1. USA
  2. Texas
  3. Conroe
  4. Montgomery
  5. Winter Rental

Montgomery Winter Rental

Apartment
Map-icon
like-icon10.0
Exceptional
(105 Reviews)
1 Bedroom 1 Bath 2 Guests 388 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $116/Night 7 Nights - US $811
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 3 Baths 8 Guests 2357.3 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $412/Night 7 Nights - US $2,882
star-icons-3
Cabin
Map-icon
like-icon9.4
Exceptional
(29 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $218/Night 7 Nights - US $1,526
Condo
Map-icon
like-icon10.0
Exceptional
(94 Reviews)
1 Bedroom 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $155/Night 7 Nights - US $1,083
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 6 Guests 96.88 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $162/Night 7 Nights - US $1,134
Condo
Map-icon
like-icon10.0
Exceptional
(71 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $186/Night 7 Nights - US $1,305
Villa
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 3 Guests 398.26 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $104/Night 7 Nights - US $728
Condo
Map-icon
like-icon10.0
Exceptional
(66 Reviews)
2 Bedrooms 2 Baths 6 Guests 964 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $282/Night 7 Nights - US $1,974
House
Map-icon
like-icon9.8
Exceptional
(19 Reviews)
3 Bedrooms 3 Baths 8 Guests 1786.81 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $149/Night 7 Nights - US $1,044
Apartment
Map-icon
like-icon10.0
Exceptional
(43 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $155/Night 7 Nights - US $1,088
House
Map-icon
like-icon9.8
Exceptional
(8 Reviews)
3 Bedrooms 2 Baths 6 Guests 96.88 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $286/Night 7 Nights - US $2,002
Condo
Map-icon
like-icon10.0
Exceptional
(39 Reviews)
2 Bedrooms 2 Baths 6 Guests 1833 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $314/Night 7 Nights - US $2,201

Discover & compare premier experiences around Conroe

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Montgomery Winter Rental?

What makes our Winter Rental special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Montgomery

When should you plan your Winter Rental stay?

Choosing the optimal time to vacation here can enhance your experience and ensure you enjoy the region's welcoming atmosphere during your stay in Montgomery, Texas, USA.

Peak Season Highlights

spring
Spring (March to May)

During this period, the region experiences mild and pleasant weather, making it an ideal time for enjoying outdoor activities and exploring the area’s natural beauty.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
autumn
Fall (September to November)

This season offers comfortable temperatures and vibrant seasonal scenery, perfect for a relaxing winter rental experience in the area.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F

Off-Season Highlights

image
Summer (June to August)

Hot and humid summer months can be less ideal for outdoor pursuits, but offer a quieter atmosphere for those seeking solitude during your winter rentals.

Average Temperature Daytime: 85-95°F - Nighttime: 70-75°F
image
Winter (December to February)

While the cold may limit outdoor activities, this is a peaceful time to enjoy cozy stays and the tranquility that comes with the cooler months.

Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F

Weekly Weather Forecast for Montgomery

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy spacious outdoor patios or decks for relaxing and entertaining in the fresh air.
  • Take advantage of private or shared yards perfect for outdoor activities or gatherings.
  • Make use of outdoor grills or barbecues to prepare meals while enjoying the scenic surroundings.
  • Benefit from access to nearby lakes or ponds for fishing, kayaking, or paddleboarding.
  • Utilize designated fire pits for cozy evenings and roasting marshmallows under the stars.
  • Explore well-maintained gardens or landscaped grounds that add to the natural beauty of your stay.
  • Access outdoor seating areas with panoramic views of the region's picturesque landscape.
image
image

Family Activities

  • Montgomery County Historical Museum Explore local history with engaging exhibits that entertain and educate family members of all ages during your stay.
  • Crusader Baseball Stadium Enjoy a lively baseball game where you can cheer for the regional team and experience authentic American sports culture together.
  • Sam Houston National Forest Spend time outdoors hiking, picnicking, or bird watching as you immerse yourselves in the natural beauty of this expansive forest area nearby.
  • Lake Conroe Relax by the water with activities like boating, fishing, or simply enjoying a peaceful day beside the lake in this scenic region.
image

Adult Activities

  • Montgomery County Nature Preserve Explore scenic trails and enjoy birdwatching in this peaceful natural setting that offers a refreshing break from the city.
  • Historic Downtown Montgomery Stroll through charming streets filled with local shops, cafes, and historic landmarks that reflect the area's rich heritage.
  • Lake Conroe Engage in water activities such as boating, fishing, or simply relaxing by the lakeside in this popular regional destination.
  • Old Montgomery Village Discover unique boutiques and art galleries nestled in this quaint area, perfect for a leisurely day out during your stay.

Other Places to Stay in Montgomery, TX

Clear Water Point
Woodforest Golf Club
Walden on Lake Conroe
St. Francis Wolf Sanctuary
N.H. Davis Museum
Blaketree National Golf Club
Blacktree Golf Club

Montgomery Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Markets: Take advantage of the area’s vibrant community gatherings and local markets to immerse yourself in the regional culture during your stay.
  • Visit Natural Attractions: Discover the region’s scenic outdoor spaces, perfect for enjoying peaceful winter days and capturing memorable photos.
  • Plan Your Transportation: Consider renting a vehicle or arranging local transportation options to easily access all the key spots around here without hassle.
  • Choose a Prime Location: Select your winter rental close to popular destinations to maximize your comfort and convenience during your visit.

Transportation Options

  • Driving You can conveniently explore the area by car, with ample parking options available near many winter rentals and local attractions.
  • Taxi Services Reliable taxi providers operate throughout this destination, offering flexible transportation directly to your rental or points of interest.
  • Ride-Sharing Popular ride-sharing platforms are accessible here, providing a cost-effective way to navigate the region during your stay.
  • Public Transit Local bus services connect key areas, making it easy to get around without the need for a personal vehicle when staying at winter rentals in this city.

Local Customs Options

  • Southern Hospitality: Visitors often experience the warm and welcoming attitude that characterizes the area's friendly local community.
  • Church Traditions: Attending Sunday services at historic churches is a common custom, reflecting the region's deep-rooted spiritual heritage.
  • Local Festivals: Participating in seasonal festivals and events showcases the area's vibrant cultural spirit and commitment to community gatherings.
  • Outdoor Etiquette: Respect for natural settings and wildlife is emphasized during outdoor activities, aligning with the regional appreciation for nature.

Montgomery Winter Rental Frequently Asked Questions

2. How many Winter Rentals are available in Montgomery?

Currently, the total number of properties listed by RBO in 2026 is over 514 in the Montgomery area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Montgomery. 

3. What is the cancellation policy for winter rentals in this area?

Cancellation policies vary depending on the individual property listing. To ensure you understand the specific terms, please review the cancellation details provided with each listing or contact the owner directly.

4. Are there any additional fees or deposits required when booking a winter rental here?

Additional fees or deposits may apply and will be detailed in the listing information. It’s recommended to read the full property description or reach out to the host for clarification before completing your booking.

5. How do I check-in and check-out procedures for winter rentals in the region?

Check-in and check-out processes differ by property. Specific instructions are provided in each listing, and you can also communicate directly with the owner for further guidance.

6. Is it possible to modify my booking or extend my stay at these winter rentals?

Booking modifications or extensions depend on the property's availability and owner approval. You should contact the host as soon as possible to discuss any changes to your reservation.

7. What amenities are typically included in winter rentals in this destination?

Amenities vary by property but commonly include essentials such as heating, Wi-Fi, and kitchen facilities. For a complete list of amenities, please refer to the specific listing or contact the property owner directly.

More Rentals You May Like Near Montgomery

star-icons-4
Apartment
Map-icon
like-icon9.5
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 6 Guests 968.75 ft²
  • Oceanfront
    Oceanfront
  • Skiing
    Skiing
More amenities
US $255/Night 7 Nights - US $1,786
House
Map-icon
like-icon10.0
Exceptional
(38 Reviews)
2 Bedrooms 2 Baths 8 Guests 1545 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $220/Night 7 Nights - US $1,539
House
Map-icon
like-icon10.0
Exceptional
(38 Reviews)
2 Bedrooms 2 Baths 5 Guests 1550 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $212/Night 7 Nights - US $1,484
Condo
Map-icon
like-icon10.0
Exceptional
(35 Reviews)
2 Bedrooms 2 Baths 6 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $212/Night 7 Nights - US $1,483
Condo
Map-icon
like-icon10.0
Exceptional
(34 Reviews)
2 Bedrooms 2 Baths 8 Guests 1226 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $164/Night 7 Nights - US $1,150
Condo
Map-icon
like-icon10.0
Exceptional
(26 Reviews)
2 Bedrooms 1 Bath 6 Guests 1226 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $137/Night 7 Nights - US $960
Condo
Map-icon
like-icon10.0
Exceptional
(25 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $126/Night 7 Nights - US $883
Condo
Map-icon
like-icon10.0
Exceptional
(24 Reviews)
1 Bedroom 1 Bath 6 Guests 900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $120/Night 7 Nights - US $842
Cabin
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $220/Night 7 Nights - US $1,540
Cabin
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
2 Bedrooms 1 Bath 4 Guests 800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $105/Night 7 Nights - US $735
Condo
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
3 Bedrooms 2 Baths 6 Guests 945 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $234/Night 7 Nights - US $1,639
Condo
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
2 Bedrooms 2 Baths 4 Guests 715 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $157/Night 7 Nights - US $1,102