Holiday rentals with a kayak in Montgomery County

4.85 out of 5 average rating, 117 reviews

A sunset view over Lake Conroe is captured from the balcony, showcasing the gleaming water and docked boats. Silhouetted against the vibrant sky, the ceiling fan adds a touch of comfort to the outdoor space.

Apartment in Montgomery

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.

Holiday home in Montgomery

A private pool is visible with a gently sloping lounge chair floating on the water's surface. Surrounding palm trees and natural stone formations create a serene ambiance under bright blue skies.

4.95 out of 5 average rating, 179 reviews

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.

A lakefront home is surrounded by lush greenery, featuring a spacious deck and multiple outdoor seating areas. A boat dock is visible with a variety of water equipment, including paddleboards and kayaks. The tranquil water reflects the clear blue sky, creating a serene atmosphere.

4.99 out of 5 average rating, 121 reviews

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!

A wooden dock stretches into a calm cove, bordered by lush greenery and trees. Boat lifts are visible along the water's edge, with several boats moored nearby. The serene landscape invites relaxation and outdoor activities.

4.85 out of 5 average rating, 111 reviews

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.

A spacious lakefront property is showcased, featuring multiple levels of outdoor patios and a large dock with boat and jet ski slips. The exterior is surrounded by lush greenery, creating a serene atmosphere. Soft evening light casts a warm glow on the structure.

4.93 out of 5 average rating, 15 reviews

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!

4.91 out of 5 average rating, 137 reviews

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

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

A fire pit area is surrounded by a circular seating arrangement featuring five black Adirondack chairs. The space is illuminated by overhead string lights, casting a warm glow over the grassy lawn and gravel pathway leading to the firepit.

4.99 out of 5 average rating, 103 reviews

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 ; )

4.99 out of 5 average rating, 144 reviews

The exterior of a uniquely designed home on stilts is surrounded by trees, featuring a spacious deck with seating. A gentle slope leads to a private pond at the base, with lush greenery and a clear sky in the background, creating a serene lakeside setting.

Treehouse in Montgomery

Lux 'Treehouse' Private Lake: Views, Gameroom, FUN

Escape w/ the family to "Iron Pine Treehouse" next to Lake Conroe on a small private lake. Enjoy lake views from nearly every room w/ luxury finishes. Trees intersect the deck--a canopy of leaves overhead for a treehouse effect! 13 beds, sleeps 17 comfortably: 1 King, 2 Queens, 9 Twin bunks, 1 futon, 1 Q blowup. Kayaks/Paddleboards and a game-room. There's even a connected studio with a full kitchen! Fish off the private dock | Only 3 minutes to Lake Conroe public boat ramp or boat rentals!

4.93 out of 5 average rating, 100 reviews

An inviting living area features a comfortable sofa with accent pillows and a decorative coffee table. A ceiling fan provides airflow, while natural light enters through large windows. The open layout connects to a dining space, highlighted by wooden accents and a welcoming atmosphere.

Bungalow in Montgomery

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.

4.98 out of 5 average rating, 66 reviews

Aerial view of the property showcases green lawns and vibrant outdoor spaces including seating areas. The serene lakeshore is visible, complemented by the setting sun casting warm hues over the waters. The path leading to the home is lined with glowing lanterns, guiding towards inviting outdoor seating.

Townhouse in Montgomery

Conroe Lakefront Cottage (Endless Amenities)

Escape to Conroe Lakefront Cottage 🌊 A family-friendly retreat with backyard lake access, kayaks, paddle boards, lily pads, and evening fire pit fun. Relax with outdoor games, a huge private dock, an arcade, or book fun cruises with us! Plus amp up the adventure with jet ski rentals! Thoughtfully stocked snack bar, and endless amenities, our cozy cottage is perfect for memory-making getaways. Search Conroe Lakefront Cottage to discover more about our lakeside hospitality. 🌅

4.97 out of 5 average rating, 30 reviews

A serene view of the waterfront is presented, featuring calm waters bordered by grassy areas. On one side, a small boat dock is visible, while charming white buildings line the opposite shore. The sky is bright with fluffy clouds, enhancing the tranquil atmosphere.

Apartment in Montgomery

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.

A screened-in porch offers unobstructed views of the water, with ample seating at a round dining table and additional lounge chairs. Sunlight filters through the open space, highlighting the natural surroundings and distant boat house.