Cottage vacation rentals in Montgomery County

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Top-rated cottage rentals in Montgomery County

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Guest favourite

Cottage in Montgomery

5.0 out of 5 average rating, 105 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.

Jul. 12 – 19

$363 CAD per night

Superhost

Cottage in The Woodlands

4.71 out of 5 average rating, 108 reviews

Woodlands Quiet Cottage Pet friendly privacy

*The cottage is fully sanitized after every guest. Book with us with confidence*. Enjoy this 3 bed 2.5 bath cozy cottage nestled in the woods. The house is equipped with beautiful kitchen for cooking & has a grill out back for barbecuing. Also has a pool table for your entertainment & enjoyment. Located close to greenbelt,The Woodlands Waterway,Cynthia Woods Mitchell Pavilion, The Woodlands Mall, Market Street dining/shopping, Cinema, Lake Conroe, Old Town Spring, & Hurricane Harbor Water Park.

May 22 – 29

$257 CAD per night

Guest favourite

Cottage in Montgomery

4.95 out of 5 average rating, 88 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

Sep. 10 – 17

$361 CAD per night

Guest favourite

Cottage in Huffman

4.86 out of 5 average rating, 36 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.

Feb. 12 – 19

$252 CAD per night

Guest favourite

Cottage in Willis

4.92 out of 5 average rating, 215 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!

Jan. 12 – 19

$343 CAD per night

Guest favourite

Cottage in New Waverly

4.99 out of 5 average rating, 94 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.

Aug. 12 – 19

$198 CAD per night

Guest favourite

Cottage in Tomball

4.96 out of 5 average rating, 69 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!

Sep. 6 – 13

$225 CAD per night

Guest favourite

Cottage in Tomball

4.94 out of 5 average rating, 34 reviews

1950s Cottage-steps from dining, coffee, shops

“The Green Elm” is a unique 1950’s cottage with Boho Rustic Styling. Located right in the trendy yet established community of Old Town Tomball. Just steps from shopping antiques, boutiques, experience the rich food culture & take a stroll through the weekend farmers market & the German festivals! We are 1 mile from Boxwood Manor. & just down the tracks from the historic railroad station/museum that Tomball was established on by Thomas Ball. The Green Elm is sure to delight!

Jul. 26 – Aug. 2

$276 CAD per night

Superhost

Cottage in Willis

4.86 out of 5 average rating, 14 reviews

Lakefront cottage on Lake Conroe with great views!

Lakefront cottage on Lake Conroe offers wonderful views and lake access in a quiet community on the North side of the lake. The front porch welcomes you into this comfy space with over 1300 sq ft. The cottage features a covered deck, 3 bedrooms, fast WIFI, smart TV's, BBQ grill, and fishing rods if you would like to fish from the deck. The interior amenities have a cozy~modern design as we also use this home as a getaway for our family.

May 6 – 13

$203 CAD per night

Guest favourite

Cottage in New Waverly

4.92 out of 5 average rating, 59 reviews

Coleman Cottage in the Woods

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.

Jul. 21 – 28

$181 CAD per night

Guest favourite

Cottage in Tomball

4.95 out of 5 average rating, 238 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.

Jan. 10 – 17

$155 CAD per night

Guest favourite

Cottage in Willis

4.88 out of 5 average rating, 32 reviews

Hidden Gem #12 Thousand Trails Lake Conroe

Cheerful Cozy Cottage in Thousand Trails RV Resort of Lake Conroe! Nestled in Hidden Cove, this cottage offers all the comfort & glamour of a boutique hotel but with the warmth & convenience of home! FREE Wifi! Resort Pool/Jacuzzi, play yard, dog park, fishing, boating, water activity rentals, sand volleyball & more. 2- Paddle Boards rentals available. Come, PLAY or stay in & RELAX! Cottage remodeled 7/22!

Aug. 7 – 14

$217 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Popular amenities for Montgomery County cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Guest favourite

Cottage in Willis

4.92 out of 5 average rating, 26 reviews

Modern Spacious 3BR Lake Cottage

Jul. 19 – 26

$307 CAD per night

Guest favourite

Cottage in Willis

4.93 out of 5 average rating, 55 reviews

Sunset Lake Cottage

Oct. 13 – 20

$316 CAD per night

Guest favourite

Cottage in Willis

4.95 out of 5 average rating, 41 reviews

Cheerful cottage with lake access & amenities!

Apr. 2 – 9

$269 CAD per night

Guest favourite

Cottage in Montgomery

4.95 out of 5 average rating, 22 reviews

Lakefront*Lilypad*Kayaks*Paddleboards*FirePit*Dock

Sep. 3 – 10

$705 CAD per night

Cottage in Willis

5.0 out of 5 average rating, 3 reviews

Relaxing Lake Cottage - Reel Cozy!. . New Listing!

Jun. 9 – 16

$278 CAD per night

Cottage in New Waverly

4.58 out of 5 average rating, 155 reviews

Cozy Guest house

Jun. 20 – 27

$220 CAD per night

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Pet-friendly cottage rentals

Guest favourite

Cottage in Montgomery

4.95 out of 5 average rating, 60 reviews

Treehouse Getaway at Lake Conroe

Jul. 26 – Aug. 2

$345 CAD per night

Guest favourite

Cottage in Magnolia

4.97 out of 5 average rating, 74 reviews

Magnolia Cottage/Near Renaissance Festival

Jan. 14 – 21

$459 CAD per night

Guest favourite

Cottage in Conroe

4.92 out of 5 average rating, 25 reviews

Lil Blue Lake House on a private lake in Conroe

Jul. 21 – 28

$293 CAD per night

Guest favourite

Cottage in Willis

5.0 out of 5 average rating, 14 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!

Jul. 1 – 8

$289 CAD per night