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

Amenia Main St Cozy Studio
Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

Little Yellow Cottage New Paltz - Kitchen wash/dry
Built over 100 years ago as a chicken hatchery, this gorgeous little gem has been fully restored as a two-story guest cottage. Located in New Paltz just minutes off Exit 18 on I-87 in a very private, quiet, country setting. Only ten minutes from New Paltz Village & SUNY New Paltz and set back on a lightly traveled road for those long summer strolls. You don't even need a car to get here! It's just 12 minutes by taxi from the New Paltz Bus Station or bring your bike up and cycle everywhere!

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.

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.

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.

Newly built apartment steps from Mohonk preserve.
Nestled amongst the trees below Bonticou Crag this is a great base camp for climbing, hiking and biking. Five minutes from New Paltz; I do recommend having a car to access the area. Shared yard and fire pit right outside. My family and I live in the main part of the house. The outside area and house are still under construction, I’m working on it but its not put together yet. The apartment and inside area are clean and newly built with their own mini split and air circulation.

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

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!
Popular amenities for Rhinebeck family-friendly rentals
Family-friendly home rentals with a hot tub

New Paltz Zen Wellness Cabin + Hot Tub /Fireplace

Waterfront Three bedroom in Saugerties w/ Hot Tub

Rhinebeck Home with an amazing outdoor space+H/tub

Bluestone Escape - Where everyone is at home.

Willow Treehouse - secluded, unique, romantic

Modern Cabin in the Woods with Hot Tub

Woodstock retreat with hot tub and deck with view

Clove Schoolhouse on Mohonk Preserve
Family- and pet-friendly home rentals

In the Heart of Kingston

Hillside Views in Hudson Valley

Arcady - Modern, 1br cottage

River Retreat, Walk to Hutton Bk Yds, Dog Friendly

Farmland Tranquility at The Greig Farm Schoolhouse

Tangerine Dream/ Walk To UPAC & Upstate Films

Unwind in a Bespoke Downtown Studio W Laundry

Eco Cottage in the Woods
Family-friendly home rentals with a pool

Cottage with Private Deck on 8 acres of Woods

The Antique Stone House

Kapitan’s Cottage Private Upstate Catskill Retreat

Le Petit Abris at Gunks EcoLodge

Peaceful and Private Boutique Apartment *Pool*

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Modern Upstate Cabin, near Rhinebeck NY

Upstate Modern Scandinavian Barn in the Catskills
When is the best time to visit Rhinebeck?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $424 SGD | $414 SGD | $361 SGD | $434 SGD | $452 SGD | $443 SGD | $499 SGD | $488 SGD | $456 SGD | $488 SGD | $457 SGD | $435 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 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 $117 SGD per night before taxes and fees

Verified guest reviews
Over 3,620 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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- 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
- 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
- Plattekill Mountain
- Bousquet Mountain Ski Area
- Hunter Mountain Resort
- Butternut Ski Area and Tubing Center
- Beartown State Forest
- Mohawk Mountain Ski Area
- Opus 40
- Berkshire Botanical Garden
- Hancock Shaker Village




