
Family-friendly holiday rentals in Rhinebeck
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Rhinebeck
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

Rhinebeck Ridge - A Woodland Studio Retreat
Nature surrounds this tranquil space nestled within a heavily wooded scenic ridge district, far off the road. Near Omega, Rhinebeck Village, Bard, Walkway over the Hudson, hiking, parks, wineries, swimming, antique stores, farmers markets. Newly constructed & lovingly designed by its builder owner, great attention has been given to quality details designed to soothe your soul. Ideal for singles or couples of any orientation wishing to elegantly commune with nature with all the comforts of home.

Blue Cottage in Rhinebeck
* private and quit with few minutes walk to a lake ( unfortunately not for swimming). * walking trails around the property. * 5 minutes drive to the Dutchess County fairground. * 5 minutes drive to Kingston-Rhinecliff bridge. * Seven minutes drive to the village of Rhinebeck. * twenty to twenty five minutes drive to Woodstock * Twenty minutes drive to the Omega institute. * twenty to twenty five minutes drive to the Culinary Institute of America. * ten minutes drive to Bard College.

Fabulous Lemon Cottage in Rhinebeck, NY
This cozy, clean, and light-filled cottage with its bedroom loft provides a perfect getaway anytime of the year. When you do venture out, you're in the heart of it all; only a few miles from Rhinebeck village, but also close to Red Hook, Bard, Kingston, Woodstock, Hudson, etc. Use our guidebook to explore the area, or choose to stay in at this quiet, private cottage with views of the woods. LGBTQIA+ friendly. All people from all cultures and backgrounds, without exception, are welcome.

Country Suite Near Omega Institute & Rhinebeck
We designed our guesthouse with the comfort seeking guest in mind. Enjoy our comfy plush beds, soft bed linens, luxurious towels, and complimentary bath amenities for your ultimate getaway. Complimentary snack and beverage selections are also provided in our efficient kitchenette (no stove) which can accommodate light meals. Our 2nd floor guesthouse offers ductless HVAC to provide the ultimate comfort AC or heating as needed. Many guests comment on our relentless pursuit of cleanliness.

Acorn Hill Cottage -A mid century farmhouse gem
No list of chores. Just relax! Now accepting dogs on a case by case basis. Must inquire PRIOR TO BOOKING. Minutes to historic Rhinebeck Village, this quaint abode makes for the perfect romantic or mind clearing get away. Located directly off Route 9 tucked in the trees. Enjoy our completely separate art filled cottage. The open 550sq/ft studio floor plan will cheerfully accommodate couples & close friends. 4 persons MAX. Best suited for adult guests as the space is not child proofed.

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.

3Br Hilltop Ranch on 130acre farm w/ falls & creek
Newly renovated ranch house on a private hill top of an 130 acre magical property with stunning eastern views and overlooking a historic farm. Explore the hiking trails, dip in the wading pools of 90ft waterfall's upper cascades, bike to town or simply relax on the hammock while taking in views of the rolling hills. Escape to a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplaces, and comfortable bedrooms with quiet workspaces- learn more at cascadafarm

Intimate Cottage on Private Estate
Bulls Head Cottage is a thoughtfully-designed retreat nestled within a 2.5 acre estate 5 minutes from Omega Institute and 10 minutes from the charming Village of Rhinebeck. The 720 square foot guest cottage is a relaxing place for up to 2 guests, offering cozy indoor and outdoor space including an office overlooking the property's pond. Enjoy quick access to hiking, shopping, fine dining and more. Under 2 hours from New York City by car or train. Pets not typically allowed.

Hudson Valley Hygge House~ comfort in the country!
Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!

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.

Creekside Cottage | The Fitz House Red Hook NY
**NEW 50” TV INCLUDED** Welcome to The Fitz House - a 2 bedroom / 1 bath 1950's cottage located along a peaceful, quiet road in the Hudson Valley - Red Hook, NY. Built alongside a stream and perched upon a ridge, the cottage sits on 6 acres of private land. The Fitz House recently underwent a major renovation in late 2022 and offers all of the comforts of home. We look forward to having you and sharing our little slice of the Hudson Valley!
Popular amenities for Rhinebeck family-friendly rentals
Family-friendly home rentals with a hot tub

Waterfront Three bedroom in Saugerties w/ Hot Tub

Relaxing secluded stay with loving social animals.

Rhinebeck Home with an amazing outdoor space+H/tub

Hillside Hideaway with Hot Tub

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Modern High-end 2BR2BATH in the woods of Catskills

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Hot tub with stunning views, 5 min to Woodstock
Family- and pet-friendly home rentals

Dave's Milk Barn
Woodstock Historic Artist Estate - The Pond House

Scandinavian Cottage/Mountain Views/Fire pit

Modern creekside cabin in the Catskills

Modern Upstate Cabin, near Rhinebeck NY

Nature Retreat with Pond Views and Fire Pit

Rustic Swedish Barn/Featured in Airbnb Magazine

15% off, fireplace, workcation spot, private pond
Family-friendly home rentals with a pool

Perfect Summer House in Kingston - 1.5hr from NYC

Woodstock Family Home w/ Tree House + Heated Pool

Bluestone Escape - Where everyone is at home.

Kapitans Cottage Private POOL Minutes to Kingston

Highwoods Haven | saltwater pool and hot tub

Hudson River Sunset Getaway

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Light-Filled Upstate Home, Perfect Location
When is the best time to visit Rhinebeck?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £244 | £238 | £207 | £249 | £259 | £254 | £286 | £280 | £262 | £299 | £284 | £300 |
| 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 holiday rentals that are family-friendly in Rhinebeck

Total holiday rentals
Explore 60 holiday rentals in Rhinebeck

Nightly prices starting at
Rhinebeck holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 3,790 verified reviews to help you choose

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!
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- Rentals with a washing machine and dryer Rhinebeck
- Rentals with outdoor seating Rhinebeck
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- Rentals with pools Rhinebeck
- House rentals Rhinebeck
- Rentals with a patio Rhinebeck
- Apartment rentals Rhinebeck
- Rentals with a firepit Rhinebeck
- Rentals with a fireplace Rhinebeck
- Pet-friendly rentals Rhinebeck
- Family-friendly rentals Dutchess County
- Family-friendly rentals New York
- Family-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Plattekill Mountain
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Mohawk Mountain Ski Area
- Taconic State Park
- Bear Mountain State Park
- Ski Sundown
- Norman Rockwell Museum
- Opus 40
- Naumkeag
- Berkshire Botanical Garden
- Benmarl Winery




