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.

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Guest favourite

Apartment in Rhinebeck

4.88 out of 5 average rating, 268 reviews

Getaway or Artist's Retreat w/In-Unit Laundry

Light-filled, comfy, & pleasing to the eye, this garden pied-à-terre offers a knockout rural setting and proximity to Amtrak, Rhinebeck (2 miles), Omega (17 mins.), Bard (15 mins.), etc. Bathroom, private entrance, all kitchen essentials. PLSE CHECK W/ HOST BEFORE INSTANT BOOKING A MONTH OR MORE. Perfect for one or a couple, or a couple with small child. Two adults sleeping separately can work if you're looking to save $, but bear in mind the apt is not huge. GUESTS MUST BE FULLY VACCINATED.

Jun. 10 – 17

$215 CAD per night

Guest favourite

Guest suite in Red Hook

4.9 out of 5 average rating, 296 reviews

the farmhouse suite at gallatin farmstead

A 575 sq ft. fully private suite with your own entrance in a beautiful early American eyebrow colonial. The mid-century farmhouse style is highlighted by a darling kitchenette. And don't forget the bathroom hot steam shower! Of note, with a 30$ fee, we can set up a 2nd bed in the suite living room. We're happy to do it, it just takes some time to get together. It's a super comfortable mattress, the same model as the queen bed. We are also cycling happy and offer bike rentals and tours.

Jan. 2 – 9

$228 CAD per night

Superhost

Home in Rhinebeck

4.84 out of 5 average rating, 238 reviews

Private Lakefront Bungalow

Outside Rhinebeck, renovated sunny 2 bedroom bungalow on Silver Lake. Private lakefront sandy beach, dock, canoe, kayak, paddle board + outdoor fire pit. Great fishing + swimming. Smart TV, projector w apple tv with woodstove. Newly remodeled eatin kitchen. The house includes to private 2 queen bedrooms and additional sleeping loft with a full bed. Large master bedroom with vaulted ceilings, private bath, and french doors leading out to deck with lake view. Additional outhouse workspace.

Jun. 10 – 17

$643 CAD per night

Guest favourite

Guesthouse in Woodstock

4.86 out of 5 average rating, 831 reviews

Rocket Room - Rock Stars Only

Walk to town, hiking or a swimming hole. A popular vintage look cabin that backs up to a private woods but is steps from all Woodstock has to offer. Long time superhosts. Turn on, Tune in, Drop out in our 70's rock & roll hideaway carved out of a converted 1920s carriage house. This ain't your Grandma's cabin. All our units have been featured in videos, films, and photoshoots. This one has been featured in Playboy and Imperial Publishing arthouse book. Town of Woodstock OP #27.54-1-12

Dec. 3 – 10

$190 CAD per night

Guest favourite

Home in Kingston

4.96 out of 5 average rating, 258 reviews

Country Elegance with Beautiful Catskill Mt. Views

Great location, 20 minutes from Woodstock, Kingston, Stone Ridge, High Falls. 2 hours north of New York City. Located on a cul-de-sac with an incredible view of High Point Mt. with breathtaking sunsets minutes from the Ashokan Reservoir! We supply wood for the wood-burning stove + baseboard heat. We have Apple TV, Espresso coffee machine, French Press, Pour-Over, Blender, Magic Bullet, Food Processor and Toaster Oven. People from all backgrounds are welcome! Eco-friendly!

Jul. 8 – 15

$247 CAD per night

Guest favourite

Tiny homes in New Paltz

4.99 out of 5 average rating, 743 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Jul. 13 – 20

$167 CAD per night

Guest favourite

Apartment in Rosendale

4.96 out of 5 average rating, 201 reviews

Rosendale Trestle View

Enjoy views from your upstairs oasis: 1 bedroom, office, kitchen, & bath. Stay coooool all summer long with our very quiet mini splits. Slip out your private entrance to hike Joppenbergh. Bring or Rent a bike, ride or walk or even X-country ski the #EmpireTrail, the Rosendale trestle and Wallkill Rail-trail. View the trestle and walk 5 minutes to the trail from the house. Walk to local eateries, and cinema, or just relax by the river.

Sep. 8 – 15

$204 CAD per night

Guest favourite

Home in New Paltz

4.97 out of 5 average rating, 678 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

Feb. 28 – Mar. 7

$188 CAD per night

Guest favourite

Home in Rhinebeck

4.9 out of 5 average rating, 206 reviews

Rhinebeck Modern Home with amazing outdoor space

Primary bedroom has a king size bed, bathroom, flat/smart TV. Second bedroom has a queen size bed, TV/den has a CB2 modern sofa that extends into a queen size bed. Our house comfortably sleeps 5, with a fireplace, 2 baths, spacious outdoor deck that has screen doors to open or close with a hot tub and bbq. 8 Minutes to historic Rhinebeck, 12 minutes to Red Hook. Bard College, CIA & Omega Institute within reach!

Feb. 19 – 26

$469 CAD per night

Guest favourite

Guesthouse in Ulster Park

4.85 out of 5 average rating, 457 reviews

Hudson Valley Hideaway

Nestled in the Hudson River Valley an intimate apartment ideal for one or two. 85 miles from NYC, Conveniently located 20 minutes to New Paltz, Mohonk, Woodstock and Bard College. Enjoy a stroll on the land with your morning tea or coffee and visit the koi pond. Check out this wonderful review from the marvelous friends at &north! http://andnorth.com/stay/artist-owned-airbnb-cottage-tucked-away-esopus-ny/

Oct. 28 – Nov. 4

$122 CAD per night

Guest favourite

Cabin in Red Hook

4.96 out of 5 average rating, 305 reviews

Modern Upstate Cabin, near Rhinebeck NY

🏊🏽‍♂️Heated pool is open. (Will be winterized mid October Welcome to Maitopia. This beautifully designed passive glass and wood modern cabin offers elegant modern details and the warmth that only an upstate energy efficient retreat could. With a soaking egg tub, fires at every turn and a heated pool you will fall in love with the place and the towns nearby.

Aug. 21 – 28

$695 CAD per night

Guest favourite

Home in Rhinebeck

4.91 out of 5 average rating, 254 reviews

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!

Jul. 17 – 24

$806 CAD per night