Holiday rentals with a kayak in Montgomery County

Prancing Horse Estates:10 acre resort w/pool, spa

Welcome to Prancing Horse Estates! This is a private gated 10 acre estate with private pool, spa and waterfall + 4 bedroom home. You’ll love it if you like upscale indoor style combined with beautiful outdoor space. 10 acres- 4 meadow and 6 densely wooded with 2 paths along the creek, with lovely poolside space with seating for 16+. Well stocked library, children’s room, indoor/outdoor games. Certified Wildlife Habitat® site with the National Wildlife Federation and Texas Conservation Alliance.

Lake Front Retreat w/kayaks, pools, tennis, gym

Gorgeous top floor Lake Conroe condo with free access to boat slip, boat ramp, kayaks, Yacht Club dining and pool, Racquet Club tennis, heated lap pool, fitness center, Lakeside Grille with live music. It's located in the closest building to the lake with the best views and the biggest size in the entire complex. Large kitchen and vaulted ceilings. Previous guests loved how clean our condo is, ideal location, beautiful view, and the many amenities plus boat rentals, golf, walking/biking trails.

Relaxing Family Lake House, Fish, BBQ, Rent a Boat

Relaxing & entertaining lakefront beauty! BRAND NEW Boat & waverunner are on site and available for rent. Fish, SUP, swim, bonfires & BBQ in a peaceful, private channel. 3000 sq ft, single story, open concept home with amazing lake views. Bright, stylish, fully furnished & ample amenities- when not in the water, kids love the bunk room & game room in the garage with pickleball, foosball, ping pong, bikes, cornhole & more! The dock, outdoor kitchen, kayaks, SUP's & life jackets are for your use!

Gorgeous Waterfront Retreat w/Heated Pool, & More!

Everything you need for an amazing vacation experience for the whole family! A charming, newly renovated waterfront home offers a spectacular backyard oasis located on the calm waters at Lake Conroe. Fishing, boating, swimming, and pure relaxation at your fingertips with stunning views of the lake and wildlife! Just minutes by car or boat to shopping and dining at the Boardwalk on Lake Conroe. Includes private covered boathouse for guest use! You may never want to leave this lakeside paradise!

LakeFront, Kayaks,Grill, Boat Dock, Deck, Netflix

Lake & Deck living at its BEST! 108ft of waterfront living. Enjoy quiet conversation as the sun sets. Fire up the grill and settle down to an al fresco dinner under the stars, float in the lazy cove, bring your boat and jet ski(s) or bring the gathering in to the fully equipped kitchen, long serving buffet, real wood fireplace and large dining room. Plenty of room for the kids to head up the spiral staircase and hang out. Walden Golf Club just down the street w/some of the best golf in Houston.

Lake Conroe Oasis

Escape to this Lake Conroe lakefront gem! This 4-bed, 2.5-bath retreat features a boat slip, 2 jet ski slips, and a spa to relax after a day on lake. Enjoy multilevel patios with TV's, gas grill, and 2 fire pits for serene evenings. Open floor plan making entertaining a breeze. TVs in all bedrooms, washer/dryer, game area with a poker table and family games. In a secluded no-wake cove, it’s ideal for lake fun. Outdoor storage offers lifejackets, a leapfrog mat, and yard games for entertainment!

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

New Lake House by Golf course + Kayaks & Game Room

Welcome to THE LAKE HOUSE - our spacious and welcoming getaway. Here you'll enjoy all the luxuries with an added plus of fun and activities. Whether your looking for some fun in the sun or a stay-cation at the Lake, you will find this to be your perfect destination. We have immediate access to the lake, Walden Golf course, and driving range. Looking to work from home? We got you covered. Looking for a fun-filled night in? Our game room has you covered - no cheating or whining allowed ; )

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.

Pinterest Worthy Lakefront Cottage

Lakefront, fully updated, open-concept bungalow on a private lake. Kayak, fish, or watch egrets, osprey, hawks, bald eagles, and heron. Our very private patio offers a grill, fire pit, outdoor sofa, and dining table. Our front porch provides a beautiful lake view. 3 smart TVs, dedicated desk space, wifi, 2 kayaks, fishing poles, and a fully stocked coffee / tea bar with snacks are just some of our amenities. Closeby: Lake Conroe, Margaritaville, lakeside dining, Luminaire, golf.

Spring Creek Tiny Home

This tiny house is just 5 minutes from I-45 in The Woodlands / North Spring area. It is tucked away under large trees in a heavily wooded neighborhood that makes it a quiet getaway from the noise of the city. The Woodlands is a 10 minute drive north and the IAH airport is only 25 minutes South. Spring Creek is a 5 minute walk away. This efficiently designed tiny house has a queen bed in the loft and the corner sofa turns into a full size bed. It has a full kitchen and shower.

Lakefront condo/Beautiful 1 Bedroom/Gorgeous View

WATERFRONT Condo in the Walden Community on Lake Conroe Walking distance to Marina and Restaurant 1 BDRM, 1 BATH, Sleeps 6 Welcome to Lakein' It Easy! Located right on the lake - down the road from the esteemed Margaritaville Resort. A paradise outside of Houston for boating, water-skiing, fishing, and golfing. Newly remodeled lakefront condo is the perfect space to relax, boat, swim, enjoy the Yacht Club for lunch or swim in the pool located right outside the back balcony.