
Holiday rentals in Rye
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Top-rated holiday rentals in Rye
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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!

Spacious 3b/3b Mediterranean in White Plains
Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Gem by the water+ firepit and all fenced backyard
An episode of The Curious Case of… was filmed right here at the property. Stay where the cameras rolled and experience the same atmosphere that caught the producers’ attention. One block away from the water & 3 blocks away from Dolphin Cove. Enjoy walking and site-seeing. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. The house has also a lower-level unit.

Entire 4BR House, Walk to Train! Yard + Parking
Enjoy the 4BR/2BA house to yourself in one of Westchester’s most family-friendly communities, <40 min from NYC. Ideal for families (dog friendly, 1 per stay), relocations and longer stays, with a fenced yard, parking, fast Wi-Fi, washer/dryer and kid essentials (a crib, bassinet & more). Walk to Metro-North (13 min), stores, restaurants and Mamaroneck Ave. Kids will love the fenced yard and Florence Park down the block, with a playground, basketball and tennis. Need a longer stay? Ask us!

Rye Cottage - Walk to Beach & Playland
Our cozy cottage is walking distance to shops, beaches, boardwalk, waterfront restaurants, Tiki bar and bier garden, park, pool and historic Rye Playland amusement park. Enjoy easy access to everything from this perfectly located home base. It's a short drive to our quaint town with boutiques for shopping and a wide variety of restaurants to choose from or jump on Metronorth for a train ride to the city. Finish the day with a barbeque or relax by the fire table in our cozy outdoor space.

Modern Luxury 1BR | Heart of Downtown Stamford
Fully renovated modern 1BR plus Sleeper Sofa with Queen Gel Mattress in the heart of Downtown Stamford with a private entrance for added privacy and a boutique-style feel. Just one block from top restaurants, bars, Supermarket, pharmacy, movie theaters, and parks. Walking distance to Metro-North for fast, easy NYC access. Enjoy free private parking, a fully equipped kitchen for all your needs, washer/dryer, a stylish, cozy space designed for comfort, convenience, and a seamless stay.

DoWnToWn HoUsE / 3 min WALK to train station
🏡 ARCHER's house offers the comfort of a large, well-equipped home with all the amenities of a city center. Single-family home 🏠 in downtown HARISSON, NY, freshly renovated, in a quiet and peaceful environment (no train noise, no passing traffic). 🚂 Only a 3-minute walk from the MTA (Metro-North Railroad / HARISSON Station) (to NYC Grand Central Station with Express train in 32 min). 🛒 Also a 3-minute walk from all shops, restaurants, CVS supermarket, Starbucks, and more.

Large New 4BR• Sleeps 13• Grand Central 30 mins
New York Gate is a bright, spacious, newly renovated 4-bedroom home on the NYC/Westchester border in Mount Vernon. Ideal for families & groups seeking the space of a whole home with fast direct access to New York City & the Hudson Valley. Grand Central is just 27–30 minutes away via Metro North. The perfect base for NYC sightseeing, sporting events, concerts, college visits and exploring the surrounding region. Free driveway parking. 241st Subway (2 train)-10 mins walk

Seashell Bungalow | 3 Bed 1 Bath | Beach House
Seashell Bungalow - located in Stamford, just a stone's throw from NYC. Less than a 2-minute walk from the beach. Perfect for those looking to enjoy the tranquility of the beach with the city life nearby. Outdoor dining area - perfect for summer evening relaxation. Fully equipped for fun and adventure - paddle boards and various games available. Ideal for family vacations or a friends’ getaway. Book your stay today and enjoy an unforgettable beachside adventure!

Guest Suite w/ Private Entrance
Cozy lower-level studio with private entrance, separate from the main living space. Located just 1.2-1.3 miles from Metro-North stations (Rye & Port Chester) for easy NYC access. Sleeps 4 with a queen bed, 2 twin beds, and a pull-out couch. Full kitchen with essentials. Shared patio (owners' dog may be outside). 1 parking spot on-premises, additional parking nearby. Across from a shopping plaza with grocery, CVS, Dunkin', and restaurants. 1 mile to The Capitol Theater.

Beautiful guesthouse - Larchmont
Newly furnished 2nd floor detached studio with private entrance. One large bedroom with queen-size bed, full bath with spacious shower, kitchenette, and armoire. Lots of light and beautiful views overlooking luscious landscaping and the surrounding quiet Rouken Glen neighborhood. Studio sits over garage. Access to spare washer/dryer in our basement is also available. 4 min drive to Larchmont station (35 min train to Grand Central).

5BR Coastal Home, Walk to Beach, Private Yard
Make yourself at home in this bright 5-bedroom getaway just a short walk from Cove Beach and Park. Enjoy a private fenced yard, game room, fire pit and plenty of ways to spend time together—whether you’re here for a family trip, weekend with friends or an extended stay. Downtown Stamford is just a few minutes away, while the beach, waterfront trails, playgrounds and recreational areas are close enough to enjoy throughout your stay.
Popular amenities for Rye holiday rentals
Other great holiday rentals in Rye

Hudson Luxe 79

Luxury 3BR • Sleeps 10 • Walk to Metro • Parking

Comfortable House in North Shore, Long Island

3br + game rm abt 45min drive or easy train to NYC

Boutique-Style Stay in charming 1893 Home

Westchester County quiet neighborhood

Sunny Downtown Stamford Apt

Newly Renovated Modern 4b3b Home
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- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Yale University
- Jones Beach
- Columbia University
- Yankee Stadium
- American Dream
- MetLife Stadium
- New York City Center
- Rockefeller Center
- United Nations Headquarters
- Empire State Building
- Bear Mountain State Park
- Bryant Park
- Barclays Center
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Brooklyn Bridge
- Radio City Music Hall
- Astoria Park
- Fairfield Beach
- Thunder Ridge Ski Area





