
House holiday rentals in Rhinebeck
Find and book unique houses on Airbnb
Top-rated house rentals in Rhinebeck
Guests agree: these houses are highly rated for location, cleanliness and more.

3BR/3BA Renovated Retreat w/ Firepit By Rhinebeck
Perfect getaway for friends/families in Upstate NY! The newly renovated, spacious 3 bed/3 bath home with BBQ + firepit is just minutes from Rhinebeck + Hyde Park. Nearby attractions include hiking, breweries, kayaking, restaurants, wineries, historical sites, colleges (Marist, Vassar, Bard), golf, farms, skiing + more. 15 min drive to Metro-North & Amtrak for easy travel to/from NYC. 5 min walk to Mills Norrie State Park. 2 hr drive from NYC. 10 min drive to Rhinebeck. 25 min drive to Kingston.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Rustic Swedish Barn/Featured in Airbnb Magazine
Enjoy expansive views of the Catskill Mountains from this stunningly renovated Scandanavian barn. Featured in more than 10 magazines and catalogues, including AirBnB Magazine! Walk the property, with its big open fields, an organic orchard, walking paths, and flower gardens. A large private pond is swimmable (after heavy rains it does get muddy). The Barn has central heat and air conditioning. A full bathroom features an antique bathtub. Enjoy dining inside, or outdoor grilling and dining.

3Br Creekside Cottage on 130 acre forest w/ trails
Creekside Cottage is an extraordinary private escape nestled against a winding creek running through the rocky gorge of an 130 acre magical historic farm. Explore miles of hiking trails through old forests, trout creeks, and a 90ft waterfall or simply relax by the fire pit while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplaces, great wifi and comfortable bedrooms with quiet workspaces- learn more on our site cascadafarm

Private Hudson Valley Loft on 200 Acre Horse Farm
Escape to Germantown, explore the farm’s 200-acres and visit the horses. they love carrots and visitors! Bright and airy open floor plan loft in Germantown, NY. Once an apple storage barn, this recently remodeled loft features two bedrooms, each with its own private bathroom, beautiful original pine floors, gas fireplace, central air, cook’s kitchen, and a large outdoor deck overlooking open fields and a pond. We are dog friendly up to 2 dogs. There is a $50.00 fee per dog. NO CATS.

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

DeMew House in Historic Kingston
PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive renovated 1850s brick home, a block from the historic Kingston waterfront. Enjoy total privacy in an elegant, transitional two-story home with an open floor plan that is inviting, warm and intimate. The home, across from a marina, has a king bedroom, a pull-out sofa bed, an en suite bathroom with two-person shower and double vanity. A full kitchen, ac, private driveway and gazebo frame this discerning getaway...

Upstate Waterfront Saugerties Retreat-Near HITS
Serene riverfront home, just outside the Village of Saugerties with strong Wifi for easy work-from-home. You can swim, canoe, fish on the banks of the Esopus direct from your own home. Bright and stylish space with clean aesthetic, direct water access with lovely views across the Esopus to a protected preserve - ideal for dinners on the deck in Summer or Fall. Or cozy up by the fireplace in Winter after skiing at Hunter, and binge on movies on the large TV.

Private Cottage/Mountain Views/Trails/Fire pit
A Unique Modern Cottage with Stunning Views / A Spa like Bathroom/ A Charming Gas Fireplace/ Fully equipped Chef's kitchen/Soapstone countertops/New premium appliances. Total Privacy High ceilings, hand plastered walls, antique doors. Glass French doors open to a private deck Enjoy big Catskill Mountain and seasonal Hudson River views. The large bath has a tiled glass door shower and a soaking tub. A Fieldstone fire pit overlooks the Catskills!

Honeybug Snug near Omega Institute!
Welcome to the Honeybug Snug! Now with AIR CONDITIONING : ) The Snug is perfect for a family of 4 or 4 close friends. : ) We still have a little work to do on her and you get to watch her grow. Your comments will be taken to heart, as your comfort is our priority! We live right next door if you need anything : ) We are .9 miles for The World Renowned Omega Institute -Center for Holistic Studies. Less than 15 Minutes to Downtown Rhinebeck.

Long Pond Cottage, Country Retreat in Rhinebeck
Nestled down a quiet, country road, you’ll find this charming, idyllic retreat. Less than 15 minutes from the village of Rhinebeck, Long Pond Cottage captures the best of the Hudson Valley. This two bedroom, one bathroom Victorian sits on just under an acre of land, offering ample outdoor space to enjoy the warmer months, and is the perfect cozy spot when the weather turns colder. Self check-in at 4pm and check-out 11am. Pet friendly.

On The Hill in Rhinebeck
Perched on a hill, this 1930’s cape with a facelift sits just over a mile from the center of Rhinebeck. The first floor is open between the kitchen, dining area and living room. Two private bedrooms and one full bath are also on the first floor. The master suite is up on the second floor with a huge master bathroom featuring a jacuzzi and glass shower. On the hill you’ll experience tree top views and a wonderful countryside experience.
Popular amenities for house rentals in Rhinebeck
House rentals with a pool

Cozy Woodstock Retreat—Near Village & Fireplace

Shaggerties - fun cozy catskill mountain getaway

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Bluestone Escape - Where everyone is at home.

Modern Barn on 12 acres w Sauna, FirePit+swimming

MODERN FARMHOUSE in the WOODS

Woodstock Retreat- Heated Pool/Hot Tub/FirePit

Upstate Modern Scandinavian Barn in the Catskills
Weekly house rentals

Rhinebeck Home with an amazing outdoor space+H/tub

River Retreat, Walk to Hutton Bk Yds, Dog Friendly

Creekside Cottage

Cook House | Modern Cottage w/ Hot Tub & Fireplace

Clove Schoolhouse on Mohonk Preserve

15% off, workcation spot, private pond, fireplace

Large 2-BR apartment in historic waterfront home

Peaceful Country Farmhouse
Private house rentals

Rhinebeck Chalet: Modern Stylish Retreat

Creekside Couple's Retreat w/Hot tub, Sauna & More

Luxe Historical Style - 2 FP’s & Soaking Tub

Hudson Waterfront Mid-Century Modern Home

Chic Hudson Farmhouse w/ Fireplace & Porch

The Slate House | Modern Upstate Retreat w Hot Tub

The Daydream: Hudson River Views, 4 bedrooms & Gym

Little Red Home in the Village
When is the best time to visit Rhinebeck?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $353 SGD | $342 SGD | $303 SGD | $333 SGD | $372 SGD | $338 SGD | $370 SGD | $376 SGD | $304 SGD | $317 SGD | $334 SGD | $372 SGD |
| 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 |
Quick stats about house rentals in Rhinebeck

Total holiday rentals
Explore 60 holiday rentals in Rhinebeck

Nightly prices starting at
Rhinebeck holiday rentals start at $104 SGD per night before taxes and fees

Verified guest reviews
Over 3,930 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Rhinebeck holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Rhinebeck rentals

4.9 Average rating
Rhinebeck stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Rentals with outdoor seating Rhinebeck
- Pet-friendly rentals Rhinebeck
- Rentals with a firepit Rhinebeck
- Rentals with pools Rhinebeck
- Rentals with a washing machine and dryer Rhinebeck
- Family-friendly rentals Rhinebeck
- Rentals with a patio Rhinebeck
- Apartment rentals Rhinebeck
- Flat rentals Rhinebeck
- Rentals with a fireplace Rhinebeck
- House rentals Dutchess County
- House rentals New York
- House rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Taconic State Park
- Norman Rockwell Museum
- Bousquet Mountain Ski Area
- Plattekill Mountain
- Hunter Mountain Resort
- Beartown State Forest
- Mohawk Mountain Ski Area
- Opus 40
- Butternut Ski Area and Tubing Center
- Berkshire Botanical Garden
- Hancock Shaker Village




