Cottage vacation rentals in Montgomery County

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Top-rated cottage rentals in Montgomery County

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Top guest favourite
Cottage in Montgomery
4.99 out of 5 average rating, 183 reviews

Entire Cottage Getaway | Pond • Fire Pit • Deck

Escape to the serene beauty of Blue Pond Retreat! Nestled on 8 wooded acres, this charming cottage offers relaxation and rejuvenation. Enjoy a spring-fed pond, fire-pit, and lush surroundings. The main cottage features a cozy queen bedroom, stylish living area, full bath, and a fully stocked kitchen. A separate private suite, connected by a wood deck, adds a full-size bed and bath. Perfect for couples, friends, or families, it’s your ideal countryside escape under starry skies. Near Lake Conroe.

Guest favourite
An open floor plan living area is highlighted by vaulted ceilings and natural light. A cozy beige sofa faces a modern entertainment center, while a large dining table and breakfast bar provide ample seating. Stylish ceiling fans and decorative wall accents add character to the space.
Cottage in Magnolia
4.91 out of 5 average rating, 102 reviews

Magnolia Cottage/Near Renaissance Festival

Newly remodeled, spacious country cottage on eight acres. Beautiful stone barrel kitchen, open floor plan living room, breakfast area, formal dining room area to spend time with the family. New furniture in the common areas and in the primary room. Luxurious master bathroom and extra full bath. Stay includes clean linens, towels toiletries, WIFI, TV, full kitchen, washer & dryer, and two-car garage. Extra fees will be added if pet damage any area or to do an extra clean. Pet fee $75 under 50lbs.

Top guest favourite
A front deck offers a view of a serene private lake, bordered by tall trees. A path leads down to the water, while a grassy area and seating can be seen nearby, providing a peaceful outdoor space.
Cottage in Montgomery
4.91 out of 5 average rating, 137 reviews

The Cottage at Pine Lake

Take a break & unwind at this peaceful oasis. Kayak, catch a fish, take a swim in the pool across the street or just relax on the front deck and watch the birds. Great location on private lake with pier. Close to local Montgomery wedding venues( Lumineer 2 min, Pine Lake Ranch 5min) Short drive to Margaritaville resort. Spend the day on beautiful Lake Conroe, bring your boat/ jet ski and launch down the road at the marina. Short drive to Sam Houston national forest to enjoy nature and hiking

Superhost
The exterior of the cottage is surrounded by lush greenery, showcasing a blend of tall trees and manicured grass. The two-story structure features light-colored siding, with a covered porch and large windows that invite natural light.
Cottage in Spring
4.85 out of 5 average rating, 281 reviews

Woodlands Modern Cottage w/Private Patio & BBQ Pit

*The cottage is fully sanitized after every guest. Book with us with confidence*. The house is equipped with a gourmet chefs kitchen for cooking & has a grill out back for barbecuing. The house is also equipped with several usb charging stations throughout for charging your phones. Located close to greenbelt, The Woodlands Waterway, The Cynthia Woods Mitchell Pavilion, The Woodlands Mall, Market Street dining/shopping, Cinema, Lake Conroe, Old Town Spring, & Hurricane Harbor Water Park.

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, 86 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
This exterior view showcases a charming lakefront home surrounded by lush greenery. A spacious wraparound patio is visible, with several outdoor chairs inviting relaxation. The serene lake and sky are seen in the background, creating a tranquil setting.
Cottage in Montgomery
5 out of 5 average rating, 15 reviews

Peaceful Waterfront Retreat Lily Pad & Sunset View

Imagine ending your day on the rap around deck, watching the sun melt into the peaceful, glassy lake. Earlier, you were out on the kayaks, kids laughing and floating on the lily pad, or cooling off at the private country club pool (pool fee applies) As night settles in, you’re gathered by the fire pit, roasting s’mores and sharing stories under a glowing sky — no rush, just stillness, laughter, and connection. This is where time slows down, hearts reconnect, and memories feel effortless.

Guest favourite
A covered outdoor deck features a gas grill, suitable for barbecuing. Comfortable seating is provided by four wicker chairs surrounding a circular table. The ceiling is painted in a soft blue, while a fan aids in ventilation. Views of Lake Conroe are visible in the background.
Cottage in Willis
4.92 out of 5 average rating, 236 reviews

Lake Conroe Cottage with Lakeview

1,000 sq ft. Cottage overlooking Lake Conroe located at Waters Edge resort, offering lake access, boat launch and docks. 800 sq.ft. deck includes a giant water cooled fan, fire pit with seating for twelve, outside dinning table that seats six and gas grill for outdoor cooking. Inside, sixteen feet tall ceilings create a large open main room with an overlooking loft; complete kitchen and wetbar with extra ice machine and wine cooler. Perfect for fishing trips & family parties!

Top guest favourite
A cozy living space features natural wood paneling, enhancing the cabin ambiance. A comfortable sofa faces a flat-screen television, while bright natural light enters through multiple windows. A ceiling fan provides a touch of comfort, and a potted plant adds a hint of greenery.
Cottage in New Waverly
4.96 out of 5 average rating, 156 reviews

The Cottage at Jones Road Ranch

Enjoy the solitude and beauty of a stay at the Cottage at Jones Road Ranch overlooking grazing horses. Take a short walk through the Jones Road Ranch Tuscan Rosemary farm for a discounted wine tasting with our neighbors at Golden Oaks Micro Cellar. Relax on the front or back porch with a views of the ranch or if you prefer a more active stay, schedule a Jones Road Ranch tour, hike or bike in the local National Forest or tour the Bush Presidential Library in nearby College Station.

Top guest favourite
Cottage in Tomball
4.97 out of 5 average rating, 101 reviews

Cozy Cottage on Farm Away from City

Whether looking to get away from the City & recharge or looking for a unique stay during your travels, The Cottage is sure to please. Lovingly remodeled & outfitted with vintage details, you'll feel right at home & ready to relax. You'll enjoy the picturesque 10 acres that surround you. Close enough to get to the City if you need, but feels like you're world's away! Explore idyllic Downtown Tomball, or sit in our rockers, sip some lemonade, and relax!

Guest favourite
A charming cottage is framed by lush green grass and shrubs. The front porch, with two simple steps leading to the door, is flanked by windows covered with shutters. A gentle tree branch partially obscures the view, adding to the tranquil setting.
Cottage in Magnolia
4.83 out of 5 average rating, 24 reviews

Mulberry Cottage

Welcome to our two bedroom cottage in the quiet outskirts of Tomball/Magnolia. Enjoy sitting on the front porch and say hello to the goats in the back. In spring, pick some mulberries from the large mulberry tree in the front. In the fall, enjoy the fire ring in back. You are welcome to access our pond and nature preserve down the lane. Each bedroom has an AC window unit. The kitchen/living also has a window unit. Please no smoking or pets.

Guest favourite
A cozy sleeping area features a spacious bed with a textured white blanket and a decorative headboard. Two matching bedside tables hold green lamps. Wall art with soothing designs complements natural wood paneling, contributing to a serene atmosphere.
Cottage in Tomball
4.93 out of 5 average rating, 321 reviews

Main Street Loft

Welcome to my loft this home is right in Tomball and filled with small town charm. This home is a charming loft in a great location. The Tomball shops are just a small walk away. Enjoy your stay here and take part in some small-town charm, this town has much to offer on the weekends. Enjoy your stay walking around the shops (antiques, clothing, and great food), also spend your time at the farmers market or at the lovely Tomball depot.

Top guest favourite
The Rustic Retreat bedroom features a king size bed with decorative throw pillows, a leather sofa, and a round coffee table atop a cowhide rug. Natural light enters through a large window, while warm wood floors enhance the cozy atmosphere. A 43 inch TV is mounted on the wall.
Cottage in Tomball
4.96 out of 5 average rating, 136 reviews

1930s Home, King bed, sleeps 8, walk to Main St

“The Urban Oak” is a unique 1930’s home with Mid Century Modern Texas Styling. Located walking distance from the trendy yet established community of old town Tomball where you can shop antiques, boutiques, experience the rich food culture and take a stroll through the weekend farmers market! Hosted with Texas southern hospitality, 4 smart TVs & themed rooms with lux bedding, you are sure to enjoy your stay!

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