Cottage holiday rentals in Lake Conroe

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Top-rated cottage rentals in Lake Conroe

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Top guest favourite
Cottage in Montgomery
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.

Superhost
Cottage in Willis
4.84 out of 5 average rating, 483 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.

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, 144 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

Top guest favourite
Cottage in Montgomery
4.98 out of 5 average rating, 91 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.

Top guest favourite
A spacious deck is visible, adorned with a table and chairs. Lush green grass leads toward a serene lake, framed by two large trees. The house stands on the right, complemented by a patio area, creating a peaceful outdoor retreat.
Cottage in Montgomery
5 out of 5 average rating, 19 reviews

Lakefront Retreat w/ Private Swim Area & Lily Pad

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.

Top guest favourite
Cottage in New Waverly
4.97 out of 5 average rating, 175 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. Next door is the Golden Oaks Micro Cellar winery. Tell them you're staying at the cottage and enjoy 15% off of wine tasting. Relax on the front or back porch with a views of the ranch or if you prefer a more active stay, hike or bike in the local Sam Houston National Forest or Huntsville State Park. Enjoy the fenced 1/2 acre dog play area. First 2 pets no charge , 3rd pet $25 fee.

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, 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!

Guest favourite
A well-maintained outdoor space features a 40 ft pool surrounded by a lush green lawn. Lounge chairs are positioned alongside the pool area, with a shaded Tiki Hut visible nearby. The backdrop includes a spacious house and gently sloped landscaping, offering an inviting retreat setting.
Cottage in Willis
5 out of 5 average rating, 16 reviews

#2 Good Smoke: Luxury Tiny Home & Goats

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.

Guest favourite
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.
Cottage in Willis
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.

Top guest favourite
Cottage in Conroe
4.97 out of 5 average rating, 63 reviews

Lil Blue Lake House on a private lake in Conroe

Enjoy a peaceful lakeside retreat at our private lake, or enjoy a fast paced experience at the larger Lake Conroe, only a few minutes away. The Lil Blue Lake House is close to hiking trails, breweries, fine dining, live music and dancing, or great fishing and lakeside activities. Another option is to stay in and enjoy family games or outdoor activities; included in our amenities. You get the best of both worlds!

Top guest favourite
Cottage in Montgomery
4.99 out of 5 average rating, 123 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.

Guest favourite
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.
Cottage in Willis
4.94 out of 5 average rating, 16 reviews

La Casita Azul

La Casita Azul 💙 “Magical places remind us that magic isn’t just an illusion — it’s an experience.” Discover a special little corner where peace and nature come together to offer you a truly unique getaway. La Casita Azul is the perfect place to disconnect from the noise and dive into a cozy, relaxing experience.

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