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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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!!

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, 107 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.

Guest favorite
A spacious deck features two green kayaks resting beside the water's edge, with a picturesque view of the lake. Lush green grass extends toward the lake, complemented by shaded areas from surrounding trees. A peaceful setting enhances the overall tranquility of the lakeside retreat.
Cottage 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
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
An open-concept room features high wooden beams and light-colored walls. A spacious bed with decorative pillows is positioned next to a cozy seating area, which includes a sofa and armchairs. A wooden coffee table sits on a decorative rug, enhancing the inviting and functional space.
Cottage in Tomball
4.96 out of 5 average rating, 110 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
An overview of the loft reveals an open living space with a sofa and chairs arranged around a coffee table. The kitchen features a large refrigerator, dark countertops, and dining seating. Natural light fills the area through multiple windows, creating a welcoming environment.
Cottage in Tomball
4.93 out of 5 average rating, 353 reviews

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.

Top guest favorite
Cottage in Montgomery
4.99 out of 5 average rating, 186 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
A wooden swing is positioned between two trees, overlooking a calm lake. The serene water reflects the soft hues of the sky during sunset, enhancing the peaceful atmosphere of the lakeside retreat.
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!

Top guest favorite
Cottage in Montgomery
4.99 out of 5 average rating, 126 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.

Superhost
Cottage in Spring
4.83 out of 5 average rating, 302 reviews

Woodlands Modern Cottage-Top Rated! 3BR/Fast Wifi

Why You’ll Love the Space Cozy 3BR cottage in a quiet, safe neighborhood Minutes to Woodlands hospitals, trails & Market Street Fast WiFi + dedicated workspace for remote work Fully stocked kitchen for extended stays Smart TVs & BBQ grill for relaxing nights Perfect for medical visits, families & business travelers

Superhost
Cottage in Willis
4.8 out of 5 average rating, 133 reviews

Lake Conroe House with Private Boat Access

Bring the whole family to this great place with lots of room for fun. The interior features an open floor plan which is perfect for large groups. Enjoy our deck with a beautiful view of the canal … It’s a perfect place for sipping coffee or wine.

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.ﺇ441 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

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