Holiday rentals with outdoor seating in Montgomery County

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 .

A Close Getaway - Entire house on a private lake

Need to escape? We've done the work! INCLUDED: Breakfast - eggs, bagels, oatmeal, coffee, filtered water, creamer, sugar & a tea selection. 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 pet fee- same. We love all pets, got a big dog? Ask us!

Charming Cottage 7+ Acres & Pond

Escape to the serene beauty of Blue Pond Retreat! Nestled on 7.7 wooded acres, this charming cottage offers relaxation and rejuvenation. Enjoy a spring-fed pond, peach orchard, fire-pit, and lush surroundings. The main cottage features a cozy queen bedroom, stylish living area, full bath, and a fully stocked kitchen. A separate private suite, connected by a wood deck, adds a full-size bed and bath. Perfect for couples, friends, or families, it’s your ideal countryside escape under starry skies.

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 up to 16 guests comfortably. Enjoy the gorgeous deck, extended balcony, fire pit, and numerous spots for lounging with your friends!

Lux 'Treehouse' Private Lake: View, Gameroom, SUPs

Escape w/ the family to "Iron Pine Treehouse" next to Lake Conroe on a small private lake. Enjoy lake views from nearly every room w/ luxury finishes. Trees intersect the deck--a canopy of leaves overhead for a treehouse effect! 13 beds, sleeps 17 comfortably: 1 King, 2 Queens, 9 Twin bunks, 1 futon, 1 Q blowup. Kayaks/Paddleboards and a game-room. There's even a connected studio with a full kitchen! Fish off the private dock | Only 3 minutes to Lake Conroe public boat ramp or boat rentals!

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.

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.

Belle's Beastly Tiny Castle - Willis/Conroe

WELCOME to the Belle's Beautiful Rose Castle which has 400+ sqft on 2 stories. 1 main bedroom plus a large loft. This home was PROFESSIONALLY decorated to fit the theme of our Fairytale Village & sits next to Prince Charming's home. From the moment you walk in you will be mesmerized! Come enjoy the outdoors and experience the world of GLAMPING from a magical wonderland perspective. Adults and children all ages will feel the adventure awaiting as soon as you walk in!

Cabin In The Forest - Sam Houston National Forest

Kick back and relax in this calm, stylish cabin in the forest. Walk a few hundred yards to the Beautiful Lone Star Trail in Sam Houston National Forest. This forest cabin has access to a fishing pier on a fully stocked with native fish (no license required), please follow lake rules. Bring your kayaks and paddle boards to enjoy the lake. Lot's of scenery (forest, wildlife, lakes, countryside, etc), you never know what you can capture, so bring your camera!