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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.

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Top guest favourite
Home in Montgomery
4.82 out of 5 average rating, 225 reviews

Quiet Country Home w/Pool and Fire-pit

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
Home in Montgomery
5 out of 5 average rating, 20 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 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
4.95 out of 5 average rating, 38 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!

Top guest favourite
A spacious wooden deck extends from the cottage, providing outdoor seating with dark lounge chairs. Surrounding greenery includes tall plants and trees, creating a natural setting. The cottage features large glass windows that offer a view of the outdoor area and lake access.
Home in Montgomery
4.96 out of 5 average rating, 77 reviews

Lake Cottage: ON LAKE

Indulge in serenity at our charming waterfront lake cottage, located in a quiet neighborhood with direct lake access just steps from the backyard. Enjoy beautiful lake views from both inside and outside the home. The community is perfect for walking and biking, with multiple lakes and parks nearby. Guests can enjoy catch-and-release fishing, with rods and gear provided. After a relaxing day by the water, explore the restaurants, shops, and charm of Historic Montgomery, just minutes away.

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, 125 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 ; )

Luxe
Treehouse in Montgomery
4.98 out of 5 average rating, 172 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 favourite
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
4.93 out of 5 average rating, 201 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 favourite
Home in Montgomery
5 out of 5 average rating, 19 reviews

Colorful + Funky Lakefront Conroe Lake house

Escape to Lake Conroe and enjoy this unique and stylish lake front 3 bedroom 2 bathroom home that sleeps 12. Just one hour north from the heart of central Houston in a private gated community where guests can enjoy time with friends + family, or a place to read a book or watch the big game overlooking the water, work away from home (hi speed internet), and fishing (hello bass, perch, and catfish!). This house was designed to bring joy - in the paint, art, colors, and textures.

Top guest favourite
A serene view of the waterfront is visible from the balcony, showcasing calm waters and manicured green spaces along the shore. The scene includes neighboring buildings, with a gentle waterway dividing them. Soft clouds drift across a bright sky, creating a peaceful atmosphere.
Apartment in Montgomery
5 out of 5 average rating, 35 reviews

Still Waters Cove Retreat - Scenic Lakefront Condo

A unique and tranquil lake getaway. Amazing waterfront views located in Walden Community on Lake Conroe - minutes from highly popular Margaritaville Lake Resort. Unwind and enjoy all the lake has to offer, fishing, boating, water skiing and swimming. Dock your boat steps away just beneath the balcony. Enjoy 3 pools, fitness & racquet club. Or just kickback and enjoy the relaxing atmosphere and stunning view from our living area and the sound of the waterfall beneath the balcony.

Guest favourite
Home in Montgomery
5 out of 5 average rating, 13 reviews

Serene 4BR Retreat at Lake Conroe

Welcome to our spacious retreat at Lake Conroe! Perfect for families or groups, this home offers comfort and convenience just minutes from the Lake Conroe. Enjoy a fully equipped kitchen to cook your favorite meals, a cozy living area to relax, and TVs in each bedroom for private entertainment. With 4 bedrooms and 2 bathrooms, there’s plenty of space for everyone to unwind. Whether it’s lake adventures or quiet nights in, this home has everything you need for a memorable stay.

Top guest favourite
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, 166 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 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, 527 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.

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.

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 $129 SGD per night before taxes and fees

  • Verified guest reviews

    Over 230 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!

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