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
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
The exterior of the house is framed by a spacious deck, featuring a shaded seating area under an umbrella. Soft lighting highlights the inviting entrance, while the surrounding greenery is complemented by an evening sky transitioning into dusk.
Cottage in Magnolia
4.95 out of 5 average rating, 40 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
Cottage in Montgomery
4.9 out of 5 average rating, 152 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 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!

Guest favorite
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.
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.

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
A cozy sleeping area features a spacious bed with a textured white blanket and a decorative headboard. Two matching bedside tables hold green lamps. Wall art with soothing designs complements natural wood paneling, contributing to a serene atmosphere.
Cottage in Tomball
4.93 out of 5 average rating, 356 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.

Guest favorite
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.
Cottage in Willis
4.91 out of 5 average rating, 87 reviews

Sunset Lake Cottage

Welcome to the cottage at the Lake Conroe Resort, w/hot tub, fire-pit, and boating experience. It's close by the Renaissance Festival and different Wedding Venues. Enjoy the sunset over the lake with your favorite drink; relax with a good movie with Free TV and WiFi. Boats can be rented at the guard station. We supply linens and most everything you'll need for a warm cozy stay. Also, there's a key code entry for easy access.

Top guest favorite
Cottage in Conroe
4.97 out of 5 average rating, 68 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
The Rustic Retreat bedroom features a king size bed with decorative throw pillows, a leather sofa, and a round coffee table atop a cowhide rug. Natural light enters through a large window, while warm wood floors enhance the cozy atmosphere. A 43 inch TV is mounted on the wall.
Cottage in Tomball
4.97 out of 5 average rating, 153 reviews

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!

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.

Guest favorite
Cottage in Montgomery
4.9 out of 5 average rating, 10 reviews

Lake cottage in the forest-Houston National Forest

This is a great place to relax and unwind while enjoying the beautiful sunset and sunrise at the lake in Sam Houston National Forest with the geese, the ducks, and the birds, and keeping an eye out for the deer enjoying the lake. Once in a while an eagle and a hawk will stop by. There's plenty of yard for your furbabies to enjoy.

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