Rhinebeck Holiday Rentals

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Holiday Rentals in Rhinebeck

Private Studio Close to Downtown Rhinebeck
10.0 out of 10, Exceptional, (24)
"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "
The price is AU$377
includes taxes & fees
13 Nov - 14 Nov
Private Studio Close to Downtown Rhinebeck
Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
2.0 star property
8.0 out of 10, Very good, (1)
"Farm is beautiful, the animals were a delight. Accommodations were good, floor slants a lot, walls are thin. But we were comfortable. Relaxing on the deck. "
The price is AU$73
includes taxes & fees
19 Oct - 20 Oct
Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
2.0 star property
10.0 out of 10, Exceptional, (4)
"Really enjoyed the property. Loved the vibe and Gary is a great host! Great conversation and don’t forget the phenomenal banana bread! That totally sealed the deal. Really cute spot. Would definitely stay again!"
The price is AU$376
includes taxes & fees
26 Oct - 27 Oct
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
10.0 out of 10, Exceptional, (4)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
The price is AU$377
includes taxes & fees
20 Oct - 21 Oct
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
The Meyer: spacious family home with hot tub minutes to downtown New Paltz
10.0 out of 10, Exceptional, (9)
"Lovely, comfortable house. Everything on one level which was perfect for our group. Good location. Easy trip into town and to see the many historical sites in close proximity."
The price is AU$552
includes taxes & fees
19 Oct - 20 Oct
The Meyer: spacious family home with hot tub minutes to downtown New Paltz
Retro Retreat: renovated 2BR, desk, no chore list!
9.4 out of 10, Exceptional, (13)
"Very clean and nice inside. Host was very communicative. "
The price is AU$481
includes taxes & fees
12 Nov - 13 Nov
Retro Retreat: renovated 2BR, desk, no chore list!
Private Yacht on Catskill Creek
9.8 out of 10, Exceptional, (27)
"It is a fun alternative to conventional hotel/motel stays. Beautiful waking up on Catskill Creek with as much room as a small hotel room, including 2 double beds plus a dining table that can convert to a bed."
The price is AU$382
includes taxes & fees
19 Oct - 20 Oct
Private Yacht on Catskill Creek
Charming loft cottage in tranquil Germantown with WiFi, AC
10.0 out of 10, Exceptional, (4)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
The price is AU$328
includes taxes & fees
27 Oct - 28 Oct
Charming loft cottage in tranquil Germantown with WiFi, AC
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (28)
"Perfect cozy little spot for 2. Centrally located to explore surrounding areas"
The price is AU$414
includes taxes & fees
20 Oct - 21 Oct
Campfire Cottage: Fireplace, fire pit & no chores!
Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (12)
"Great spot!"
The price is AU$276
includes taxes & fees
20 Oct - 21 Oct
Country Cottage with beautiful views and easy access to Catskills activities.
The Innwoods - Studio Apartment 2
10.0 out of 10, Exceptional, (3)
"Had such a great weekend in this studio! It was super clean and had the perfect amount of space for two people during a weekend stay. Host was so nice and easy to communicate with. We would definitely book this property again! "
The price is AU$287
includes taxes & fees
29 Oct - 30 Oct
The Innwoods - Studio Apartment 2
Sexiest Lil Cabin in Saugerties, NY
9.0 out of 10, Wonderful, (13)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
The price is AU$231
includes taxes & fees
20 Oct - 21 Oct
Sexiest Lil Cabin in Saugerties, NY
West Wing - a unique private space w/patio
9.8 out of 10, Exceptional, (17)
"Property owner, Elaine, was great. Property was exactly as listed, clean and cozy!"
The price is AU$299
includes taxes & fees
13 Nov - 14 Nov
West Wing - a unique private space w/patio
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
9.6 out of 10, Exceptional, (25)
"This space was really cute and easy to find. The beds were comfortable, we had all of the amenities needed and even more, and I must mention that the shower in the bathroom was amazing. We all loved being there and were so grateful to be able to travel with our cat and find a pet-friendly space. "
The price is AU$419
includes taxes & fees
22 Oct - 23 Oct
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
2.0 star property
The price is AU$439
includes taxes & fees
26 Oct - 27 Oct
perfect studio, few minutes away to the heart of new Paltz & Mohonk Mountain
Sioux Tipi on Chloe's Lake
9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
The price is AU$227
includes taxes & fees
19 Oct - 20 Oct
Sioux Tipi on Chloe's Lake
Hits Adjacent | Pet Friendly | Caraway Cottage
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay, nice location "
The price is AU$736
includes taxes & fees
15 Nov - 16 Nov
Hits Adjacent | Pet Friendly | Caraway Cottage
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
9.6 out of 10, Exceptional, (21)
"We came down with our dog. We work a lot and needed a break. The place is cozy and comfy and the outdoor space is so lovely. Good mix of sunny space and shaded space.Our dog very much enjoyed the backyard and we loved the small businesses within walking distance "
The price is AU$406
includes taxes & fees
5 Nov - 6 Nov
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
10.0 out of 10, Exceptional, (8)
"Absolutely stunning A-frame! Super spacious, very clean/tidy, lots of room to hang inside, downstairs or have a fire outdoors. Beautiful area not far from New Paltz. We had such a fantastic time and would recommend this place to any group staying in the area! "
The price is AU$1,640
includes taxes & fees
12 Nov - 13 Nov
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
Double the Fun: Two Houses, Shared Yard & Fire Pit
10.0 out of 10, Exceptional, (4)
"Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again."
The price is AU$891
includes taxes & fees
5 Nov - 6 Nov
Double the Fun: Two Houses, Shared Yard & Fire Pit
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Rhinebeck Hotel Reviews

Find out more about Rhinebeck

Everything you need to know about Rhinebeck holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rhinebeck holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rhinebeck holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Rhinebeck holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rhinebeck. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rhinebeck holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rhinebeck holiday rentals we have selected for you start as low as AU$227 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Rhinebeck rentals

At Expedia, we put the best Rhinebeck holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rhinebeck rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rhinebeck holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rhinebeck. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Rhinebeck?

Yes, there are holiday rentals in Rhinebeck close to Dutchess County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Rhinebeck is known for its festivals and waterfront. Make sure you have time to check out the gardens while you're in the area.

What are some of the best holiday rentals that Rhinebeck has to offer?

NEW! Gated 21 Acre Modern Luxury Estate Heated Pool Hot Tub Gym Movie Theater.: This highly rated holiday home rental in Rhinebeck offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Rhinebeck?

With 20 Expedia holiday rentals, you're guaranteed to find just the right place for your Rhinebeck stay.

What’s there to see and do in Rhinebeck?

Cultural attractions include Center for Performing Arts at Rhinebeck and Wilderstein Historic Site, whereas Ferncliff Forest and Northern Dutchess Botanical Gardens are a couple of picturesque spots to enjoy the outdoors. Dutchess County Fairgrounds and Starr Library are other places to visit while you're in town.

What’s a holiday rental in Rhinebeck like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rhinebeck. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family trip.