Guesthouse holiday rentals in Montgomery County

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Top-rated Guesthouses in Montgomery County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

A Texas Longhorn stands in a lush green pasture, showcasing its impressive horns and distinct black and white coat. The sun is setting in the background, casting a warm glow over the landscape, with open fields and a distant water feature visible.

Guesthouse in Montgomery

4.92 out of 5 average rating, 264 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 .

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Top Guest favourite

A well-lit open space features a cozy bed with yellow patterned bedding and a kitchen area equipped with modern appliances. A dining table with two chairs and a large wall-mounted television enhance the functional layout. Soft blue walls provide a calming backdrop.

Guesthouse in Spring

4.93 out of 5 average rating, 117 reviews

Cozy guesthouse for you!

You'll have a great time at this comfortable place to stay. Neighborhood very quiet and great for evening walks. 5 minutes to: Cynthia Woods Mitchell Pavillion Market Street Town Center Green The Woodlands Mall Portofino Shopping Center 99 Grand Parkway 10 minutes to: Texas Children's Hospital St. Lukes Hospital Houston Methodist Hospital Memorial Herman Hospital Less than 15 minutes to: 6 Flags Hurricane Harbor Waterpark Old Town Spring <30 minutes to: IAH - International Airport

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Top Guest favourite

Guesthouse in Spring

4.99 out of 5 average rating, 78 reviews

Luxury Home 5,2 miles Airport+Spa+King+Washer+WIFI

🏡 Luxury Guesthouse ✨ Relax in a beautiful guesthouse with a private outdoor JACUZZI 🛁💦 perfect for unwinding under the stars, in a quiet neighborhood. ✈️ Just 5.2 miles from the airport. Nearby: ⛳ Cypress Trails Ranch 1.8 miles 🏌️‍♂️ Cypress Golf Club – 1,3 miles 🛍️ Deerbrook Mall 6.2 miles 🛒 The Woodlands Mall – 15 miles 🏙️ Downtown 24 miles 🍽️ Restaurants and supermarkets 🏨 King bed 🍳 Modern kitchen 🛁 Elegant bath w/LED mirror 🧺 Washer/Dryer 📶 Wifi 🌿 Private patio

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Top Guest favourite

A kitchenette is displayed, featuring a sleek countertop with a stainless steel sink. An electric countertop oven sits alongside a coffee maker, complimented by a shelf holding dishware and decorative items. A roll of paper towels and dish soap are positioned for easy access.

Guesthouse in Shenandoah

5 out of 5 average rating, 177 reviews

The Woodlands/Shenadoah Casita

Right in the heart of all of the action, you will find this super cute, well appointed Casita with QUEEN bed. You will have your own space and everything you need for your getaway. We provide off street parking, outside patio, hot tub and access to the grill. This casita is located across the patio from our primary residence. While you do have your own space you may bump into us outside feeding the chickens or letting our little Yorkie out to potty. You’ll access through the side gate.

LocationFamilyDecor

Top Guest favourite

A queen size bed is situated against a wooden paneled wall, dressed in soft, striped bedding. A piece of artwork depicting a tree hangs above the bed. An air conditioning unit is mounted above, and a small side table with a lamp is positioned nearby.

Guesthouse in Montgomery

4.98 out of 5 average rating, 131 reviews

Guesthouse in Montgomery near Lake Conroe

One room guesthouse with queen size bed and futon couch in quiet neighborhood close to all the amenities Lake Conroe and the historic Montgomery area has to offer. Roku TV and internet, small fridge, a/c and bathroom with shower. Cameras on premises outdoors only. Smoking allowed outside only. Early check in may be available upon request. NO TRAILERS. Wedding venues 20 minutes away or closer 20 min to RenFest 25 miles from The Woodlands 45 miles from Bush Intercontinental Airport

LocationValueWi-Fi

Guest favourite

A view into a serene bedroom features a spacious bed, accented by a horse-themed artwork on the wall. A dark wooden dresser stands nearby, and soft gray curtains frame a window providing ample natural light.

Guesthouse in Conroe

4.95 out of 5 average rating, 91 reviews

Hidden Gem! Medical Corridor! The Woodlands area!

Keep it simple at this peaceful and centrally-located place. 5 minutes from the Iconic Woodlands Market Place and the Woodlands Mall. Ideal for IRON MAN participants. Near 4 different Medical Centers and 1.5 miles from I-45. Within walking distance to HEB, Starbucks, Restaurants, and Stores. Traveling for business or fun, Casita has (1 queen size bed ) (and 1 twin mattress). Comfortable pillows and plenty of towels. Quiet place for ease sleep. Coffee Station and Microwave, hair dryer.

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Superhost

Guesthouse in Willis

4.88 out of 5 average rating, 16 reviews

Willis Renovated Guesthome

Keep it simple at this peaceful and centrally-located place. Surrounded by nature, this place is ideal for a small family, traveling workers as well as college students. Friendly farm animals on the main residence, such as goats, chickens, and a peacock that crosses over to welcome you! 20 min to Lone Star College 15-25 min to nearby hospitals 25 min to Huntsville State Park 28 min to Sam Houston State University 30 minutes to Lake Conroe 45 min to The Blue Lagoon - Huntsville

LocationCheck-inPets

Top Guest favourite

A living room space is shown featuring a comfortable couch and a wooden coffee table. A flat-screen TV is positioned against a light-featured cabinet. Natural light enters through a nearby window, illuminating the neutral-colored walls and wood flooring.

Guesthouse in Spring

4.96 out of 5 average rating, 123 reviews

Private apartment in golf community in Spring, TX

This apartment is ideal for an extended stay or a quick visit to the Houston/Woodlands area. The 750 sqft guest house is located in a quiet family friendly neighborhood. Minutes from i45 & 99. Easy 5 mile drive to the Woodlands, Exxon, and HP. 25 minutes from IAH airport. The kitchen is fully equipped with pots, pans, coffee maker, oven, stove top, dishwasher, full size fridge, etc. There is a washer and dryer in the apartment as well. This place is perfect for longer visits!

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Superhost

Guesthouse in Tomball

4.83 out of 5 average rating, 23 reviews

Cute Guesthouse for 3 | Near Woodlands

Forget your worries in this cozy and peaceful home surrounded by nature. Enjoy this serene space conveniently located less than 5 minutes away from major highways, and less than 15 minutes away from Tomball museums, parks and golf courses. You'll be surrounded by loads of options for great food and drinks, and close to Spring and the Woodlands, home to corporate headquarters of some major oil and consulting companies providing convenience if you are visiting on business.

FamilyLocationLong stay

Guest favourite

A two-story lakefront guesthouse is featured, showcasing expansive windows and a tiled roof. Lush greenery surrounds the property, and a patio area with outdoor seating is visible along the water's edge. The tranquil setting offers a serene view of the lake.

Guesthouse in The Woodlands

4.88 out of 5 average rating, 305 reviews

Lakefront Guesthouse: Pool, BBQ, Bike, Paddle Boat

Welcome to your lakefront escape - a spacious (~900 sq ft) private guesthouse suite with gorgeous Lake Paloma views, infinity pool access, and all the comfort you need for an easy, memorable stay. Perfect for families or small groups - up to 4 adults (or 5 guests including kids). NOTE: The guesthouse is attached to our home, where we live. Guests have a private entrance and private guesthouse space (not shared). The only shared areas are the driveway and backyard

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Top Guest favourite

Guesthouse in Magnolia

4.96 out of 5 average rating, 265 reviews

Magnolia Farmhouse Cottage

Welcome to our little taste of the country in town. Our farmhouse cottage will be your home away from home with all of the privacy you need to relax and get away from the hustle and bustle without giving up the conveniences of being in town. We're located just minutes away from several wedding and event venues in the Magnolia, Tomball, and Greater Woodlands and Houston area. Easy access to Hwy 249/Aggie Expressway. We'd love for ya'll to be our guests anytime!

LocationFamilyLayout

Top Guest favourite

A serene pool area is surrounded by lush greenery and vibrant flowers. Natural stone steps lead down to the water, and tropical plants frame the scene. A stone waterfall cascades into the pool, creating a tranquil atmosphere in the outdoor space.

Guesthouse in Conroe

4.98 out of 5 average rating, 130 reviews

Fun, Relaxing Escape with Pool

Your family will be close to everything in The Woodlands when you stay at our centrally-located property. You will also be able to get away when you come back to relax on 5 acres. It is within walking distance to Jones State Forest. Within 5-15 minutes drive to The Woodlands Pavillon, mall, events, and restaurants. We live on the property in the house and will be there to assist you with whatever you may need while staying in our 1900 square foot bardominium.

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