House holiday rentals in Millbrook

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Popular amenities for Millbrook house rentals

House rentals with a pool

Guest favourite
Home in Stormville
4.94 out of 5 average rating, 182 reviews

Private Hudson Valley Country Retreat

JackieRating, 5 stars2 weeks ago
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!
Top Guest favourite
Home in New Paltz
4.98 out of 5 average rating, 489 reviews

midcentury mod * POOL * walk out trail to mohonk

EleonoraRating, 5 stars3 weeks ago
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍
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 stars3 weeks ago
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!
Superhost
Home in New Paltz
4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

TatiaRating, 5 stars2 weeks ago
I spent my birthday at this beautiful house and couldn’t have asked for a better experience. The place was spotless and full of natural light, with lovely views that made the stay even more special. The atmosphere was peaceful and clean, and the house had everything we needed for cooking and relaxing. I truly felt at home and appreciated all the thoughtful touches. Highly recommend for anyone looking for a cozy, well-equipped getaway!
Guest favourite
Home in Woodstock
4.92 out of 5 average rating, 244 reviews

Little owl Japanese teahouse: pool is OPEN

JaneRating, 5 stars2 weeks ago
My husband and I had a wonderfully relaxing time at the Little Owl Teahouse. It’s a cozy and well-outfitted cabin with a super comfy bed and a great leather reading chair. Drank lots of the delicious mountain well water. Made breakfast in kitchen — love the pans and electric cooktop. Short drive to Woodstock for dinner. And oh the beauty of the surroundings - scenic views everywhere. Our two little doggies were happy to romp in the fenced in yard. Little too chilly when we were there but pool looks so appealing. Lisa is a proactive and super responsive host.
Guest favourite
Home in Ghent
4.88 out of 5 average rating, 318 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

JasonRating, 5 stars3 weeks ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.
Guest favourite
Home in New Paltz
4.93 out of 5 average rating, 135 reviews

Harrison Field Pool SummerUpstate GetAway Hiking

EmmaRating, 5 stars3 weeks 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!
Guest favourite
Home in Cottekill
4.95 out of 5 average rating, 275 reviews

Peace & Privacy - High Falls (hot tub & salt pool)

TylerRating, 5 stars4 weeks ago
Amy & Sean's place was perfect. We choose it for its proximity to our wedding venue and couldn't be happier. The HOT Tub was just what we needed after a long day of preparing for our wedding. 100% recommend and will definitely consider staying again.

Weekly house rentals

Guest favourite
Home in Stanfordville
4.96 out of 5 average rating, 54 reviews

Roam the 10 Acres of This Charming Country Retreat

Charushilla NarulaRating, 5 stars2 weeks ago
We were visiting Poughkeepsie for our daughter’s graduation and wanted a hassle free place to stay so we could focus on the momentous occasion. Anne and Tosso’s place was perfect - away from the city and yet connected to salons and local restaurants - and self-sufficient. In no time, we found ourselves enjoying the tall trees, the walkways, the hammock, the friendly deer visits and the various nooks and corners of their extremely spacious and comfortable home. Moreover, since the hosts don’t live too far from the house, it’s easy to reach out to them if and when needed. We are truly grateful for your gracious hosting, Anne & Tosso
Guest favourite
Home in Dover Plains
4.92 out of 5 average rating, 38 reviews

Hillside Grove

SamuelRating, 5 stars2 weeks ago
We had a wonderful stay! The place was clean, comfortable, and exactly as described. It was perfect for the whole family. The host was very responsive and helpful throughout our stay. Highly recommend—would definitely stay here again!
Guest favourite
Home in Sharon
4.92 out of 5 average rating, 36 reviews

Beautiful sun filled cottage in the woods

JadeRating, 5 stars6 months ago
We hosted a Friendsgiving here and it was so lovely. From the falling snow to the open concept, it was a wonderful gathering abode for the holiday. Thank you!
Top Guest favourite
Home in Clinton Corners
5 out of 5 average rating, 53 reviews

Enjoy the Hudson Valley at our quiet Farmhouse!

KatherineRating, 5 stars3 weeks ago
We stayed at Stephen’s place for our daughter’s graduation from Vassar. Our group of seven felt very comfortable there. The house was so comfortable, and we were all were able to relax and hang out together. Thanks again!
Top Guest favourite
Home in Sharon
5 out of 5 average rating, 28 reviews

Nature lover’s retreat in NWCT, breathtaking views

ScottRating, 5 stars5 months ago
Kellen and Samantha's home and property are very special--a wonderful location for a restful retreat in nature that is also a short drive to several charming towns in northwest Connecticut. The hilltop site offers breathtaking views of surrounding mountains, valleys, and forest. The residence sits atop a long driveway off a gravel road so is serenely quiet and private. Inside, the space was immaculate, thoughtfully designed, and very comfortably furnished. The shower, bed, towels, and linens were all particularly fantastic, as was the full kitchen which allowed us to cook nightly. The area is exceptional for hiking, culinary delights, and all sorts of shops. And our hosts were proactive, helpful, and clear in all of their communications. We really loved staying here, as did our dog, and we hope to return. Highly recommended!
Top Guest favourite
Home in Salt Point
4.96 out of 5 average rating, 46 reviews

Hidden Country Escape - 1.5 HRS From NYC

DarRating, 5 stars2 weeks ago
This was our first stay but will not be our last. Excellent host! Everything was as stated in the description. Comfortable bedding and all the amenities needed. Very clean and organized. Highly recommend.
Superhost
Home in Pleasant Valley
4.83 out of 5 average rating, 81 reviews

Country Cottage: Hudson Valley - Millbrook Area

AineRating, 5 stars3 weeks ago
This is a lovely stay nestled in the heart of Dutchess County. It is a short drive to Millbrook and not too far to Poughkeepsie and other surrounding towns. The home was clean and well kept. It has all the items you may need. The yard and spacious and surrounded by mature nature on a quiet road. An alpaca farm is just up the road and Zoe's Ice Cream Barn is around the corner. We would surely stay here again.
Guest favourite
Home in Salt Point
4.92 out of 5 average rating, 51 reviews

Salvato Mill-designer escape w/ private waterfall

ChrisRating, 5 stars5 months ago
we had a wonderful stay at Salvato Mill, a truly unique and special place. it was exactly as described, so peaceful and rustic. we really enjoyed it!

Private house rentals

Guest favourite
Home in Poughkeepsie
4.97 out of 5 average rating, 38 reviews

Private retreat on 12 acres w hot tub and bbq

MariaRating, 5 stars3 weeks ago
The LaGrange Farmhouse is lovely! The grounds are beautiful and well-maintained. The house itself is charming and well appointed. The photos do not do justice to beautiful home and property! Brandon is a very responsive, respectful host.
Superhost
Home in Pine Plains
4.84 out of 5 average rating, 32 reviews

Historic Cottage w Brand New Hot Tub and Game Room

Alycelee Rating, 5 stars3 months ago
We had a great time! Loved the dear old house with modern amenities. Host was very responsive. We look forward to going back! ❤️
Top Guest favourite
Home in Pine Plains
5 out of 5 average rating, 7 reviews

Stunningly Designed Historical Icon w/ Hot Tub

NataliaRating, 5 stars3 months ago
Still gleaming from an unforgettable stay at Willow Vale which is hands down a 5-star gem! The design of the house is one-of-kind where every detail piques curiosity and wonder. The library stole our hearts from the start, brimming with an extensive book collection and unique treasures. We sat by the fire here every night. The sunroom was the perfect daytime spot where we napped, worked, ate and played games. It’s impossible not to fall in love with the kitchen…we cooked almost every meal. Enjoying the hot tub under the stars was a highlight. We loved that there was a telescope and took advantage of it. The river was serene with a perfect swimming hole…and cold plunge! The house is secluded and there is so much to do nearby. It’s truly the land of hidden gems. Stissing House for dinner is a MUST. As their home might suggest, Matt and Whitney go above and beyond as hosts. They made this family vacation special for us in every possible way. We cannot wait to return!!!
Top Guest favourite
Home in East Jewett
4.98 out of 5 average rating, 40 reviews

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

IzabelaRating, 5 stars1 day ago
My husband and I were blown away by the beauty and thought that was put into this private destination. The moment you step on property, the freshness of the air and sounds of the creek are immediately calming. Diana was incredibly nice and very communicative before and during the entire stay. Activities: The sauna, creek, hot tub, pizza oven, grill, fire place/pits, hammocks- the amenities are amazing and unlike any other Airbnb I have ever been in before. So much that besides a quick dinner out one night (12 min away) and a nice walk around the Mountain Top Arboretum with our dog, we wanted to spend our time at the property. We called it our personal sanctuary spa!! The home: The home style is minimalistic but homey and every single item is top notch quality. There are no shortcuts- the entire place is a work of art. The bedroom and bathroom inspired me to reanalyze my own bedroom style. Thank you for upping the Airbnb game!! Can’t wait to come back to this magical spot! ✨
Guest favourite
Home in Staatsburg
4.86 out of 5 average rating, 90 reviews

Contemporary Hudson Valley home

EmilyRating, 5 stars2 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.
Guest favourite
Home in Port Ewen
4.93 out of 5 average rating, 27 reviews

Hudson Riverfront Mid-Century Modern Home

KevinRating, 5 stars3 weeks ago
A beautiful, comfortable house right on the Hudson with stunning views. We loved watching all the life on the river, herons and loons and ducks, as well as boats from tiny crafts to massive barges. There are great hikes just a short distance away. It is a perfect place to rest, write, draw, and make music.
Guest favourite
Home in Salt Point
4.94 out of 5 average rating, 18 reviews

Hidden Charm in Hudson Valley

JonathanRating, 5 stars2 days ago
Totally recommend this Airbnb as a weekend retreat from NYC. Fairly priced, great host, spacious house and surroundings, only 1.5hrs away from NYC. First off, it sits on a 40 acre lot with a gated driveway - perfect for privacy and a sense of seclusion. The house itself is a bit dated, but spacious and well equipped with kitchen amenities and games/activities. The real winner is the outdoor space, with a large mowed backyard (and grill, fire pit, picnic bench, etc.). The house also sits on top of a hill with beautiful views of sunsets and the neighboring hills. The host was great, very responsive, allowed us to check in early. All in all, happy to recommend it.
Top Guest favourite
Home in Rhinebeck
4.97 out of 5 average rating, 38 reviews

Rhinebeck Retreat w/ Lake Views near Omega

RosemaryRating, 5 stars3 weeks 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.

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