Vacation rentals with outdoor seating in Montgomery County

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Top-rated accommodations with outdoor seating in Montgomery County

Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

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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.

Aug. 19 – 26

$379 CAD per night

Guest favourite

Guesthouse in Montgomery

4.92 out of 5 average rating, 187 reviews

Wantabe Ranch, settle in for a peaceful evening

This is a working Texas Longhorn Ranch, this apartment is separate from the house, with entry private. Has a small wet bar, Living area looks out to pasture and has a sleep sofa, small kitchenette, with refrigerator, coffee maker and toaster. Bathroom has shower big enough for two. The ranch has a private gated entry. We are a working ranch so if you inquire and we don'trespond for 6 or 8 hours it is noisy on tractor and around cattle so be patient. Welcome Snow birds and Europeans .

Jan. 28 – Feb. 4

$149 CAD per night

Guest favourite

Home in Montgomery

4.94 out of 5 average rating, 344 reviews

The Quick Getaway: Entire house on private lake!

Need to escape? We've done the work! INCLUDED: Breakfast - eggs, bagels, coffee, filtered water, creamers, sugar & a selection of teas. Location is secluded, not remote! Got a boat? Bring it! Boat access inc. @ neighborhood ramp. 1100 SF lakefront house in Montgomery, TX. 4 PPL - 2 Bdrms: 2 queen beds, 2 baths, Max is 5 (+ nightly fee for the 5th). 2 porches, charcoal grill & paddle boat! * FIDO friendly <30lbs, $25 fee - per pet ESA pets the same. We love all pets, got a big dog? Ask us.

Jun. 10 – 17

$277 CAD per night

Guest favourite

Condo in Willis

4.99 out of 5 average rating, 104 reviews

Beautiful Waterfront Condo on Lake Conroe

Located in Seven Coves. Ideal getaway on Lake Conroe. Balcony is right over the water. Fishing fm balcony is OK without fishing license! This is not a fish camp. Pls clean up all fish remains & gear. Main Bdrm: King Size bed w/ Tempur-Pedic mattress. The inside stairs leads to upstairs loft: 2 Queen beds and a full bathroom. Restaurant, swimming pool, tennis court, basketball court, marina, bike & boat rentals, playground & dinner cruise boat within walking distance. Combo washer/dryer unit.

Jul. 16 – 23

$262 CAD per night

Guest favourite

Home in Montgomery

4.96 out of 5 average rating, 135 reviews

Serenity on the Lake

Forget your worries at The Carlton Family Lake House. It’s truly serenity on the lake…the calmness and peaceful you’ll feel here. This property on Lake Conroe in April Sound gated community is dedicated to ensuring a peaceful, comfortable & rejuvenating experience. The spacious 1,824 sq ft condo is perfect for a group of friends & family of 6 comfortably. Located conveniently near wedding venues, breweries, Margaritaville & many restaurants. Come & relax on your lake front property.

Jan. 30 – Feb. 6

$271 CAD per night

Guest favourite

Condo in Montgomery

4.96 out of 5 average rating, 114 reviews

Rental Retreat TX-Come Relax on Lake Conroe!

Experience beautiful sunsets on the lake!! 1st floor w/all amenities, 1 bedroom (queen), & living room w/sleeper sofa (queen). Quick access to pool & lake. Kitchen cooking utensils, dishes, range, refrigerator, microwave & dishwasher. Shower & tub, washer & dryer. Access to fitness & racquet club, yacht club & grill, and private boat launch. Parking close to the door. Fishing, golfing, boating, tennis, swimming, walking trails and close proximity to Sam Houston National Forest.

Sep. 15 – 22

$152 CAD per night

Guest favourite

Condo in Montgomery

4.89 out of 5 average rating, 118 reviews

Awesome 1 Bedroom Condo with many features!

This is a great spot to get away and unwind or just relax. You'll have the entire condo to yourself. This unit is on the 2nd floor and has nice floors, a full kitchen, full bathroom, appliances, a security system & Free parking. It's located just steps away from the golf course in the beautiful prestigious Walden community. You’re a 5 minute drive away from Margaritaville, lake view restaurants, bars, and several lake entry points. Check in time is 4pm.

Jun. 19 – 26

$149 CAD per night

Guest favourite

Tiny homes in Willis

4.94 out of 5 average rating, 126 reviews

The Sugar Bee~ Charming tiny home on 7 acres

The Sugar Bee is a charming little cottage that will BEE sure to sweep your honey off their feet🐝. You’ll wake up in a cozy bed with views of the property. Step right outside the 1920’s French Doors to your private deck and enjoy your morning coffee or “wine” down in the evening relaxing in the hot tub. We are conveniently located less than 2 miles off I45, 2 miles from lake Conroe marina and 20 mins from The Woodlands.

Jul. 1 – 8

$202 CAD per night

Guest favourite

Ranch in New Waverly

4.9 out of 5 average rating, 126 reviews

Rafter T Farm RV - THE STAR

Take it easy at this unique and tranquil getaway. Enjoy the views of the cattle and other animals. This RV sits next door to the main house. Directly across the fence are the cattle that make up this cattle ranch. You will likely see deer and other wildlife as you are relaxing in the evening. We are in close proximity to the Huntsville State Park, Sam Houston State University and the Lone Star Hiking Trail.

Mar. 4 – 11

$101 CAD per night

Guest favourite

Cabin in Magnolia

4.94 out of 5 average rating, 198 reviews

Cloud's Cabin-Cozy Cabin Combo in the Piney Woods

Cloud’s Cabin is the perfect getaway for a day, a week or longer! Our cabin~camper combo nestled in the Piney woods of Magnolia is sure to keep you cozy. We are located on a small, working, 'mom and pop' homestead. The cabin is the primary accommodation for up to 3 guests. Our camper, the Pinecone, as pictured above, serves as additional accommodations for two guests... three snugly.

Aug. 23 – 30

$160 CAD per night

Guest favourite

Tiny homes in Tomball

4.95 out of 5 average rating, 265 reviews

Farm Guest Cottage in Tomball

This Guest Nest is a 320 sq ft cottage. Nest comfortably in this clean, cozy and private space. Rise with the rooster, free range with the flock and enjoy this peaceful property. Rock on the porch, listen to the wild birds serenade the farm and roost to the crickets chirping in the evening. This little nest is located behind our home in a gated pasture with a view of our pasture.

Aug. 18 – 25

$193 CAD per night

Guest favourite

Condo in Willis

4.95 out of 5 average rating, 294 reviews

Reel in Romance ~ Lake Conroe ~ fish on balcony

Lake Conroe/Seven Coves. Sunrise view. Fish on balcony with poles kept at condo. Balcony hangs OVER water. Comfy double reclining leather love seat/large TV. TempurPedic king + queen sleeper sofa. Large soaking tub/shower. Portable massage table. Raining? Lay back and nap on covered balcony. Jet ski and boat rentals 5 min walk away. No parties.$0 cleaning fees!

Sep. 19 – 26

$188 CAD per night