Cottage vacation rentals in Montgomery

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Top-rated cottage rentals in Montgomery

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

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Top guest favourite
The exterior of the cottage showcases a mix of light-colored siding and stone accents. A welcoming front porch with white railings is featured. Lush green landscaping surrounds the entryway, enhancing the inviting appearance of the home.
Cottage in Willis
4.92 out of 5 average rating, 100 reviews

Cheerful cottage with lake access & amenities!

Relax with the whole family at this 3 bedroom, 2 bath cottage home with Lake Conroe access! Modern & cozy, you'll find everything you need with a stocked kitchen & laundry room. You have full access to all the Thousand Trails amenities including a pool, hot tub, basketball courts, miniature golf, tennis, playground, volleyball, fitness center, clubhouse, & even food trucks! There is easy lake access if you want to fish, bring/rent a boat or jet ski. This is truly a perfect home away from home!!

Top guest favourite
An open floor plan living area is highlighted by vaulted ceilings and natural light. A cozy beige sofa faces a modern entertainment center, while a large dining table and breakfast bar provide ample seating. Stylish ceiling fans and decorative wall accents add character to the space.
Cottage in Magnolia
4.92 out of 5 average rating, 108 reviews

Magnolia Cottage/Near Renaissance Festival

Newly remodeled, spacious country cottage on eight acres. Beautiful stone barrel kitchen, open floor plan living room, breakfast area, formal dining room area to spend time with the family. New furniture in the common areas and in the primary room. Luxurious master bathroom and extra full bath. Stay includes clean linens, towels toiletries, WIFI, TV, full kitchen, washer & dryer, and two-car garage. Extra fees will be added if pet damage any area or to do an extra clean. Pet fee $75 under 50lbs.

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

Guest favourite
A spacious bed is dressed with a white quilt and plaid pillows, inviting restful sleep. A side table with a lantern provides soft lighting, while light filters through the nearby window, highlighting the room's neutral wood paneling.
Cottage in Tomball
4.95 out of 5 average rating, 210 reviews

Charming 1933 farmhouse

Welcome to our farmhouse, This beautiful home is full of small town charm and character. Come visit the small historic town of tomball and stay in a home just as special as the town it’s self. We strive to provide our guests with the best possible stay by providing everything we possibly could think of you needing. This home is right outside of town on Main Street. The home is 2 bedrooms 1 bath, the bathroom is a jack and Jill between the bedrooms. Dogs are welcome but there is a 35 per dog.

Guest favourite
A functional garage with a white door is complemented by a covered gazebo, creating a shaded outdoor area. The structure is surrounded by lush green trees and a well-maintained yard, offering a peaceful setting for relaxation.
Cottage in Montgomery
4.97 out of 5 average rating, 100 reviews

The Dairy Barn & Parlor

Set on 12 acres this secluded little house is the perfect get-a-way place to enjoy some down time. Close to fishing at Lake Conroe this cottage serves also as a central point to enjoy some of the local wineries, visit historic downtown Montgomery, explore the Sam Houston National Forest or spend time at the Texas Renaissance Festival which is only 20 minutes away. The physical address and entrance road name has changed several times in the past few years so the GPS address may not work.

Superhost
A raised cabin is surrounded by tall pine trees, featuring a spacious deck with outdoor seating and a shaded umbrella. Soft string lights are visible along the railing, offering a cozy atmosphere. The structure is elevated, showcasing a gravel pathway leading to the entrance.
Cottage in Montgomery
4.85 out of 5 average rating, 80 reviews

Treehouse Getaway at Lake Conroe

This is a nature’s lover! Huge pine trees and relaxing night ambience. Escape to this semi-wooded, unique 1/2 an acre lot located in a secluded neighborhood! Get some R&R, BBQ, hangout, roast marshmallows in the big fire pit, and take advantage of the private neighborhood boat ramp and lakes for fishing, boating and paddle boarding! Enough parking for you to bring your own boat! Adventure out to Lake Conroe Marina and Boardwalk just five minutes away. Near Montgomery Renaissance Festival

Guest favourite
A covered outdoor deck features a gas grill, suitable for barbecuing. Comfortable seating is provided by four wicker chairs surrounding a circular table. The ceiling is painted in a soft blue, while a fan aids in ventilation. Views of Lake Conroe are visible in the background.
Cottage in Willis
4.92 out of 5 average rating, 238 reviews

Lake Conroe Cottage with Lakeview

1,000 sq ft. Cottage overlooking Lake Conroe located at Waters Edge resort, offering lake access, boat launch and docks. 800 sq.ft. deck includes a giant water cooled fan, fire pit with seating for twelve, outside dinning table that seats six and gas grill for outdoor cooking. Inside, sixteen feet tall ceilings create a large open main room with an overlooking loft; complete kitchen and wetbar with extra ice machine and wine cooler. Perfect for fishing trips & family parties!

Top guest favourite
Cottage in Tomball
4.96 out of 5 average rating, 111 reviews

Cozy Cottage on Farm Away from City

Whether looking to get away from the City & recharge or looking for a unique stay during your travels, The Cottage is sure to please. Lovingly remodeled & outfitted with vintage details, you'll feel right at home & ready to relax. You'll enjoy the picturesque 10 acres that surround you. Close enough to get to the City if you need, but feels like you're world's away! Explore idyllic Downtown Tomball, or sit in our rockers, sip some lemonade, and relax!

Top guest favourite
Cottage in Montgomery
4.99 out of 5 average rating, 187 reviews

Romantic Cottage at Blue Pond near Lake Conroe

Escape to the peaceful beauty of Blue Pond Retreat near Lake Conroe. This cozy countryside cottage is designed for quiet getaways, slow mornings, and peaceful evenings under the stars. Enjoy a private fire pit, Blackstone grill, spring-fed pond, and 8 wooded acres perfect for relaxing and reconnecting. Whether you're celebrating something special or simply needing a reset, Blue Pond is the perfect place to unwind and recharge.

Top guest favourite
Cottage in Conroe
4.97 out of 5 average rating, 68 reviews

Lil Blue Lake House on a private lake in Conroe

Enjoy a peaceful lakeside retreat at our private lake, or enjoy a fast paced experience at the larger Lake Conroe, only a few minutes away. The Lil Blue Lake House is close to hiking trails, breweries, fine dining, live music and dancing, or great fishing and lakeside activities. Another option is to stay in and enjoy family games or outdoor activities; included in our amenities. You get the best of both worlds!

Top guest favourite
The Rustic Retreat bedroom features a king size bed with decorative throw pillows, a leather sofa, and a round coffee table atop a cowhide rug. Natural light enters through a large window, while warm wood floors enhance the cozy atmosphere. A 43 inch TV is mounted on the wall.
Cottage in Tomball
4.97 out of 5 average rating, 153 reviews

1930s Home, King bed, sleeps 8, walk to Main St

“The Urban Oak” is a unique 1930’s home with Mid Century Modern Texas Styling. Located walking distance from the trendy yet established community of old town Tomball where you can shop antiques, boutiques, experience the rich food culture and take a stroll through the weekend farmers market! Hosted with Texas southern hospitality, 4 smart TVs & themed rooms with lux bedding, you are sure to enjoy your stay!

Guest favourite
Cottage in Montgomery
4.99 out of 5 average rating, 126 reviews

2300 Sq Ft, 4/2 - 2 Minutes From Lake Conroe

Perfect for friends and family! A spacious home in Walden on Lake Conroe in a quiet cul-de-sac. You have access to the Walden Marina (boat rentals), Walden Yacht Club (resort style pool with poolside bar & grill), 2 boat ramps, fishing, biking/walking trails, parks and more! For those that love to golf, enjoy Houston’s number 1 golf course! Margaritaville is only a 5 minute drive away.

Popular amenities for Montgomery cottage rentals

Quick stats about cottage rentals in Montgomery

  • Nightly prices starting at

    Montgomery vacation rentals start at $140 CAD per night before taxes and fees

  • Verified guest reviews

    Over 90 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Montgomery rentals

  • 5 Average rating

    Montgomery stays are highly rated by guests—averaging 5 out of 5!

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