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Holiday rentals in Montgomery

Find and book unique accommodation on Airbnb

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
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!

Guest favourite
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, 152 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

Top guest favourite
Home in Montgomery
4.96 out of 5 average rating, 76 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
Townhouse in Montgomery
4.95 out of 5 average rating, 154 reviews

Lakefront Getaway | 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

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 ; )

Top guest favourite
The inviting entrance features a covered porch supported by wooden beams. Lush greenery surrounds the pathway, while a gated entrance adds a touch of privacy. Sunlight filters through the trees, creating dappled patterns on the concrete driveway.
Home in Montgomery
5 out of 5 average rating, 22 reviews

Manor_4 BR w/ Pool Table_Swimming Pond_Volleyball

Lake ConRoy's Manor, a mini resort to say the least! Our home is a 4 BR/3 bath w/ a 5th sleeping space in a cute, cubby loft, and porches on front and back. A pool table & dart board in front living area as you enter the home, plus a huge kitchen & dining room bar. The Manor sits on 5 acres and is completely fenced in. Please note a portion of the outdoor areas such as the private swimming pond, sand volleyball, horse shoes, etc. are shared spaces w/ two other small rentals on the prop.

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, 200 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.

Superhost
Apartment in Montgomery
5 out of 5 average rating, 4 reviews

Lakeside Escape! Paddle boards, Pool, Shuffleboard

Welcome to your beautiful Lakeside Escape conveniently located off Hwy 105 in the gated community of April Sound by Lake Conroe in Montgomery, TX. This stunning 2bd 2ba lakeside condo offers the perfect blend of modern, comfort and adventure. This condo has everything you need for an unforgettable getaway including stand up paddle boards to explore with on the lake, a large peaceful balcony to take in the lake and pool views, or try a friendly game of shuffleboard and so much more!!!

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
The image captures a serene lakeside view at sunset, reflecting soft hues in the water. A yellow house with screened porch is visible alongside a dock featuring blue chairs. Lush trees frame the scene, creating a tranquil environment ideal for relaxation.
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.

Top guest favourite
A modern structure is depicted, featuring a combination of metal and stone exterior. Large windows enhance natural light, while a welcoming entryway with wooden accents invites guests. A flat area beside the building is visible, providing potential outdoor seating or landscaping opportunities.
Guest house in Montgomery
5 out of 5 average rating, 16 reviews

The Little House

Kick back and relax in this calm, stylish space. The "Little House" doesn't feel so little. The spacious kitchen and open living area has plenty of room for an air mattress if you have more than two in your party. With Fiber internet and WiFi available, the smart TV in living area and bedroom make two great separate spaces. In the utility room is the closet area with stackable washer/dryer and full bathroom just across the hall for convenience.

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 $128 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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