Cottage vacation rentals in Montgomery County

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Top-rated cottage rentals in Montgomery County

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Guest favorite

Cottage in Montgomery

5 out of 5 average rating, 138 reviews

Charming Cottage 7+ Acres & Pond

This charming cottage is the perfect escape to the country to relax and recharge! This remodeled private cottage with a separate bedroom and bath is situated on 7.7 beautifully wooded acres. This gorgeous property boasts a spring fed pond and a peach orchard. The cozy cottage features a wonderfully decorated living area, a stocked kitchen, a romantic bedroom vibe with a queen bed, and a full bath. Just steps away, the other private space is a cozy 1-bedroom with a full-size bed and private bath.

Guest favorite

Cottage in Tomball

4.87 out of 5 average rating, 55 reviews

Moore Manor-heart of Tomball- fire pit, sleeps 5

Welcome to The MOORE MANOR! ☆ Modern Cottage home ☆ Walk to Main Street! ☆ Cozy space, big yard, outdoor fire pit ☆ 3 bedrooms/2 baths -1 bath in Main house, 1 bath in SheShed ☆ Fast Wifi, security cameras, 4 TVs/Cable ☆ 25 min age required to book, unless prior approval received ☆ ALL w/in 1-2 miles: BOXWOOD MANOR- BEAUTIFUL wedding venue DOWNTOWN TOMBALL- Tomball Farmer's Mkt, Main St Crossing, restaurants, boutiques, coffee/tea shops, & bakeries ☆ ** Please NO PETS **

Superhost

Cottage in Willis

4.84 out of 5 average rating, 424 reviews

The Canal House

Our little getaway sits on a canal that leads into Lake Conroe. The marina at the lake offers jet skis and boats for rent. Our house comes with a canoe and a kayak. It also offers fishing in the canal. Very quiet, serene place with lots of beautiful birds. We particularly like to sit on the back porch and watch the egrets fly by or the ducks swimming in the canal. Perfect place for respite and recharge, or ramp it up and go jet skiing on the lake. Or both! This is a non-smoking home.

Guest favorite

Cottage in Montgomery

4.9 out of 5 average rating, 104 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

Cottage in Huffman

4.88 out of 5 average rating, 52 reviews

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.

Superhost

Cottage in Montgomery

4.88 out of 5 average rating, 67 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 favorite

Cottage in Willis

4.92 out of 5 average rating, 219 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!

Guest favorite

Cottage in New Waverly

4.98 out of 5 average rating, 105 reviews

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.

Guest favorite

Cottage in Tomball

4.96 out of 5 average rating, 78 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. Located at Damerica Farms, 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!

Guest favorite

Cottage in New Waverly

4.9 out of 5 average rating, 70 reviews

Coleman Cottage in the Country.

Relax in the heart of the Sam Houston National Forest in our two bedroom cozy cottage. This cottage is a perfect location to come relax with plenty of amenities close by. Huntsville State Park 8.7mi, Sam Houston State University 15mi, Downtown Huntsville Antique Shopping 16mi, 3 lakes for fishing within minutes away and the Blue Lagoon is only 16 miles from the Cottage. We have most everything for a fun weekend retreat for the family.

Guest favorite

Cottage in Tomball

4.95 out of 5 average rating, 266 reviews

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.

Guest favorite

Cottage in Conroe

4.94 out of 5 average rating, 33 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!

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Popular amenities for Montgomery County cottage rentals

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Wifi

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Free parking on premises

4.89 out of 5 average rating, 37 reviews

Hidden Gem #12 Thousand Trails Lake Conroe

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Pet-friendly cottage rentals

Cottage in Willis

4.31 out of 5 average rating, 13 reviews

On lake time tiny living

Guest favorite

Cottage in Tomball

4.94 out of 5 average rating, 150 reviews

Charming 1933 farmhouse

Guest favorite

Cottage in Coldspring

4.86 out of 5 average rating, 36 reviews

Dogwood Farm | Loblolly House | Pickle Ball Court

Guest favorite

Cottage in Montgomery

5 out of 5 average rating, 14 reviews

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

Superhost

Cottage in Willis

5 out of 5 average rating, 15 reviews

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!