Vacation rentals with a pool in Montgomery County

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Top-rated rentals with a pool in Montgomery County

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Guest favorite

Place to stay in Montgomery

5.0 out of 5 average rating, 17 reviews

Lakefront Sunrise Retreat

Welcome to our bright, peaceful lake front retreat on Lake Conroe, TX. Enjoy our cozy space by the fire inside, or relax on our second-floor balcony; both have stunning views of the lake, wildlife, spectacular sunrises, and starry nights. We are located at The Lodge in the Walden. Have fun! Take in the two pools, boat ramps, walking/biking paths, grassy areas, and restaurants. Fishing is welcome. Convenient elevator and laundry are on site. Come and stay awhile! Experience our inviting getaway!

Nov 24 – Dec 1

G$24,606 GYD per night

Guest favorite

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 22 – 29

G$35,671 GYD per night

Guest favorite

Farm stay in Conroe

4.89 out of 5 average rating, 146 reviews

Country Retreat 5 Minutes from The Woodlands

Stay in the center of the action in this one-of-a-kind place next to the Jones State Forest near miles of trails for walking, biking, or horseback riding. At night you will gaze at twinkling constellations poolside or relax in our massage chair or jetted garden tub. Attend an outdoor concert at the nearby Cynthia Woods Mitchell Pavilion, one of the top amphitheaters in America. We are 5 min from The Woodlands Medical Center, and 10 min from The Woodlands Mall where you can shop till you drop!

Sep 9 – 16

G$20,006 GYD per night

Guest favorite

Condo in Montgomery

5.0 out of 5 average rating, 28 reviews

Walden Condo w/ king bed, lake view, dock & pool.

Wake up to a beautiful sunrise over the lake. Enjoying the peaceful morning out on the balcony, with a 3rd story view of the marina, lake and lighthouse (Elevator access). Fully furnished with king size adjustable bed, sleeper sofa, full kitchen, walk in shower, 4k tv & internet. Washer & dryer on site. Located in Walden's golf course community near Margaritaville. Walk to lake view fine dining at the Yacht Club or casual Breakwater Grill. Go shopping at near by Woodlands or go fishing.

Sep 21 – 28

G$20,909 GYD per night

Guest favorite

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.

Aug 22 – 29

G$38,813 GYD per night

Guest favorite

Tiny home in Montgomery

4.9 out of 5 average rating, 148 reviews

Sunrise Retreat on Lake Conroe

The Perfect Get-Away just Steps from Lake Conroe! Our Sunrise Retreat is located at The Lodge in Walden. This Tiny Home Inspired Retreat is Perfect for: *Solo/Business Travelers *Couples Romantic Hide-Away *Girls' Get-Away Only 3 Miles from the New Margaritaville, our Top Floor Condo has Incredible Views of Lake Conroe & the Marina with a Well-Stocked Kitchenette, Dining for 4, Full Bath with Shower, Murphy Bed (Queen), Leather Sofa-Bed Plus a Very Cool Loft Space (Full-Size Mattress)!

Sep 8 – 15

G$19,790 GYD per night

Guest favorite

Condo in Montgomery

4.97 out of 5 average rating, 115 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 19 – 26

G$20,024 GYD per night

Guest favorite

Condo in Montgomery

5.0 out of 5 average rating, 12 reviews

Lake Conroe 1st Floor 2 bedroom No cleaning fee.

Welcome to Walden Lake Conroe. Come enjoy your extended stay in this lovely 2 bedroom 2 bath 1st floor unit. Golf course view. Sit and enjoy your coffee and meal on patio. The condo was remodeled in 2021 rebuilt from the studs up. All modern conveniences. Next door to Walden Golf Course and Cafe on The Green. Close to other restaurants, recreation activities, and Lake. Play a round of golf, go fishing, or rent a boat. Your home away from home awaits you.

Oct 11 – 18

G$21,467 GYD per night

Guest favorite

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.

Aug 11 – 18

G$16,343 GYD per night

Guest favorite

Apartment in Montgomery

4.91 out of 5 average rating, 119 reviews

Perfect 2/2 Condo/April Sound/Lake Conroe*Sleeps 6

Enjoy the beauty and nature of Lake Conroe in the upscale private community of April Sound. I will love to share my family retreat with your family. My place is located in the private lake community of April Sound, close to fine dining, shops, markets and just 20 minutes away from The Woodlands area. Please see special weekly and monthly rates available. Copy and paste to watch our video! https://youtu.be/bPuFUlXBfhQ

Dec 25 – Jan 1

G$26,776 GYD per night

Guest favorite

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 6 – 13

G$27,069 GYD per night

Guest favorite

Tiny home in Conroe

4.95 out of 5 average rating, 109 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.

Sep 10 – 17

G$24,190 GYD per night