Cottage holiday rentals in The Woodlands

Charming Cottage 7+ Acres & Pond

Escape to the serene beauty of Blue Pond Retreat! Nestled on 7.7 wooded acres, this charming cottage offers relaxation and rejuvenation. Enjoy a spring-fed pond, peach orchard, 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.

The Canal House

Our little getaway sits on a canal that leads into Lake Conroe. The marina at the lake offers jet skis and boats for rent. Our house comes with a canoe and a kayak. It also offers fishing in the canal. Very quiet, serene place with lots of beautiful birds. We particularly like to sit on the back porch and watch the egrets fly by or the ducks swimming in the canal. Perfect place for respite and recharge, or ramp it up and go jet skiing on the lake. Or both! This is a non-smoking home.

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

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.

Hidden Gem #12 Thousand Trails Lake Conroe

Cheerful Cozy Cottage in Thousand Trails RV Resort of Lake Conroe! Nestled in Hidden Cove, this cottage offers all the comfort & glamour of a boutique hotel but with the warmth & convenience of home! FREE Wifi! Resort Pool/Jacuzzi, play yard, dog park, fishing, boating, water activity rentals, sand volleyball & more. 2- Paddle Boards rentals available. Come, PLAY or stay in & RELAX! Cottage remodeled 7/22!

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!

Montrose Cottage with pool &hot tub

- 1 bedroom, 1 bath private bungalow, approx. 630 sq.ft. - Completely furnished, includes sleeper sofa for 2 persons - Fully equipped kitchen & coffee maker - Full size washer & dryer in the house - Wall mounted TV - Pool & jacuzzi (available to use until 9:30pm)

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.

Cherryhurst Park Guesthouse with Private Yard

Beautiful 2 story guesthouse in Montrose, Houston's most walkable and hip neighborhood. Located directly across the street from Cherryhurst Park, this gem offers a quiet and private retreat, yet is walkable to scores of restaurants, bars and clubs.