
Family-friendly vacation 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.

Unique Tiny House Glamping in the Catskills
Looking for the perfectly romantic glamping getaway? This stunning handcrafted hut was designed by my Buddhist mother for a meditation retreat, and to commune with nature. With unique timbered walls and ceilings, a wood-burning stove (the only heat source), rustic stone detailing on the walls and large glass windows, you'll feel like you're living in the woods, but with the comfort of the indoors. Please note that this is an off-grid camping cabin without water, but there is electricity.

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.

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.

Canyon Edge off - grid Bungalow
The ideal perch to reflect, connect, and participate in nature's beauty. This unique structure blends pure nature with simple comfort. Sitting canyon side, you sleep beneath the canopy and wake to the mountains of the Hudson Valley. Welcome the spring buds of our forest oaks; Make summertime memories into the night by the fireside; Enjoy natures fall masterpiece of changing of the leave; Reflect on the year as the snowflakes fall Read listing fully, we’re available for any Q’s!

Sunset Bungalow-Mt views on 130acre forest & falls
Newly renovated private cabin on the ridge top of an 130 acre magical property with stunning western views and overlooking a historic farm & crystal clear lake. Explore the hiking trails, dip in the wading pools of the upper cascades, bike to town or simply enjoy the peaceful sounds of the 90ft waterfall on the property. Relax in a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplace, and comfortable bedroom- learn more at cascadafarm.com

Shack in the Heart of Rosendale
This unique, centrally located 500 sq ft ground-floor, 1.5 story apartment is in an ideal location to explore Rosendale and the surrounding areas. Located in a 1890s Brownstone, the Shack is a comfortable refurbished studio with hand hewn beams, brick walls and a wood burning stove. Sleep in a queen Murphy bed (pulls down) and prepare food in the kitchenette. Keep in mind nobody above you and the town shuts down at 10 PM so you have a decent amount of peace and quiet.

Woodland Neighborhood Retreat
Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.

Contemporary Rhinebeck Private Village Retreat
Quarters covid sanitized.Huge bedroom,CalKing bed.(twin bed avail.upon request,$35/day xtra for 2 people, w/extra bed)bathroom,(NO Kitchen)has coffeemaker, fridge,TV,Wifi,A/C, private patio & garden. No pets.PLEASE NOTE:Pic shows front of house so guests can find it,quarters on lower level to private entrance,*See Pics, hiking, shops,restaurants,OmegaInst.8mile)BardCollege(7mile),Dutchess Fairgrounds(1/4mile) *babies ok. June/July,Aug/Sept/Oct-wknds 2 day minimum

Relaxing secluded stay with loving social animals.
Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

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.

Private Studio Close to Downtown Rhinebeck
This modern studio apartment is ideal for a weekend retreat or remote working base. Just 17 minutes from Omega, we offer a Queen-size bed, free WiFi, and a Smart TV. The fully-equipped kitchenette and work/eating bar make meal prep and productivity easy. The bathroom features a rain shower head and Bluetooth speaker. With its own entrance and ample street parking, it ensures privacy and convenience. Give it a try – you won’t be disappointed!

Architectural wonder in the woods
Unique experience, secluded. Enjoy a weekend or a few days eco-friendly retreat in an architectural, geometric masterpiece on 30 preserved acres just minutes from all that Rhinebeck and the Hudson Valley have to offer. The house is an open plan, and though it has zero bedrooms, it can sleep 4! Feel free to send us a message for any requests, we love hearing from people.
Popular amenities for Rhinebeck family-friendly rentals
Family-friendly home rentals with a hot tub

40-Foot Container Cabin in the Catskills

Rhinebeck Home with an amazing outdoor space+H/tub

Willow Treehouse - secluded, unique, romantic

Bluestone Escape - Where everyone is at home.

Modern Cabin in the Woods with Hot Tub

Woodstock retreat with hot tub and deck with view

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Antique Uptown Charmer w/ Five-Star Modern Kitchen
Family- and pet-friendly home rentals

Hillside Views in Hudson Valley

The Rhinebeck Hideaway

Modern Catskills Cabin

Dome house - 2 Hours to NYC, Amtrak,Kaaterskill

Farmland Tranquility at The Greig Farm Schoolhouse

Tangerine Dream/ Walk To UPAC & Upstate Films

Eco Cottage in the Woods

The 1772 Lefevre Stonehouse Suite
Family-friendly home rentals with a pool

The Antique Stone House

Kapitan’s Cottage Private Upstate Catskill Retreat

Airy & Private Escape on Mountain Rest Road *Pool*

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Modern Upstate Cabin, near Rhinebeck NY

Peaceful apartment on 3.5 acres w/ Artist studio.

The Harvest Guest House~ Hidden Gem with Pool

Hudson River views with pool and hot tub
When is the best time to visit Rhinebeck?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $451 CAD | $440 CAD | $384 CAD | $461 CAD | $480 CAD | $471 CAD | $530 CAD | $519 CAD | $485 CAD | $519 CAD | $486 CAD | $462 CAD |
| 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 vacation rentals that are family-friendly in Rhinebeck

Total vacation rentals
Explore 60 vacation rentals in Rhinebeck

Nightly prices starting at
Rhinebeck vacation rentals start at $125 CAD per night before taxes and fees

Verified guest reviews
Over 3,620 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Rhinebeck vacation 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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- Family-friendly rentals Dutchess County
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Norman Rockwell Museum
- Hunter Mountain Resort
- Taconic State Park
- Plattekill Mountain
- Bousquet Mountain Ski Area
- Butternut Ski Area and Tubing Center
- Mohawk Mountain Ski Area
- Beartown State Forest
- Opus 40
- Berkshire Botanical Garden
- Hancock Shaker Village
- Naumkeag




