
Cottage holiday rentals in Montgomery County
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Montgomery County
Guests agree: these cottages are highly rated for location, cleanliness and more.

Entire Cottage Getaway | Pond • Fire Pit • Deck
Escape to the serene beauty of Blue Pond Retreat! Nestled on 8 wooded acres, this charming cottage offers relaxation and rejuvenation. Enjoy a spring-fed pond, fire-pit, and lush surroundings. The main cottage features a cozy queen bedroom, stylish living area, full bath, and a fully stocked kitchen. A separate private suite, connected by a wood deck, adds a full-size bed and bath. Perfect for couples, friends, or families, it’s your ideal countryside escape under starry skies. Near Lake Conroe.

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

Woodlands Modern Cottage w/Private Patio & BBQ Pit
*The cottage is fully sanitized after every guest. Book with us with confidence*. The house is equipped with a gourmet chefs kitchen for cooking & has a grill out back for barbecuing. The house is also equipped with several usb charging stations throughout for charging your phones. Located close to greenbelt, The Woodlands Waterway, The Cynthia Woods Mitchell Pavilion, The Woodlands Mall, Market Street dining/shopping, Cinema, Lake Conroe, Old Town Spring, & Hurricane Harbor Water Park.

Lakefront getaway with spectacular sunsets!
Relax with the whole family at this peaceful place to stay. Or escape for a couple's staycation close to Houston. This welcoming 2 bedroom 1 bath cottage has everything you need for a lake life experience. Paddle boat, kayaks, fishing poles, yard games, fire pit- the list goes on. This location on Lake Houston offers tons of wildlife and tranquility, while being close to stores , restaurants, and downtown Houston. Book your stay for an unforgettable relaxing stay in our secluded cottage.

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.

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

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!

The Cottage at Jones Road Ranch
Enjoy the solitude and beauty of a stay at the Cottage at Jones Road Ranch overlooking grazing horses. Take a short walk through the Jones Road Ranch Tuscan Rosemary farm for a discounted wine tasting with our neighbors at Golden Oaks Micro Cellar. Relax on the front or back porch with a views of the ranch or if you prefer a more active stay, schedule a Jones Road Ranch tour, hike or bike in the local National Forest or tour the Bush Presidential Library in nearby College Station.

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!

Tranquil Lakefront w/ Lily Pad & Stunning Views
Escape to this beautiful lakefront retreat—perfect for family fun and peaceful relaxation. Enjoy stunning views, access to a private country club pool (fee applies for pool) and space to spread out and unwind. Spend your days paddling on the lily pad, relaxing by the fire pit, or simply soaking in the tranquil lake vibes. Whether you’re making s’mores under the stars or sipping coffee with a sunrise view, this is where lasting memories are made!

Main Street Loft
Welcome to my loft this home is right in Tomball and filled with small town charm. This home is a charming loft in a great location. The Tomball shops are just a small walk away. Enjoy your stay here and take part in some small-town charm, this town has much to offer on the weekends. Enjoy your stay walking around the shops (antiques, clothing, and great food), also spend your time at the farmers market or at the lovely Tomball depot.

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!
Popular amenities for cottage rentals in Montgomery County
Cottage rentals with a hot tub

Sunset Lake Cottage

Stocked pond, canoe,hot tub,Ren Faire close

La Casita Azul

Relaxing Lake Cottage - Entire House - Reel Cozy!

Cheerful cottage with lake access & amenities!

Modern Spacious 3BR Lake Cottage
Pet-friendly cottage rentals

Birdie Bungalow

Charming 1933 farmhouse

Peaceful Montgomery Vacation Rental w/ Porch!

Kind-Of-A Lake House (water view & access)

Country Retreat I Loblolly | Pickle Ball Court

Lil Blue Lake House on a private lake in Conroe

Cozy Boho; Great Value/Low Cost! Dogs Welcome!

Good Smoke: NEW Glamping Next to Lake Conroe! Romantic Modern Tiny Home w/Luxury Amenities, Rooftop Deck, Heated Pool, Kamado BBQ smoker, Stocked Ponds! Play w/cute goats. ONLY 30 mins from The Woodlands & 1 hr from Houston!
Private cottage rentals

Charming 1933 farmhouse

Main Street Loft

Entire Cottage Getaway | Pond • Fire Pit • Deck

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

Lake Conroe House with Private Boat Access

Cozy Cottage on Farm Away from City

“Haus House” Cottage close to the Lake.

Woodlands Modern Cottage w/Private Patio & BBQ Pit
Destinations to explore
- Flat rentals Montgomery County
- Rentals with a firepit Montgomery County
- Rentals with outdoor seating Montgomery County
- Rentals with a cinema Montgomery County
- Rentals with a hot tub Montgomery County
- Rentals with a patio Montgomery County
- Rentals with an EV charger Montgomery County
- Serviced apartment rentals Montgomery County
- Farm stay rentals Montgomery County
- Fitness-friendly rentals Montgomery County
- Cabin rentals Montgomery County
- Smoking-friendly rentals Montgomery County
- Rentals with a kayak Montgomery County
- Apartment rentals Montgomery County
- Private suite rentals Montgomery County
- Luxury rentals Montgomery County
- Waterfront rentals Montgomery County
- Rentals with a fireplace Montgomery County
- Rentals with a washing machine and dryer Montgomery County
- Tiny house rentals Montgomery County
- Motorhome rentals Montgomery County
- Family-friendly rentals Montgomery County
- Townhouse rentals Montgomery County
- Villa rentals Montgomery County
- Mansion rentals Montgomery County
- Pet-friendly rentals Montgomery County
- House rentals Montgomery County
- Rentals with an accessible-height toilet Montgomery County
- Rentals with pools Montgomery County
- Rentals with breakfast Montgomery County
- Rentals with lake access Montgomery County
- Cottage rentals Texas
- Cottage rentals United States
- The Galleria
- NRG Stadium
- George R. Brown Convention Center
- Houston Museum District
- Bluejack National Golf Course
- White Oak Music Hall
- Houston Zoo
- Memorial Park
- Santa's Wonderland
- The Cynthia Woods Mitchell Pavilion
- Typhoon Texas Waterpark
- Downtown Aquarium
- Memorial Park Golf Course
- Buffalo Bayou Park
- Hurricane Harbor Splashtown
- Huntsville State Park
- The Menil Collection
- Gerald D. Hines Waterwall Park
- Cypresswood Golf Club
- Miller Outdoor Theatre
- Grand Texas
- Contemporary Arts Museum Houston
- 7 Acre Wood
- Holocaust Museum Houston
- Things to do Montgomery County
- Things to do Texas
- Food and drink Texas
- Art and culture Texas
- Sports activities Texas
- Sightseeing Texas
- Tours Texas
- Nature and outdoors Texas
- Wellness Texas
- Entertainment Texas
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Wellness United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States