Pet-friendly holiday rentals in Orangetown

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Lower Hudson Valley Idyllic Retreat

Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

Blacksmith Bldg Guesthouse Upscale in downtown.

The Blacksmith Building built 1891, Upscale guesthouse since 2015. Enjoy peaceful evenings on this street, second-floor walk-up in the heart of downtown Yonkers. 100 meters away from the Metro North - Hudson River line. Just 30 minutes south to NYC or head north to explore the Hudson River towns, and majestic Hudson Valley. Entire 1000 sq. ft. live/work loft w/ 1 bedroom, 1 bath, sunroom and high-end kitchen. 1 queen + 2 twin beds. Walk to all, including renowned restaurants, museums, & river.

Cabinessence -on Greenwood Lake, NY #34370

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

Waterfront Lake House

Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

Spacious apartment in Hastings-on-Hudson near NYC

Our two-bedroom, floor-through apartment is in a prime, walkable location. The scenic Croton Aqueduct Trail is behind the house, with Hudson River views. Within walking distance is the train to NYC (30-40 min away) or Hudson Valley towns; coffee, restaurants, shops, parks, the supermarket & farmers market. It's pet-friendly and perfect for family visits, NYC escapes, scouting out the town for prospective moves, and waiting out home renovations. We reserve a parking spot for guests.

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $19 cleaning with or without pets.

Sweet & Cozy Home | Free parking

Public transportation just minutes away—bus steps from the home and train very close. Sweet & Cozy Home only 30 minutes from Manhattan. Welcome to your home away from home in Yonkers, NY. This two-floor apartment is perfect for families or groups, offering three comfortable bedrooms, a fully equipped kitchen, a cozy living room with Smart TV, and a private porch for morning coffee or evening relaxation. Easy commute to Manhattan, Bronx Zoo, Yankee Stadium, and other NYC attractions.

Skiiis N’ Tees • Mountain Views • Pet Friendly

Skiiis N’ Tees is a 3-bedroom, 2-bath, four-season getaway where mountain views and fresh air do wonders for the soul. Just a short drive from NYC, it’s perfect for couples, families, girls weekends, or guys’ golf trips. This stylish end-unit condo sits beside a 9-hole golf course and is just 5 minutes from the slopes. Hike, sip at vineyards, or go apple picking—there’s something for everyone. One dog stays free. Pack & Play available. Come for the views and stay for the vibes!

Entire 2 Bedroom apt, Hastings-On-Hudson near NYC

This brand new two-bedroom apartment is perfect for experiencing the beauty of the Hudson Valley while being a 5-10 min walk away from the Metro North station (45 min ride to Grand Central). It is very close to the heart of downtown that is filled with locally well-known restaurants, coffee shops, and a farmers market. This apartment includes a spacious backyard, perfect to enjoy breakfast with your family or group of friends with a view of the Hudson River.

2026 World Cup! Beautiful Colonial Near MetLife

• Only 6 miles and 10 minutes to MetLife Stadium — 2026 FIFA World Cup venue! • Ten miles from the heart of NYC • Six miles to American Dream Mall • 45 minutes to Hudson Valley, Angry Orchard, and City Winery • 45 minutes to the Poconos, the NJ Shore, and Woodbury Commons • 90 minutes to the Hamptons • Endless dining options within walking distance • Whole Foods, ShopRite, Aldi, and Target all within one mile • Every major retailer within five miles

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Escape to a stylish 3BR cottage with a private pool, cinema room, game room, and fire pit - perfect for families, couples, or solo travelers. Surrounded by woods and just minutes from Cold Spring, hiking trails, ski resorts, and charming shops. Relax by the electric fireplace, enjoy movie nights, play pool, or unwind with forest views from your private deck. A cozy, well-equipped retreat for peaceful getaways and Hudson Valley adventures year-round.