
Holiday houses in Kent
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Top-rated holiday rentals in Kent
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Amenia Main St Cozy Studio
Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

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.

Private ground floor guest suite in Hudson Valley
Guest favorite/newly renovated/private, ground floor guest suite. Br/full bath/large LR w/big TV/frig/mw/coffee in centrally located area in the heart of Hudson Valley. Walk to Dutchess Rail Trail/Uber accessible/self ck in. Close to Poughkeepsie, Beacon, Vassar/Marist/DCC colleges, Walkway over Hudson, Culinary Institute, Vassar Hospital, Hyde Park, New Paltz, Rhinebeck. Couch only in LR would be ok for a child. Pets considered for $15/night fee w/inquiry prior. No full kitchen. Car suggested.

Secluded Hilltop Cabin near Beacon & Cold Spring
3 private acres atop small mountain. Feels like you're way upstate - check out the reviews! Hi-speed WiFi. Next to forest preserve and hiking trails. Furnished deck w grill overlooks Mt. Beacon sunsets. Loft w/queen and twin mattresses + pull out couch & twin-size mattress day bed on the porch. Perfect for 2, comfortable for 3, but 4 is probably max comfort since it's a small space. Please note that the road heading up there is steep. A car with AWD is ideal but a sedan will make it up too!

Sweet Cottage on a Farm Road
Simple, airy, studio cottage next to my house, featuring a woodstove & enormous bathroom with a clawfoot tub. Perfect for writers/solo-travelers seeking solitude & peace and couples wanting quality time together. The cottage is on a scenic country road, walking distance to 3 farms, including 2 great farm-to-table restaurants: Westwind Pizza/Apple Orchard, Arrowood Brewery, & Hollengold Farm. A stone's throw are Stonehill Barn and Inness. 15 min drive to the incomparable Minnewaska State Park.

Boulder Tree House
Boulder Tree House đ˛đ˛đ˛ FRESH AIR ⢠SMOKE FREE ⢠ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Unwind in a Bespoke Downtown Studio W Laundry
A bright & creative studio apartment welcomes you! Totally renovated by us for our family, and now available to you. Pros: âĽAutomated check in (no waiting!) ⼠Comfy queen sized murphy bed with a real mattress ⼠Open space hang out, work, play, etc âĽWalkable neighborhood âĽCustom design with unique features (hand made tile, Murphy bed, commissioned mural) Cons: âSecond floor apartment (one flight of stairs) âRooftop not available in late fall/winter â Studio apartment Welcome home!

Hiker's nest
This is a cozy room with private forest views and all the basic amenities (small kitchenette). We are located next to the entrance of Mount Beacon park (the free Loop Bus from the station drops you on our corner), a three-minute walk to the trail entrance, and a 25 minute walk to the train station and Main Street. The room is attached to the main house, but you have your own entrance with code access. We live in the main house, so we are here to answer questions or help with your stay.

Modern+bright forest escape - near village & train
Modern, efficient, and elegant private flexible garden apt. Guesthouse can be used as a studio apartment, or as a private personal retreat space for art/work/rest/meditation. Hiking trails available right out the door, and just a few minutes walk to Cold Spring's vibrant Main Street and Metro North train station to NYC and beyond. Comfortable bed, all modern amenities. Private patio. Native pollinator gardens and forest surround. Solar orientation brings in natural light.

Hudson Valley Tiny House
If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, âgunksâ rock climbing, Minnewaska State Park, and more!

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..

A Lovely Cottage in the Woods
Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.
Popular amenities for Kent holiday rentals
Other great holiday rentals in Kent

Ideal for students and those who travel for work.

Tranquil Tree-House on the beautiful Hudson River

Sweet, stylish cabin in the woods- hiking & more!

Dog & Family Friendly A-Frame - Private and Cozy

Peaceful Forest Cabin

Sweet lil' house among the boulders LONG TERM STAY

Cozy Log Cabin Getaway

Tiny house on tiny farm close to hiking trails.
When is the best time to visit Kent?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $345Â AUD | $381Â AUD | $310Â AUD | $372Â AUD | $338Â AUD | $355Â AUD | $387Â AUD | $415Â AUD | $375Â AUD | $420Â AUD | $387Â AUD | $387Â AUD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Frequently Asked Questions
Do house rentals in Kent have wifi?
Absolutely! We offer over 20 house rentals with wifi in Kent. Enjoy a tailored experience with all the comforts you desire.
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 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.
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.
Do house rentals in Kent have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Kent. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Kent?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Kent have free parking?
Absolutely! We offer over 20 house rentals with free parking in Kent. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Kent have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Kent. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Kent

Total holiday rentals
Explore 50 holiday rentals in Kent

Nightly prices starting at
Kent holiday rentals start at $124Â AUD per night before taxes and fees

Verified guest reviews
Over 3,890 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Kent holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Kent rentals

4.9 Average rating
Kent stays are highly rated by guestsâaveraging 4.9 out of 5!
Destinations to explore
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- Columbia University
- Yale University
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Fairfield Beach
- Rye Beach
- Astoria Park
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Bronx Zoo
- Walnut Public Beach
- Resorts World Catskills
- Rye Playland Beach
- Woodmont Beach
- Silver Sands Beach
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Sunken Meadow State Park
- Jennings Beach
- Wildemere Beach
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Riverside Park




