake front 3 bedroom 2 bathroom home that sleeps 12. Just one hour north from the heart of central Houston in a private gated community where guests can enjoy time with friends + family, or a place to read a book or watch the big game overlooking the water, work away from home (hi speed internet), and fishing (hello bass, perch, and catfish!). This house was designed to bring joy - in the paint, art, colors, and textures.

Top Guest favourite
A two-story house with large windows dominates the view, surrounded by lush green grass and trees. A spacious deck extends from the main level, offering a shaded area. The architecture features a gabled roof and a warm color palette, blending with the natural setting.
Home in Montgomery
4.96 out of 5 average rating, 46 reviews

Waterfront Oasis on Lake Conroe-Relax and Enjoy

Lakefront living, at its best, in this home on spacious property. Enjoy the beauty and experiences Lake Conroe offers swimming, fishing or just relaxing lakeside. A two-story main room with endless windows facing the lake is a perfect backdrop for morning coffee or just taking in the view. Main floor has a primary bedroom suite, full kitchen, dining area, bar counter, fireplace, TV, laundry room and powder room. Second floor has 2 bedrooms, full bathroom and 2 loft areas.

Top Guest favourite
Home in Magnolia
4.97 out of 5 average rating, 66 reviews

Ranch house in Magnolia, TX aka The Zaiontz Ranch

Escape to our serene lakeside ranch house. Our Airbnb has 3 bedrooms, 2 bathrooms, fully-equipped kitchen, living room, dining room, and formal living room. Step outside to be greeted by the tranquil lake view and the pastoral beauty of grazing cattle. 14 miles to Texas Renaissance Festival, 20 minutes to Lake Conroe, 15 minutes to shopping, groceries, pharmacies, restaurants. 2 miles from Meeker Mark wedding venue. Note: The 2nd floor is not part of the rental.

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, 527 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.

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
4.99 out of 5 average rating, 232 reviews

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!

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
4.92 out of 5 average rating, 159 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.

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