Vacation rentals in Kent

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Top-rated vacation rentals in Kent

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Guest favorite
A tiny home stands amid open greenery, crafted from natural wood with large panoramic windows. Two outdoor chairs are arranged around a slate fire pit, creating an inviting space for relaxation. The home blends harmoniously with the surrounding landscape.
Tiny home in Marlboro Township
4.96 out of 5 average rating, 353 reviews

Orchard Views from a Light-Filled Tiny Home with a Fire Pit

Wake up in a lofted bedroom wrapped in windows and descend a knotty wood staircase into the open layout of this radiant tiny home. Take a long hot shower and relax. Make coffee in a cozy kitchen, then gather around a slate fire pit in the evening and wait for the stars to emerge. Featured in Travel+Leisure, Time OUT NY + Airbnb Campaigns. #Tinyescapeny for more pics! We are located on the Shawangunk wine trail and nestled in between 15 wineries and orchards. Hike, cook, grill, roast marshmallows and feel the stress just melt away. Wifi, King Casper Mattress, LUX toiletries (Glossier, Keihls, Drunk Elephant etc) . Heating+A/C, Smart TV Moonshadow Valley Tiny home provides an amazing escape! You'll have everything you need so you'll be able to truly relax. Just 90min from New York City! - Short drives will take you to amazing hikes, skiing, local swimming holes, and organic farmstands, bars, and restaurants. Take a short drive to Beacon, Hudson, Woodstock, or Phoenicia! Whatever your desires, you'll find them fulfilled at this beautiful Hudson Valley Tiny House #tinyescapeny for more pics The tiny home features - 276 sq/ft. farmhouse including the second floor and a reading nook! - Panoramic windows, exceptional light - 30 acres of rolling hills, orchard and vineyard + orchard views Sleeping - King sized Eightsleep memory foam mattress and amazing pillows - Twin Memory foam daybed WIFI: - for keeping in touch with the real world and streaming shows on your personal devices. Kitchen - A modern kitchen with a mini-fridge, induction cooktop for cooking, microwave, and electric kettle. Despite the small but well stocked with basics like oil, salt, pepper etc. - Dining table that expands to fit your needs - Outdoor slate fire pit with chairs table, umbrella, and charcoal grill. - we don’t provide wood or charcoal Couch/Daybed - Memory foam twin mattress - Storage ottomans with blankets - Throw pillows + standard pillows Bathroom 36" shower, designer sink, Toto toilet, LED lighting, towel bars, low sohn vent fan, storage shelves. Keeping you toasty: High efficiency split system A/C with heat pump, LP furnace with thermostat. Baseboard heat included We can accommodate up to four people- Camping and tented options available (you provide the tent) FREQUENTLY ASKED QUESTIONS: Q: Can I get to the house without a car? A: The house is about 20-minutes driving from the Beacon train station. If you choose not to drive the whole way there are Zipcar pickups at the train station (reserve in advance!) and Uber/LYFT launched in the area ($20-$30 for the ride from the train). A car is highly recommended (especially if you want to explore the area), but this definitely makes things possible for the car-free—just be sure to show up with everything you need for the stay as the farm is in a semi-rural area that is not particularly walkable. Q: Do I need to bring towels or linens? What about a hairdryer? A: Nope! I provide all these things. Including Keihls + Glossier body products Q: How will I receive the key? A: The house features lockbox that has a one time code Q: Is the place professionally cleaned between guests? A: Yes, and I take pride in providing a clean home for guests. Q: What's up with the cleaning fee? A: I get a lot of questions about this, so I'll just break it down so you understand why it is what it is: All of that (100% ) goes directly to my cleaner. She is a professional who does an exceptional job and who I insist on compensating fairly for her work. The dry-flush toilet cartridges cost me about $20 apiece. (Of course, if you happen to use more than one cartridge, I cover that cost alone). Q: What's my total booking price? A: I honestly have no idea. With fees included, Airbnb only shows the guest, and not the host, the total cost. This figure should be present after you enter your dates. Note that, pricing varies on a daily basis, and Airbnb actually uses some crazy algorithm to adjust it automatically, so I don't actually control this. Q: I am looking for a last-minute stay. Can I make a same-day booking? A: If you're looking for a same-day booking and the place is free, please inquire and I'll try! It depends on whether my cleaning crew can spring into action at the last-minute, which isn't a sure thing. Check-in may also have to be later than the listed time in order to make sure the place is ready. Still, can't hurt to ask. Q: I know it says "No Animals". Can I bring my small/well-behaved dog? A: I love dogs, but there is a farm dog who gets very nervous when other dogs are around, and so we can not allow animals. This is also for your dog's safety, as there are coyotes in the area. Basically: Please don't try to sneak one in--this really doesn't end well as we charge a 500$ fee for unauthorized pets of any kind Q: I'm a blogger/YouTuber/influencer. Can I stay for free? A: No. One last thing: I really, really appreciate that you followed directions and read the whole thing. Please put the phrase "I see Moonshadows!" at the top of your message so I know you did so as such bookings tend to go so much smoother! And thanks for hanging in there! The house features a gorgeous panoramic view and absolute relaxation. Use the firepit and outdoor furniture. Make yourself at home! I am always available to help! Please text or call me with any question you might have. The tiny house is set on a 30-acre farm offering views of rolling vineyards and apple orchards. Restaurants and nightlife spots are close by. Drive 20 minutes to reach the charming town of Beacon, home to great eateries, shops, and art galleries. The house is about 20-minutes driving from the Beacon train station. If you choose not to drive the whole way there are Zipcar pickups at the train station (reserve in advance!) and Uber/LYFT launched in the area ($20-$30 for the ride from the train). A car is highly recommended (especially if you want to explore the area), but this definitely makes things possible for the car-free—just be sure to show up with everything you need for the stay as the farm is in a semi-rural area that is not particularly walkable.. -There's a chicken coop nearby so you're welcome to buy some of our farm-fresh eggs (make breakfast on the cooktop!). Just tell me your order in advance and they'll be waiting for you. -The home features an eco-friendly, odorless, waterless toilet Laveo Flush toilet. This provides the same comfort as a regular flush toilet. This is the same toilet Matt Damon used in The Martian. When you "flush", it basically deposits your business into a sanitary and completely odor-free vessel without using water. It's actually cleaner and smells less (as in: not at all) than a composting or even regular toilet. This system features cartridges that are changed out between guests, and offer around 20 flushes per stay. This is typically adequate for two guests for two nights, but guests are advised to conserve flushes. In addition, I will be sending info on how to "swap" the cartridge if you run out (I cannot overstate how simple this is to do, promise, it’s done in 30 seconds) Guests will also need to dispose of this on their way out (again: I promise it's easy and NOT MESSY!) - We have a regular staircase that takes you to the memory foam king bed. The reading nook requires climbing and the ladder to the loft solid wood and very secure. If you have any restrictions to your movement, we recommend sleeping on the memory foam twin on the first floor Please read: The house is very much immersed in nature. Nature has bugs and animals. You may see both. There may even be an ant, fly, or non smelly stinkbug, or similar such bug in the house. I promise it won't hurt you. This time of year it’s not uncommon to have a fly or lady bug makes its way into the home when the front door is opened. Little tiny bugs can sometimes make it through the mesh on window. -While the house is very isolated and very quiet, you may hear farm equipment on occasion from the neighboring orchards (on our farm, the most you'll see is a tractor/mower). -Theres another tiny home on the property, you may bump into folks going there in the shared parking area, the house itself is still very much private and the other tiny home is completely out of view - We recently reseeded the lawn! There's a bit of hay keeping the seeds warm. Please make a note of this before you book.

Guest favorite
A dining area is shown with a round wooden table at the center, adorned with a vase of flowers. Large glass windows frame a serene lakeside view, with blooming flowers in the foreground and lush greenery. Soft sunlight reflects off the water, creating a tranquil atmosphere.
Home in Carmel Hamlet
4.92 out of 5 average rating, 213 reviews

Lux Bungalow on the Lake

Beautiful, light flooded, waterfront home 1 hour from New York City. The 2 bedroom home is on picturesque Lake Carmel. Wake up, eat, sleep and relax to the tranquil view of the glistening water - truly an oasis! Take in a sunset while eating a meal at home, explore the shops and restaurants in a cute nearby town, take a walk around the lake, read a book by the cozy fireplace, hike, cook, kayak, ski, or just sit and enjoy. Centrally located close to Hudson Valley, Westchester and Connecticut.

Top guest favorite
The outdoor area is illuminated by soft lights, creating a relaxing atmosphere against a backdrop of tall trees. Lounge chairs are positioned on the deck, accompanied by a small table. The cozy cabin features multiple windows, giving a warm ambiance during the evening.
Cottage in Carmel Hamlet
4.86 out of 5 average rating, 207 reviews

Lake Cabin Escape Firepit•Fenced yard•Dogs welcome

A quiet, dog-friendly hideaway just over an hour from NYC, designed for slow mornings, deep rest, and time outdoors. Set in nature, this cozy, art-filled cabin is beautifully decorated with unique treasures from around the world, creating a soulful space for rest and reconnection. Enjoy peaceful days by the lake, nearby hikes, unhurried mornings, then settle in for fire-lit evenings under the stars. Ideal for couples and travelers seeking calm and privacy. Come for the lake. Stay for the magic.

Top guest favorite
A spacious studio apartment features large windows allowing natural light to fill the room. A comfortable king size bed is positioned alongside a cozy seating area with a sofa and coffee table. A textured area rug covers the hardwood floor, adding warmth to the space.
Apartment in Pawling
5 out of 5 average rating, 131 reviews

Quiet Studio Apartment in Pawling

For getaways or visiting the area, this peaceful sanctuary awaits your arrival in Pawling. A fresh clean studio apartment with idyllic views of the forest, stone walls, and distant mountains. Awake to the sound of birds and beautiful sites. With a king size bed, kitchenette, desk, Smart TV, WIFI, full bath with walk-in shower. Big sliding glass door to private deck overlooking native landscaping. 1 mile to village for restaurants, bakeries, & night spots. 7 min by taxi to Darryl's House Club.

Top guest favorite
A rustic black barn is showcased, featuring wooden doors and exterior lighting. A paved driveway leads up to the entrance, bordered by a well-maintained lawn and trees. The surrounding natural landscape enhances the barn's secluded charm.
Guesthouse in Brewster
4.94 out of 5 average rating, 171 reviews

Sherwood Barn - close to ski mountain

Our guests stay on the SECOND floor of the barn in a 1200 Sq Ft, fully reno'd apt that sleeps 6. Located about 1 hour from NYC you will find peace and serenity in the middle of nature on this 4 acre estate (that also contains our main home) where you can get away from it all. unwind this way or visit local attractions like Thunder Ridge Ski Mountain, snowshoe/ X Country skiing, hike/bike/running trails, restaurants and local cafe's. Great oasis to kick back and spend time with family.

Guest favorite
A rustic cottage is nestled among tall trees, overlooking a flowing brook. A wooden bench sits on a grassy area, with large boulders nearby. The house features a deck and is surrounded by greenery, with a gravel driveway leading up to the front.
Cottage in New Milford
4.95 out of 5 average rating, 235 reviews

The Cottage on Babbling Brook

A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

Guest favorite
A rustic cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. Warm-colored windows invite natural light, while a gravel path leads to the entrance. Surrounding lush greenery enhances the cabin's secluded setting.
Cabin in Sherman
4.96 out of 5 average rating, 429 reviews

The Cove Cabin

An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

Top guest favorite
A sunlit seating area features light-colored, oversized chairs and a round coffee table. Large sliding glass doors open to a view of the forest, enhancing the connection to nature. A minimalistic pendant light hangs elegantly above, while a decorative plant adds a touch of greenery.
Home in Cold Spring
4.95 out of 5 average rating, 355 reviews

Hilltop Hideaway Forest Villa on 13 acres!

Our artistic, spacious , comfortable home is set on 13 (fairytale-esque) private, forest acres. We are minutes away from hiking trails, swimming lakes, and the Hudson River where you can kayak. The house is located on 13 acres of land just minutes away from the vibrant shopping of downtown Cold Spring, NY. It is surrounded by lakes and hiking trails, including the Appalachian Trail. We are minutes away from the Cold Spring train station.

Top guest favorite
Cottage in Pawling
4.99 out of 5 average rating, 163 reviews

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.

Guest favorite
The exterior of the guest house is framed by manicured gardens, featuring two decorative statues positioned beside a pea gravel walkway. A small patio area includes a round table with two chairs, creating a serene spot for outdoor relaxation.
Guesthouse in Waccabuc
4.98 out of 5 average rating, 126 reviews

French Guest House in Waccabuc

A private, European-style retreat just 60 minutes from NYC. Set on an eight-acre gated French estate with its own lake, this guest house feels like a mini Versailles with 18th-century statuary, fountains and manicured gardens. Designed by David Easton, it features heated stone floors, a heated towel rack, luxury linens, gold fixtures, fast WiFi, and a private entrance. Minutes from Waccabuc Country Club and the Katonah train station.

Guest favorite
An intimate outdoor space is surrounded by lush greenery, featuring a wooden picnic table and chairs. A modern grill stands nearby, alongside a flower-lined fence. The glass-enclosed cabin is visible, seamlessly blending with the natural surroundings.
Tiny home in Hopewell Junction
4.95 out of 5 average rating, 556 reviews

The GlassHouse: Hudson Valley Tiny Home w/Firepit

The GlassHouse is the much talked-about experience that we had crafted within a sprawling forest preserve. Its wrap-around windows allow breathtaking views to bring out the romantic in all of us! We are stone’s throw up against the Appalachian Trail right on the Dutchess/Putnam line and are less than an hour from Manhattan. Minutes from Fahnestock & Hudson Highlands State Parks & the Empire State Trail!

Top guest favorite
Large triangular windows provide a view of the snowy landscape outside, allowing natural light to fill the space. The wood-paneled walls and ceiling create a warm ambiance, while a minimalist chandelier hangs above, adding a touch of modern design.
Guest suite in Marlboro
4.97 out of 5 average rating, 272 reviews

Viridian House

This space offers a romantic getaway for couples looking to enjoy the scenic Hudson Valley. If you are traveling solo, this cozy space is a private oasis for relaxation and leisure. Centered in the heart of Marlboro wine country, this space is right in the middle of several local wineries, breweries, farms, restaurants, and is just a short drive to the Shawangunk Mountains.

Popular amenities for Kent vacation rentals

When is the best time to visit Kent?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Kent?

    Kent has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Kent?

    Experience the best of Kent with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Kent?

    Four-legged friends are welcome in Kent. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Kent?

    Yes! Work meets play with ease at over 30 vacation rentals in Kent featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Kent have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Kent. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Kent have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Kent. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Kent have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Kent. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Kent have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Kent. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Kent

  • Total vacation rentals

    Explore 50 vacation rentals in Kent

  • Nightly prices starting at

    Kent vacation rentals start at € 70 per night before taxes and fees

  • Verified guest reviews

    Over 3,930 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Kent vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Kent rentals

  • 4.9 Average rating

    Kent stays are highly rated by guests—averaging 4.9 out of 5!

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