
Holiday rentals in Montgomery
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Top-rated holiday rentals in Montgomery
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Quiet Montgomery Home w/ firepit and pool
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

Lake Cottage: ON LAKE
Indulge in serenity at our charming waterfront lake cottage, located in a quiet neighborhood with direct lake access just steps from the backyard. Enjoy beautiful lake views from both inside and outside the home. The community is perfect for walking and biking, with multiple lakes and parks nearby. Guests can enjoy catch-and-release fishing, with rods and gear provided. After a relaxing day by the water, explore the restaurants, shops, and charm of Historic Montgomery, just minutes away.

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 ; )

Lake Conroe Resort Style Vacation House
NO PETS PERMITTED. Situated on 4 private, wooded acres on Lake Conroe with a huge picture window and a stunning view of the lake & the National Forest - no other houses or a bridge. Smartly decorated and fully furnished over 3500 square feet. Direct waterfront to a 1600 sqft Trex dock with great swimming, lounging and fishing. Dock space is available to moor your boat or jet ski. Large driveway to park six to eight vehicles. Totally separate house allowing full privacy. Nothing else like it.

The Waterfront Villa
Plan your lake escape to this contemporary lakeside villa. This modern luxury getaway is located directly on Lake Conroe! Whether you're here for boating, fishing or lounging poolside, this is the perfect spot. This luxurious 5-bedroom, 3.5-bathroom home features a fully equipped gourmet kitchen, 3 master suites, as well as two bunk rooms equipped to sleep up to 16 guests comfortably. Enjoy the gorgeous deck, extended balcony, fire pit, and numerous spots for lounging with your friends!

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 outside 🤿Pool access 🍔Grill and outdoor dining (bring your own charcoal) 🌅Sunset dinners on the deck ⚓️Nearby boat rentals and lakeside restaurants

Lux Treehouse: Lake, Views, Gameroom, Kayaks, 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 queen sofa bed 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!

‘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.

Yurt, Hot Tub, BBQ, Huge Deck, Fire Pit, Pond View
Relax and recharge on our secluded 20-acre property. This modern and luxurious Yurt w/ King bed, Spa like shower and separate toilet, AC, 5G, ROKU TV, Fridge, Kitchenette w/coffee, teas, condiments and Smores! Bask in nature with a large deck overlooking the pond/pasture w/hot tub, outdoor shower, Blackstone grill and fire table. Bernhardt Winery is a mile away and Ren Fest is under 10 miles away. Guest can use the pasture/woods with walking trails, wood fire pit and kayak.

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!
Popular amenities for Montgomery holiday rentals
Other great holiday rentals in Montgomery

Charming Magnolia Retreat | Clubhouse & Gym Access

DREAM Pool &Acreage Garden Cottage in HistoricTown

Waterfront Oasis at Lake Conroe

Oasis on the green!

Serene 4BR Retreat at Lake Conroe

Newly remodeled condo with gorgeous lake view

Teal Oasis - 1 Bedroom/1 Bathroom Condo

Walden Condo w/ king bed, lake view, dock & pool.
Quick stats about holiday rentals in Montgomery

Total holiday rentals
Explore 10 holiday rentals in Montgomery

Nightly prices starting at
Montgomery holiday rentals start at £74 per night before taxes and fees

Verified guest reviews
Over 230 verified reviews to help you choose

Wifi availability
10 of Montgomery holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Montgomery rentals

4.9 Average rating
Montgomery stays are highly rated by guests – averaging 4.9 out of 5!
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- George R. Brown Convention Center
- The Galleria
- Houston Museum District
- Minute Maid Park
- Toyota Center
- Rice University
- Highrise Houston
- Memorial Park
- White Oak Music Hall
- Santa's Wonderland
- Houston Zoo
- The Cynthia Woods Mitchell Pavilion
- Downtown Aquarium
- Kyle Field
- Terry Hershey Park
- Typhoon Texas Waterpark
- Huntsville State Park
- The Menil Collection
- Buffalo Bayou Park
- Gerald D. Hines Waterwall Park
- Hurricane Harbor Splashtown
- Old Town Spring
- April Sound Country Club
- Contemporary Arts Museum Houston





