
Tiny house vacation rentals in Long Island Sound
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Top-rated tiny house rentals in Long Island Sound
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Popular amenities for Long Island Sound tiny house rentals
Family-friendly tiny house rentals

Dave's Milk Barn
We loved staying at Dave's Milk Barn! It was quirky and fun. We really enjoyed chatting with Toby, walking around the farm and taking in the unique vibe of the place. We would have loved to stay much longer! Highly recommend staying here!

Cozy Catskill Cottage Perfect Getaway for Two
I just want to say that this is a very beautiful place. Julian & Karen were extremely nice to us and to have us there. Karen made sure we were comfortable with the stay, and was very respectful and the place was very cozy and inviting. The place is beautiful and warm. Her recommendations were very helpful and we truly enjoyed ourselves! I will come back again! Thank you so much for your wonderful hospitality!

Charming Downtown Mystic Historic House
The house is historic and charming. Very walkable to downtown mystic and other activities as described. Wendy and James were amazing hosts and very responsive and helpful. They responded on short notice late in the evening to help me set up an extra bed so that I could be on the main floor with my mother who is handicapped. Would definitely stay here again!

Le Petit Abris at Gunks EcoLodge
We loved our stay at Joe & Barb's place! The cabin is delightful; beautiful surrounds, peaceful and quiet while being just a short drive from the amenities of New Paltz. Joe gave us great tips for nearby hikes, and we enjoyed a tour of the veggie garden (with full credit to Barb the gardener!), and hearing about the sustainability/eco-friendly initiatives of the property. Thanks for having us! : )

Cozy Pool Cottage
My stay here has been made so comfortable, the local was perfect for my stay. Quiet and all supplies provided for our stay. Micaela is very responsive and I’m grateful to have found this cozy location right here in West Orange. Close to supermarkets, jitney to the train, movie theater, turtle back zoo and more. A great getaway for anyone who needs a break or home for a few weeks. Thank you Micaela.

Vinola-Lakeside Cabin on Beach Pond with Sauna
Amazing place. Felt so cozy and nostalgic. I look forward to staying here again.

Spring is here at the Cabin! Come check it out.
The cottage was perfect. Rocking chairs by the window for when it was chilly, chairs on the deck, chairs by the pond for when it wasn’t. Terrific recommendations from Tim, particularly the Dog Watch Cafe in Stonington Borough. Our stay was exactly the peaceful respite we needed, we just should have booked three nights!

Secluded mountain top horse property near W. Point
Linda’s home is absolutely beautiful and unreal! First of all, it was extremely clean with great smelling sheets. Her home had everything you needed from coffee, seasonings, first aid kit, and even marshmallows to roast. My family and I had a bbq as well and Linda had a lot of cookware. We had sooo much space to walk and go on a hike right off the property. There is a little stream of water that connects to the pond which my little 4 year old loved. The horses were a lovely addition and we loved hearing the rooster during the day. We will certainly be returning because a weekend was too short to explore everything. I highly recommend! Thank you again Linda!
Tiny house rentals with a patio

Luxury Tiny Home Near Rocky Neck
Small but mighty! Really cozy place. The house is really well laid out and has very nice renovations. Also really enjoyed lounging in the hammock out back in the sun.

The River Loft
My experience at this Airbnb was great. Everything matched the photos and the place was incredibly clean. My house feels remote but it’s incredibly close to a lot of restaurants and stores. I would absolutely stay here again.

Hudson River Views-idyllic getaway 75 min. to NYC
Very cute place to spend the weekend. We found it easy to dine out, spend time in nature. Waking up to the beautiful scenic view from the patio was a great bonus.

Thames River Cottage · Near Casinos + USCGA
The home was perfect. Small and well equipped for many things you seek on vacation, business trips, and an overall home away from home. Peter was a great host with lots of options without spending money. Directions were clear!

NEW! Stylish Home in the Heart of Beacon
We had an incredible stay at Tatiana’s place in Beacon! The home is beautifully decorated with a stylish flair and comfortable furnishings throughout. The well-equipped kitchen was a joy to cook in, and the lovely decor made us feel right at home. The location was perfect for exploring all that Beacon has to offer. Our family thoroughly enjoyed our time here, thanks to the great amenities and overall welcoming atmosphere. Tatiana’s attention to detail and hospitality made our experience truly memorable. We highly recommend this gem to anyone looking for a cozy and chic getaway in Beacon!

Mystic Pines Off-grid Catskills Cabin
This place is MAGICAL. Mmmm wow, our stay at Mystic Pines was deeply nourishing, peaceful, and restorative. Our intention was to find a secluded space nestled in the woods where we’d see no one, and this fulfilled all of our desires! The cozy warmth is felt and appreciated- this feels more like the hosts made something really special and wanted to share its magic with others, rather than a cookie cutter property made to turn a profit. We spent hours reading the eclectic collection of books by the wood stove whilst listening to the rain pitter patter on the roof. All the best parts of camping balanced out with the creature comforts of home. Endless gratitude to the kind hosts for sharing this absolute gem.

Modern Zen Chalet at the Foot of Gunks w Mt. View
Spent two nights at this lovely property. For me it's perfect, spacious and remote but still in a great location. You're close to everything, have a beautiful home and outdoor space to enjoy, and Serg/Aaron are extremely helpful with anything you might need. Highly recommend and loved my stay 👍

Cabin Noir where Modern meets Rustic, Hot Tub+View
Our stay at Cabin Noir was absolutely wonderful. My girlfriend and I spent three amazing nights and 4 amazing days enjoying the beautiful Woodstock area. Between the amenities at the cabin, and Gloria's list of recommended activities/restaurants, there was more than enough to enjoy, and I would definitely stay there again. The roof deck, the hot tub, the fire pit, climate controls, and modern creature comforts, combined with many indoor and outdoor seating options allowed for great times reading, doing puzzles, lounging, cooking, self care, and everything in between. It's location (about a 12 min drive from downtown Woodstock) allowed for peace and solitude, or shopping and socializing, depending on how you're feeling. There are also plenty of grocery stores, scenic drives/locations, and great restaurants in every direction. Every question we had was promptly and clearly answered by Gloria. 10/10 would recommend.
Tiny house rentals with outdoor seating

CoZy Newly Renovated Cottage in Red Hook Village
This place was the cutest! Deirdre, Maureen and Stephen’s daughter, was our main point of contact for our stay. She was incredibly helpful and responsive, and the place was small, cute and cozy - exactly what we were looking for in a quick, one night getaway. She also had an incredible thoughtful basket of snacks and water bottles for our stay, which was a nice surprise.

Renovated Barn w/Private Deck & Patio
Anthony was extremely friendly and helpful. Very well-designed and comfortable living quarters, amenities were much more than expected, and peaceful mountain setting to simply enjoy and relax. We plan to return as well recommend Anthony’s AirBNB to family and friends. /Dr. Don

Hidden Gem Cottage — cozy escape to play or WFH
Easy stay, great communication, accommodating and a lovely place!

Cabin 192
Great place and host.

Architect's Hudson Valley Home in the Woods
The absolute best solution to a peaceful weekend getaway from the city! We felt immersed in the woods and enjoyed grilling outdoors for dinner. The home was beautiful, minimalist, and had everything we needed.

Private cabin
We were in town for a concert in Red Bank and the cabin met our needs perfectly. Ideal accommodations for two people and we were able to bring our dog along. An easy stay in a very comfortable setting.

Modern cottage with Hudson River view
What a beautiful retreat space by the Hudson. Everything was beautiful! I can’t wait to go back in the Fall.

Deer Hill Farm, fire pit, Sauna, Grateful Woods.
Beautiful place. Very cozy but not sparse. Warm wood ambiance, and great out-doorsey feeling, but with all the amenities of home. The greatest amenity is the sauna which is located up the hill a bit. You can take your time and relax. There is great cider around. Hard and soft. Perogis too!!! Always a great experience here.
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