Cottage holiday rentals in The Woodlands

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in The Woodlands

  • Nightly prices starting at

    The Woodlands holiday rentals start at £97 per night before taxes and fees

  • Verified guest reviews

    Over 450 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!

Top-rated cottage rentals in The Woodlands

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

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Guest favourite
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, 103 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 favourite
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
4.96 out of 5 average rating, 45 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.

Superhost
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
4.88 out of 5 average rating, 157 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 favourite
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
4.94 out of 5 average rating, 218 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.

Guest favourite
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.
Cottage in Montgomery
4.96 out of 5 average rating, 103 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 favourite
The image showcases a panoramic view of a serene lake with soft, rolling hills along the shoreline. Lush greenery and patches of land can be seen extending into the water. A well-defined marina with docks is present, complemented by a clear blue sky filled with fluffy clouds.
Cottage in Willis
5 out of 5 average rating, 29 reviews

Relaxing Lake Cottage - Entire House - Reel Cozy!

Relax, slow down and make memories with the family at this peaceful resort cottage. Enjoy your morning coffee or evening cocktail on the front porch watching the world go by or family fun and games on the back patio cooking dinner. You have access to all resort amenities, Swimming Pool, Hot Tub, Beach volleyball at the lake, Tennis and much, much, more. There is lake access if you wish to bring your boat or jet ski. No Boat, No Problem you can rent a Jon boat, paddle boat, kayak or canoe.

Top guest favourite
A welcome mat with the word 'hello' is placed on a wooden porch, flanked by vibrant pink bougainvillea flowers. The flowers spill over a nearby planter, contributing a touch of natural color to the entrance.
Cottage in Tomball
4.93 out of 5 average rating, 100 reviews

Moore Manor-heart of Tomball- fire pit, sleeps 5

Welcome to The MOORE MANOR! ☆ Modern Cottage home ☆ Walk to Main Street! ☆ Cozy space, big yard, outdoor fire pit ☆ 3 bedrooms/2 baths -1 bath in Main house, 1 bath in SheShed ☆ Fast Wifi, security cameras, 4 TVs ☆ 25 min age required to book, unless prior approval received ☆ ALL w/in 1-2 miles: BOXWOOD MANOR- BEAUTIFUL wedding venue DOWNTOWN TOMBALL- Tomball Farmer's Mkt, Main St Crossing, restaurants, boutiques, coffee/tea shops, & bakeries ☆ ** Please NO PETS **

Guest favourite
Cottage in Willis
4.92 out of 5 average rating, 239 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 favourite
Cottage in Tomball
4.96 out of 5 average rating, 116 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 favourite
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 favourite
Cottage in Conroe
4.97 out of 5 average rating, 70 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
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, 159 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!

Popular amenities for cottage rentals in The Woodlands