
Holiday rentals in Montgomery
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Top-rated holiday rentals in Montgomery
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

"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.

Ultra-Modern Condo *Lake Conroe*
Experience stylish lakeside living in this 2-bed, 2-bath Lake Conroe condo. Steps from the marina, spend your days boating, fishing, or enjoying watersports, then explore nearby lakefront restaurants. Unwind by the pool or golf course with friends or family, creating unforgettable memories. Inside, luxury flooring, modern lighting, Bosch appliances, Thuma beds (king & queen), Modani sofa, LG 83” OLED TV, high-speed WiFi, and spa-inspired bathrooms create a sophisticated, resort-style retreat.

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

Sleeps 6 - Comfortable condo with great views!
Whether coming for business or fun, Lake Conroe has it all! This 2 br, 2 ba 1226 sq ft condo is located in the gated community of April Sound on Lake Conroe. It is centrally located off Hwy 105, with everything you need near by. You will find multiple bed sizes and a fully equipped kitchen along with an AMAZING open water view, thanks to it's location on the second floor. High speed fiber optic internet is included with stay, along with every basic necessity you need for a comfortable stay!

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 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!

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.

Serenity on the Lake
Forget your worries at The Carlton Family Lake House. It’s truly serenity on the lake…the calmness and peaceful you’ll feel here. This property on Lake Conroe in April Sound gated community is dedicated to ensuring a peaceful, comfortable & rejuvenating experience. The spacious 1,824 sq ft condo is perfect for a group of friends & family of 6 comfortably. Located conveniently near wedding venues, breweries, Margaritaville & many restaurants. Come & relax on your lake front property.

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!

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.

The Quick Getaway: Entire house on private lake!
Need to escape? We've done the work! INCLUDED: Breakfast - eggs, bagels, coffee, filtered water, creamers, sugar & a selection of teas. Location is secluded, not remote! Got a boat? Bring it! Boat access inc. @ neighborhood ramp. 1100 SF lakefront house in Montgomery, TX. Max 4 PPL - 2 Bdrms: 2 queen beds, 2 bathrooms, 2 porches, charcoal grill & paddle boat! * FIDO friendly <30lbs, $25 fee - per pet ESA pets the same. We love all pets, got a big dog? Ask us.
Popular amenities for Montgomery holiday rentals
Other great holiday rentals in Montgomery

Relaxing Lakeside Condo

Waterfront Deck/Kayaks/Workspace/King Bed 680 TC

Teal Oasis - 1 Bedroom/1 Bathroom Condo

Ranch house in Magnolia, TX aka The Zaiontz Ranch

Walden Fairway Getaway

Charming 3bdrm Home Near the Lake and Restaurants

Modern Luxe Escape | Near Lake, Mini Golf + Games

Lilypad Waterfront Lake Conroe-Slip, Kayaks DogsOK
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 $128 SGD per night before taxes and fees

Verified guest reviews
Over 180 verified reviews to help you choose

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

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




