
Family-friendly holiday rentals in Montgomery County
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Top-rated family-friendly rentals in Montgomery County
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Quiet Country Home w/Pool and Fire-pit
5-20 min from popular Wedding Venues! 20 min FROM TX. REN- FESTIVAL. Book early. 10 min from LAKE CONROE, boat rentals, wineries, live music, and a variety of restaurants. 15 min from SAM HOUSTON NATIONAL FOREST (Dirt bike trails anyone? Call park to check schedule ). Relax at our peaceful country getaway. We are a family/friends retreat and not a party venue. Enjoy our colorful sunsets from the pool, gazebo, or dining room table. We love to host your family/friends attending weddings!

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.

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

Lakefront Retreat | Swim, Fish & Paddleboard
Escape to EverGreen Cove, a pet-friendly 🐾4BR/3BA lakeside townhouse on Lake Conroe. Wake up to calm cove views, spend the day paddle boarding and swimming off the bulkhead, then grill dinner while the sun sets over the lake. 🌅 ☀️Paddle boards included 🏊🏼Swim directly from the property 🎣Fish from the bulkhead 🚤Bring your boat and tie up on our bulkhead 🤿Pool access 🍔Grill and outdoor dining (bring your own charcoal) 🌅Sunset on the deck ⚓️Nearby boat rentals and lakeside restaurants

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 ; )

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.

Tiny Blue Lake House
Welcome to our Little Blue Lake House in the Thousand Trails Resort on Lake Conroe. Do you want to get away? Do you enjoy glamping? Whether you want to relax and unwind, or partake in the many amenities, there is something for everyone! Little Blue is the place for you! We are 45 minutes North of Downtown Houston, in Willis, Texas. Our Tiny Home is located on a Large End Lot in the Hidden Cove neighborhood of the Resort. Gated Resort offers Lake Access with Beach, Boat Ramp and Pool.

‘Haus House’ Studio close to the Lake
‘Haus House’ Studio is a 440 sq ft standing alone bungalow in a very quiet location yet close to all lake activity and great places to eat. The studio has a queen bed, wardrobe, living area, tv and WiFi. It has a kitchenette with a dining table for 2, refrigerator, microwave and coffee maker. The bathroom has a nice marble shower. There is an outdoor seating area for down time and relax. While we live on the property, you have your own privacy, but if you need us we are close by.

Cabin In The Forest - Houston National Forest
Kick back and relax in this calm, stylish cabin in the forest. It's only walking distance to the beautiful Lone Star Trail in Sam Houston National Forest. This forest cabin has access to a fishing pier that is fully stocked with native fish (no license required); please follow lake rules. Bring your kayaks and paddleboards to enjoy the lake. There's lots of scenery (forests, wildlife, lakes, countryside, etc.); you never know what you can capture, so bring your camera!

Lakefront | Pet Friendly | Paddleboard Incl | Pool
Welcome to Alluring Lakefront Condo — a stylishly furnished 2-bedroom, 2-bath retreat with direct lake views and a relaxing, resort-style feel. Whether you’re here for a weekend getaway, fishing trip, wedding, or extended escape, you’ll find everything you need for a comfortable and memorable stay — including a Complimentary Self-INFLATABLE PADDLEBOARD for you to enjoy on the lake. Just steps from the water and minutes from dining, shopping, and outdoor adventure.

Woodlands Retreat - Looks Rustic, Feels New
This freshly renovated retreat in Magnolia is the perfect relaxing getaway. Enjoy the peace and quiet of a 5-acre natural wonderland. Minutes away from world-class shopping, dining, and recreation in The Woodlands, TX. The home features 4 furnished bedrooms, a fully furnished kitchen and dining area, a spacious living room with pull-out sofa, 2 full baths, high-end linens, a stocked laundry room, and plenty of outdoor space to enjoy. We hope to see you soon!

Valhalla!
This memorable place is anything but ordinary. A Viking-inspired getaway complete with porch, shower, bathroom, kitchen and a full-functioning sauna! This mini-apartment is in the top section of a barn and you may have to duck your head. There is a queen-sized bed and an additional mattress for someone else if needed. Take a stroll in the woods or take a quick 5 minute drive to the lake! Now with upgraded Air Conditioning! Pets welcome, $$Fee.
Popular amenities for Montgomery County family-friendly rentals
Family-friendly home rentals with a hot tub

Lovely Woodlands home w/heated pool and spa!

The Woodlands/Shenadoah Casita

Waterfront w/dock on Lake Conroe Panoramic Views

Fun, Relaxing Escape with Pool

Large Ranch House & HOT TUB ~ Dog Friendly

Resort Backyard Escape | Pool Spa + Outdoor Cinema

FIJI Tropical Island Experience!

Poolside Summer Large Family Home Gather Here
Family- and pet-friendly home rentals

The Woodlands Studio

The Quick Getaway: Entire house on private lake!

Contemporary 3 Bedroom-Rooftop- Home

Lakeside Oasis on Golf Course w/ private pool

Lake Conroe Escape | Scenic Views + Relaxing Vibes

Lake Cabin in the Forest - Houston National Forest

Gaga’s Haven

A Farm Stay in Tomball
Family-friendly home rentals with a pool

Off The Beaten Path Country Cottage

Sleeps 6 - Comfortable condo with great views!

Country Sanctuary-5*Lux King Bed-2,400+ Sq Ft

Oasis on the green!

Chic TX House w/ Pool and Relaxing Atmosphere

Lilypad*Lakefront*FirePit*Kayacks*SUP*Arcade*Fish

Perfect 2/2 Condo/April Sound/Lake Conroe*Sleeps 6

Pool Oasis Paradise by the Lake: gameroom, firepit
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- Family-friendly rentals Texas
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- NRG Stadium
- The Galleria
- George R. Brown Convention Center
- Houston Museum District
- Minute Maid Park
- Rice University
- Highrise Houston
- Toyota Center
- University of Houston
- The Cynthia Woods Mitchell Pavilion
- Houston Zoo
- Memorial Park
- White Oak Music Hall
- Downtown Aquarium
- Santa's Wonderland
- Typhoon Texas Waterpark
- Huntsville State Park
- The Menil Collection
- Buffalo Bayou Park
- Gerald D. Hines Waterwall Park
- Texas Southern University
- Katy Mills
- Old Town Spring
- Hurricane Harbor Splashtown
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