House holiday rentals in Rhinebeck

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Popular amenities for house rentals in Rhinebeck

House rentals with a pool

Guest favourite
Home in Stormville
4.94 out of 5 average rating, 183 reviews

Private Hudson Valley Country Retreat

ElodieRating, 5 stars1 week ago
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!
Top guest favourite
Home in Saugerties
4.94 out of 5 average rating, 131 reviews

Bluestone Escape - Where everyone is at home.

LoriRating, 5 stars1 month ago
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!
Guest favourite
Home in Hudson
4.96 out of 5 average rating, 156 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

ChristopherRating, 5 stars1 month ago
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!
Guest favourite
Home in Woodstock
4.92 out of 5 average rating, 245 reviews

Little owl Japanese teahouse: pool is OPEN

MaryRating, 5 stars6 days ago
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!
Guest favourite
Home in New Paltz
4.93 out of 5 average rating, 135 reviews

Harrison Field Book6Nights, 7th Free PoolBike2Town

EmmaRating, 5 stars1 month ago
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!
Superhost
Home in Kerhonkson
4.93 out of 5 average rating, 118 reviews

Modern Lux 5-Bed, Pool Open! Dogs Welcome

KimRating, 5 stars6 days ago
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.
Guest favourite
Home in Saugerties
5 out of 5 average rating, 153 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars1 month ago
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.***
Superhost
Home in Kingston
4.85 out of 5 average rating, 105 reviews

Hudson River views with pool and hot tub

PaolaRating, 5 stars2 weeks ago
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

Guest favourite
Home in Rhinebeck
4.98 out of 5 average rating, 62 reviews

Flat Rock-Renovated 1900 Rhinebeck schoolhouse

AnneRating, 5 stars2 months ago
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.
Top guest favourite
Home in Kingston
4.94 out of 5 average rating, 308 reviews

Hudson Valley Hygge House~ comfort in the country!

HallieRating, 5 stars3 months ago
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!
Guest favourite
Home in Port Ewen
4.93 out of 5 average rating, 29 reviews

Hudson Riverfront Mid-Century Modern Home

ClaraRating, 5 stars2 weeks ago
A very special and well cared for property with great hosts. Incredible views and nature!
Guest favourite
Home in Chichester
4.97 out of 5 average rating, 153 reviews

Stunning Pvte Lakehouse•Swim•Hike•Mntn Views•F/pit

SusanRating, 5 stars4 weeks ago
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.
Guest favourite
Home in New Paltz
4.95 out of 5 average rating, 283 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

BlairRating, 5 stars1 week ago
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!
Top guest favourite
Home in Rhinebeck
4.97 out of 5 average rating, 38 reviews

Rhinebeck Retreat w/ Lake Views near Omega

RosemaryRating, 5 stars1 month ago
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.
Top guest favourite
Home in Rhinebeck
5 out of 5 average rating, 32 reviews

Historic Home w/lawn+gardens near Charming Towns

JasonRating, 5 stars3 weeks ago
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!
Top guest favourite
Home in Kingston
5 out of 5 average rating, 10 reviews

Shatemuc, a magical getaway on the Hudson River

MayRating, 5 stars3 days ago
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

Top guest favourite
Home in Rhinebeck
5 out of 5 average rating, 14 reviews

All-Season Rhinebeck Modernized Colonial Retreat

TaylorRating, 5 stars2 months ago
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!
Guest favourite
Home in Pleasant Valley
5 out of 5 average rating, 28 reviews

The Wildflower House

KyleRating, 5 stars1 week ago
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 :)
Top guest favourite
Home in Hyde Park
5 out of 5 average rating, 88 reviews

The Gatehouse in Historic Hyde Park

CinziaRating, 5 stars1 week ago
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.
Guest favourite
Home in Staatsburg
4.86 out of 5 average rating, 90 reviews

Contemporary Hudson Valley home

EmilyRating, 5 stars3 weeks ago
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.
Top guest favourite
Home in East Jewett
4.98 out of 5 average rating, 42 reviews

Creekside Couple's Retreat w/Hot tub, Sauna & More

JennRating, 5 stars5 days ago
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!
Guest favourite
Home in Kingston
4.96 out of 5 average rating, 23 reviews

NEW: Luxe Historical Style in Stone Ridge.

JesseRating, 5 stars1 week ago
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.
Superhost
Home in Rhinebeck
4.83 out of 5 average rating, 6 reviews

Quiet 3 bd, artist retreat - short walk from train

AstriRating, 5 stars8 months ago
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.
Guest favourite
Home in Tivoli
4.99 out of 5 average rating, 67 reviews

Modern House, Wild Gardens, Peaceful Creeks

GittelRating, 5 stars4 months ago
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

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