
House holiday rentals in Rhinebeck
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Top-rated house rentals in Rhinebeck
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Popular amenities for house rentals in Rhinebeck
House rentals with a pool

Private Hudson Valley Country Retreat
We were absolutely charmed by this stunning house, surrounded by breathtaking nature and offering incredible views—especially over the lake. Every corner is filled with character and warmth, making it feel like a true hidden gem. A huge thank-you to our wonderful host Sandy, who was incredibly thoughtful and proactive throughout our stay. We couldn’t have asked for a better experience. We’ll be back without a doubt!

Bluestone Escape - Where everyone is at home.
Billy and Rhobin were so helpful and easy to communicate with. The house was so comfortable and peaceful. The property was lovely! 5 Stars all around! Thank you for a fantastic stay!

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!

Little owl Japanese teahouse: pool is OPEN
The teahouse and surroundings were relaxing and peaceful. We saw groundhogs, deer, and chipmunks from the porch and our 2 dogs loved exploring the field and wandering in the nearby woods. The pool was amazing and warm despite the rain and the natural landscaping couldn’t have been more beautiful. We really enjoyed our stay!

Harrison Field Book6Nights, 7th Free PoolBike2Town
We had a great stay at Nathan’s place. The playroom was great for our kids and we all enjoyed the pool. The view was also beautiful. We will definitely be back!

Modern Lux 5-Bed, Pool Open! Dogs Welcome
The graves home was very comfortable. It was very accommodating. It had enough room for the whole family. We were not on top of each other. The beds were extremely comfortable. The last place we stayed at the beds were horrible. These were absolutely comfortable. It was very peaceful and quiet no surrounding neighbors. It was wonderful to wake up and see the deer in the backyard every morning while I was drinking my coffee. The host was great. He responded within 5 to 10 minutes every time I had no issues would definitely recommend staying here if you’re looking for a quiet, relaxing family getaway. and the pool is wonderful.

Upstate Modern Scandinavian Barn in the Catskills
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***

Hudson River views with pool and hot tub
I wanted a peaceful, relaxing trip with all my girlfriends and that’s exactly what we got!! The place was beautiful with amazing amenities and an even better view of the water. The pool was the perfect size for our group (9) and the jacuzzi was also great. The house and rooms were very spacious, and finally, the host Marisa was super responsive and helpful. Overall a very lovely experience, would definitely book again!
Weekly house rentals

Flat Rock-Renovated 1900 Rhinebeck schoolhouse
This is the loveliest short-term rental in Rhinebeck, in my opinion. It’s like a perfectly laid out ski house: a central kitchen/dining/couch area with bedrooms front, back and above. The view is enchanting: trees and an open field, with mountains beyond. The property is clean and well maintained. The kitchen is well equipped. Close to Amtrak (too far to walk) and downtown Rhinebeck. Access and “how to leave” instructions clear. We loved our stay.

Hudson Valley Hygge House~ comfort in the country!
My boyfriend and I were looking for a relaxing weekend escape from NYC and couldn’t have picked a better spot. We came to explore Kingston but loved the house so much that we were just as happy staying in, playing games, and soaking in the cozy vibes. The home is beautiful and thoughtfully appointed — I can only imagine how magical it must be in the summer with the porch, or in the fall with the foliage. Even in late winter, it was idyllic. The location is perfect — just about 10 minutes from Kingston, so it’s super easy to pop into town while still feeling tucked away. We’d absolutely stay here again!

Hudson Riverfront Mid-Century Modern Home
A very special and well cared for property with great hosts. Incredible views and nature!

Stunning Pvte Lakehouse•Swim•Hike•Mntn Views•F/pit
Excellent location with private pond. This home was truly built for a family gathering. Wonderful entertaining spaces, large fireplace with an expansive kitchen to cook in. There is a large game room with board games to suite all ages, billiards, croquet, and a small row boat for fun.

Welcome to The Boathouse! Waterfront/Boats/Hot tub
A very lovely place to stay! The description matched the place exactly. We enjoyed spending a lot of time outside on the deck bird watching and even saw some fish jumping in the river. The property is also very private which was a huge plus -- no visible neighbors in any direction while spending time outside. Seth was a very responsive host and did a great job with the design of the house. There were lots of thoughtful touches that made the stay extra nice. Would love to stay again!

Rhinebeck Retreat w/ Lake Views near Omega
Heather‘s place was absolutely immaculate! Beautifully decorated, the most comfortable beds, linens and towels imaginable. Peaceful tranquil I especially enjoyed the yoga room. I will definitely go back again and I highly recommend this place to anyone looking for something peaceful and beautiful.

Historic Home w/lawn+gardens near Charming Towns
We had a wonderful stay at this charming retreat near Rhinebeck! The home was perfect for us and our dogs, with plenty of space to relax, a beautiful backyard, and a quiet, peaceful setting. The location was ideal—close to Rhinebeck and Red Hook for dining and exploring, yet tucked away enough for a true escape. Shane was incredibly helpful throughout our stay. I had several questions, and he always responded promptly and thoroughly, making our experience seamless. I even left a few items behind, and Shane kindly offered to send them back to me—such a thoughtful gesture. We’d love to stay here again and highly recommend this property to anyone looking for a relaxing stay!

Shatemuc, a magical getaway on the Hudson River
Nick was a really responsive and proactive host, which especially stood out when we had a slight issue with the fire alarm (kept beeping). Nick was immediate to address and offer solutions (let us know how to dismantle it ourselves but also had somehow come fix it shortly after). Views from the house were beautiful and house felt private/secluded even though there were neighbors.
Private house rentals

All-Season Rhinebeck Modernized Colonial Retreat
House was perfect and very comfortable for two families to stay. The kids (aged 6-8) loved exploring the property, playing on the rope swing, and evening movie nights in the cozy living room (with a closed door so parents could chat in the kitchen downstairs). The adults enjoyed unwinding at the outdoor enclosed fire pit, the really comfy beds, and the amazing kitchen!

The Wildflower House
Such a great spot. Perfect size for a couple. Everything is really nicely laid out and we were especially thankful for how well stocked the kitchen came. Really beautiful view out the huge front windows. Also, super comfortable bed :)

The Gatehouse in Historic Hyde Park
This was a wonderful find and stay. We are very thankful to have found it. The attention to detail in this home is beyond appreciated. From the light switches to the furnishings and beyond it was perfect for us. Thank you so much. We will definitely return when in area.

Contemporary Hudson Valley home
The house was awesome! We loved the decor and everything we could possibly need was provided. It was great dealing with Evan. He was responsive and helpful.

Creekside Couple's Retreat w/Hot tub, Sauna & More
Lovely stay! The place was spotless, beautifully decorated, and clearly designed with care. Everything felt thoughtfully chosen, and the amenities were great—comfortable bedding, quality toiletries, and a well-stocked kitchen. Would definitely stay here again!

NEW: Luxe Historical Style in Stone Ridge.
Beautifully designed home with really high end furniture. Aesthetically pleasing. It is right next to a main road, so there is a lot of noise from the cars. But once we got used to it, it was ok. Loved the house though.

Quiet 3 bd, artist retreat - short walk from train
Elise's place is really great! We were very comfortable right away. There is a large kitchen, and full dining room where we did some entertaining. And the living room is super cozy for hanging out, reading and watching movies. There happens to be a record player and a huge selection of old LP's to play which gave the place an extra vintage feeling and helped us feel even further away from the bustle and stress of city life. I highly recommend a stay at Elise's home in the Rhinecliff area.

Modern House, Wild Gardens, Peaceful Creeks
We booked this home hours before getting there because our prior one was cancelled. The host was so nice and her home is amazing. It isn’t the typical generic air bnb and I was so happy that my daughters were old enough to appreciate how special it is. For our family what made it really comfortable was the bedrooms were spread out on opposite ends of the house and each had its own bathroom - and they are beautiful bathrooms. The windows are huge - and the winter views were crazy - the house is high up with rolling woods and a winding stream below. The furniture, artwork and even the cereal bowls were fascinating to look at. The house is very fresh smelling - no mold or musty odors and was spotlessly clean with quality and comfortable sheets and down pillows - beds were heavenly actually. We drove to Saugerties and Woodstock nearby but mostly stayed at the house though for a wonderful time.
Quick stats about house rentals in Rhinebeck
Total rentals
60 properties
Nightly prices starting at
$102 SGD before taxes and fees
Total number of reviews
3.9K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Thunder Ridge Ski Area
- Taconic State Park
- Resorts World Catskills
- Zoom Flume
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Windham Mountain
- Norman Rockwell Museum
- Beartown State Forest
- Mohawk Mountain Ski Area
- Hancock Shaker Village
- Opus 40
- Naumkeag
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Ski Sundown