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
A clear blue pool is framed by natural stone and lush greenery, offering a refreshing view. A gazebo is positioned in the background, while patio furniture is arranged nearby. The house features large windows that allow for ample natural light.
Home in Montgomery
4.82 out of 5 average rating, 222 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!

Guest favorite
Townhouse in Montgomery
4.95 out of 5 average rating, 152 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 on our bulkhea 🤿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 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
A front deck offers a view of a serene private lake, bordered by tall trees. A path leads down to the water, while a grassy area and seating can be seen nearby, providing a peaceful outdoor space.
Cottage in Montgomery
4.9 out of 5 average rating, 151 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
An open living area features a blue spiral staircase leading to the loft, accompanied by a dining table set for six. A fully equipped kitchen with modern appliances is visible, alongside a cozy seating area with a dark leather couch and decorative cushions.
Condo in Montgomery
4.95 out of 5 average rating, 118 reviews

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!

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, 124 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 ; )

Top guest favorite
A serene outdoor area features wooden decking adjacent to a calm lake, shrouded in morning mist. Potted flowers and lush greenery are present, along with rustic seating options. Soft lighting from overhead fixtures enhances the peaceful atmosphere of this lakeside retreat.
Home in Montgomery
4.96 out of 5 average rating, 394 reviews

A Close Getaway - Entire house on a private lake

Need to escape? We've done the work! INCLUDED: Breakfast - eggs, bagels, oatmeal, coffee, filtered water, creamer, sugar & a tea selection. 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 & a canoe! * FIDO friendly! 30lbs - $25 fee - per pet/ESA pet fee- same. We love all pets, got a big dog? Ask us!

Top guest favorite
A spacious living area showcases a light-colored sofa positioned in front of a modern fireplace. Large windows provide views of the surrounding trees, while a wooden coffee table sits in the center of the room. Two chairs are arranged at a small table nearby.
Home in Montgomery
4.97 out of 5 average rating, 150 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 favorite
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
4.92 out of 5 average rating, 225 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 favorite
The exterior of a uniquely designed home on stilts is surrounded by trees, featuring a spacious deck with seating. A gentle slope leads to a private pond at the base, with lush greenery and a clear sky in the background, creating a serene lakeside setting.
Treehouse in Montgomery
4.98 out of 5 average rating, 171 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!

Guest favorite
A serene pool area is seen, featuring a clear blue pool surrounded by lounge chairs and umbrellas. The building's balconies overlook the pool, providing a view of the well-maintained outdoor space. Soft lighting hints at the evening ambiance.
Condo in Montgomery
4.97 out of 5 average rating, 152 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.

Top guest favorite
Yurt in Plantersville, Montgomery
4.99 out of 5 average rating, 165 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.

Popular amenities for Montgomery vacation 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 vacation rentals in Montgomery

  • Total vacation rentals

    Explore 10 vacation rentals in Montgomery

  • Nightly prices starting at

    Montgomery vacation rentals start at €87 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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