Cottage vacation rentals in The Woodlands

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Top-rated cottage rentals in The Woodlands

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Top guest favorite
The exterior of the cottage showcases a mix of light-colored siding and stone accents. A welcoming front porch with white railings is featured. Lush green landscaping surrounds the entryway, enhancing the inviting appearance of the home.
Cottage in Willis
4.92 out of 5 average rating, 100 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!!

Top guest favorite
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
4.92 out of 5 average rating, 108 reviews

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.

Guest favorite
A shaded outdoor dining area is set with a table surrounded by eight chairs. A centerpiece of flowers adds a pop of color. The deck offers views of a lush landscape and a pond, providing a tranquil backdrop for meals.
Cottage in Magnolia
4.95 out of 5 average rating, 39 reviews

〽️ Sunrise Waterfront Cottage Wheelchair friendly

Welcome to our serene countryside retreat on 2.3 acres with a catch & release pond. Our lovingly home offers nature's charm and modern comforts. Enjoy birdsongs, chattering ducks, carefree turtles & breathtaking sunrises. The house features a fully equipped kitchen, an oversized tub, wheelchair-accessible bathroom, and tall clothing rods to showcase long dresses. Board games, books, and a dedicated office station ensure entertainment and functionality. Book your stay now for a tranquil retreat.

Top guest favorite
A charming green cottage is framed by lush greenery and a decorative iron gate, inviting guests in. The front porch is adorned with two chairs, and a pathway leads to the entrance. A clear blue sky with scattered clouds adds to the serene outdoor setting.
Cottage in Greater Heights
4.92 out of 5 average rating, 12 reviews

Guest favorite Heights 2BR dog-friendly cottage

Stay in the heart of Houston’s historic Heights neighborhood! Three blocks to shops and restaurants, two blocks to the Hike & Bike Trail, and close to downtown, this bright, dog-friendly home blends cottage charm with a Rockabilly twist. Enjoy an updated bath and kitchen with stainless countertops, king and queen beds, white oak floors, and tons of natural light. Perfect for a cozy, stylish stay in one of Houston’s most walkable neighborhoods. And there’s no extra fee for bringing your dog.

Guest favorite
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
4.9 out of 5 average rating, 151 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

Guest favorite
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
4.95 out of 5 average rating, 210 reviews

Charming 1933 farmhouse

Welcome to our farmhouse, This beautiful home is full of small town charm and character. Come visit the small historic town of tomball and stay in a home just as special as the town it’s self. We strive to provide our guests with the best possible stay by providing everything we possibly could think of you needing. This home is right outside of town on Main Street. The home is 2 bedrooms 1 bath, the bathroom is a jack and Jill between the bedrooms. Dogs are welcome but there is a 35 per dog.

Top guest favorite
Cottage in Montgomery
4.98 out of 5 average rating, 98 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.

Guest favorite
Home in Montgomery
4.91 out of 5 average rating, 23 reviews

Lakefront Escape with No Airbnb Fees at Checkout

Experience resort-style living in a private gated lakefront community on beautiful Lake Conroe. This charming waterfront retreat offers stunning lake views, peaceful outdoor spaces, and everything you need for a relaxing getaway. Spend your days kayaking, floating on the lily pad, fishing off the dock, or unwinding by the fire pit as the sun sets over the water. Whether you’re planning a family vacation, couples trip, or weekend escape, this is where unforgettable memories are made.

Guest favorite
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, 238 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!

Top guest favorite
Cottage in Tomball
4.96 out of 5 average rating, 111 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. 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!

Top guest favorite
Cottage in Montgomery
4.99 out of 5 average rating, 187 reviews

Romantic Cottage at Blue Pond near Lake Conroe

Escape to the peaceful beauty of Blue Pond Retreat near Lake Conroe. This cozy countryside cottage is designed for quiet getaways, slow mornings, and peaceful evenings under the stars. Enjoy a private fire pit, Blackstone grill, spring-fed pond, and 8 wooded acres perfect for relaxing and reconnecting. Whether you're celebrating something special or simply needing a reset, Blue Pond is the perfect place to unwind and recharge.

Top guest favorite
Cottage in Conroe
4.97 out of 5 average rating, 66 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!

Popular amenities for The Woodlands cottage rentals

Quick stats about cottage rentals in The Woodlands

  • Nightly prices starting at

    The Woodlands vacation rentals start at ﺩ.ﺇ 441 per night before taxes and fees

  • Verified guest reviews

    Over 440 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across The Woodlands rentals

  • 4.8 Average rating

    The Woodlands stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    The Woodlands's top spots, include The Cynthia Woods Mitchell Pavilion, Market Street, and AMC Metropark 10

Destinations to explore