
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.

Explore Historic Uptown Kingston from the Bau Guesthaus, C
Sit on the front porch watching people go by and gaze at the old Dutch church. This unit is in a townhouse built in the 1890s with vintage details including ornamental ceilings, a bay window and decorative fireplaces alongside contemporary artwork. Entire 900sqf 1st floor unit. Includes 1 bedroom(Queen), private kitchen/dinning room, living room and a bathroom. The townhouse is restored with beautiful, vintage details but also with all the comforts of modern living like high speed Wifi, digital thermostats and entry to the home via smart lock. *additional one time fee of $25 to set up air mattress for 2 guests. All guests are welcome to use all facilities on our property; including our backyard. The apartment is in the heart of historic uptown Kingston. It’s within walking distance of many of the sights of the uptown Stockade district of New York’s first capital. Explore the weekend farmers’ market, restaurants, museums, and music venues. The Bau Guesthouse is easily accessible by bus or by car. It is 7min walk from the Kingston Trailways bus stop and 5min drive from I-87 throughway exit 19. Parking on our street is metered Monday - Saturday 9am to 5pm. Also free street parking is available just around corner from us.

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.

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.

Extra Large Rhinebeck Village Guest House
Large loft-like house located in historic Rhinebeck Village. An easy walk to fine and casual dining, shopping and the County fair grounds. The lower level has 2 huge rooms with large beds and living area in each. One side has a TV, stereo and vinyl collection, the other a kitchen area, dining table, couch, and wood burning stove. The loft (accessible by step-ladder) has 2 more beds. The bathroom (separate rooms for bathing and WC) is between the two lower level rooms. Truly a rare find!

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.

bright serene + spacious barn @barn and bike
a bright serene space built by us on the property we live on. we are in - what we think - is the most beautiful region of the Hudson River Valley - surrounded by pastoral beauty and dramatic landscapes all around. 6 quaint towns are within 10-25 minutes drive. please read the entire description & rules before booking • beyond 2 guests, the rate adds 50$/night/per person • please add dogs (2 max. 50$/per dog) when booking (no cats) • we look forward to having you here!

15% off, private pond, BBQ, 4 min to village
"Pictures understate this well-appointed home. The beds were so comfortable and the pond is so tranquil!" -Kate, May '24 Newly renovated, perfect for groups of friends, couples, and families. Large (1,700+ sq. feet), quiet, 3-bedroom home 4 min to the Village and a 7-min Uber to Rhinecliff train station (2h to Penn Station). Close to hiking, skiing, grocery stores, shops and restaurants. Back yard features a tear-drop pond, BBQ, firepit, and large dining area.

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.

Hibiscus Suite - Priv. Studio - Rhinebeck Village
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

midcentury mod * POOL * walk out trail R2R /TOWN

Rhinebeck Home with an amazing outdoor space+H/tub

MCM Oasis | EV | Hot Tub

Cozy Hillside Hideaway with Hot Tub

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Hot tub with stunning views, 5 min to Woodstock

Modern House with Mountain View @Getawind

Tiny house on the Esopus creek
Family- and pet-friendly home rentals

Clum House

Dave's Milk Barn

3 Bedrooms close to Rhinebeck NY

Rhinebeck Village Apartment

Modern Upstate Cabin, near Rhinebeck NY

Creekside Cottage | The Fitz House Red Hook NY

Private Cottage, Walk to Restaurants and Shops

Nature Retreat with Pond Views and Fire Pit
Family-friendly home rentals with a pool

Farmhouse • Secluded • Under 10 mins to Hudson NY

Perfect Summer House in Kingston - 1.5hr from NYC

Enchanting Upstate Cabin w Pool, Firepit

Hudson River Sunset Getaway

Design Scandi Retreat, Heated Pool, Dogs Welcome

Sackett & Van Dam Guest House @ Little 9 Farm 1706

Summer Paradise - Pool, Fire-pit, Nursery!

Peace & Privacy - High Falls (hot tub & salt pool)
When is the best time to visit Rhinebeck?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,289 | ﺩ.ﺇ 1,010 | ﺩ.ﺇ 1,223 | ﺩ.ﺇ 1,274 | ﺩ.ﺇ 1,249 | ﺩ.ﺇ 1,407 | ﺩ.ﺇ 1,377 | ﺩ.ﺇ 1,285 | ﺩ.ﺇ 1,469 | ﺩ.ﺇ 1,396 | ﺩ.ﺇ 1,476 |
| 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 ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 3,880 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Rhinebeck vacation rentals include wi-fi 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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