Cottage vacation rentals in Montgomery County

A fire pit surrounded by five blue adirondack chairs sits atop a circular stone base. The cozy cottage is visible in the background, framed by lush trees and greenery, creating a welcoming outdoor space for gatherings.

4.99 out of 5 average rating, 172 reviews

Charming Cottage 7+ Acres & Pond

Escape to the serene beauty of Blue Pond Retreat! Nestled on 7.7 wooded acres, this charming cottage offers relaxation and rejuvenation. Enjoy a spring-fed pond, peach orchard, 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.

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, 454 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 welcoming entrance features a light blue front door adorned with a potted plant. Black shutters frame the windows on either side, while a rocking chair offers a cozy seating option. A doormat greets guests, and the porch showcases wooden flooring.

4.91 out of 5 average rating, 127 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

4.91 out of 5 average rating, 110 reviews

Cottage in Spring

Quiet Backyard Oasis

Welcome to our backyard oasis! Come enjoy a secluded retreat that’s close to a vineyard, the Woodlands, and highway 99. Two Queen size beds with luxurious sheets and a full bathroom. This airbnb has everything you need! Parks and beautiful walking trails are one block away! Great place for the night, a romantic getaway, or even long term stays! One reserved parking spot in the privacy of the backyard. Street parking available if needed. *Pet fee is $50 and must be paid prior to check in*

A cozy kitchen area is featured with wooden shelving displaying various plants and decorative items, including a framed image. Hanging brass bells are arranged neatly below, adding a unique element to the space. The counter is topped with a wooden board, complementing the natural aesthetic.

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 nestled among tall trees, surrounded by lush greenery. The structure features a small deck with a railing, providing a cozy overlook into the natural surroundings. Soft sunlight filters through the leaves, enhancing the serene environment.

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

The interior space showcases a wooden staircase leading to an open loft area, with decorative elements including a fish wall art piece and a ceiling fan resembling palm leaves. Natural light enters through multiple windows, highlighting the warm wood ceiling.

4.92 out of 5 average rating, 228 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, 141 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.

4.94 out of 5 average rating, 302 reviews

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

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.

An open-concept living area is highlighted by high ceilings and ample natural light. The space features a comfortable seating arrangement, including a tan couch and a brown armchair, centered around a wooden coffee table. A touch of decor is noted with cushions and artwork visible in the background.

5 out of 5 average rating, 4 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, 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!

4.97 out of 5 average rating, 116 reviews

An open-concept kitchen and dining area features a large wooden table surrounded by six brown chairs. The kitchen includes modern black cabinetry, stainless steel appliances, and natural wood accents. Natural light enters through windows, creating a warm and inviting space.

Cottage in Tomball

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!

A coffee station features a sleek coffee maker alongside an assortment of storage containers. A decorative sign reading 'But first, coffee' adds a personal touch. The granite countertop is clear of clutter, allowing for easy access to the coffee essentials.

4.99 out of 5 average rating, 113 reviews

2300 Sq Ft, 4/2 ❤️ 2 Minutes From Lake Conroe

Perfect for friends and family! A spacious home in Walden on Lake Conroe in a quiet cul-de-sac. You have access to the Walden Marina (boat rentals), Walden Yacht Club (resort style pool with poolside bar & grill), 2 boat ramps, fishing, biking/walking trails, parks and more! For those that love to golf, enjoy Houston’s number 1 golf course! Margaritaville is only a 5 minute drive away.

Vacation rentals for every style

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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.

4.91 out of 5 average rating, 78 reviews

Sunset Lake Cottage

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.

4.92 out of 5 average rating, 73 reviews

Cheerful cottage with lake access & amenities!

The image showcases a panoramic view of a serene lake with soft, rolling hills along the shoreline. Lush greenery and patches of land can be seen extending into the water. A well-defined marina with docks is present, complemented by a clear blue sky filled with fluffy clouds.

5 out of 5 average rating, 14 reviews

Relaxing Lake Cottage - Entire House - Reel Cozy!

An aerial view captures the property and surrounding area, showcasing the lake, yard furniture, and colorful floating items on the dock. A sequence of images highlights the inviting outdoor seating arrangement, a sunset over the water, and the path leading to the cottage, illuminated by soft lighting.

4.98 out of 5 average rating, 56 reviews

Lakefront*Lilypad*Arcadegames*Kayaks*SUP*Fishing*

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, 47 reviews

Modern Spacious 3BR Lake Cottage

The tranquil lake scene captures a vivid sunset, illuminating the water with warm golden hues. The shoreline is lined with lush green grass, providing a serene contrast to the calm water. Silhouettes of trees frame the scenic view, offering a peaceful retreat.

4.88 out of 5 average rating, 43 reviews

Hidden Gem #12 Thousand Trails Lake Conroe

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Pet-friendly cottage rentals

The exterior of a tiny home features a wooden facade with a steeply pitched roof. A welcoming front porch is lined with a railing, and a door with a glass panel is centered beneath a simple sign. Decorative wall art enhances the inviting appearance.

4.31 out of 5 average rating, 16 reviews

On lake time tiny living

4.94 out of 5 average rating, 177 reviews

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.

Cottage in Tomball

Charming 1933 farmhouse

The cottage is surrounded by tall trees and greenery, featuring a wraparound deck that offers access to the front entrance. A spacious yard is visible, with a mix of grass and natural landscaping, providing a serene and private setting.

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

4.86 out of 5 average rating, 36 reviews

A spacious house rests among greenery, featuring a wraparound porch lined with white railings. The roof extends over the porch, providing coverage. The surrounding area includes tall trees and an expansive grassy space, creating a serene outdoor environment.

Cottage in Coldspring

Country Retreat I Loblolly | Pickle Ball Court

4.96 out of 5 average rating, 49 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.

4.81 out of 5 average rating, 21 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!