
Holiday rentals in Milton
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Top-rated holiday rentals in Milton
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Top guest favourite

Flat in Newburgh
4.97 out of 5 average rating, 61 reviewsThe Lakeside Suite- Hudson Valley Restful Retreat
JungRating, 5 stars2 weeks ago
We enjoyed our stay! It was consistent with all reviews we read. Clear instructions were provided. We appreciated the attention to detail on how the room was setup and organized including phone chargers. Amenities and convenient items were available. The host was also very responsive to any questions. It was very comfortable. Highly recommend!

Home in Marlboro Township
4.9 out of 5 average rating, 91 reviewsOwl's Nest: A Nature Lover's Getaway
Dan And GraceRating, 5 stars2 months ago
The home was everything we could ask for, my wife Grace and I really loved the place and our son really felt at home and enjoyed the space. It was very private and the outdoors area was great, we were able to prepare an Easter egg hunt for our son very comfortably. The kitchen had everything we needed and the living spaces were very comfortable. We absolutely enjoyed all the coziness of the home and the outdoor space. Our family would love to return to the Owl's Nest.

Home in Highland
4.75 out of 5 average rating, 32 reviewsLife in Color, Live Art Home
WaruneeRating, 5 stars5 months ago
We just came back from a week stay in this home and we found it to be better than the pictures. There is no way to accurately articulate how unique this house is, as well as the surroundings. We had snow during our stay so our kids (7 & 11 yrs old and California boys) couldn’t wait to pelt each other with snowballs and go sledding. It wasn’t a ton of snow, but there is a perfect slope right on the property that is steep enough to produce enough speed for the kiddos but levels off at the end where you don’t have to worry about them losing control. The house is well stocked with all the things that you need but never want to buy new when you’re traveling because in actuality you’re only going to use a very small amount — like cooking oil, spices, sugar, coffee, ketchup, etc…. If you have friends in town, this house is perfect for a nice dinner party or a small get together. There are lots of nooks and crannies to discover. Lovely home. Would definitely like to come back!
Guest favourite

Home in Poughkeepsie
4.93 out of 5 average rating, 44 reviews3000 sq ft Poughkeepsie home with chef's kitchen
RosanaRating, 5 stars2 days ago
Bruce is a very friendly person, responding to my messages within in minutes
Guest favourite

Cabin in Marlboro Township
5 out of 5 average rating, 12 reviewsCascade-Cabin
BenRating, 5 stars3 days ago
The location exceeded all expectations. This is one of the few Airbnb‘s that’s actually more beautiful than the pictures. Serenity at its finest. We were greeted by baby deer and a beautiful flock of birds that set the tone for an amazing weekend. Wineries and walks over the Hudson River are a short 20 minute drive away. Fantastic dining along the Hudson. Steve is a true professional host. He only took five minutes of our time and we figured everything else out. The fire pit was amazing with ample wood. Lake view and waterfall and ruins are even better in person than the pictures. The house is spotless and well designed with 2 incredible bathrooms. No cons. All pros. One of the few rentals I’d come back to.

Farm stay in Marlboro Township
5 out of 5 average rating, 4 reviewsGallery On The Pond
EliRating, 5 stars3 days ago
This stay was exactly what we needed and Shula’s place was wonderful! The space was very clean, really nicely decorated and thought out, and had the cooking and grill items we needed. Shula was super welcoming — responsive, kind, and truly went above and beyond to make us feel at home. Even brought us watermelon! The property is so peaceful and lovely. We are looking forward to coming back again to escape NYC
Top guest favourite

Private room in Beacon
4.88 out of 5 average rating, 371 reviewsCalli's Room in Beacon 1794 Home Walk 2 Train
DawnRating, 5 stars1 week ago
This was my second time staying with Patricia and I love it! The house itself is beautiful. The walkability to restaurants, the waterfront and the train station is excellent. Patricia and Steve are so welcoming -- and it was really nice to have tea provided in the evening and a fresh brewed pot of coffee in the morning! I look forward to staying with them again!
Guest favourite

Home in Highland
4.89 out of 5 average rating, 9 reviewsWoodsy Home with Garden + Office
VictoriaRating, 5 stars1 month ago
We had a lovely stay at Yrenilsa’s lovely apartment over Memorial Day weekend. We were in Poughkeepsie for a graduation, and being able to come home to a quiet, private, beautiful and peaceful abode was wonderful. We slept better than at home! The apartment was spotless, well appointed, comfortable and welcoming. Yrenilsa and Krystal were very easy to communicate with and responsive hosts! We hope to be back one day!
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- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Thunder Ridge Ski Area
- Taconic State Park
- Resorts World Catskills
- Ringwood State Park
- Sherwood Island State Park
- Calf Pasture Beach
- 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
- Rockland Lake State Park
- Weed Beach
- Windham Mountain
- Sterling Forest State Park
- Tallman Mountain State Park
- Greenwich Country Club