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.

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Top guest favourite
A charming cabin is set against a backdrop of trees, featuring a blue exterior and a sloped metal roof. Reflections of the cabin are visible in the calm surface of a nearby pond. A small deck with steps descends into the water, enhancing the outdoor scenery.
Home in Rhinebeck
4.98 out of 5 average rating, 124 reviews

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.

Top guest favourite
The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.
Cabin in Saugerties
5 out of 5 average rating, 128 reviews

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Guest favourite
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
4.82 out of 5 average rating, 107 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 favourite
A bright living area is designed with a gray sectional sofa and a coffee table. A vase of fresh flowers is placed at the center. Decorative oars and a scenic image adorn the walls, while natural light streams in through the front door.
Guest house in Rhinebeck
4.99 out of 5 average rating, 135 reviews

Country Suite Near Omega Institute & Rhinebeck

We designed our guesthouse with the comfort seeking guest in mind. Enjoy our comfy plush beds, soft bed linens, luxurious towels, and complimentary bath amenities for your ultimate getaway. Complimentary snack and beverage selections are also provided in our efficient kitchenette (no stove) which can accommodate light meals. Our 2nd floor guesthouse offers ductless HVAC to provide the ultimate comfort AC or heating as needed. Many guests comment on our relentless pursuit of cleanliness.

Top guest favourite
The exterior of the guest house displays a blue wooden façade with multiple windows. A wooden deck, equipped with a couple of white chairs, extends from the house. Surrounding greenery and a grassy area complement the inviting outdoor space.
Cottage in Rhinebeck
4.99 out of 5 average rating, 107 reviews

Rhinebeck Guest House, 5 min. from town, King Bed!

Lovely Rhinebeck Guest House features large bedroom with king-size memory foam bed, large living/dining room with piano, full bath and kitchen. Lots of windows and light, plus a perfect deck for drinks overlooking the pond at sunset, or enjoying coffee/tea in the AM. Property adjoins beautiful 75-acre Burger Hill Park, all 5 minutes to Rhinebeck Village! 20 minutes to Kingston, 30 minutes to Millbrook, and 40 minutes to Hudson. Kitchen has full cooking pot/pans/knives etc. supplies

Top guest favourite
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, 575 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 favourite
A serene stream cascades over smooth rocks, surrounded by a wooded area filled with autumn leaves. A wooden bench sits nearby, offering a tranquil spot to enjoy the peaceful atmosphere. The gentle flow of water reflects the greenery of the trees.
Home in Rhinebeck
4.95 out of 5 average rating, 286 reviews

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

Guest favourite
A modern kitchen features sleek white cabinetry and stainless steel appliances, including a gas stove and refrigerator. An island with black countertops is centered in the space, complemented by three black stools. Large windows provide natural light, enhancing the bright and airy atmosphere.
Guest house in Red Hook
4.94 out of 5 average rating, 103 reviews

Private Cottage, Walk to Restaurants and Shops

Beautifully renovated modern cottage in the village of Red Hook has modern amenities, hardwood floors, and an open floor plan. The cooks kitchen has an island and high-end appliances. Walls of windows and doors bring in lots of light and there's a private patio out back. Bathroom has large walk-in shower. Bedroom has a king bed (or two twins) and a recliner for reading. A 3 minute walk from center of Red Hook and Bard Shuttle. 10 minute drive to both Bard College and Rhinebeck.

Guest favourite
Home in Rhinebeck
4.88 out of 5 average rating, 136 reviews

Rhinecliff on the Hudson

Welcome to our home, Rhinecliff on the Hudson. Our home located in Rhinecliff, 3-4 mins to Rhinebeck Village. Sleeps 8 total. 1st Floor: King Bedroom, Queen Bedroom 2nd Floor: Living Room and Kitchen 3rd Floor: Loft with 2 Queen Beds, Living Room, Office Amazing views of the Hudson River + steps from the train station. Home is spacious with high ceilings, incredible wood work, and outdoor deck with couch, table, chairs, and umbrella. You'll love the view and convenient location.

Top guest favourite
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, 182 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.

Top guest favourite
Cottage in Red Hook
4.98 out of 5 average rating, 726 reviews

bright serene + spacious barn @barn and bike

a bright serene space built by locals 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. quaint yet cultured towns in all directions. 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!

Top guest favourite
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
4.97 out of 5 average rating, 208 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.

Popular amenities for Rhinebeck family-friendly rentals

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Avg. price£261£262£205£249£259£254£286£280£261£299£284£300
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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 £67 per night before taxes and fees

  • Verified guest reviews

    Over 3,880 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 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!