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 favorite
A cozy studio space features a full-size bed with a neutral comforter, a desk and chair set against a wall, and a small television mounted above a radiator. Natural light enters through a window, with patterned curtains framing the view. The bathroom doorway is visible in the background.
Apartment in Amenia
4.92 out of 5 average rating, 128 reviews

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.

Guest favorite
A functional kitchen area features gray cabinetry and a white countertop, complemented by a window allowing natural light. A small dining table with chairs is set nearby, adorned with a vase of flowers. A coffee maker and kitchenware are also visible on the counter.
Cottage in Rhinebeck
4.81 out of 5 average rating, 102 reviews

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.

Top guest favorite
A charming cottage is framed by trees and illuminated by warm outdoor lights. A winding path with steps leads up to the entrance, showcasing cozy decorations and inviting ambiance as dusk settles over the landscape.
Cabin in Rhinebeck
4.99 out of 5 average rating, 545 reviews

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.

Top guest favorite
A welcoming entrance to the home is framed by a red door and a decorative lantern. Lush greenery and vibrant red flowers are visible in planters, contributing to the serene outdoor setting. The backdrop features a brick building with large windows and climbing plants.
Home in Kingston
4.97 out of 5 average rating, 337 reviews

DeMew House in Historic Kingston

PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive renovated 1850s brick home, a block from the historic Kingston waterfront. Enjoy total privacy in an elegant, transitional two-story home with an open floor plan that is inviting, warm and intimate. The home, across from a marina, has a king bedroom, a pull-out sofa bed, an en suite bathroom with two-person shower and double vanity. A full kitchen, ac, private driveway and gazebo frame this discerning getaway...

Guest favorite
The exterior of a charming cottage is seen, featuring a front porch with two black chairs and potted plants. Stone steps lead up to the entrance, flanked by shrubs and trees, creating a serene setting within the landscaped grounds.
Cottage in Rhinebeck
4.93 out of 5 average rating, 176 reviews

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.

Superhost
A gentle waterfall cascades over rocky terrain, surrounded by autumn foliage in varying shades. The water flows into a clear pool, with smooth stones lining the edges. Tall trees in the background create a lush, green canopy, while fallen leaves blanket the ground.
Cabin in Rhinebeck
4.88 out of 5 average rating, 402 reviews

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

Top guest favorite
A welcoming studio space is furnished with a pink sofa, a wooden coffee table, and a dining area with a table and chairs. Light enters through a sliding glass door, revealing views of the wooded backyard. A small television is positioned near the seating area.
Apartment in Tillson
4.98 out of 5 average rating, 173 reviews

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.

Guest favorite
A welcoming entrance pathway leads to a single-story home framed by lush greenery. The house features a front porch with white railings and accents, while a bright red door adds a pop of color. The surrounding lawn is well-kept and inviting.
Guest suite in Rhinebeck
4.91 out of 5 average rating, 490 reviews

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

Superhost
A charming blue house is nestled among lush green trees. A hammock is strung between two trees, while Adirondack chairs are arranged on a stone patio nearby. A small table and a grill are positioned in front of the house, complementing the serene outdoor setting.
Cottage in Rhinebeck
4.87 out of 5 average rating, 213 reviews

Secluded peaceful loft in barn by woods

La Barn Bleue sits on top of a hill by a forest, in a secluded and peaceful property. The main house, where we live is 150 feet down the hill. The apartment sleeps up to 4 people. The bedroom/lounge loft has one king bed and 2 twin beds. Ideal for families and kids above 5 years old. Because we use a rope railing, we cannot host kids under 5 years old for security reasons. We offer Wifi, AC/heat split unit, outdoor Picnic table, bbq, petanque court and pool!

Top guest favorite
A yellow sign is displayed among green foliage, featuring a goat and two ducks illustrated on it. The bold text indicates 'SLOW FREE RANGE DUCKS & GOATS at PLAY,' emphasizing the friendly atmosphere surrounding the property.
Farm stay in Ancram
4.96 out of 5 average rating, 358 reviews

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!

Top guest favorite
An airy room is highlighted by wooden beams and large windows that overlook greenery. A spacious bed with a patterned duvet is positioned beside a cozy bed. A round table and chairs are situated in one corner, complemented by a woven rug and a decorative basket.
Home in Rhinebeck
4.96 out of 5 average rating, 198 reviews

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.

Top guest favorite
A spacious studio apartment is highlighted by a large bed adorned with neutral bedding and vibrant throw pillows. A kitchenette with red accents is visible in the background, featuring modern appliances. A work bar with high chairs offers additional seating, while warm wood flooring complements the overall decor.
Apartment in Rhinebeck
4.93 out of 5 average rating, 147 reviews

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

When is the best time to visit Rhinebeck?

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Avg. priceG$68,203 GYDG$66,529 GYDG$57,951 GYDG$69,667 GYDG$72,596 GYDG$71,132 GYDG$80,128 GYDG$78,454 GYDG$73,224 GYDG$78,454 GYDG$73,433 GYDG$69,876 GYD
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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 G$18,829 GYD 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

  • 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!