Cottage vacation rentals in The Woodlands

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Popular amenities for The Woodlands cottage rentals

Cottage rentals with a pool

Guest favorite
Cottage in Willis
4.81 out of 5 average rating, 16 reviews

Sophisticated Stay

VictoriaRating, 5 stars2 months ago
Melissa is a doll, so very accommodating. The house is charming, beds comfy. I'd rent it again in a heartbeat. Most likely will, no doubt. Two streets away from my daughter's house. Great views, totally enjoyed it. Vickie
Cottage in Willis
4.31 out of 5 average rating, 16 reviews

On lake time tiny living

KayeannRating, 5 stars12 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 favorite
Cottage in Willis
5 out of 5 average rating, 47 reviews

Lakeside Paradise: Your Conroe Oasis

LeslieRating, 5 stars2 weeks ago
Had a great weekend! My girls, my husband and I loved this beautiful home! We went on a walk to the lake and a swim in the pool. We will definitely want to come back to Wayne’s place! So clean and had everything we needed. Thank you again! Leslie
Cottage in Willis
5 out of 5 average rating, 7 reviews

Waterfront Oasis on Lake Conroe

DeeRating, 5 stars11 months ago
We had a wonderful stay with family at Melissa’s place! The check in code was tricky but she straightened it out quickly. The pool ended up being closed for repairs the day after we arrived so she even offered an alternative for us! Was a sweet spot, very clean and beautiful lake view. Had everything we needed and then some! 2 ceiling fans (one in one out) didn’t work but it was very pleasant without them. Was a nice respite from the busyness of town and would definitely stay there again!! Thanks for the space for our family Melissa!!
Cottage in Spring
4.8 out of 5 average rating, 122 reviews

Woodlands Cozy Cottage, Pet Friendly with Patio

AubreeRating, 5 stars2 weeks ago
Rene was very friendly, responsive and provided helpful instructions about this property.
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 stars9 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

Cottage rentals with a hot tub

Guest favorite
Cottage in Willis
4.91 out of 5 average rating, 78 reviews

Sunset Lake Cottage

WilmerRating, 5 stars3 weeks ago
Great communication very clean perfect to get away for a few days, my kids love it I’m planning do it again Janet is fantastic
Guest favorite
Cottage in Willis
4.92 out of 5 average rating, 73 reviews

Cheerful cottage with lake access & amenities!

AnthonyRating, 5 stars1 week ago
Our stay was beautiful, though we’ve visited the grounds before Heathers cottage was busy far the better of experiences. Steve was helpful with the bringing of the golf cart and neighbor information also. Appreciated the golf cart being only $50 instead of the $100 we’ve paid other times. Beautiful home and well kept, We had a blast!
Guest favorite
Cottage in Willis
5 out of 5 average rating, 14 reviews

Relaxing Lake Cottage - Entire House - Reel Cozy!

HayleyRating, 5 stars3 weeks ago
We had the most wonderful time! I think this is the best air b&b we have stayed at. Check in and out is super simple. I felt like the things left in the house were above and beyond your average place to stay that made the stay so nice and enjoyable! Had so much fun at the beach and pool. Great place to stay would love to stay there again!
Top guest favorite
Cottage in Montgomery
4.98 out of 5 average rating, 56 reviews

Lakefront*Lilypad*Arcadegames*Kayaks*SUP*Fishing*

ChristinaRating, 5 stars1 month ago
Amy was an amazing and responsive host. She answered all questions immediately and offered some great experiences and options while planning the weekend. And it was a wonderful weekend! The property and amenities were just as they were described and we enjoyed it all - even the outdoor movie screen. The view was breathtaking and the surroundings relaxing. Love the well-stocked kitchen and labels! We will definitely return if the opportunity presents itself.
Guest favorite
Cottage in Willis
4.85 out of 5 average rating, 47 reviews

Modern Spacious 3BR Lake Cottage

DylanRating, 5 stars1 month ago
Mrs. Frank was an excellent host who (respectfully) communicated prior to and throughout our stay at her Airbnb, leaving absolutely 0 questions or concerns not addressed. The Cottage was very well maintained and cleaned. The Complimentary golf cart and amenities even within the cottage were well used by our party and escalated our experience. I would absolutely re-book for another stay at her cottage, it was a GREAT experience.
Guest favorite
Cottage in Willis
4.9 out of 5 average rating, 42 reviews

Hidden Gem #12 Thousand Trails Lake Conroe

JodyRating, 5 stars1 month ago
We really enjoyed our stay, and it is a great location for kids with plenty of activities. Peaceful and quiet with plenty of shade. The house had a big porch with outside furniture. I would recommend this for anyone with children, they really enjoyed the loft bedroom. We will definitely be back for another visit. The lake is awesome for the paddle boards that were at the house.

Pet-friendly cottage rentals

Superhost
Cottage in Montgomery
4.84 out of 5 average rating, 76 reviews

Treehouse Getaway at Lake Conroe

SydneRating, 5 stars3 months ago
Such a fun get-away place for my family! My kids loved the outdoor activities and it was so peaceful waking up in the trees with the sunshine shining through the trees. It was a fun and unique experience!
Guest favorite
Cottage in Tomball
4.94 out of 5 average rating, 177 reviews

Charming 1933 farmhouse

BesnikRating, 5 stars2 days ago
the place is so original, a real farmhouse! close to town walk anywhere. right on the main street. clean
Cottage in Montgomery
5 out of 5 average rating, 4 reviews

Peaceful Montgomery Vacation Rental w/ Porch!

LisaRating, 5 stars6 months ago
My husband and I booked so that we could go to ren faire. This stay is a true hidden gem. it was peaceful and quiet which was very nice after a fun day at TRF. the furniture was comfortable and even though it was chilly outside it was so warm and toasty inside. absolutely would book again!
Cottage in Willis

Kind-Of-A Lake House (water view & access)

JasonRating, 5 stars3 months ago
This home is a wonderful place to be. Nothing like coming home from a long day, walking 10 steps and casting a line! Audrey and husband rick are good folks and stay on top of everything! I felt like I was at home the second I stepped on the property. With the attentiveness on top of everything else to make us feel comfortable is unbeatable! Great recommendations, great amenities, great people and great times! Don’t miss out on this wonderful home if you get the chance!
Top guest favorite
Cottage in Conroe
4.96 out of 5 average rating, 49 reviews

Lil Blue Lake House on a private lake in Conroe

AlexRating, 5 stars1 week ago
This is my 2nd time staying here and it's been great both times! The space is spotless, comfortable, and so well set up for families. The lake across the street is peaceful and relaxing. We took my 4 year old fishing for the first time ever and we caught (and released) 9 fish!! My son was so excited and it was a great experience. Tyra the host is right across the street and is super friendly and helpful if you need anything. She's a beekeeper and gave us some of her honey, which was sweet in all the ways. We'll definitely be back!
Cottage in Montgomery
4.81 out of 5 average rating, 21 reviews

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

SaraRating, 5 stars1 week ago
Wonderful day. Very secluded and home-y feel to the place!
Cottage in Spring
4.85 out of 5 average rating, 262 reviews

Woodlands Modern Cottage w/Private Patio & BBQ Pit

JeremyRating, 5 stars2 weeks ago
We had a great time at Rene's place! It fit our family well and was close to everything we needed. We would definitely come back here again.
Cottage in Montgomery
4.57 out of 5 average rating, 21 reviews

Cheerful two bedroom cottage by the lake

AaronRating, 5 stars3 months ago
Nice, clean place in a convenient location. The house itself is inside a trailer park that is slowly being gentrified with scores of 1000 sq foot houses. It is basically impossible to walk from this park to any part of town. The house has no outside area to sit, if that matters to you. But this is all part of its charm... it is a small house that is quiet, isolated, and a (relatively) affordable place just outside both Conroe and Montgomery. Highly recommended place if you need to stay in this area.

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