House holiday rentals in Peekskill

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Peekskill

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!
Guest favourite
Home in Warwick
4.92 out of 5 average rating, 109 reviews

Summer Retreat! Amazing Pool, Playground, 7 acres!

JohanyRating, 5 stars3 weeks ago
This property is large and roomy with plenty beds to go around including the basement with the pool and ping pong tables plus a home gym with various equipments. The outdoors were fantastic with a very nice temperature controlled pool, Jacuzzi, swings set for the little ones and enough acreage to have a soccer match. The neighborhood was nice and quiet in a great country setting with lots of wildlife to enjoy to include lots of singing birds. Our family reunion was a great success due in part to the before mentioned surroundings. Douglas was always available to resolve minor issues, very responsive and accommodating, thanks for making our stay at this property a great one.
Superhost
Home in New Paltz
4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

TatiaRating, 5 stars3 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 Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars1 week ago
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.
Guest favourite
Home in Commack
4.99 out of 5 average rating, 140 reviews

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

AliceRating, 5 stars3 weeks ago
We liked how easy it was to punch the code in to get into the home. Once in the home, it was really nice to see the welcome placard. We enjoyed access to robes, skincare, slippers, towels, etc. The game room was loads of fun. The indoor and outdoor ping pong tables were fun. We enjoyed billiards, arcade games and table games. The icing on the cake were the hot tub, the four mode shower and bidet. The Smart Home technology took a little getting used to, but it was very convenient once we did. We love the quick response time whenever we had a question or concern. This place allowed for a rejuvenating relaxing atmosphere and we are so glad that we chose “The Good Vibes” home for our debut AirBNB experience. Thanks again for hosting us in your charming abode!
Top guest favourite
Home in Pound Ridge
5 out of 5 average rating, 164 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

MeredithRating, 5 stars1 day ago
Our family of 5 and pup had the best time on this gorgeous property! The photos do not do the artful design justice, it’s simply stunning and so thoughtful. Our kids swam ever day and loved the pool. We enjoyed Grace Farms, Prospect Movie Thester and a lovely Father’s Day meal at the Inn at Pound Ridge. The kitchen is incredibly well stocked for someone who likes to cook and DoorDash was also easy to use when we didn’t feel like cooking. We will definitely be back! Thank you, RJ and John!
Guest favourite
Home in Narrowsburg
4.95 out of 5 average rating, 202 reviews

Modern House with Private Pool, Hot-Tub, Fireplace

AlexandraRating, 5 stars2 weeks ago
It was a beautiful stay and everything were just like the photos! We enjoyed our stayed!
Superhost
Home in Beacon
4.92 out of 5 average rating, 133 reviews

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

MarissaRating, 5 stars2 weeks ago
We had a great stay at Tiffany’s place! Everything was exactly as described and she was great at communicating throughout the stay.

Weekly house rentals

Guest favourite
Home in Putnam Valley
4.96 out of 5 average rating, 85 reviews

Crystal Wave LakeHouse

מאירRating, 5 stars2 weeks ago
This is one of the best places I've been! The surroundings are beautiful, the house is in a perfect location on the lake. Communication with the owner is easy and fast
Guest favourite
Home in Kerhonkson
4.96 out of 5 average rating, 312 reviews

Architect's Hudson Valley Home in the Woods

BaptisteRating, 5 stars6 days ago
Olga's beautiful modern house in Upstate New York is a real gem nestled near a wild forest. The spacious house offers plenty of room to relax and unwind after a day exploring the area. The location offers a perfect blend of tranquility and adventure, with plenty of things to do in the surrounding area. Olga was a fantastic host – incredibly responsive and flexible, which made our stay even more enjoyable. The house itself is stunning, with modern amenities and stylish decor. We had a wonderful stay and highly recommend this Airbnb!
Top guest favourite
Home in Putnam Valley
5 out of 5 average rating, 10 reviews

Dr. Ruth’s Serene Lake Retreat

EvanRating, 5 stars5 months ago
After using Airbnb for years now no other place was a perfect 10. The lake house was simply great. Not only the physical status but the follow up and generosity of the hosts where beyond. We didn’t want to leave.
Top guest favourite
Home in Cold Spring
5 out of 5 average rating, 37 reviews

Home in Cold Spring- Farm Stay!

AishaRating, 5 starstoday
This was honestly one of our favorite Airbnbs. The house was comfortable, very clean, stylish, and well-stocked (cooking basics, extra phone chargers, etc.) The property is very serene and quiet and my kids loved visiting the animals. Cheryl and Jamie even provided us with carrots to feed them. They also welcomed us with snacks and a bottle of wine. It’s a great spot!
Top guest favourite
Home in Mohegan Lake
4.95 out of 5 average rating, 57 reviews

A nice place to getaway

LizRating, 5 stars2 months ago
We’ve stayed at Filiz’s place a few times and it’s perfect! Quiet, clean, and easy to get to where we needed to be. We’ll be back!
Guest favourite
Home in Nyack
4.95 out of 5 average rating, 185 reviews

Chic Vintage Cottage in Artsy Village of Nyack

ColleenRating, 5 stars3 weeks ago
Chandra’s place was perfect for our stay. It’s incredibly quiet although close to a highway. It had everything we could need, even coffee available for use which was great. Beautiful home! Thank you Chondra!
Guest favourite
Home in Putnam Valley
4.97 out of 5 average rating, 66 reviews

Waterfront Lake House

KayleeRating, 5 stars2 weeks ago
Absolutely beautiful stay, Brian is an amazing host and went above and beyond with instructions and helped whenever needed. Their place is located in such a beautiful area, it is quiet and within 10 min drive to stores. The space is very clean and organized. My guests and I felt right at home.
Top guest favourite
Home in Cold Spring
5 out of 5 average rating, 42 reviews

Mountain Top Retreat

MaryRating, 5 stars2 days ago
Very comfy bed… great shower- lots of hot water and good water pressure. The bottled water, oatmeal and snack bars were appreciated. The home was clean and spacious. Back deck was a perfect spot to unwind. Andre and his wife were very helpful.

Private house rentals

Top guest favourite
Home in Philipstown
5 out of 5 average rating, 23 reviews

Tranquil Hudson Valley Retreat with Cedar Hot Tub

ZiweiRating, 5 stars6 days ago
Great place to stay for a family trip. Beautiful surroundings and a great modern touch up kitchen.
Guest favourite
Home in Cold Spring
4.91 out of 5 average rating, 55 reviews

Summer Adventures in Cold Spring at Gilbo's

BillRating, 5 stars3 weeks ago
We were there for a USMA graduation, and the location / accommodations worked great. Handy having a decent grocery store two blocks away. The walking loop down to the Foundry and Cold Springs Park is delightful. Nice with our house guests (extended family and friends) to be able to spread out in the place. Kitchen was spacious and awesome for family meals. Pool wasn't open yet, but looked inviting to add to the outside BBQ area.
Guest favourite
Home in Greenwood Lake
5 out of 5 average rating, 22 reviews

Lakeview House ~ Hot Tub, Firepit, Stunning Views

ScottRating, 5 stars2 days ago
The home was pristine and beautifully designed, feeling like a brand new home. Everything was purposely placed to have exactly what you would think you’d need. The host is extremely friendly and super responsive. The views of the lake are awesome. The bedrooms are huge and the beds and bedding are extremely cozy (we all slept like babies). The duel decks are a really cool set up with the hot tub on the bottom such a cool vibe with really nice ceiling lights hanging. We came for a work escape as a team, and this was a great stay for us. The bedrooms upstairs also had their own little balconies, which is great to enjoy a morning cup of coffee before getting our day started. They also had all the amenities in the kitchen you could ever need.
Guest favourite
Home in Putnam Valley
4.97 out of 5 average rating, 36 reviews

Sunny house on Lake Oscawana

JustinRating, 5 stars2 weeks ago
Gaby's place was perfect for our weeklong family stay in early June. The setting is beautiful and quiet with the croaks of frogs greeting us in the evening and song birds in the morning. The natural light, stunning views of the lake and hills, and the uniqueness of each of the rooms added to the feeling of being on retreat. The kitchen was stocked with every item we would stock in our own home making it a breeze to cook meals for the whole family. The bedrooms are spacious, comfortable and private. We loved hanging on the dock with our kids and paddling on the lake with the provided paddle boards and kayaks. Oh... and the sauna was an added treat. We were very appreciative of Gaby's hospitality and quick response to questions. We will recommend her place to friends and hope to stay again in the coming years.
Top guest favourite
Home in Accord
5 out of 5 average rating, 65 reviews

Accord River House

KacyRating, 5 stars2 weeks ago
This was hands-down, my favorite. Air B&B ever! We hope to return and spend more time on our next visit. We were literally immersed in and surrounded by nature and it was so beautiful and peaceful. It also felt like home the minute we stepped in… like going to a friend’s “country weekend” place where the books, puzzles, games, records, artwork, handcrafted pottery, electric blankets, dog beds and more (!) just make you feel at ease and in comfort. This place is so loved and it shares that love with its visitors. Thank you to the owners for sharing such a special place!
Top guest favourite
Home in Narrowsburg
4.92 out of 5 average rating, 52 reviews

Modern Secluded Retreat

GajaRating, 5 stars3 weeks ago
Beautiful, private, and quiet spot to enjoy a night away. Lovely modern decor, birds chirping, and very comfy bed! We had a great time
Top guest favourite
Home in Philipstown
5 out of 5 average rating, 14 reviews

Charming contemporary cottage with lap pool

MikeRating, 5 stars3 weeks ago
Jad was an amazing host. Super responsive and always aiming to make us comfortable and make sure our needs or requests were addressed. Clearly, he's put a lot of work into this unique property. It housed our extended family of 8 well. He was super flexible about checking in as we arrived earlier and the property was ready. This made for a much less hectic day on our first day. Highly recommend this cottage. He even had the pool ready for our use, but the unseasonably cold weather prevented us from enjoying the pool. Thanks for being so responsive.
Top guest favourite
Home in Putnam Valley
4.96 out of 5 average rating, 49 reviews

Art Grove

DanielleRating, 5 stars2 weeks ago
Excellent in every way! The hostess with the mostest. You can’t go wrong staying at Russell’s place. We literally felt like we were guests staying with family or house sitting for them. It felt very comfortable and they have thought of absolutely everything from condiments, vinegars, saran wrap, aluminum foil and all necessary pantry items. Even a brand new shower liner (yes I took notice of everything). We felt right at home and very welcomed in their secluded and peaceful home. Would highly recommend and definitely return to stay if back in the area again.

Quick stats about house rentals in Peekskill

  • Total rentals

    20 properties

  • Nightly prices starting at

    $77 SGD before taxes and fees

  • Total number of reviews

    880 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

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