
Vacation rentals in Montgomery
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Top-rated vacation rentals in Montgomery
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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!

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.

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 bulkhead 🤿Pool access 🍔Grill and outdoor dining (bring your own charcoal) 🌅Sunset on the deck ⚓️Nearby boat rentals and lakeside restaurants

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 ; )

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.

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!

‘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.

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.

Lake Cabin in the Forest - Houston National Forest
This is a great place to relax and unwind while enjoying the beautiful sunset and sunrise at the lake in Sam Houston National Forest with the geese, the ducks, and the birds, and keeping an eye out for the deer enjoying the lake. There's plenty of yard for your furbabies to enjoy. There's lots of scenery on the drive to the cottage (forests, wildlife, lakes, countryside, wineries, farms, wedding venues, etc.); you never know what you can capture, so bring your camera.

Cabin In The Forest - Houston National Forest
Kick back and relax in this calm, stylish cabin in the forest. It's only walking distance to the beautiful Lone Star Trail in Sam Houston National Forest. This forest cabin has access to a fishing pier that is fully stocked with native fish (no license required); please follow lake rules. Bring your kayaks and paddleboards to enjoy the lake. There's lots of scenery (forests, wildlife, lakes, countryside, etc.); you never know what you can capture, so bring your camera!

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.

Lakefront | Pet Friendly | Paddleboard Incl | Pool
Welcome to Alluring Lakefront Condo — a stylishly furnished 2-bedroom, 2-bath retreat with direct lake views and a relaxing, resort-style feel. Whether you’re here for a weekend getaway, fishing trip, wedding, or extended escape, you’ll find everything you need for a comfortable and memorable stay — including a Complimentary Self-INFLATABLE PADDLEBOARD for you to enjoy on the lake. Just steps from the water and minutes from dining, shopping, and outdoor adventure.
Popular amenities for Montgomery vacation rentals
Other great vacation rentals in Montgomery

NEW! Hobbit's Cottage - A Fantasy Escapade!

Waterfront Oasis at Lake Conroe

Relaxing Lakeside Condo

Gorgeous Waterfront Lake Conroe Home Sleeps 10

Golfside Lux: Artistic Getaway on Lake Conroe

Newly remodeled condo with gorgeous lake view

Welcome to Via Lago

*Vacation Home Near Lake Conroe*
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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