Vacation rentals in Montgomery

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Top-rated vacation rentals in Montgomery

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Vacation home in Montgomery
4.95 out of 5 average rating, 188 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.

Top guest favorite
A spacious outdoor area features a hot tub positioned near a wooden deck. The yard is adorned with lush greenery, and the house showcases large windows and multiple levels with an inviting staircase leading to the upper deck.
Home in Montgomery
5 out of 5 average rating, 22 reviews

Lux LakeFront Hot Tub - Game Rm - Kayak- JetSki

Stunning 2BR 2BA with a dock! Explore beautiful Lake Conroe & then retreat to this lakefront oasis which will leave you in awe of its views and amenities. On-site Jet Ski available for extra fee. This townhome is also available as a 3BR. On this listing, downstairs bedroom will be unavailable. ✔ 2 Large Bedrooms ✔ Hot Tub, Kayaks, SUP, Dining, Dock ✔ Bunk/Game Room (Bunks, Arcade games, Air Hockey) ✔ Stocked Garage (Paddle Boards, Fishing Poles, Floats, Darts, Ping Pong) ✔ Adjacent Green Space

Guest favorite
A cozy sleeping area features a spacious bed adorned with a light blanket and a vibrant yellow throw. A large window allows natural light to fill the room, providing a view of the surrounding trees and greenery. Shelving units and a wall-mounted TV are also present.
Tiny home in Magnolia
4.97 out of 5 average rating, 129 reviews

"Smouse" - A Romantic Escapade !

From the founders of SerendipTINY & Bonnie Lou Tiny home as featured on the popular TV show, Tiny House Nations on Netflix! WELCOME to "Smouse" - A Romantic Escapade in Magnolia Tiny Home Village. 250+ sqft indoor and abundance of outdoor patio and lounge space w/ hammock, fire pit & more. 1 queen in loft and 1 queen sofa bed w/ full kitchen. PRO-decor and furnished. Insta-gram READY! Experience the world of GLAMPING. Romance and Fun for ALL!Reconnect with nature at this unforgettable escape.

Guest favorite
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
4.91 out of 5 average rating, 148 reviews

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

Top guest favorite
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.
Home in Montgomery
4.98 out of 5 average rating, 122 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 ; )

Top guest favorite
Villa in Montgomery
4.92 out of 5 average rating, 168 reviews

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!

Top guest favorite
A spacious deck is adorned with comfortable blue lounge chairs, inviting relaxation while overlooking the serene waters of Lake Lorraine. String lights are suspended overhead, and a small table rests on a patterned rug, creating a cozy atmosphere in a natural, tree-lined setting during sunset.
Treehouse in Montgomery
4.99 out of 5 average rating, 167 reviews

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!

Top guest favorite
The living area is characterized by a comfortable sofa positioned near a coffee table and a smart TV. A dining table with four chairs is set for meals. Natural light enters through large glass doors leading to a balcony, while decorative touches enhance the space.
Condo in Montgomery
4.98 out of 5 average rating, 42 reviews

Oasis on the green!

Come enjoy a family getaway, a weekend to play the course, or an escape to enjoy the area food, wineries, and shopping. This 2-bed 2-bath condo is located on the Walden Golf Club Course, across the street from the driving range. The condo has a fully equipped kitchen, a dining area with a coffee bar, and a cozy living room. The main bedroom has a queen size bed and a private bathroom with a walk-in shower. The second room has two full size beds with access to the hall bathroom.

Top guest favorite
Home in Montgomery
4.82 out of 5 average rating, 209 reviews

Quiet Montgomery Home w/ firepit and pool

5-20 Minutes from popular Wedding Venues! 20 MINUTES FROM TX. REN- FESTIVAL. Book early. 10 minutes from LAKE CONROE, boat rentals, wineries, live music, and a variety of restaurants. 15 minutes from SAM HOUSTON NATIONAL FOREST (Dirt bike trails anyone? Call park to check schedule ). Relax with whole family at this peaceful country getaway. Enjoy our colorful sunsets from the pool, gazebo, or dining room table. We love to host your family/friends attending weddings!

Top guest favorite
Farm stay in Montgomery
4.96 out of 5 average rating, 51 reviews

Home Away from Home in Nature

This memorable ranch is anything but ordinary. Spend some quality time with friends and family in this fully remodeled rustic barn style property. Private oasis away from city life and just five minutes away from grocery stores and restaurants with Lake Conroe and Margaritaville being 20 minutes away. The property has 25 acres of land with all the comforts of home at your finger tips. We have trails made for walking, biking or you’re even welcome to bring your own ATV / UTV

Top guest favorite
A yurt is showcased in a lush green field, surrounded by trees. The structure features a wooden deck with a sturdy railing and steps leading up to the entrance. The sky is adorned with vibrant pink and orange hues during sunset, creating a serene backdrop.
Yurt in Plantersville, Montgomery
4.99 out of 5 average rating, 158 reviews

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.

Top guest favorite
A modern cabin is set within a forested area, featuring a welcoming front porch with steps leading up and outdoor seating. Large windows are present, allowing natural light to fill the interior. A well-maintained grassy yard surrounds the cabin, enhancing the serene environment.
Cabin in Montgomery
4.97 out of 5 average rating, 147 reviews

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 vacation rentals

Quick stats about vacation rentals in Montgomery

  • Total vacation rentals

    Explore 10 vacation rentals in Montgomery

  • Nightly prices starting at

    Montgomery vacation rentals start at € 86 per night before taxes and fees

  • Verified guest reviews

    Over 230 verified reviews to help you choose

  • Wi-Fi availability

    10 of Montgomery vacation rentals include wi-fi 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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