Montgomery vacation rentals

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Top-rated vacation rentals in Montgomery

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Guest favorite

Cottage in Montgomery

5.0 out of 5 average rating, 102 reviews

Charming Cottage 7+ Acres & Pond

This charming cottage is the perfect escape to the country to relax and recharge! This remodeled private cottage with a separate bedroom and bath is situated on 7.7 beautifully wooded acres. This gorgeous property boasts a spring fed pond and a peach orchard. The cozy cottage features a wonderfully decorated living area, a stocked kitchen, a romantic bedroom vibe with a queen bed, and a full bath. Just steps away, the other private space is a cozy 1-bedroom with a full-size bed and private bath.

Jun 25 – Jul 2

G$58,384 GYD per night

Guest favorite

Guesthouse in Montgomery

4.92 out of 5 average rating, 187 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 .

Mar 31 – Apr 7

G$21,413 GYD per night

Guest favorite

Home in Montgomery

4.94 out of 5 average rating, 344 reviews

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.

Jun 1 – 8

G$37,319 GYD per night

Guest favorite

Guesthouse in Anderson

4.96 out of 5 average rating, 196 reviews

Ponderita farms - peaceful getaway in Anderson, TX

Our 3-room private suite and pool in Anderson, TX is the perfect place for a quick country getaway. Our place features wide open views away from the city crush. The living room, dining room, and kitchenette are included in one open area. The bedroom is separate and includes a queen-size bed. There is a hallway leading from the living area to the full bath which includes a small closet for clothing. Here you will also find extra blankets, pillows, and linens for the queen air mattress.

Jul 11 – 18

G$15,753 GYD per night

Guest favorite

Home in Montgomery

4.95 out of 5 average rating, 133 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.

Feb 10 – 17

G$32,291 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)!

Aug 30 – Sep 6

G$19,739 GYD per night

Guest favorite

Condo in Montgomery

4.96 out of 5 average rating, 114 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.

Jul 28 – Aug 4

G$19,973 GYD per night

Guest favorite

Condo in Montgomery

4.89 out of 5 average rating, 117 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 8 – 15

G$16,821 GYD per night

Guest favorite

Tiny home in Willis

4.94 out of 5 average rating, 126 reviews

The Sugar Bee~ Charming tiny home on 7 acres

The Sugar Bee is a charming little cottage that will BEE sure to sweep your honey off their feet🐝. You’ll wake up in a cozy bed with views of the property. Step right outside the 1920’s French Doors to your private deck and enjoy your morning coffee or “wine” down in the evening relaxing in the hot tub. We are conveniently located less than 2 miles off I45, 2 miles from lake Conroe marina and 20 mins from The Woodlands.

Jun 3 – 10

G$25,667 GYD per night

Guest favorite

Home in Montgomery

4.87 out of 5 average rating, 119 reviews

*DISCOUNTEd HAS 3KING BEDS 2 Masters Close to Lake

** Returned 5 star Guests receive discount *2 master bedrooms *Close to public boat access and parks *Close to lake and several wedding venues *Within miles of fine dining *Coffee and tea bar (variety of selections) *Smart Tv in every room *Disney plus and Hulu *Spacious living room and kitchen (open concept) *Cooking Supplies *400 MBPS wifi speeds *Newly built home with new appliances *Responsive and helpful hosts

Dec 2 – 9

G$28,950 GYD per night

Guest favorite

Apartment in Montgomery

4.91 out of 5 average rating, 118 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

Nov 15 – 22

G$26,708 GYD per night

Guest favorite

Bungalow in Montgomery

4.94 out of 5 average rating, 101 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 to relax.

Jul 27 – Aug 3

G$19,621 GYD per night