500+ Hudson Valley Rentals

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340 Northern Boulevard
$19,000

Germantown, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 417184

A unique opportunity to rent one of the Hudson Valley's most poetic and iconic homes; The Peary Homestead, featured in Veranda and Private Gardens of the Hudson Valley, is now available from Labor Day through Memorial Day. Newly renovated in 2020 by renowned architect Chip Bohl and Designer Louise Copeland, this fully furnished Gothic Style home in Germantown, NY was built in 1823 by the sea captain Robert Peary. A chic blend of Hudson Valley contemporary style and traditional art and antiques, the home rests on the high point of Northern Boulevard with views of the Hudson River. The Peary Homestead has hosted a litany of notable figures in residence including a naturalist, a famous business executive and the lead horticulturalist of The New York Botanical Gardens. The exterior features extensive and cultivated English style country gardens including parterre and espalier perennial gardens and a 270-foot greenhouse with fenced in...

(203) 253-1800

260 E Mountain Road
$18,000

Cold Spring, NY
Rental
Rooms: 21
Bedrooms: 6
Bathrooms: 5
Web ID: 6196022

Architect designed, contemporary luxury mountain getaway-compound in the heart of NY's Hudson Valley. Main home & guest house for rental as a package. The main, 4 bedroom, 4 bathroom house is perched high and features a euro-sleek, functional, Alessi+Valcucine kitchen open to living and dining area with wood burning fireplace. Adjacent indoor pool opens to outdoors w/ deck & kitchen/great room with glazed doors. Upstairs bedrooms - some featuring en-suite baths - offer vaulted and beamed wood ceilings. There's a bright and airy feel with extraordinary amounts of glazing, natural light and treetop canopy views from many rooms. A lower level has laundry and bonus spaces / playroom. Conditioned exercise, yoga, meditation, or art studio sits above the 2 car garage and is connected to the main house by an outdoor, upper-level sculptural steel suspension bridge. Large, open, level lawn, bluestone patios and wood decks for outdoor entertaining...

(203) 253-1800

19 Mill Lane
$18,000

Stanfordville, NY
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 3
Web ID: 6296176

Fantastic summer rental, available Memorial Day to Labor Day. Located on a very quiet road in the Town of Stanford, this lovely home is the perfect location from which to enjoy all that the Hudson Valley has to offer. Three Bedrooms, 2 1/2 baths, den with woodstove, large Living Room with dining area, eat-in-kitchen. Wonderful and private back yard with barn, lawn and stone patio with fire pit. Minutes to Rhinebeck, Millbrook or the Taconic State Parkway, this perfect getaway is fully furnished, with three bedrooms and two and a half baths.

(203) 253-1800

203 Downing Road
$17,500

Pleasant Valley, NY
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 3
Web ID: 6294966

Internationally reknowned interior designer decorated, this center hall Colonial offers historical charm with glamorous sophisticated style and contemporary amenities of a chef's kitchen, sound system, central air, generator and a divine heated pool. Perfect for entertaining with a pastoral setting for outdoor dining. The house overlooks two ponds, rolling meadows and a forest teeming with wildlife. It is an oasis just minutes from the Taconic and the town of Millbrook. Available from Memorial Weekend through September. A dog with references is permitted.

(203) 253-1800

194 Pumpkin Lane
$15,000

Clinton Corners, NY
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 4
Web ID: 6294530

Enjoy serenity in luxury in this large, furnished rural home available May 1st through August. This gorgeous contemporary is set on over 18 gated acres with total privacy. Lots of space for family and friends, for entertaining and relaxing. Heated in-ground salt water pool and lovely gardens and porches. You'll love the amazing gourmet kitchen with dining banquette and fireplace, plus a large formal dining room. The living room also has a fireplace. There's a large media/bonus room for more relaxing downstairs where you'll find the pool table, foosball, more gathering space, plus another large bedroom and bath. Everyone can spread out and enjoy this ultimate summer retreat for privacy and relaxation. $15K per month or $42K for the whole season, Memorial Day weekend through Labor Day Weekend. OwnerPays:Taxes,Heating:Zoned,Basement:Garage Access,Interior Access,Landscaped,Cooling:Zoned,InteriorFeatures:Window Treatments,Walk-In Closets,APPLIANCES:Water Softener,RentalTerm:SEASONAL RENTAL

(203) 253-1800

68 Root Avenue
$13,500

Carmel, NY
Rental
Rooms: 15
Bedrooms: 4
Bathrooms: 5
Web ID: 6269270

Welcome to 68 Root, an elegant retreat for the discerning modernist. This handsomely designed modern contemporary is your 6000+ square ft glass box surrounded by nature only 60 miles from midtown Manhattan, or a 1.5 hour train ride from Southeast on Metro North. Light will envelope you thanks to thoughtful architectural feature windows such as a 16 panel insulated glass feature and clerestory windows throughout. Enjoy verdant views of rolling hills and a beautiful lake from your primary bedroom, office or roof deck. This one-of-a kind property offers dramatic landscaping with terraced stone walls, stainless steel railings, a firepit and a Japanese garden. Private yet close to a variety of lifestyles. Root Ave. is located only 5m to the Centennial Gold Club, 10m to Veterans Memorial Park for summer concert evenings, 15m to Lake Mahopac, 30m to Candlewood Lake, Ridgefield, Danbury, Bedford and Katonah. Adjacent lots not included but also...

(203) 253-1800

183 E Barmore Road
$12,500

Lagrangeville, NY
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 3
Web ID: 6293533

A private sanctuary, set upon a hilltop surrounded by 11 plus acres of woods, offers a gunite pool and endless outdoor entertainment. The perfect Dutchess County get away. This turnkey contemporary offers open floor living, an abundance of natural light and easy comfort living. Upon entry one steps through a cozy screened porch to the heart of the home, the living and dining rooms with stone gas fireplace both flanked by expansive outdoor decking. The sunporch toward the back of the home provides peaceful quiet moments with nature. The first floor's primary suite is a gem, with walk in closets and spa like bath. Ascend to the second floor where two ample bedrooms share a jack and jill bath. A private lofted office finishes off this floor. A large two car garage, private trails and woodlands assure that this home will not disappoint your expectations. Convenient to the Taconic Parkway,...

(203) 253-1800

95 Best Lane
$12,000

Germantown, NY
Rental
Rooms: 10
Bedrooms: 4
Bathrooms: 3
Web ID: 151953

Casa AlegreA bright, open, tasteful summer retreat beautifully furnished and appointed. A spacious deck surrounds half the house. The living room, with a double sided fireplace and inviting furniture flows seamlessly through tall handsome sliding glass doors to the deck and down to a lovely flat generous lawn with a grape arbor, raised beds and perennials. The kitchen, living room and dining room are open to each other. There are four bedrooms, three with baths en suite. The principal bedroom is large with an inspiring desk space set in front of a generous window facing the garden, trees and big sky. If you love light, open space and good taste you will love this house. Available from July 15th - Sep 2nd

(203) 253-1800

754 Merwin St
$12,000

Jewett, NY
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 2
Web ID: 150142

Seasonal Winter Rental available monthly or from 12/23/24 - 4/ 7/24This well cared for 3 Bedroom, 2 bath log home incorporates all the elements for comfortable, relaxing living! The living room has sky lights and wood burning stove that provides comfort and warmth in the winter time, Minutes to Hunter Ski Mountain & Windham. Don't miss out on all the winter time fun!Available for winter Seasonal Rental monthly!

(203) 253-1800

49 Lakeside Road
$12,000

Mahopac, NY
Rental
Rooms: 6
Bedrooms: 2
Bathrooms: 3
Web ID: 6278261

BEAUTIFUL MOTOR BOAT LAKE FRONT HOME FOR SUMMER RENTAL. This 2 Bedroom lives like a 3 Bedroom Colonial.Nestled away in the heart of nature's beauty lies the hidden gem that is Kirk Lake. A serene, picturesque setting that offers the ultimate waterfront living experience.Imagine waking up to stunning Lake Views, the sound of water lapping gently at your doorstep and the warmth of sunshine on your skin. And all of this just a few steps away from where you rest your head at night. Here is your opportunity to live your dream, directly on the water, with private patio, dock and boat slip. SUMMER RENTAL, MEMORIAL DAY THROUGH LABOR DAY. Kirk Lake offers an abundance of peace and exclusivity. This luxurious house is equipped with all the modern amenities you can ask for and will cater to your every need. Perhaps you'd like to take a stroll...

(203) 253-1800

46 Mitchell Hollow Rd Rd
$12,000

Windham, NY
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 3
Web ID: 150094

Seasonal rental available for ski season starting 12/23/23 - 4/7/24 or monthly..Great location to Town & Windham Mountain Ski Resort.Has view of Windham Mt. from the deckThe rooms are spacious and well kept. The downstairs has 2nd kitchen area.

(203) 253-1800

344 Peaceful Valley Rd
$10,000

East Chatham, NY
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 2
Web ID: 151682

Spend your summer at the Capt. Silvanus Brown house, a historic country home at the crossroads of Columbia and Berkshire Counties.This is the perfect location to enjoy: swimming/kayaking at Queechy Lake; hiking local trails; experiencing world class music, dance and theater performances at Tanglewood, Jacob's Pillow, MacHayden summer theater, PS 21, Barrington Stage; fine dining at restaurants in Great Barrington, Lenox, Chatham, Hudson and Williamstown; exploring farmer's markets to inspire your own meals served on your deck overlooking the vineyard and classic red barn.Plenty of room for friends and family with fabulous kitchen/family room, 4 bedrooms (2 on first floor), and 2 full baths, separate dining room, den, and fun ballroom on second floor for movies, games and relaxing. Housekeeping monthly and Queechy Lake passes included. Available monthly for $10,000/mo or stay for the season (Memorial Day through Labor Day) for $28,000.

(203) 253-1800

303 Hurd Road
$10,000

Swan Lake, NY
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 3
Web ID: 6279019

Just in time for Peace, Love, and Lights, The Holiday Market at Bethel Woods, The all-new Holiday Mountain Ski & Fun Park, and so much more! Are you looking for a seasonal rental, an extended vacation, or just a fantastic place to call home and experience the beauty of the Catskills for the winter? Well, this is it. Walking distance to Bethel Woods Performing Arts and Museum and just a short drive to the Kartrite water park, The Resorts World Casino, Skiing, and much more. This newly renovated contemporary beauty has a large primary suite with a walkout deck to enjoy views of the famous Phillipini pond and a primary suite bathroom that makes you feel like you are in a top-notch spa. The bathroom features a steam shower & shower jets, plus a freestanding tub with air bath jets and a separate water closet with a washlet toilet. An...

(203) 253-1800

146 Mills Cross Road
$10,000

Staatsburg, NY
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 4
Web ID: 6287574

Look no further for your Rhinebeck summer or short-term rental. Located in the hamlet of Staatsburg this turnkey home is minutes from the village. This classic 1850's farmhouse was lovely restored, offering all the create comforts one desires, along with a chef's kitchen and open floor plan living. The rooms are spacious, light filled and create a sense of calm and peaceful tranquility upon entry. The bedrooms are equally charming and all well-appointed. The primary offers on suite spa like bathroom with views of the serene grounds and woodlands. The basement includes a game room and daybed couch area with full walkout access to manicured grounds and enchanting gardens. Some black date may apply.

(203) 253-1800

132 Rymph Road
$10,000

Staatsburg, NY
Rental
Bedrooms: 3
Bathrooms: 4
Web ID: 419869

Discover year-long tranquility in this recently renovated 3-bedroom, 3.5-bathroom fully furnished farmhouse in the Hudson Valley. Located just 2 hours north of NYC, this hidden gem is the perfect escape for seeking a respite from daily life, this charming farmhouse promises a tranquil retreat surrounded by countryside views. Step into an inviting open layout, drenched in natural light, featuring modern design and tasteful decor. The spacious living room seamlessly connects to an elegant dining area and island kitchen, creating a warm and engaging environment. The well-appointed kitchen, equipped with top-of-the-line appliances, invites culinary enthusiasts to craft delicious meals. Escape outdoors to your private haven surrounded by natural beauty. An expansive patio with a delightful dining area welcomes al fresco meals, complemented by a gas BBQ for delightful cookouts. Enjoy a refreshing dip in the private pool, bask in the sun, and savor moments of pure relaxation. Beyond its exceptional features,...

(203) 253-1800

128 Ring Road
$10,000

Salt Point, NY
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 3
Web ID: 6296023

SUMMER RENTAL. A wonderful opportunity to rent a beautifully renovated 3 bedroom, 2.5 bath home with an in-ground pool in the heart of the Hudson Valley, equidistant between Rhinebeck and Millbrook. Off of a quiet country road, and with a long private driveway, this lovely home sits on 14+ acres with beautiful views in every direction. Enjoy the in-ground pool, hikes through the property or BBQ's on the deck. Enjoy side trips into the quaint local villages of Rhinebeck, Millbrook, Red Hook, Millerton or Pine Plains, all within about 20 minutes driving distance. This property is also conveniently located to children's camps, riding, horse shows, polo & fox hunting, shooting clubs like Mashomack, Tamarack and Orvis and Millbrook Golf & Tennis and an easy drive to The Berkshires or Litchfield County. It is the perfect place to spend your summer! House has a full house generator. Pets will be considered...

(203) 253-1800
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