Holiday houses in Montgomery

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Top-rated holiday rentals in Montgomery

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

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Top Guest favourite
Cottage in Montgomery
4.99 out of 5 average rating, 182 reviews

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.

Guest favourite
Guesthouse in Montgomery
4.93 out of 5 average rating, 237 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 favourite
Yurt in Plantersville, Montgomery
5 out of 5 average rating, 115 reviews

Yurt, HotTub, FirePit, Fish Pond, Winery, Renfest

Enjoy your nature getaway on a 20-acre property. The luxurious Yurt has a King bed, spa like Shower and toilet, AC, Smart TV, Fridge, well-appointed Kitchenette w/ your favorite coffees and teas. Bask in nature with a large deck, hot tub, fire pit, grill, outdoor shower and a 1 acre stocked pond. Bernhardt Winery is less than 1.5 miles away and the Rennaissance festival is under 10 miles away. Our guest can use the whole pasture and woods area as well have access to the fishing pond w/ kayak.

Cottage in Willis
4.84 out of 5 average rating, 466 reviews

The Canal House

Our little getaway sits on a canal that leads into Lake Conroe. The marina at the lake offers jet skis and boats for rent. Our house comes with a canoe and a kayak. It also offers fishing in the canal. Very quiet, serene place with lots of beautiful birds. We particularly like to sit on the back porch and watch the egrets fly by or the ducks swimming in the canal. Perfect place for respite and recharge, or ramp it up and go jet skiing on the lake. Or both! This is a non-smoking home.

Guest favourite
Cottage in Montgomery
4.91 out of 5 average rating, 135 reviews

The Cottage at Pine Lake

Take a break & unwind at this peaceful oasis. Kayak, catch a fish, take a swim in the pool across the street or just relax on the front deck and watch the birds. Great location on private lake with pier. Close to local Montgomery wedding venues( Lumineer 2 min, Pine Lake Ranch 5min) Short drive to Margaritaville resort. Spend the day on beautiful Lake Conroe, bring your boat/ jet ski and launch down the road at the marina. Short drive to Sam Houston national forest to enjoy nature and hiking

Top Guest favourite
Home in Montgomery
4.95 out of 5 average rating, 350 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!

Guest favourite
Home in Montgomery
4.94 out of 5 average rating, 202 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 favourite
Bungalow in Montgomery
4.93 out of 5 average rating, 175 reviews

‘Haus House’ Studio close to the Lake

‘Haus House’ Studio is a 440 sq ft standing alone bungalow in a very quiet location yet close to all lake activity and great places to eat. The studio has a queen bed, wardrobe, living area, tv and WiFi. It has a kitchenette with a dining table for 2, refrigerator, microwave and coffee maker. The bathroom has a nice marble shower. There is an outdoor seating area for down time and relax. While we live on the property, you have your own privacy, but if you need us we are close by.

Guest favourite
Condo in Montgomery
4.97 out of 5 average rating, 142 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 favourite
Condo in Montgomery
4.95 out of 5 average rating, 139 reviews

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.

Top Guest favourite
Barn in Montgomery
4.93 out of 5 average rating, 118 reviews

Valhalla!

This memorable place is anything but ordinary. A Viking-inspired getaway complete with porch, shower, bathroom, kitchen and a full-functioning sauna! This mini-apartment is in the top section of a barn and you may have to duck your head. There is a queen-sized bed and an additional mattress for someone else if needed. Take a stroll in the woods or take a quick 5 minute drive to the lake! Now with upgraded Air Conditioning!

Guest favourite
Cabin in Montgomery
4.97 out of 5 average rating, 122 reviews

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.

Popular amenities for Montgomery holiday rentals

  1. Airbnb
  2. United States
  3. Texas
  4. Montgomery County
  5. Montgomery