Rhinebeck holiday homes

We found 1,074 holiday rentals — enter your dates for availability

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April 2025

May 2025

Discover a selection of 28 homes and other holiday rentals in Rhinebeck that are perfect for your trip. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as air conditioning and Wi-Fi. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Rhinebeck

Showing deals for:18 Jul - 25 Jul

Open kitchen that leads to a living area with fireplace.

Exceptional

(39 reviews)

Spacious/Secluded Home w/Pool, Chefs Kitchen, Neighboring Farm Pastoral Views

High Falls, NY

8% off

NZ$2,539 per night

includes taxes & fees

Exceptional

(38 reviews)

Mansion-on-the-hill elegance close to all the Hudson Valley has to offer.

Kingston, NY

8% off

NZ$1,789 per night

includes taxes & fees

private woods behind house with open meadow in front

Exceptional

(47 reviews)

Classic Cottage w/Beautiful Catskill View, on 5 peaceful acres. Weekly discount!

Stone Ridge, NY

11% off

NZ$520 per night

includes taxes & fees

Exceptional

(113 reviews)

A True Gem in the heart of Woodstock, w/ fireplace & hot tub, wheelchair access

Woodstock, NY

8% off

NZ$547 per night

includes taxes & fees

Exceptional

(11 reviews)

Peaceful, stunning property 3 min to Woodstock-truly a "Blissful Getaway"

Woodstock, NY

7% off

NZ$1,114 per night

includes taxes & fees

Summer cabin with daisies.
Parking by split rail fence.

Exceptional

(68 reviews)

Vintage 50's lake cabin featured in Fresh Cottage Magazine's 'dream retreats'

Pine Plains, NY

8% off

NZ$459 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Rhinebeck

Spacious Country Farmhouse on 8 Lush Acres, Five Minutes to Rhinebeck Village

Sleeps 10 · 4 bedrooms · 3+ bathrooms

Aerial View Private-Luxury 31 Acre Estate.
Catskills Mountains in background.

NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.

Sleeps 20 · 7 bedrooms · 7 bathrooms

Luxury Upstate NY Home on 5 Acres w/ Hot Tub. Great for Families & Groups

Sleeps 8 · 4 bedrooms · 3+ bathrooms

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Explore the waterfront setting in Rhinebeck

The area's festivals and history are just some of the reasons to come on holiday to Rhinebeck. This city's gardens, wildlife and horse riding draw many visitors. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Rhinebeck

Are you looking for top things to see and do while you're in town? Venture out of your holiday home and check out everything that makes Rhinebeck a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

Millbrook Vineyards and Winery (13 mi / 21 km)
Woodstock Music Shop (13.2 mi / 21.3 km)
Mohonk Golf Course (15.3 mi / 24.7 km)
Lake Taghkanic State Park (15.7 mi / 25.3 km)
Indian Head Mountain (17.3 mi / 27.9 km)
Red Hook Golf Club (5.5 mi / 8.8 km)

Exploring the natural features in Rhinebeck

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Rhinebeck is a great place to get outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

Esopus Creek (5.5 mi / 8.8 km)
Vanderbilt Mansion National Historic Site (9.3 mi / 14.9 km)
Saugerties Village Beach (10.2 mi / 16.3 km)
Ashokan Rail Trail- Woodstock Dike Trailhead (10.3 mi / 16.6 km)
Opus 40 (10.5 mi / 16.9 km)
Overlook Mountain Trailhead (14.7 mi / 23.6 km)

Travelling to and around Rhinebeck

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 27.4 mi (44.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Newburgh, NY (SWF-Stewart Intl.), which is 30.8 mi (49.6 km) away.

Frequently asked questions

What is the best area to stay in Rhinebeck when booking a holiday home?

If you’re thinking of a Rhinebeck trip, Rhinebeck Village is one of the most popular neighbourhoods to stay. Whether you go for a condo, cabin or other property style, you’ll always have the entire place to yourself.

What is the most popular type of holiday home accommodation in Rhinebeck?

The most desirable types of holiday homes in Rhinebeck are houses. Hoping for something different? Bookabach has many options to match our guests’ unique needs, so you’ll see holiday homes in all shapes and sizes. The ideal home away from home is waiting for you — get hold of yours today.

How much does it cost to rent a holiday home in Rhinebeck?

Several factors can affect what you’ll pay for a holiday home in Rhinebeck, including the time of year, length of stay and property type. But, all Bookabach homes have one thing in common — unbeatable value. Simply enter your travel dates to find your perfect fit.

How much does it cost to rent a beach house in Rhinebeck?

The average price for a holiday home close to the beach in Rhinebeck depends on when you’re visiting the area and the type and size of property you’re searching for. You can find prices easily and quickly on Bookabach by entering your preferred travel dates and destination. Then use the handy filter tool to select the number of bedrooms and amenities that you require, like air conditioning, WiFi and a hot tub.

Are there pet-friendly holiday homes in Rhinebeck?

Yes. You’ll have your pick of 19 holiday homes that cater to pets in Rhinebeck. Some of our pet-friendly holiday homes come with an outdoor area for your four-legged friend to run around in, complimentary treats, doggie beds and proximity to parks or green space. Apply the “Pets allowed” filter to find a pad that’ll set tails wagging on Bookabach.

Can I rent a house with a pool in Rhinebeck?

Pack your swimwear and inflatable swan, because there are three houses with a private pool in Rhinebeck. Base yourself at one of these terrific holiday homes and let every day be a pool day. Simply enter your travel dates into Bookabach, then check the “pool” filter to find the perfect place to make a splash!

What are popular home amenities in Rhinebeck?

Some of the most popular home amenities people look for in Rhinebeck include a firepit, a sauna and nearby museums. Whether you’re going on holiday with family, buddies or even pets, Bookabach holiday properties have the best amenities for chilling out with the people closest to you.

Are there large group holiday homes in Rhinebeck?

With five properties that can sleep 10 or more guests in Rhinebeck, you don’t have to keep your invite list short. From fun family holidays to special events like birthday and Christmas parties, Bookabach can help you find a large group home to match the occasion.

Are there holiday homes in Rhinebeck that welcome kids?

With 19 family-friendly holiday homes to pick from in Rhinebeck, now is a fantastic time to introduce your children to the excitement of travel. Simply click on our “Properties good for families” filter to browse stays that come with conveniences ideal for travelling families, like multiple bedrooms, swimming pools, entertainment units and bunk beds.

What are the top attractions for families in Rhinebeck?

There are lots of awesome things to do and see with the family in Rhinebeck, such as:

Old Rhinebeck Aerodrome
Hudson River Maritime Museum
Kingston Point Beach

Are there one-bedroom holiday homes in Rhinebeck?

Yes, Rhinebeck has three one-bedroom homes available. Usually located in popular areas thanks to their smaller size, a one-bedroom property is great if you’re travelling with a pal or your partner. And with plenty of home comforts like full kitchens and more privacy than a standard hotel, you’ll be able to chill out while sightseeing around this awesome destination.

Can I find two-bedroom holiday homes in Rhinebeck?

Rhinebeck has six two-bedroom holiday properties to choose from. Go for a holiday home with all the space and comfort you’re looking for at a price that’s hard to resist on Bookabach.

Are there holiday homes with WiFi in Rhinebeck?

Whether you want to stay in touch with world events, look over emails or surf social media, there are 10 holiday homes with WiFi in Rhinebeck. Check the “WiFi” box when searching on Bookabach and stay connected on your holiday.

How can I find holiday homes with air conditioning in Rhinebeck?

You’ll have a choice of 17 holiday homes with air conditioning in Rhinebeck providing that gentle, cool breeze and extra touch of comfort. Simply enter your dates of travel and then use our handy filter tool to look for stays with air conditioning.

How old do you have to be to rent a holiday home in Rhinebeck?

The minimum age is generally 16, 18 or 21. It can vary from one property to another on Bookabach, so look at the rules of your preferred Rhinebeck holiday home before booking your trip.

How long can I rent a holiday home in Rhinebeck for?

The amount of time you can book a Rhinebeck holiday home for is down to each property. Just enter your travel dates to find available options that offer extended stays. They include all the things you need to make your extended trip more convenient and comfortable, like air conditioning and kitchens. Some holiday homes might also offer discounted weekly or monthly prices, so you can stay even longer for less.