Holiday rentals with breakfast in Montgomery County

4.97 out of 5 average rating, 38 reviews

Home in The Woodlands

Under a Tree

Beautiful 4 bedroom home is perfectly located in Grogan’s Mill close to shopping and entertainment, with easy access to I-45. Relax in serenity in this well appointed family home, ideally suited for short visits to The Woodlands as well as longer stays. Garage has been converted into a game room for added space and enjoyment. Luxurious furnishings and ultra fast WiFi ensure your stay will be comfortable and convenient. Relax among the trees as you BBQ on the patio and enjoy the expansive yard!

4.98 out of 5 average rating, 40 reviews

Guest house in Conroe

•Woodlands Studio Stay• The Sweet Escape

“Woodlands Studio Stay” The Sweet Escape Uniquely decorated guest house/garage apartment,1-2 mile from I45 in the woodlands. 1 King bed for 2 guests,tv, refrigerator, microwave, toaster, electric skillet, crock pot, coffee station, work desk, washer/dryer, keyless entry. No stove/oven. Outdoor grill. Driveway security. Balcony. Workout dumbbells & yoga mats in ottoman. Games/cards,fan/luggage racks etc NO pets allowed. NO smoking. Spa amenities/big fire pit, outdoor games with additional fees.

4.83 out of 5 average rating, 260 reviews

Tiny home in Magnolia

Retro BaIi Paradise! -an Exotic Island experience!

From the founders of SerendipTINY & Bonnie Lou Tiny home as featured on the popular TV show, Tiny House Nations on Netflix! WELCOME to our newest home Retro Bali Paradise-an Exotic Island experience in Magnolia Tiny Home Village.RV has 200+ sqft indoor and 700 sqft outdoor garden and hot tub & lounge w/ 1 queen, 2 twin bunks, and dinette bed convert. PRO-decor and furnished.Insta-gram READY! Youll be mesmerized! Come enjoy the outdoors & experience the world of GLAMPING. Romance and Fun for ALL!

4.94 out of 5 average rating, 434 reviews

Home in Montgomery

The Quick Getaway: Entire house on private lake!

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

4.84 out of 5 average rating, 64 reviews

Home in New Waverly

B&B/WINE TRAILS/BRUNCH

The Gibbs Street Manor bed and breakfast is located in New Waverly, TX in the scenic East Texas Country, just 50 miles from Houston and 10 miles from Conroe. 3 miles from the Sam Houston national forest. We are a bed and breakfast with lots of amenties such as, a fire pit area, outdoor kitchen and bar with 60 inch tv at the bar, hot tub. Looking for a large place to gather or do any type of event, or check out our awesome wine trail and setup a custom brunch for your group this is the place.

4.95 out of 5 average rating, 131 reviews

Villa in Montgomery

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!

4.89 out of 5 average rating, 57 reviews

Guest suite in Magnolia

Magnolia Relaxing Retreat

Enjoy a countryside getaway in our private self check in Queen Suite, behind the Black door w/keypad off shared front porch. For 2 adults+ 1 child. Newly renovated. Free Parking near room. No stairs, private outside picnic/smoking area. Coffee/Tea niche w/essentials. Roku TV. Work space, New luxury Queen mattress, outsized glam soaker tub with essentials. Twin mattress or PackNPlay on request. No pets. Primitive walking path & backyard w/a treehouse. (Child to be accompanied by adult)

4.76 out of 5 average rating, 17 reviews

Home in Spring

5 BDRM, Peloton Workout station & Xbox in game RM

Welcome to this stunning 5-bed, 3.5-bath home with high ceilings, arched doorways, covered patio, game & media rooms, granite upgrades, formal areas, Peloton workout station. Primary suite on 1st floor, 4 bedrooms upstairs. Game room: Xbox Series S & 65" smart TV; media room: TCL 65" 4K UHD LED Roku Smart TV. Kitchen: Keurig, toaster, cookware. Bedrooms: Rayna 9" Gel Memory Foam Mattresses. Close to Exxon, Grand Parkway, Hardy, and The Woodlands. Minutes from 99 for easy city access!

Guest suite in Montgomery

4.96 out of 5 average rating, 56 reviews

Weekend Hideaway

Country living at it’s best. Quiet neighborhood for a quick morning run or cycle. The house sets off the main road with deer coming into the yard on occasion. The 600 sqft. Studio sets up high in the trees, with its own private entrance. No one will disturb you as you melt into a good book or head out early to fish or boat on Lake Conroe. Visitors can step back into Texas’ history and shop for antiques in the town of Montgomery, birth place of the Texas flag.

4.92 out of 5 average rating, 12 reviews

Flat in Montgomery

Vista Lago "Lake View"

A serene escape nestled just steps from the tranquil Lake Conroe Surrounded by lush trees and the calming sounds of nature, this cozy retreat is perfect for those looking to unwind and recharge. Wake up to breathtaking lake views, sip your morning coffee on the private deck, and enjoy the gentle breeze as you relax and take in the view. Simply soak in the peaceful atmosphere , Vista Lago is your ideal getaway for tranquility and rejuvenation.

4.88 out of 5 average rating, 16 reviews

Cottage in Willis

Lakefront cottage on Lake Conroe with great views!

Lakefront cottage on Lake Conroe offers wonderful views and lake access in a quiet community on the North side of the lake. The front porch welcomes you into this comfy space with over 1300 sq ft. The cottage features a covered deck, 3 bedrooms, fast WIFI, smart TV's, BBQ grill, and fishing rods if you would like to fish from the deck. The interior amenities have a cozy~modern design as we also use this home as a getaway for our family.