Holiday rentals in Montgomery

Find and book unique accommodation on Airbnb

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 $127 SGD per night before taxes and fees

  • Verified guest reviews

    Over 250 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!

Top-rated holiday rentals in Montgomery

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

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Top guest favourite
Home in Montgomery
4.83 out of 5 average rating, 246 reviews

Quiet Country Home w/Fire-pit 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 favourite
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.
Holiday home in Montgomery
4.95 out of 5 average rating, 195 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 favourite
A spacious pool area features a rock formation waterfall and a curved deck surrounding the water. Cabanas and sun loungers provide relaxation spots, while colorful umbrellas offer shade. Lush greenery and trees frame the backdrop, enhancing the outdoor space.
Home in Conroe
4.93 out of 5 average rating, 123 reviews

Resort Backyard Escape | Pool Spa + Outdoor Cinema

Escape to your private resort style oasis near Lake Conroe, where comfort meets unforgettable fun. This modern, fully electric home features 4 spacious bedrooms with 6 beds and 3.5 baths, perfect for groups and families. Enjoy movie nights under the stars, air hockey in the living room, a built in BBQ island, and life size games in the expansive backyard. Lounge on the stylish patio, relax poolside with sun loungers and cabanas, and make memories that last a lifetime in your ultimate getaway!!!

Top guest favourite
A spacious lakefront property is showcased, featuring multiple levels of outdoor patios and a large dock with boat and jet ski slips. The exterior is surrounded by lush greenery, creating a serene atmosphere. Soft evening light casts a warm glow on the structure.
Home in Montgomery
4.94 out of 5 average rating, 49 reviews

Lake Conroe Oasis

Escape to this Lake Conroe lakefront gem! This 4-bed, 2.5-bath retreat features a boat slip, 2 jet ski slips, and a spa to relax after a day on lake. Enjoy multilevel patios with TV's, gas grill, and 2 fire pits for serene evenings. Open floor plan making entertaining a breeze. TVs in all bedrooms, washer/dryer, game area with a poker table and family games. In a secluded no-wake cove, it’s ideal for lake fun. Outdoor storage offers lifejackets, a leapfrog mat, and yard games for entertainment!

Guest favourite
Townhouse in Montgomery
4.96 out of 5 average rating, 163 reviews

Lakefront Retreat | Swim, Park Boat & 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 on our bulkhead 🤿Pool access 🍔Grill and outdoor dining (bring your own charcoal) 🌅Sunset on the deck ⚓️Nearby boat rentals and lakeside restaurants

Top guest favourite
The lakefront home features a Mediterranean-inspired design with a terracotta roof. Surrounding the property are well-maintained lawns and landscaped gardens. A cascading pool is visible in the backyard, complemented by a hot tub and ample outdoor space for relaxation and recreation.
Home in Montgomery
4.98 out of 5 average rating, 65 reviews

Luxury Lakefront 5BR, Pool/Spa, Dock, Boat Fun

Lake Conroe Airbnb Vacation Rental Welcome to The Cove at Diamondhead, a Mediterranean-inspired, custom lakefront home offering designer interiors, waterfall ledge pool, hot tub, private dock & personal boat slip. From the moment you arrive, you will be greeted with breathtaking lake views & all the comforts of luxury resort-style living. Bring your own boat or rent one through us during your stay. ► 24/7 Text/Phone Support ► High-Speed Wi-Fi ► Self Check-In & Out No Parties/Events Allowed

Top guest favourite
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, 128 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 favourite
An aerial view reveals a large, private property surrounded by lush greenery on Lake Conroe. The well-maintained lawn showcases vibrant landscaping, and a spacious dock extends into the water, providing direct access for activities. The main house and additional structures are set amidst the wooded backdrop.
Home in Montgomery
4.94 out of 5 average rating, 125 reviews

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.

Top guest favourite
A single-story home is framed by lush green grass and mature trees. The smooth exterior features arched windows and a welcoming entrance. A driveway leads to a two-car garage, providing ample space for vehicles. The surrounding yard offers plenty of open space for outdoor activities.
Home in Montgomery
4.97 out of 5 average rating, 152 reviews

Paradise Lakeside Retreat 6 Rooms 8 Beds sleeps 16

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
The image collage showcases various aspects of The Carlton Family Lake House, including a cozy bedroom with stylish decor and a serene view of the lake from the living area. Natural light floods the space, enhancing the calm atmosphere, while outdoor scenes capture the tranquility of the lakeside setting.
Home in Montgomery
4.91 out of 5 average rating, 231 reviews

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!

Top guest favourite
A serene scene features a wooden dock extending over calm lake waters, with a dog standing nearby. The sunrise casts a warm glow over the landscape, while mist rises gently from the surface of the lake, creating a peaceful atmosphere.
Home in Montgomery
4.94 out of 5 average rating, 542 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. 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.

Top guest favourite
Apartment in Montgomery
5.0 out of 5 average rating, 12 reviews

Lux Lakeside Escape | Balcony, Pool & Paddleboards

Escape to Lakeside Escape, a luxury condo in the gated April Sound community on Lake Conroe. Relax on the oversized balcony overlooking the lake and pool, take out the paddleboards at sunrise, challenge friends to shuffleboard or enjoy pickleball and tennis just steps away. With two King bedrooms, upscale design, fast Wi-Fi, and easy access to wedding venues, dining, shopping, and the marina, it’s the perfect Lake Conroe getaway.

Popular amenities for Montgomery holiday rentals

Frequently Asked Questions

  • What are the best places to stay in Montgomery?

    Staying in Montgomery’s historic downtown places you near shops, galleries, and local attractions, while surrounding areas have quieter homes and scenic views. Options range from cozy cottages to spacious rentals suitable for groups.

  • What are the best things to do in Montgomery with kids?

    Montgomery has parks with playgrounds, hands-on history museums, and community splash pads for families with children. Seasonal events, art workshops, and lakeside activities can also create memorable experiences for younger visitors.

  • What are some of the best things to do in Montgomery?

    Explore Montgomery’s historic district, enjoy art galleries, and relax in scenic parks. Many visitors also participate in boating or fishing at nearby lakes and attend community festivals throughout the year.

  • How is the weather in Montgomery?

    Montgomery typically has mild winters near 44–64°F (7–18°C) and hot, humid summers reaching up to 95°F (35°C). Rain is common throughout the year, so packing layers and a waterproof jacket is wise.

  • When is the best time to visit Montgomery?

    Late spring and early fall are often recommended, with milder temperatures and less humidity. These seasons also bring outdoor events and scenic landscapes, making them a pleasant time to explore the area.

  • What are the best places to visit in Montgomery?

    Frequently suggested stops include the historic district, small regional museums, and nearby nature parks with lakes or forested trails. Art galleries and restored landmarks highlight the city’s heritage.

  • What are some hiking trails in Montgomery?

    Explore well-maintained nature trails in local parks and preserved woodlands around Montgomery. Trails frequently run along forested areas or near lakes, inviting visitors to enjoy birdwatching, peaceful walks, or gentle hikes.

  • What are some family activities we can do in Montgomery?

    Families can explore interactive museums, enjoy picnics in local parks, or try fishing and boating on nearby lakes. Seasonal festivals, outdoor playgrounds, and nature trails are also popular for visitors of all ages.

  • What are some of the best day trip ideas from Montgomery?

    Day trips often include exploring neighboring towns with antique shops, wineries, or wildlife preserves. Outdoor enthusiasts might enjoy visits to nearby lakes, botanical gardens, or regional nature reserves.

  • Are there any pet friendly accommodations available in Montgomery?

    Many accommodations in Montgomery welcome pets, especially in residential neighborhoods and near local parks. When booking, explore listings that mention pet-friendly features to ensure a comfortable stay for you and your companion.

  • What are some local tips for visiting Montgomery?

    Locals suggest exploring the historic district on foot to discover shops, art, and architecture. Visiting early in the day can mean quieter streets, and trying regional foods at locally owned restaurants adds to the experience.

  • What is Montgomery known for?

    Montgomery is known for its place in Texas history, including locally significant sites, a welcoming downtown area, and a strong tradition of community events. The city often draws visitors interested in its historic landmarks and regional character.

  • What are the best hidden gems to explore in Montgomery?

    Explore small museums featuring regional history, locally owned shops along historic streets, or quiet lakeside picnic spots around the area. Art galleries and preserved landmarks in the historic district are often recommended by locals.

  • What are the best foods to try in Montgomery?

    Montgomery is known for classic Texas barbecue, fresh comfort dishes, and Southern-style sides. Local bakeries feature pies and treats infused with regional flavors, while nearby restaurants serve dishes that reflect the area’s agricultural roots.

  • What should I bring for a trip to Montgomery?

    Pack lightweight clothing for warm weather, a light jacket for cooler evenings, and rain gear due to occasional showers year-round. Comfortable walking shoes and sunscreen are helpful for exploring local parks and historic sites.

  • What is the nightlife in Montgomery like?

    Montgomery’s nightlife features relaxed pubs, live music venues, and bars with locally rooted character. Many evenings highlight regional musicians or showcase casual, social atmospheres in the historic downtown area.

  • What are the most popular events or festivals in Montgomery?

    Montgomery has annual celebrations that often highlight local heritage, food, and community traditions. Seasonal festivals, holiday parades, and art or music events are frequently suggested, with larger gatherings sometimes anchored around spring or early fall.

  • Are there family friendly vacation rentals in Montgomery?

    Many vacation rentals in Montgomery are designed for families, with larger living spaces and child-friendly features. Look for accommodations near parks or quiet, residential neighborhoods to make family travel comfortable.