Holiday houses in Montgomery

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Top-rated holiday rentals in Montgomery

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

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Guest favourite

Cottage in Willis

4.9 out of 5 average rating, 58 reviews

Cheerful cottage with lake access & amenities!

Relax with the whole family at this 3 bedroom, 2 bath cottage home with Lake Conroe access! Modern & cozy, you'll find everything you need with a stocked kitchen & laundry room. You have full access to all the Thousand Trails amenities including a pool, hot tub, basketball courts, miniature golf, tennis, playground, volleyball, fitness center, clubhouse, & even food trucks! There is easy lake access if you want to fish, bring/rent a boat or jet ski. This is truly a perfect home away from home!!

Superhost

Tiny home in Magnolia

4.81 out of 5 average rating, 221 reviews

Retro BaIi Paradise! -an Exotic Island experience!

From the founders of SerendipTINY & Bonnie Lou Tiny home as featured on the popular TV show, Tiny House Nations on Netflix! WELCOME to our newest home Retro Bali Paradise-an Exotic Island experience in Magnolia Tiny Home Village.RV has 200+ sqft indoor and 700 sqft outdoor garden and hot tub & lounge w/ 1 queen, 2 twin bunks, and dinette bed convert. PRO-decor and furnished.Insta-gram READY! Youll be mesmerized! Come enjoy the outdoors & experience the world of GLAMPING. Romance and Fun for ALL!

Guest favourite

Home in Montgomery

4.93 out of 5 average rating, 393 reviews

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. 4 PPL - 2 Bdrms: 2 queen beds, 2 baths, Max is 5 (+ nightly fee for the 5th). 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.

Guest favourite

Home in Spring

4.94 out of 5 average rating, 123 reviews

Spa & Pool Paradise- Pavilion/Waterway/Town Center

Nestled in the heart of The Woodlands, & recently named the #1 place to live! Enjoy an incredible small-town with high-end activities. This home is perfect for friends & family! The home offers peaceful comfort with its private backyard pool & spa! Inside, guests enjoy reclining seats and entertainment area or warm up in the evenings by the cozy fireplace. Close to golf courses, trails, festivals, The Pavilion, festivals & Town Center (our Downtown). *Spa comes w/remote & instructions to heat.

Superhost

Cottage in Montgomery

4.9 out of 5 average rating, 105 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 favourite

Home in Shenandoah

4.9 out of 5 average rating, 196 reviews

Perfect location*Cozy House*Pool*FastWifi*Pets-OK.

Tailored for your vacation, business travel, medical or stay while remodeling. *Ideal for family, friends vacation, family visiting in town, wedding guests, business, medical travelers, travel nurses and many other travelers in town. *Ask us about long-term stays. *Property has a private pool. Not heated. Quick/easy access to I-45, Hardy Toll & 99/Grand Pkwy. This home is located in Shenandoah/The Woodlands. Note: local city lodging taxes of 7% of booking will be requested upon check-in.

Guest favourite

Home in Montgomery

4.96 out of 5 average rating, 103 reviews

Beautiful nature lakeside retreat , 6 Rooms 8 Beds

Great location. This property offers a nature and peaceful setting with easy access to Lake Conroe, Marina, The Luminaire Venue, Pine Lake Ranch Venue, other venues in the area and restaurants. Property has all the essentials for cooking, baking and grilling to accommodate a large group. Property is perfect for families, couples, large groups or girls getaway. Perfect place to relax, hike, bike, ride golf cart or visit the lake. Property’s location is very convenient to many dining options.

Guest favourite

Home in Conroe

4.9 out of 5 average rating, 359 reviews

WOW!❤️Hidden Gem in Woodlands!💎Boat/RV allowed⭐️

Come home to this enchanting retreat in The Woodlands and near Houston! Only minutes to great shopping, dining, and entertainment, yet tucked in a relaxing natural garden oasis! Boats and RV's are welcome! Chic spacious bedrooms all furnished with Memory Foam beds and new 50" 4K TV's in each! Less than 30min to IAH and Lake Conroe, and less than 1hr from Houston! Minutes to Waterway, Hughes Landing! Walk to beautiful nearby hike/bike trails through wildflower gardens and bird sanctuaries!

Guest favourite

Home in Montgomery

5 out of 5 average rating, 47 reviews

Charming 3bdrm Home Near the Lake and Restaurants

🌟THIS home has 3 bdrms, 2 full baths, and a dog run.🌟 Welcome to our cozy Airbnb retreat! Nestled in a quiet neighborhood, our charming space decorated with coastal vibes, is perfect for families, friends or solo travelers seeking a comfortable and inviting home away from home. All of this is within 5 minutes to Lake Conroe, lake side restaurants and convenience stores. *The home has additional security features for maximum family comfortability/safety.* **EXTENDED STAYS WELCOME**

Guest favourite

Bungalow in Montgomery

4.95 out of 5 average rating, 38 reviews

Pinterest Worthy Lakefront Cottage

Lakefront, fully updated, open-concept bungalow on a private lake. Kayak, fish, or watch egrets, osprey, hawks, bald eagles, and heron. Our very private patio offers a grill, fire pit, outdoor sofa, and dining table. For the true nature lover, indulge in our outdoor shower. 3 smart TVs, dedicated desk space, wifi, and a fully stocked coffee / tea bar with snacks are just some of our amenities. Within few miles home: Lake Conroe, Margaritaville, lakeside dining, Luminaire, golf.

Guest favourite

Home in Willis

4.83 out of 5 average rating, 102 reviews

Lakefront Resort's CuteTinyHouse by RelaxSTR

Do you need to get away? Have you ever wanted to try out a Tiny House? ESCAPE with us at the Lake! Welcome to A Thousand Trails Resort on Lake Conroe, dubbed “Houston's Playground”! Bring your family or friends for a fun almost lakefront getaway where everything you need for fun and activities is right at your fingertips. Close to I-45 & 20 minutes to world-class dining & shopping. Bring the boat and your fishing poles. Lake life is the best, and we guarantee you'll have a good time!

Guest favourite

Condo in Montgomery

4.97 out of 5 average rating, 132 reviews

Rental Retreat TX-Come Relax on Lake Conroe!

Experience beautiful sunsets on the lake!! 1st floor w/all amenities, 1 bedroom (queen), & living room w/sleeper sofa (queen). Quick access to pool & lake. Kitchen cooking utensils, dishes, range, refrigerator, microwave & dishwasher. Shower & tub, washer & dryer. Access to fitness & racquet club, yacht club & grill, and private boat launch. Parking close to the door. Fishing, golfing, boating, tennis, swimming, walking trails and close proximity to Sam Houston National Forest.