Cottage holiday rentals in Montgomery County

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Montgomery County

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

%{current} / %{total}1 / 1
Top guest favourite
Cottage in Montgomery
4.99 out of 5 average rating, 182 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
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, 278 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 fire pit displays vibrant flames against a serene lakeside setting at sunset. The silhouette of a dock and surrounding trees is visible, with hues of orange and blue filling the sky over the calm water.
Cottage in Huffman
4.88 out of 5 average rating, 65 reviews

Lakefront getaway with spectacular sunsets!

Relax with the whole family at this peaceful place to stay. Or escape for a couple's staycation close to Houston. This welcoming 2 bedroom 1 bath cottage has everything you need for a lake life experience. Paddle boat, kayaks, fishing poles, yard games, fire pit- the list goes on. This location on Lake Houston offers tons of wildlife and tranquility, while being close to stores , restaurants, and downtown Houston. Book your stay for an unforgettable relaxing stay in our secluded cottage.

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, 83 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.

Superhost
A raised cabin is surrounded by tall pine trees, featuring a spacious deck with outdoor seating and a shaded umbrella. Soft string lights are visible along the railing, offering a cozy atmosphere. The structure is elevated, showcasing a gravel pathway leading to the entrance.
Cottage in Montgomery
4.84 out of 5 average rating, 77 reviews

Treehouse Getaway at Lake Conroe

This is a nature’s lover! Huge pine trees and relaxing night ambience. Escape to this semi-wooded, unique 1/2 an acre lot located in a secluded neighborhood! Get some R&R, BBQ, hangout, roast marshmallows in the big fire pit, and take advantage of the private neighborhood boat ramp and lakes for fishing, boating and paddle boarding! Enough parking for you to bring your own boat! Adventure out to Lake Conroe Marina and Boardwalk just five minutes away. Near Montgomery Renaissance Festival

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!

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, 149 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
A charming cottage exterior features a covered porch with rocking chairs and a small table. The wooden façade is complemented by large windows, inviting natural light. Surrounding greenery enhances the serene setting, showcasing the peaceful landscape of the property.
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!

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, 13 reviews

Tranquil Lakefront w/ Lily Pad & Stunning Views

Escape to this beautiful lakefront retreat—perfect for family fun and peaceful relaxation. Enjoy stunning views, access to a private country club pool (fee applies for pool) and space to spread out and unwind. Spend your days paddling on the lily pad, relaxing by the fire pit, or simply soaking in the tranquil lake vibes. Whether you’re making s’mores under the stars or sipping coffee with a sunrise view, this is where lasting memories are made!

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, 319 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, 135 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!

Popular amenities for cottage rentals in Montgomery County

Destinations to explore