Cottage vacation rentals in Montgomery County

A large swimming pool is centered within a manicured lawn, surrounded by lounge chairs. Palm trees provide a tropical feel, and pathways lead through the grassy area. A shaded seating area is visible, offering a comfortable spot for relaxation.

4.91 out of 5 average rating, 69 reviews

Cheerful cottage with lake access & amenities!

Relax with the whole family at this 3 bedroom, 2 bath cottage home with Lake Conroe access! Modern & cozy, you'll find everything you need with a stocked kitchen & laundry room. You have full access to all the Thousand Trails amenities including a pool, hot tub, basketball courts, miniature golf, tennis, playground, volleyball, fitness center, clubhouse, & even food trucks! There is easy lake access if you want to fish, bring/rent a boat or jet ski. This is truly a perfect home away from home!!

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, 165 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.

Superhost

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.

4.85 out of 5 average rating, 447 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, 120 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

An open living area showcases wood-paneled ceilings and warm wood flooring, featuring a dining table for four. The kitchen is equipped with modern appliances, including a refrigerator and dishwasher. Stairs lead to an upper loft area, allowing natural light to fill the space through large windows.

5 out of 5 average rating, 42 reviews

Lakeside Paradise: Your Conroe Oasis

Comfy Cottage #100: This comfortable and cozy cottage is a hidden gem inside a lakeside community that sits on the edge of Lake Conroe. A welcoming architecture of livable space makes this a great getaway from city life. The cottage features a downstairs Queen bed and upstairs loft with a King and Queen bed that can sleep 6 people comfortably. The 8 foot patio comes complete with a BBQ Grill, Kayak w life vests and even fishing rods if you want to spend a relaxing afternoon on the lake.

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, 223 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!

4.98 out of 5 average rating, 129 reviews

The kitchen features modern grey cabinetry and stainless steel appliances, including a microwave and oven. A large sink and ample counter space are evident, with a marble countertop and wooden flooring. Natural light enters through a nearby window, enhancing the functional layout.

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, 295 reviews

The exterior of a charming loft is seen from the garden, featuring a combination of gray metal and white siding. A covered porch is highlighted, along with climbing greenery and colorful flowers, creating a welcoming entrance. A wooden fence outlines the yard.

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.

A serene pool area is framed by palm trees, illuminated by soft lighting. The water reflects a calming blue hue, creating a peaceful atmosphere. Lounge chairs are arranged around the pool, ensuring a welcoming space for relaxation and enjoyment in the evening.

4.9 out of 5 average rating, 40 reviews

Hidden Gem #12 Thousand Trails Lake Conroe

Cheerful Cozy Cottage in Thousand Trails RV Resort of Lake Conroe! Nestled in Hidden Cove, this cottage offers all the comfort & glamour of a boutique hotel but with the warmth & convenience of home! FREE Wifi! Resort Pool/Jacuzzi, play yard, dog park, fishing, boating, water activity rentals, sand volleyball & more. 2- Paddle Boards rentals available. Come, PLAY or stay in & RELAX! Cottage remodeled 7/22!

4.98 out of 5 average rating, 107 reviews

A welcoming porch area features a swing bench, offering a comfortable seating option. The floor showcases a patterned tile design, and potted plants add a touch of greenery. Windows allow natural light, while the red door provides a vibrant focal point.

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!

An aerial view of a lakeside resort area is shown, highlighting multiple pools, manicured lawns, and aquatic features. The lake extends in the background, complementing the greenery of the surrounding landscape. A tall building is visible, offering a panoramic outlook over the scenic setting.

4.99 out of 5 average rating, 109 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.

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What guests are saying

Peaceful Montgomery Vacation Rental w/ Porch!

5 out of 5 average rating, 4 reviews5 months ago

My husband and I booked so that we could go to ren faire. This stay is a true hidden gem. it was peaceful and quiet which was very nice after a fun day at TRF. the furniture was comfortable and even though it was chilly outside it was so warm and toasty inside. absolutely would book again!

Cottage in Montgomery

What guests are saying

〽️ Sunrise Waterfront Cottage Wheelchair friendly

4.96 out of 5 average rating, 23 reviews1 month ago

Me and some friends stayed at Theo’s for a simple girly get away. If i could rate this 10 stars i would. Everything was nice and clean, there was plenty of TP and Towels. Lots of games to play! And the lake view was amazing. I love how there was a fan in every room too. Theo’s communication was top tier. I had a dumb blonde moment trying to get into the home and as soon as I let Theo know , she was already on the way to help. I would DEFINITELY come back , vacation or not. Best BnB i’ve been in so far!

Cottage in Magnolia

What guests are saying

Mulberry Cottage

4.82 out of 5 average rating, 22 reviews5 months ago

We had a great stay! Alycia was very friendly and made sure we had everything we needed. The space was cozy and perfect for relaxing. We were staying for a trip to the ren fest and the drive was easy- only around 25 minutes. The bed was super comfy and we felt right at home. We were also visited by the cutest little black cat each morning. Wonderful stay and great host!

Cottage in Magnolia

What guests are saying

Green Elm 1950s Cottage steps to dine,coffee,shops

4.95 out of 5 average rating, 74 reviews2 days ago

Great place, rooms were neat and beds comfortable. Nice arcade game in the back breeze way area. Does have trains come through the area that are across the street but ear buds are provided. I would stay here again, as the place is clean, very nice neighborhood, and restaurants 2 doors down. Live music on the weekend, enjoyed the atmosphere.

Cottage in Tomball

What guests are saying

Waterfront Oasis on Lake Conroe

5 out of 5 average rating, 7 reviews9 months ago

We had a wonderful stay with family at Melissa’s place! The check in code was tricky but she straightened it out quickly. The pool ended up being closed for repairs the day after we arrived so she even offered an alternative for us! Was a sweet spot, very clean and beautiful lake view. Had everything we needed and then some! 2 ceiling fans (one in one out) didn’t work but it was very pleasant without them. Was a nice respite from the busyness of town and would definitely stay there again!! Thanks for the space for our family Melissa!!

Cottage in Willis

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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.

4.92 out of 5 average rating, 74 reviews

Sunset Lake Cottage

An aerial view showcases a spacious lakefront property featuring a large lawn, kayaks, and a private dock with seating. The structure's dark roof contrasts with the verdant surroundings. A cozy fire pit area is positioned on the lawn, inviting relaxation by the water.

4.98 out of 5 average rating, 54 reviews

OutdoorProjector*Arcade*Lilypad*Kayaks*SUP*Firepit

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, 12 reviews

Relaxing Lake Cottage - Entire House - Reel Cozy!

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.

4.86 out of 5 average rating, 43 reviews

Modern Spacious 3BR Lake Cottage

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Pet-friendly cottage rentals

Superhost

4.84 out of 5 average rating, 75 reviews

Treehouse Getaway at Lake Conroe

4.31 out of 5 average rating, 13 reviews

On lake time tiny living

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

Superhost

Cottage in Coldspring

4.86 out of 5 average rating, 36 reviews

Dogwood Farm | Loblolly House | Pickle Ball Court

4.95 out of 5 average rating, 44 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

4.83 out of 5 average rating, 18 reviews

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