Cottage vacation rentals in Montgomery

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Popular amenities for Montgomery cottage rentals

Cottage rentals with a hot tub

Guest favourite
Cottage in Willis
4.92 out of 5 average rating, 73 reviews

Sunset Lake Cottage

BlakeRating, 5 stars2 months ago
The house was in fantastic shape and worked perfect for our quick weekend trip to see family. We would definitely enjoy staying again in the future.
Guest favourite
Cottage in Magnolia
4.89 out of 5 average rating, 148 reviews

Stocked pond, canoe,hot tub,Ren Faire close

TarahRating, 5 stars1 month ago
We had a wonderful stay at The Hen House! It was the perfect place to relax and unwind. We loved spending time by the pond, fishing, and soaking in the jacuzzi. The home had a great selection of DVDs for all ages and fun games like Balderdash, which made for some memorable family game nights with the kids. The location was incredibly convenient—close to restaurants, stores, and just 10 minutes from the Magnolia Baseball fields. The house itself is tastefully decorated, warm, and inviting, with plenty of amenities to make our stay comfortable. Cassie was a fantastic host—very responsive and accommodating. We highly recommend The Hen House and would definitely stay here again!
Guest favourite
Cottage in Willis
5 out of 5 average rating, 12 reviews

Relaxing Lake Cottage - Entire House - Reel Cozy!

Chelsea Rating, 5 stars8 months ago
We absolutely loved our stay here! The resort is beautiful. We grilled one night and had a blast with how much amnesties there was. Oh and the bed in the master bathroom with the barn door was the best bed we have ever slept on! We got the best sleep in that bed. Our friends enjoyed it. We are already planning another trip for next year
Guest favourite
Cottage in Willis
4.91 out of 5 average rating, 68 reviews

Cheerful cottage with lake access & amenities!

DavidRating, 5 stars2 weeks ago
Had a wonderful time here at the cottage. Heather was very communicative throughout the whole process, and was very quick to respond to questions. This made check-in and check-out smooth and easy. The cottage itself was beautiful and had everything we needed for our stay. Everything was super clean and comfortable. Would definitely stay here again and recommend for anyone visiting the area.
Top guest favourite
Cottage in Montgomery
4.98 out of 5 average rating, 53 reviews

Lakefront*Pools*Lilypad*Kayaks*SUP*HugeDoc*Arcade

MarcellaRating, 5 stars2 days ago
Amy was an amazing host. Very kind and considerate. Very responsive. The place is beautiful and cozy. Fun seeing all the wildlife. Great birdwatching, little turtles swimming nearby, fish jumping. Peaceful, neighbors are warm and unpretentious, people wave when you’re driving through the neighborhood. The bed was very comfy, everyone slept well, plenty of TVs for every one to enjoy in their rooms. Plenty of kitchen utensils and cookware to cook at home. The coffee bar was well stocked which is awesome. The snacks were a great touch and everyone enjoyed that. The available games were fun too. Only wish our schedule would’ve allowed us to stay longer.
Guest favourite
Cottage in Willis
4.85 out of 5 average rating, 40 reviews

Modern Spacious 3BR Lake Cottage

XiaoRating, 5 stars2 months ago
The place was very clean and well maintained. The owner (Maria) is nice and provide all the information need before our arrival. Thank you, Maria!
Guest favourite
Cottage in Willis
4.89 out of 5 average rating, 38 reviews

Hidden Gem #12 Thousand Trails Lake Conroe

GailRating, 5 stars4 months ago
Peaceful and cozy. Host was great, she was very responsive and helpful.

Pet-friendly cottage rentals

Superhost
Cottage in Montgomery
4.86 out of 5 average rating, 73 reviews

Treehouse Getaway at Lake Conroe

MariaRating, 5 stars3 weeks ago
Very beautiful home and peaceful surroundings! I loved being higher off the ground, surrounded by trees. The host were very responsive as well! Definitely recommend this place!
Cottage in Willis
4.31 out of 5 average rating, 13 reviews

On lake time tiny living

KayeannRating, 5 stars9 months ago
Well used space. Easy fit for 10 if majority are children I would say. Few spider webs especially on the patio which I had to clean which was no big deal until I got stung by wasp from wasp nest under one of the balcony chairs. Husband sprayed nest so I hope better for next guest. I stayed here 2 years ago and must say maintenance was better at that time in surrounding area pool, grass, community over all. bait shop now closed on premises (don’t fret a bait shop is within driving distance) In the home the upkeep is very good. Stocked with the essentials. Nice stay
Guest favourite
Cottage in Tomball
4.94 out of 5 average rating, 165 reviews

Charming 1933 farmhouse

DavidRating, 5 stars1 week ago
It’s a pretty cozy place and really good restaurant around the area.
Top guest favourite
Cottage in Conroe
4.95 out of 5 average rating, 43 reviews

Lil Blue Lake House on a private lake in Conroe

KatieRating, 5 stars1 week ago
We loved our stay here! The house was really clean and just as described. We loved being across from the lake and being able to fish. The kids enjoyed the games and playing in the backyard. Tyra was a great host, very friendly and helpful and always got back to us! Would stay here again!
Superhost
Cottage in Willis
4.81 out of 5 average rating, 96 reviews

Lake Conroe House with Private Boat Access

MadisonRating, 5 stars1 month ago
We were in town for a fishing tournament. This house is absolutely perfect for people coming in to do something like that. The private boat slip has a power source right there, so you can plug your batteries in and keep your boat charged. The sun deck is an added plus. The house itself was very clean and well maintained. You can tell there is a lot of effort put into it. Keli was super responsive, and very pleasant to converse with. The fenced in yard is nice for pets, and well kept. I can’t say enough about our great experience here!
Cottage in Montgomery
4.88 out of 5 average rating, 17 reviews

Cozy Boho; Great Value/Low Cost! Dogs Welcome!

BethRating, 5 stars1 month ago
We so enjoyed our month-long stay at the Cozy Boho. Bailey and Jimmy are excellent hosts, communicative and attentive. This property is located in a peaceful, walkable neighborhood, away from city lights and noise. It is a great location for accessing the many trailheads in the National Forest, among other fun things. Inside is perfect for two adults, with a well-equipped kitchen and comfortable bed and sofa. We were very happy here!
Superhost
Cottage in Willis
5 out of 5 average rating, 15 reviews

Good Smoke: NEW Glamping Next to Lake Conroe! Romantic Modern Tiny Home w/Luxury Amenities, Rooftop Deck, Heated Pool, Kamado BBQ smoker, Stocked Ponds! Play w/cute goats. ONLY 30 mins from The Woodlands & 1 hr from Houston!

VoshellRating, 5 stars6 months ago
The Good Smoke cabin was great, the pool area was very relaxing and me and my wife felt right at home. We really enjoyed our time at Happy Goat and will return

Private cottage rentals

Guest favourite
Cottage in Magnolia
4.89 out of 5 average rating, 148 reviews

Stocked pond, canoe,hot tub,Ren Faire close

TarahRating, 5 stars1 month ago
We had a wonderful stay at The Hen House! It was the perfect place to relax and unwind. We loved spending time by the pond, fishing, and soaking in the jacuzzi. The home had a great selection of DVDs for all ages and fun games like Balderdash, which made for some memorable family game nights with the kids. The location was incredibly convenient—close to restaurants, stores, and just 10 minutes from the Magnolia Baseball fields. The house itself is tastefully decorated, warm, and inviting, with plenty of amenities to make our stay comfortable. Cassie was a fantastic host—very responsive and accommodating. We highly recommend The Hen House and would definitely stay here again!
Guest favourite
Cottage in Tomball
4.94 out of 5 average rating, 165 reviews

Charming 1933 farmhouse

DavidRating, 5 stars1 week ago
It’s a pretty cozy place and really good restaurant around the area.
Guest favourite
Cottage in Tomball
4.94 out of 5 average rating, 289 reviews

Main Street Loft

FrancesRating, 5 stars1 week ago
Great space! Attractive, comfortable, very welcoming. Added bonus, many places have a long list of chores for you to do when you check out; here, the only instruction is, "Please lock the door". love it!
Top guest favourite
Cottage in Montgomery
4.99 out of 5 average rating, 162 reviews

Charming Cottage 7+ Acres & Pond

AleRating, 5 stars2 weeks ago
This place is so amazing and magical! Definitely recommend for a good weekend getaway! Lisa & Bob are the best hosts and they’re always if you need something! We are definitely coming back soon
Top guest favourite
Cottage in Tomball
4.98 out of 5 average rating, 105 reviews

1930s Home, King bed, sleeps 8, walk to Main St

KarolinaRating, 5 stars3 weeks ago
Michael’s home was perfect. We came For a conference, and it was just what we needed. It’s always refreshing to have a fully stocked kitchen, and comfortable beds. We will be back!
Guest favourite
Cottage in Willis
4.92 out of 5 average rating, 223 reviews

Lake Conroe Cottage with Lakeview

JulieRating, 5 stars3 weeks ago
Great place for our 6 week stay. We brought our boat and loved being right at the lake in the cottage with much more space than we anticipated. The community was very peaceful and safe. We left tackle and rods out on the boat overnight without any trouble. Neighbors were friendly. Howard was attentive and responsive. We hope to be back again next year!
Top guest favourite
Cottage in Montgomery
4.94 out of 5 average rating, 151 reviews

“Haus House” Cottage close to the Lake.

MelissaRating, 5 stars5 days ago
Darrell's house was perfect for our needs. we came down for a funeral in Houston, and staying at Darrell's was a perfect place to relax afterwards. The house was perfect, clean and relaxing. our dogs enjoyed the yard and the house. Darrell's was responsive to every question prior to arrival. He also meet us when we arrived. showed us around the house and let us know if we needed anything to let him know. We are considering going back to just get away from the city. Thank you Darrell for having a wonderful property.
Superhost
Cottage in Willis
4.84 out of 5 average rating, 445 reviews

The Canal House

VictorRating, 5 stars1 week ago
Great home. Everything in the pictures was great, 😊 very comfortable,great location And everything you need to cook and our boat was very safe parked right in front of the house at the bulk head.We will definitely be back to this home. Patti was also wonderful in the response time and all check in procedures are very easy. Thx, Vic and Jill

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