Cottage vacation rentals in The Woodlands

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.

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.

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

Panoramic Views• Lakefront • Fire Pit • Wrap Patio

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.

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 **

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!

Good Smoke: NEW Glamping Next to Lake Conroe! Romantic Modern Tiny Home w/Luxury Amenities, Rooftop Deck, Heated Pool, Kamado BBQ smoker, Stocked Ponds! Play w/cute goats. ONLY 30 mins from The Woodlands & 1 hr from Houston!

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.

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!

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.

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!

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!

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.