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Guesthouse vacation rentals in Montgomery County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Montgomery County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
Guesthouse in Conroe
5 out of 5 average rating, 45 reviews

The Casita: a peaceful retreat.

Keep it simple at this private, peaceful, yet centrally-located 1 bdr/1bath guesthouse. Only minutes to shopping, restaurants, and entertainment in The Woodlands; 20 minutes to Lake Conroe’s water activities; 35 minutes to Bush Int’l Airport; 40 minutes to downtown Houston. Close to four major hospitals and Lonestar University main campus. A quiet retreat from the hustle, bustle, and noise of city life in a private setting surrounded by nature and wildlife. **Please note: Sorry, NO PETS ALLOWED

Guest favorite
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 .

Top guest favorite
A modern kitchen features wooden cabinetry with a granite countertop and a tile backsplash. A dining table with two chairs sits adjacent to an island with four stools. Appliances, including a refrigerator and stove, complete the space, illuminated by natural light from nearby windows.
Guesthouse in Kingwood
4.98 out of 5 average rating, 80 reviews

"The Garden Suite" an urban oasis near I-69 & IAH

Tired of the hassle of business travel? The crowds & the noise? Relax in Kingwood, the “Livable Forest” immersed in lush, colorful landscaping and peace, quiet and serenity in your very own private retreat just 15 minutes from IAH and 20 minutes from Loop 610. A secluded refuge for the solo guest or a couple with business and/or family scheduling in NE Houston. Ground floor, private bathroom, washer/dryer, and a full kitchen overlooking a garden. Wake to the sounds of birds, not traffic.

Top guest favorite
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

Top guest favorite
Guesthouse in Spring
4.98 out of 5 average rating, 65 reviews

Li’l Casita - Explore the Woodlands! Concerts !

Immerse yourself in The Woodlands with a stay at our centrally located casita. Revel in pavilion concerts, unique Market Street shopping, and vibrant nightlife along the waterway - only 2 miles away! Bring your bike for off-road adventure that Mitchell/Spring Creek Greenway, canoe Lake Woodland por enjoy rollerblading on local cement trails. Our private casita offers secure parking and unbeatable access to all the excitement at an affordable price. Book now and experience the magic!

Top guest favorite
Guesthouse in Spring
4.99 out of 5 average rating, 77 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

Top guest favorite
Guesthouse in Shenandoah
5 out of 5 average rating, 176 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.

Top guest favorite
Guesthouse in Montgomery
4.98 out of 5 average rating, 130 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

Top guest favorite
A well-maintained two-story brick house is surrounded by lush greenery and tall trees. The expansive front lawn features neatly trimmed bushes and a pathway leading to the entrance, creating an inviting atmosphere in a serene environment.
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!

Superhost
Guesthouse in Montgomery
5 out of 5 average rating, 4 reviews

The Side Pocket

Escape to our cozy Side Pocket near Lake Conroe, ideal for fisherman and outdoor enthusiasts. Our charming retreat comfortably sleeps up to 4 guests with a queen bedroom upstairs, and downstairs, you'll find a sofa bed with a memory foam mattress adjacent to the pool table and kitchenette. The living space is centered around the pool table downstairs with a 55" Smart TV, couch, a hightop table, and a recliner. Perfect for casual gathering after a day on the water.

Guest favorite
A serene outdoor space features a clear pool with a waterfall edge, surrounded by stonework. Two elegant metal chairs and a small table offer a relaxing spot to take in the expansive view of Lake Paloma, with green trees and clear blue skies in the background.
Guesthouse in The Woodlands
4.88 out of 5 average rating, 304 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

Top guest favorite
A covered porch offers a view of a peaceful wooded area filled with trees and natural greenery. Sunlight filters through the leaves, creating a serene atmosphere. The railing is visible, enhancing the surrounding nature.
Guesthouse in Magnolia
4.96 out of 5 average rating, 264 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!

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