Vacation rentals with a pool in Montgomery County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Montgomery County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Conroe

5 out of 5 average rating, 112 reviews

Country Sanctuary-5*Lux King Bed-2,400+ Sq Ft

Experience this Country Sanctuary, that sits on 1 acre. This beautiful, custom-built 2,400+ sq ft home is surrounded by the woods and the many deer, giving you all of the privacy you will need for a relaxing retreat. If you want to feel peace and tranquillity while listening to the birds chirping, you want to stay here. Please make the Country Sanctuary a favorite in your search by clicking on the RED HEART in the upper right hand corner, this will help you find it again and share with others.

Guest favorite

Condo in Willis

4.98 out of 5 average rating, 130 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.

Guest favorite

Tiny home in Conroe

4.94 out of 5 average rating, 134 reviews

Cozy tiny house on small lake "The Maryhannah"

Relax and enjoy the calm serene of a country vibe feel in the middle of the city! This cozy tiny house feels like a gentle hug. Float around the seasonal saltwater splash pool, soak in the hot tub, enjoy a small container fire, or sit by the lake and watch the fish. Bring your fishing pole for catch and release stocked pond in this small vintage fishing community. Unit is on the back of the main house - yard is split for privacy. Main house has area on the other side that you can’t see.

Guest favorite

Condo in Montgomery

4.93 out of 5 average rating, 116 reviews

✪ PARADISE COVE ⛱ Margarita-Time ⛱ Lakefront Oasis

Visit us on You tube Babaloovacationhomes Paradise Cove Lake Conroe video to see our place and location ✪ Pet Friendly ✪ Fishing Poles ✪ 1St Floor Lake Front ✪ Kayak ✪ Overlooks Waterfall ✪ Barbecues ✪ Swimming Pools ✪ Boat Rentals ✪ Wine & Snacks ✪ Golf - Tennis - Gym ✪ Boat Docking ✪ Ducks, Birds, Turtles & More

Guest favorite

Home in Spring

4.91 out of 5 average rating, 126 reviews

Lovely Woodlands home w/heated pool and spa!

Relax with the whole family at this peaceful Woodlands home. This house has free parking space and a heated pool to enjoy it during winter (spa's included but there is an additional charge for heated pool due to energy costs) 100% equipped and ready to become your home away from home. You’ll have this entire Woodlands home to yourself. Whether you are here for shopping, tourism or to visit one of the hospitals nearby, you’ll fall in love with this incredible house and the amenities provided.

Guest favorite

Villa in Montgomery

4.94 out of 5 average rating, 109 reviews

The Waterfront Villa

Plan your lake escape to this contemporary lakeside villa. This modern luxury getaway is located directly on Lake Conroe! Whether you're here for boating, fishing or lounging poolside, this is the perfect spot. This luxurious 5-bedroom, 3.5-bathroom home features a fully equipped gourmet kitchen, 3 master suites, as well as two bunk rooms equipped to sleep many guests comfortably. Enjoy the gorgeous deck, extended balcony, fire pit, and numerous spots for lounging with your friends!

Guest favorite

Home in Montgomery

4.96 out of 5 average rating, 160 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.

Guest favorite

Condo in Montgomery

4.97 out of 5 average rating, 131 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.

Guest favorite

Home in Montgomery

4.9 out of 5 average rating, 101 reviews

Stonehouse Estate 5 acre Private Retreat!

Texas hill country stone meets modern French farmhouse at this private luxury retreat on 5 wooded acres in Montgomery, Texas. This hidden gem has plenty of room for your group and is close to Lake Conroe! A warm, inviting fireplace in the living room opens up to a beautiful kitchen and dining area, overlooking a private pool with a lush grove of trees for a backdrop. The perfect space for your vacation or small event. Located near everything including Magnolia and The Woodlands.

Guest favorite

Home in Montgomery

4.83 out of 5 average rating, 104 reviews

Country Home in Montgomery TX

20 MINUTES FROM RENFEST. Book early. 10 minutes from Lake Conroe 15 minutes from Sam Houston National Forest. Relax with the whole family at this peaceful country getaway. Enjoy our colorful sunsets from the pool, the gazebo, or from the dining room table. Located just minutes from Lake Conroe, boat rentals, wineries, live music, and a variety of restaurants. We're near several wedding venues. We love to host the families and friends attending weddings.

Guest favorite

Condo in Montgomery

4.97 out of 5 average rating, 279 reviews

Waterfront Gem on Lake Conroe near Margaritaville

Relax on your own patio overlooking the calm waters of Lake Conroe while wildlife such as fish, ducks, squirrels, and turtles can be spotted frequently. Our place is on the 2nd (top) floor, stair access only, in a secluded community. Complex pool, and close to golfing attractions. Centrally located to popular wedding venues and a quick drive to many stores/ restaurants. 45 min. from IAH airport.

Guest favorite

Condo in Willis

4.86 out of 5 average rating, 116 reviews

213 The Lakeside Retreat Condo: Water Views

Quietly tucked away in the Seven Coves community, yet conveniently close to amenities. Spacious lake front condo with a full bath/kitchen. Complete with marble tile flooring and stainless steel appliances. BRAND NEW RENOVATED BATHROOM. Condo includes a WATER FRONT BALCONY off of the living room space & bedroom. Enjoy your stay right on Lake Conroe! Second floor entry by stairs or elevator.