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

5.0 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.

Oct 23 – 30

$196 per night

Guest favorite

Cottage in Willis

4.95 out of 5 average rating, 42 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!!

Mar 7 – 14

$146 per night

Guest favorite

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

Aug 13 – 20

$191 per night

Guest favorite

Cottage in Spring

4.86 out of 5 average rating, 237 reviews

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.

Aug 21 – 28

$132 per night

Guest favorite

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 9 – 16

$190 per night

Guest favorite

Cottage in New Waverly

4.98 out of 5 average rating, 95 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.

Oct 3 – 10

$140 per night

Guest favorite

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!

Aug 18 – 25

$92 per night

Guest favorite

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 25 – Aug 1

$147 per night

Guest favorite

Cottage in Magnolia

4.97 out of 5 average rating, 75 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.

Jul 3 – 10

$261 per night

Guest favorite

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.

Jun 2 – 9

$99 per night

Guest favorite

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.

Mar 27 – Apr 3

$85 per night

Guest favorite

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 2 – 9

$119 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 favorite

Cottage in Willis

4.93 out of 5 average rating, 55 reviews

Sunset Lake Cottage

Oct 18 – 25

$166 per night

Guest favorite

Cottage in Willis

4.93 out of 5 average rating, 27 reviews

Modern Spacious 3BR Lake Cottage

Sep 26 – Oct 3

$144 per night

Guest favorite

Cottage in Montgomery

4.95 out of 5 average rating, 22 reviews

Lakefront*Lilypad*Kayaks*Paddleboards*FirePit*Dock

Sep 3 – 10

$374 per night

Cottage in New Waverly

4.58 out of 5 average rating, 155 reviews

Cozy Guest house

Jun 24 – Jul 1

$130 per night

Cottage in Willis

5.0 out of 5 average rating, 3 reviews

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

Jul 13 – 20

$151 per night

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Pet-friendly cottage rentals

Guest favorite

Cottage in Huffman

4.86 out of 5 average rating, 36 reviews

Lakefront getaway with spectacular sunsets!

Feb 16 – 23

$135 per night

Guest favorite

Cottage in Montgomery

4.95 out of 5 average rating, 60 reviews

Treehouse Getaway at Lake Conroe

Aug 30 – Sep 6

$233 per night

Guest favorite

Cottage in Conroe

4.92 out of 5 average rating, 25 reviews

Lil Blue Lake House on a private lake in Conroe

Apr 13 – 20

$160 per night

Guest favorite

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!

Nov 30 – Dec 7

$147 per night