Cottage holiday rentals in Lake Conroe

4.99 out of 5 average rating, 186 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.

4.92 out of 5 average rating, 106 reviews

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

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.

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.

4.83 out of 5 average rating, 478 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, 142 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

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, 90 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.

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.

5 out of 5 average rating, 17 reviews

Panoramic Views• Lakefront • Fire Pit • Wrap Patio

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.

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, 237 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, 170 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.

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, 16 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!

On a private 14-acre countryside retreat, this tiny home provides an unforgettable lodging experience. Our innovative Cargo home is outfitted with premier amenities including a 14” queen mattress with luxury linens, Smart TV, private front porch area, convenient parking, free WIFI, fully stocked kitchenette, Keurig coffee maker, and so much more! The best part of this unit is our rooftop deck where you can enjoy a romantic dinner, stargazing, or sip on a morning cup of coffee.

A spacious wooden deck is shown with four dining chairs surrounding a table, overlooking a serene lake. Lush greenery frames the area, and the calm water reflects the sky. Steps lead down from the deck, enhancing accessibility to the lakeside.

4.89 out of 5 average rating, 19 reviews

Lakefront cottage on Lake Conroe with great views!

Lakefront cottage on Lake Conroe offers wonderful views and lake access in a quiet community on the North side of the lake. The front porch welcomes you into this comfy space with over 1300 sq ft. The cottage features a covered deck, 3 bedrooms, fast WIFI, smart TV's, BBQ grill, and fishing rods if you would like to fish from the deck. The interior amenities have a cozy~modern design as we also use this home as a getaway for our family.

A serene outdoor space is illuminated by string lights hanging between trees. The area features a fire pit surrounded by four blue chairs, with a hammock visible in the background. The setting suggests a cozy gathering spot for relaxation under the night sky.

4.99 out of 5 average rating, 121 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.

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.