Holiday houses in Kent

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.

4.93 out of 5 average rating, 230 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.

ValueLocationSolo travel

4.86 out of 5 average rating, 228 reviews

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

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.

ValueLocationLayout

Superhost

An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.

Home in Newburgh

Entire Home, Private Indoor Pool

This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

FamilyValueCleanliness

4.81 out of 5 average rating, 136 reviews

5.0 out of 5 average rating, 143 reviews

Apartment in Holmes

Top Side

Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

ValueLocationBiking

5.0 out of 5 average rating, 101 reviews

A charming home nestled among trees features a spacious front porch adorned with planter boxes. Lush greenery and colorful flower beds surround the property, and a large boulder adds a natural element to the landscape.

Home in Cold Spring

Home in Cold Spring- Farm Stay!

Escape to our charming home nestled on five acres of farmland. This stay offers both seclusion and convenience, providing an ideal retreat for families, friends, or anyone seeking a peaceful countryside experience. Outdoor Space: -Walkable property featuring goats, chickens, horses, and donkeys -Large front porch featuring stunning mountain views and sunsets -Nearby hiking trails Location: -Five-minute drive to the quaint village of Cold Spring -Many shops, restaurants, and river views

FamilyValueBreakfast

4.93 out of 5 average rating, 106 reviews

The outdoor area features a grassy lawn surrounded by trees, with a rustic wooden table and chairs set for gathering. A stone pathway leads through the yard, where small trees and decorative birdhouses add charm to the tranquil natural setting.

Cabin in Carmel Hamlet

Peaceful Forest Cabin

Nestled down a quiet dirt road, this authentic, rustic 1800s log cabin has been lovingly updated with timeless style and all-new appliances in 2023. Perfectly situated on 4 private acres with native and perennial pollinator meadows! Lower Hudson Valley and surrounded by over 1,000 acres of State Forest, it's easy to stay in and bathe in nature, read a book, and bird-watch. Or, there’s easy access to hiking, shopping, and dining in nearby Katonah, Cold Spring, Beacon, Hudson, or NYC!

LocationFamilyComfort

4.96 out of 5 average rating, 458 reviews

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

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 two-person kayaks are available for use from May 1 to November 1.

LocationFamilySkiing

4.96 out of 5 average rating, 176 reviews

An open living space features high cathedral ceilings and warm wood flooring. A sleek sectional sofa is positioned around a glass coffee table. A staircase with wooden railings leads to an upper level, while a cozy fireplace is situated next to a television mounted on the brick wall.

Home in Mahopac

Peaceful & Spacious Retreat

Big and beautiful house fully renovated in 2020 sitting on half an acre of land in Mahopac. Open floor concept with high cathedral ceilings in living space. Kitchen fully stocked with everything you need to cook and bake. Oversized bedrooms and two bathrooms. Great for a weekend getaway (about 1hr drive from NYC). EV friendly - Tesla universal charger located at property to charger your Tesla or EV vehicle (integrated J1772 adapter) during your stay.

FamilyValueBarbecue

4.95 out of 5 average rating, 368 reviews

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

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.

ValueFamilyHot tub

Tiny home in Hopewell Junction

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!

ValueLocationIndoor spaces

4.95 out of 5 average rating, 581 reviews

4.99 out of 5 average rating, 104 reviews

Home in Redding

Retreat with Heated Pool, 1 Mile to NYC Train

The pool is open for the 2026 season. Escape to a stunning 4-BR home on 2 acres in Redding, CT (#1 Small Town). Just 90 mins from NYC, this luxurious retreat comfortably fits 8 guests. Enjoy hotel-style amenities, a heated saltwater pool, and a gourmet kitchen. Breathe in fresh country air in a peaceful, park-like setting. Perfect for families, offering a blend of modern comfort and outdoor living.

FamilyValueOutdoor spaces

Superhost

An open-concept great room features floor-to-ceiling windows offering unobstructed views of the lake. Exposed wooden beams accentuate the ceiling, while a spacious dining table and comfortable seating area create a welcoming space. Natural light is complemented by modern pendant lighting throughout.

Cabin in Holmes

Charming Hudson Valley Lakefront Escape with Views

A year-round waterfront home with gorgeous unobstructed views of Whaley lake provides the perfect escape for a long weekend or vacation. Enjoy swimming and lake activities via private direct lake access. Spacious boathouse deck for entertaining or sunbathing. Cozy up to a two-story stone fireplace while enjoying the fall and winter colors. Just 10 minutes from Thunder Ridge Ski area.

ValueLocationQuiet

4.87 out of 5 average rating, 133 reviews

Popular amenities for Kent holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Kent

Holiday home in Carmel Hamlet

A spacious living area is highlighted by large glass doors that open to a deck, allowing natural light to fill the room. A dark sofa with decorative pillows is centered on a soft rug, while a modern coffee table adds functionality. A glimpse of the outdoor seating can be seen in the background.

Serene 4-bdrm lake house-no lake access

FamilyLocationLaundry

4.86 out of 5 average rating, 74 reviews

A spacious living room features large glass doors that open to a deck, inviting natural light. A mix of seating, including a sofa, armchair, and two distinct lounge chairs, is arranged around a low table. Potted plants add greenery to the inviting decor.

4.97 out of 5 average rating, 67 reviews

House in the woods at a stone’s throw from NYC

FamilyLocationCleanliness

A serene lake view captures a spacious lake house nestled among lush greenery. The calm water reflects the surrounding foliage, creating a peaceful atmosphere. The natural landscape is complemented by a clear sky, enhancing the tranquil setting ideal for relaxation.

4.9 out of 5 average rating, 21 reviews

Beautiful Escape! Hudson Valley House

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 29 reviews

A serene garden setting is depicted with a vibrant carpet of fallen red leaves covering the ground. A wooden bench is positioned under a majestic tree, surrounded by lush greenery and rocks, creating a peaceful atmosphere for outdoor relaxation.

Holiday home in Holmes

The Dahlia Villa within Westerhall Gardens

LocationFamilyHospitality

A living area features large windows that allow natural light to fill the space, offering views of the surrounding woods. Two light-colored sofas with decorative pillows are arranged around a glass coffee table, positioned on a textured area rug.

4.85 out of 5 average rating, 34 reviews

Hudson Valley Cabin in the Woods

FamilyLocationLayout

Superhost

4.82 out of 5 average rating, 28 reviews

Peaceful Modern Lakeview St newly remodeled !

FamilyLocationDecor

4.97 out of 5 average rating, 96 reviews

A charming log cabin is nestled among the trees, featuring a green metal roof and large windows. The front porch showcases wooden railings and steps, providing access to the home. A manicured lawn and gravel driveway extend in front of the cabin.

Cabin in Carmel Hamlet

Cozy Log Cabin Getaway

ValueFamilyCleanliness