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
Home in Montgomery
4.82 out of 5 average rating, 218 reviews

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!

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.

Guest favorite
Home in Montgomery
5 out of 5 average rating, 17 reviews

Lake Conroe Escape | Scenic Views + Relaxing Vibes

Where the Lake feels like Home. Escape to a cozy retreat on Lake Conroe with breathtaking views and relaxing vibes. Perfect for couples, friends, or small families, this 2BR getaway offers comfort, style, and the perfect backdrop for unforgettable moments. Wake up to a lake scenery, sip coffee on the balcony, enjoy wine at sunset, roasted marshmallows on the fire pit; and easy access to boating, fishing, dining, and local fun. Come recharge, reconnect, and experience lakeside bliss at its best.

Top guest favorite
Home in Conroe
4.99 out of 5 average rating, 188 reviews

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

This beautiful, custom-built 2,400+ sq ft home, that sits on 1 acre, is surrounded by the woods and the many deer, giving you all of the privacy you will need for a relaxing retreat. If you want to feel peace and tranquillity while listening to the birds chirping, you want to stay here. Please make the Country Sanctuary a favorite in your search by clicking on the RED HEART in the upper right hand corner, this will help you find it again and share with others. Christmas Tree for the Holidays

Guest favorite
Cottage in Montgomery
4.9 out of 5 average rating, 150 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

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 ; )

Guest favorite
Villa in Montgomery
4.91 out of 5 average rating, 172 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
Townhouse in Montgomery
4.95 out of 5 average rating, 148 reviews

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

Top guest favorite
A serene outdoor deck is furnished with vibrant chairs, overlooking a peaceful lake surrounded by trees. The interior features a modern bathroom with a freestanding tub and chic fixtures, while a stylish exterior of the treehouse is lit by ambient lighting, complemented by kayaks on the water.
Treehouse in Montgomery
4.98 out of 5 average rating, 170 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
A standalone bungalow with a white exterior is surrounded by greenery. The entrance features double glass doors flanked by potted flowers, while a spacious patio leads to the yard. A landscaped area with stones and plants is visible in the foreground.
Bungalow in Montgomery
4.92 out of 5 average rating, 199 reviews

‘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.

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, 162 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, 151 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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