Cottage vacation rentals in Montgomery County

A wooden deck overlooks a serene blue pond surrounded by lush trees. Two Adirondack chairs invite relaxation while a gentle fountain adds a calming element to the landscape. The bright blue sky reflects on the water, enhancing the peaceful atmosphere of the countryside.

4.99 out of 5 average rating, 177 reviews

Entire Cottage - Deck|Fire Pit|2 Pvt Bedrms|POND

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.

A serene canal reflects the sky and surrounding greenery. Lush grass lines the bank, leading to a well-maintained wooden dock. A picnic area is visible under trees in the distance, creating a tranquil outdoor space ideal for relaxation.

4.84 out of 5 average rating, 459 reviews

The Canal House

Our little getaway sits on a canal that leads into Lake Conroe. The marina at the lake offers jet skis and boats for rent. Our house comes with a canoe and a kayak. It also offers fishing in the canal. Very quiet, serene place with lots of beautiful birds. We particularly like to sit on the back porch and watch the egrets fly by or the ducks swimming in the canal. Perfect place for respite and recharge, or ramp it up and go jet skiing on the lake. Or both! This is a non-smoking home.

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.

4.91 out of 5 average rating, 132 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

4.85 out of 5 average rating, 270 reviews

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

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.

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.

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.

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.

4.84 out of 5 average rating, 76 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

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.

4.92 out of 5 average rating, 233 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!

4.96 out of 5 average rating, 142 reviews

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

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.

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.

4.97 out of 5 average rating, 97 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. Located at Damerica Farms, 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!

Aerial view of the property showcases green lawns and vibrant outdoor spaces including seating areas. The serene lakeshore is visible, complemented by the setting sun casting warm hues over the waters. The path leading to the home is lined with glowing lanterns, guiding towards inviting outdoor seating.

4.98 out of 5 average rating, 59 reviews

RentJetSkis/Golfcart*Dock*Lilypad*SUP*Kayak*Arcade

Welcome to Conroe Lakefront Cottage! Enjoy STUNNING wide-open Lake Conroe views with kayaking, paddle boarding, swimming, lily pad lounging, and fishing from our HUGE private dock. Add boat tours, golf cart or jet ski rentals, outdoor movies, and cozy fire pit nights. Inside: arcade game, LED lights, YouTube TV in every room. Sleeps 10—plus access to country club pools, hot tub, and amenities! Right now we are offering one night stays, plus huge discounts…don’t miss out!

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.

4.94 out of 5 average rating, 313 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.

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.

4.97 out of 5 average rating, 127 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!

Vacation rentals for every style

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Kick off your hiking boots at these rustic lodgings

Popular amenities for Montgomery County cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A modern kitchen features dark wooden cabinetry and stainless steel appliances. A center island is topped with a granite surface, complemented by three wooden stools. A floral arrangement sits at one end, while kitchenware is neatly arranged on the countertops.

4.9 out of 5 average rating, 80 reviews

Sunset Lake Cottage

A tranquil pond surrounded by lush greenery and tall trees is depicted. The water reflects the sky and surrounding foliage, creating a serene landscape. A small tree stands near the water's edge, enhancing the natural setting.

Cottage in Magnolia

4.86 out of 5 average rating, 163 reviews

Stocked pond, canoe,hot tub,Ren Faire close

A cozy bedroom is presented with a spacious bed, adorned with a patterned quilt and decorative pillows. Soft lighting from two wall sconces creates a gentle glow. A small decorative figure sits on the bed, and a framed wall art piece adds a personal touch.

La Casita Azul

5 out of 5 average rating, 19 reviews

Relaxing Lake Cottage - Entire House - Reel Cozy!

A modern kitchen is presented with dark wood cabinetry and stainless steel appliances. A large island with a granite countertop is centered, featuring a circular tray with a succulent. Natural light enters through a nearby window, illuminating the well-stocked space.

4.93 out of 5 average rating, 82 reviews

Cheerful cottage with lake access & amenities!

A serene lake scene is captured at sunset, reflecting vibrant hues of orange and purple across the water's surface. Silhouettes of trees line the shore, while the distant lights of nearby structures are softly visible.

4.85 out of 5 average rating, 48 reviews

Modern Spacious 3BR Lake Cottage

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Pet-friendly cottage rentals

A spacious bed is dressed with a white quilt and plaid pillows, inviting restful sleep. A side table with a lantern provides soft lighting, while light filters through the nearby window, highlighting the room's neutral wood paneling.

4.94 out of 5 average rating, 187 reviews

Charming 1933 farmhouse

A comfortable living area is furnished with a sectional sofa and armchair, decorated with colorful cushions. A round marble coffee table sits at the center, complemented by a lamp and wall art, while natural light filters through the windows.

5 out of 5 average rating, 4 reviews

Peaceful Montgomery Vacation Rental w/ Porch!

A serene canal view is presented, featuring calm waters reflecting the surrounding trees and structures. On either side, wooden docks and covered patios line the water's edge, enhancing the peaceful ambiance of the area. Clear blue skies provide a bright backdrop.

Kind-Of-A Lake House (water view & access)

4.96 out of 5 average rating, 51 reviews

A single-story house features a blue exterior, complemented by white trim. A well-maintained lawn surrounds the home, filled with lush green grass. The entrance is marked by a decorative door and surrounded by neatly arranged landscaping, with trees visible in the background.

Cottage in Conroe

Lil Blue Lake House on a private lake in Conroe

A charming green cottage is set on a manicured lawn, bordered by trees and shrubs. The facade features multiple windows with white frames and pink accents, inviting natural light. A front door with a decorative screening suggests an inviting entrance.

4.82 out of 5 average rating, 22 reviews

Cozy Boho; Great Value/Low Cost! Dogs Welcome!

The tiny home features a modern black exterior with large glass doors serving as the entrance. A spacious rooftop deck is accessible via an exterior staircase, providing an open area for relaxation. Surrounding trees add to the serene countryside setting.

5 out of 5 average rating, 15 reviews

Good Smoke: NEW Glamping Next to Lake Conroe! Romantic Modern Tiny Home w/Luxury Amenities, Rooftop Deck, Heated Pool, Kamado BBQ smoker, Stocked Ponds! Play w/cute goats. ONLY 30 mins from The Woodlands & 1 hr from Houston!