Rye holiday lettings

We found 401 holiday rentals — enter your dates for availability
Discover a selection of 7 homes and other holiday rentals in Rye that are perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as a fireplace and garden. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Rye

Showing deals for:11 Dec - 18 Dec

Inglenook and grand staircase in the living room.
Garden with view of Tea House.  Indoor access to the Tea House is not available.
view from East facing terrace looking at Long Island Sound
Atrium with entrance to the pergola and BBQ area.
Exceptional
(70 reviews)

Waterfront Retreat Center for Health & Wellness

New Rochelle

9% off
£8,859
for 7 nights, 1 villa
£1,266 per night
includes taxes & fees
Waterfront Retreat Center for Health & Wellness
Living area
Children’s area
Outdoor dining
Private kitchen
Exceptional
(49 reviews)

Quaint duplex with private yard. Walk to beach, dining, & shopping!

Greenwich

7% off
£1,860
for 7 nights, 1 home
£266 per night
includes taxes & fees
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Children’s area
Children’s area
Outdoor dining
Private kitchen
Exceptional
(18 reviews)

Serene upstairs apt. Walk to town, train, & beach ferry! Off-street parking.

Greenwich

7% off
£2,362
for 7 nights, 1 apartment
£337 per night
includes taxes & fees
Serene upstairs apt. Walk to town, train, & beach ferry! Off-street parking.
Exterior
Marina
Living area
Outdoor dining
Wonderful
(16 reviews)

<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽

Stamford

7% off
£982
for 7 nights, 1 apartment
£140 per night
includes taxes & fees
<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽
Room
Interior
Private kitchen
Interior
Exceptional
(10 reviews)

The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC

Stamford

5% off
£757
for 7 nights, 1 apartment
£108 per night
includes taxes & fees
The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC
Room
Interior
Dining
Private kitchen
Exceptional
(9 reviews)

Luxurious 3BR/2BA Modern Haven Downtown Stamford

Stamford

8% off
£2,750
for 7 nights, 1 apartment
£393 per night
includes taxes & fees
Luxurious 3BR/2BA Modern Haven Downtown Stamford
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Rye

  • Scenic waterfront: Enjoy the picturesque views and relaxation at Rye Beach, perfect for a family day out.
  • Historic charm: Explore Rye's well-preserved historic sites that reflect the city's rich heritage.
  • Outdoor adventures: Discover lush parks and nature preserves ideal for hiking, picnicking, and family activities.
  • Cultural experiences: Engage with local arts and entertainment, showcasing the community's vibrant spirit.
  • Delightful dining: Savour local cuisine in charming eateries that highlight the area’s culinary traditions.

Popular types of accommodation in Rye

Rye, New York, is a charming city steeped in history, offering an array of attractions and experiences. From the picturesque waterfront to well-preserved historic sites, there's something for everyone. Popular choices for accommodation include apartments, houses, and condos, providing a perfect base for exploring local parks, scenic walks, and delightful eateries. Discover the ideal vacation rental in Rye that suits your needs and enjoy the unique charm this city has to offer.

  • Apartments: The top choice for holiday rentals in Rye, offering convenience and comfort for all types of travellers.
  • Houses: A popular option for those seeking a homey atmosphere, perfect for families and larger groups.
  • Condos: Ideal for visitors who appreciate modern amenities and communal facilities in a vibrant setting.
  • Cottages: A charming retreat for those wanting a quaint and cosy escape in a scenic environment.
  • Villas: An elegant choice for those wishing to indulge in luxury and spaciousness during their stay.**

Top attractions in and around Rye

Rye, New York, is a charming city perfect for family-oriented outdoor adventures and entertainment. Visitors can explore urban parks, sandy beaches, and the serene nature of local preserves. The area's attractions cater to those seeking cultural experiences, making it an ideal destination for families and travellers alike. Whether you're enjoying a day at the beach or wandering through lush green spaces, Rye offers a delightful blend of relaxation and adventure.

  • Rye Playland: This historic amusement park offers a delightful blend of vintage charm and modern rides. Enjoy thrilling roller coasters, family-friendly attractions, and beautiful waterfront views, perfect for a fun-filled day with loved ones.
  • Westchester County Center: A hub for cultural events, this arts centre hosts concerts, exhibitions, and community gatherings. Experience the vibrant local arts scene and enjoy a variety of performances in an inviting atmosphere.
  • Greenwich Avenue: A lively street brimming with shops, cafés, and restaurants. Stroll along this vibrant thoroughfare, soaking in the local city vibes while exploring unique boutiques and enjoying delectable cuisine.

Things to do recommended for couples

Rye offers a charming escape for couples. Enjoy a leisurely stroll along the picturesque waterfront, dine at cosy bistros, or explore the scenic trails of the nearby Rye Nature Centre. Don't miss a sunset walk at the Rye Town Park for a truly romantic experience.

Things to do recommended for families

Families will delight in exploring the Rye Nature Center, where they can enjoy nature trails and hands-on activities. Additionally, a visit to Playland Amusement Park offers thrilling rides and games, perfect for a fun-filled day with the kids.

Things to do recommended for groups

Groups visiting Rye can embrace adventure at Palisades Climb Adventure, a thrilling zipline ropes course located 26km away. This outdoor activity offers a perfect blend of excitement and nature, making it an excellent choice for group travellers seeking memorable experiences.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Rye

If you're travelling with a group, family, pets, or seeking longer stays, be sure to filter according to your key priorities. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Rye with a group: Think about how many bedrooms you'll require, as well as amenities like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and much more on Vrbo.
  • Traveling to Rye with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Rye: For many families, a holiday isn’t truly fulfilling without their furry companions. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels at home.
  • Planning for a long term stay visiting Rye: If you're seeking holiday rentals with discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. It’s also worth considering including features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Rye

Rye, New York, offers a delightful mix of family-friendly activities and cultural experiences. Stroll along Rye Beach for picturesque views and relaxation, or explore the historic charm of the town. Enjoy outdoor adventures in the scenic parks and indulge in local dining options that reflect the area's rich heritage. With its welcoming atmosphere, Rye is perfect for a memorable vacation filled with exploration and enjoyment for all ages.

  • Harrison: Located a mere 3km from Rye, Harrison is a delightful city that offers a charming blend of family-friendly activities and outdoor experiences. Visitors can enjoy its vibrant theatre scene, engage in shopping at local boutiques, and explore educational institutions. The city's highlights include urban parks perfect for a leisurely stroll, a nearby beach for some sun-soaked relaxation, and a bustling tourist precinct that showcases the local culture and cuisine.
  • Port Chester: Also situated 3km from Rye, Port Chester is a quaint village renowned for its rich cultural offerings and entertainment options. This vibrant community invites families to partake in various activities, from catching a performance at the local theatre to exploring unique shopping areas. Notable attractions include historic buildings that tell the story of the village's past, a lively tourist precinct, and a picturesque square that serves as a hub for social gatherings and events.
  • Rye Brook: Just 5km from Rye, Rye Brook is a thriving city that caters to families seeking cultural and entertainment experiences. The area is rich in educational opportunities and features exceptional golf facilities for enthusiasts. Visitors can explore charming historic buildings, enjoy the serene beach, and take advantage of the proximity to a modern college university, making it an ideal spot for both relaxation and intellectual pursuits.

Best time to go to Rye

If you're planning a trip to Rye, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January32.0°F (0.0°C)Light RainMostly SunnyAverageSlightly Low
February33.3°F (0.7°C)Light RainMostly SunnyAverageSlightly Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageSlightly Low
April49.8°F (9.9°C)Light RainMostly SunnySlightly HighAverage
May59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
June68.7°F (20.4°C)Light RainMostly SunnySlightly HighAverage
July75.7°F (24.3°C)Light RainMostly SunnySlightly HighSlightly High
August74.7°F (23.7°C)Light RainMostly SunnyAverageSlightly High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October57.9°F (14.4°C)Light RainMostly SunnySlightly LowAverage
November46.4°F (8.0°C)Light RainMostly SunnySlightly LowAverage
December38.5°F (3.6°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is a breeze

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for organising your travel plans, allowing you to create new trips, continue from where you last stopped, or easily review and arrange your itinerary. You can view your saved or booked properties organised into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Travel to culturally rich Rye

The area's culture and history are just some of the reasons to come on holiday to Rye. Travellers especially like the restaurants, hockey games and wildlife in this scenic and romantic city. Yankee Stadium and Citi Field are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Rye

Are you hoping to find top things to see and do in the city? Venture out of your holiday home and check out everything that makes Rye a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Rye Playland (1.1 mi / 1.8 km)
  • Bayville Adventure Park (7.3 mi / 11.8 km)
  • Legoland Discovery Center Westchester (9.1 mi / 14.7 km)
  • Chelsea Piers (10.1 mi / 16.3 km)
  • Harbor Links Golf Course (10.8 mi / 17.4 km)
  • Bronx Zoo (13.5 mi / 21.8 km)

Exploring the natural features in Rye

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Rye is a great place to spend some time outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Flushing Meadows-Corona Park (18.2 mi / 29.4 km)
  • Rye Beach (1.2 mi / 1.9 km)
  • Hawthorne Beach (1.5 mi / 2.4 km)
  • Greenwich Point Park (5.5 mi / 8.9 km)
  • Sands Point Preserve (8.4 mi / 13.5 km)
  • Glen Island Park (8.5 mi / 13.7 km)

Transport options to and around Rye

The nearest airport is in White Plains, NY (HPN-Westchester County), located 6.2 mi (9.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into LaGuardia Airport (LGA), which is 17.3 mi (27.9 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Rye?
According to our data, houses are the most sought-after type of holiday property in Rye. But of course, everyone's idea of an awesome trip is bound to be different. Vrbo has holiday rentals of all shapes, sizes and budgets, so you're sure to find your perfect match.
How much does it cost to rent a holiday rental in Rye?
Length of stay, property type and season are some of the things that can affect the price of a holiday home. Simply click on your travel dates to find your ideal match. From cosy country cottages to sprawling luxury villas, all Vrbo holiday rentals provide amazing value.
How much does it cost to rent a beach house in Rye?
The average price for a holiday rental near the beach in Rye depends on when you're going and the size and style of property you're looking for. You can quickly and easily find prices on Vrbo by entering your travel dates and destination. Then use our filter tool to choose the number of bedrooms and amenities essential to you, like WiFi, air conditioning and a pool.
Are there pet-friendly holiday rentals in Rye?
Yes. You'll have your pick of two holiday rentals that allow pets in Rye. Lots of our pet-friendly holiday rentals come with space outdoors for your four-legged friend to run around in, complimentary treats, doggie beds and proximity to parks and green space. Apply the "Pets allowed" filter to find your place on Vrbo.
What are popular rental amenities in Rye?
A garden, a fireplace and nearby museums are the most popular rental amenities in Rye. Whether you're taking a trip as a party of one, with your sweetheart or a group of friends, Vrbo will help you find a holiday home that matches your style with all the extras you're looking for.
Are there holiday rentals in Rye that welcome kids?
Bring the whole family together for a memorable adventure in Rye at one of our two family-friendly holiday rentals. These stays come with conveniences that are ideal for trips with children, like laundries, living rooms and private pools. Just check the "Properties good for families" filter and book your favourite.
What are the top attractions for families in Rye?
Keep your kids busy at these awesome family-friendly attractions in Rye:
  • Rye Playland
  • Legoland Discovery Centre Westchester
  • New Roc n Bowl
How can I find holiday rentals with air conditioning in Rye?
Rye has two holiday rentals where you can wind down in air-conditioned comfort. To locate a property on Vrbo that provides this perk, enter your desired travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Rye?
The minimum age is usually 16, 18 or 21. It can vary across properties on Vrbo, so check the rules of your chosen Rye stay before booking your escape.
How long can I rent a holiday rental in Rye for?
The length of time you can book a holiday rental in Rye depends on the property. Just enter your desired dates to look at a list of options offering extended stays. With a range of amenities such as washing machines and kitchens, as well as some offering weekly or monthly discounts, you're sure to discover someplace just right to call your home away from home in Rye.

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