Holiday rentals with outdoor seating in Montgomery County

4.99 out of 5 average rating, 181 reviews

Cottage in Montgomery

Entire Cottage Getaway | Pond • Fire Pit • Deck

Escape to the serene beauty of Blue Pond Retreat! Nestled on 8 wooded acres, this charming cottage offers relaxation and rejuvenation. Enjoy a spring-fed pond, 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. Near Lake Conroe.

4.99 out of 5 average rating, 119 reviews

Relaxing Family Lake House, Fish, BBQ, Rent a Boat

Relaxing & entertaining lakefront beauty! BRAND NEW Boat & waverunner are on site and available for rent. Fish, SUP, swim, bonfires & BBQ in a peaceful, private channel. 3000 sq ft, single story, open concept home with amazing lake views. Bright, stylish, fully furnished & ample amenities- when not in the water, kids love the bunk room & game room in the garage with pickleball, foosball, ping pong, bikes, cornhole & more! The dock, outdoor kitchen, kayaks, SUP's & life jackets are for your use!

Guest house in Montgomery

4.93 out of 5 average rating, 234 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 .

4.94 out of 5 average rating, 126 reviews

Apartment in Montgomery

✪ 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

4.95 out of 5 average rating, 101 reviews

Apartment in Montgomery

Sleeps 6 - Comfortable condo with great views!

Whether coming for business or fun, Lake Conroe has it all! This 2 br, 2 ba 1226 sq ft condo is located in the gated community of April Sound on Lake Conroe. It is centrally located off Hwy 105, with everything you need near by. You will find multiple bed sizes and a fully equipped kitchen along with an AMAZING open water view, thanks to it's location on the second floor. High speed fiber optic internet is included with stay, along with every basic necessity you need for a comfortable stay!

4.99 out of 5 average rating, 100 reviews

New Lake House by Golf course + Kayaks & Game Room

Welcome to THE LAKE HOUSE - our spacious and welcoming getaway. Here you'll enjoy all the luxuries with an added plus of fun and activities. Whether your looking for some fun in the sun or a stay-cation at the Lake, you will find this to be your perfect destination. We have immediate access to the lake, Walden Golf course, and driving range. Looking to work from home? We got you covered. Looking for a fun-filled night in? Our game room has you covered - no cheating or whining allowed ; )

4.96 out of 5 average rating, 347 reviews

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 & a canoe! * FIDO friendly! 30lbs - $25 fee - per pet/ESA pet fee- same. We love all pets, got a big dog? Ask us!

4.94 out of 5 average rating, 201 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.

4.97 out of 5 average rating, 127 reviews

Cabin in Montgomery

Cabin In The Forest - Houston National Forest

Kick back and relax in this calm, stylish cabin in the forest. It's only walking distance to the beautiful Lone Star Trail in Sam Houston National Forest. This forest cabin has access to a fishing pier that is fully stocked with native fish (no license required); please follow lake rules. Bring your kayaks and paddleboards to enjoy the lake. There's lots of scenery (forests, wildlife, lakes, countryside, etc.); you never know what you can capture, so bring your camera!

4.95 out of 5 average rating, 139 reviews

Apartment in Montgomery

Lakefront Action | Paddle • Pickle • Pool • Sunset

Welcome to Alluring Lakefront Condo — a stylishly furnished 2-bedroom, 2-bath retreat with direct lake views and a relaxing, resort-style feel. Whether you’re here for a weekend getaway, fishing trip, wedding, or extended escape, you’ll find everything you need for a comfortable and memorable stay — including a Complimentary INFLATABLE PADDLEBOARD for you to enjoy on the lake. Just steps from the water and minutes from dining, shopping, and outdoor adventure.

4.97 out of 5 average rating, 116 reviews

Cabin in Montgomery

Luxury Cabin with private hot tub (Cueta)

Escape the chaos of urban life and embrace the serenity of the forest at Stay in Babia, our exclusive cabins near Houston. This scenic 9-acre retreat is in the heart of the Sam Houston National Forest, adjacent to Lake Conroe and within walking distance of the Sam Houston multi-use trails. Our A-frame cabins blend comfort, functionality, privacy, and elegance, offering a unique glamping experience with top-notch amenities.