Rye holiday lettings

We found 421 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:3 Jul - 10 Jul

Image gallery for Darien family home on a Cul de Sac with pond.

Exterior
9.6 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Darien family home on a Cul de Sac with pond.

Darien

7% off
Price is £4,957
for 7 nights, 1 home
£708 per night
includes taxes & fees
Darien family home on a Cul de Sac with pond.

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Why visit Rye

  • Beautiful Beaches: Rye boasts stunning beaches, perfect for relaxing and enjoying coastal activities with family.
  • Historic Charm: Wander through picturesque streets reminiscent of the medieval town of Rye in Sussex, rich in history and character.
  • Outdoor Adventures: The area offers a plethora of outdoor activities, ideal for families looking to explore nature.
  • Family-Friendly Attractions: Enjoy a variety of entertainment options suitable for all ages, ensuring a fun-filled holiday.
  • Charming Accommodation: Choose from delightful holiday rentals, ranging from cosy cottages to spacious homes.

Popular types of accommodation in Rye

Rye offers a delightful selection of holiday rentals, perfect for your next getaway. Whether you prefer charming holiday cottages, spacious houses, or cosy apartments, there's something to suit every taste and budget. With our transparent listings and competitive pricing, you can easily find the ideal accommodation in Rye to create memorable experiences. Explore the best holiday cottages in Rye and enjoy a serene escape by the coast.

  • Apartments: The top choice for visitors seeking a holiday rental in Rye, offering convenience and comfort.
  • Houses: A popular option for families and groups, providing a homely atmosphere and privacy.
  • Condos: A well-liked accommodation type, often featuring shared amenities and great locations.
  • Cottages: Charming and quaint, perfect for those wanting a cosy retreat in a picturesque setting.
  • Villas: An elegant choice for travellers seeking spacious luxury and stunning surroundings.**

Top attractions in and around Rye

Rye, New York, is an excellent destination for families seeking outdoor adventures and entertainment. Visitors can enjoy a variety of attractions, including urban parks, modern universities, and beautiful beaches. The area offers a delightful mix of cultural experiences and outdoor activities, making it a perfect spot for families to create lasting memories while exploring the local scenery.

  • Rye Playland: A charming amusement park with a nostalgic vibe, Rye Playland offers thrilling rides, beautiful gardens, and family-friendly attractions, perfect for a day of outdoor adventure.
  • Westchester County Center: Located 3.7km from Rye, this cultural hub hosts various events and performances, showcasing local and international talent in a vibrant arts atmosphere.
  • Manhattanville College: Just 2.5km away, this modern college campus features stunning architecture and a lively city vibe, making it an interesting stop for those interested in education and community.

Things to do recommended for couples

Seeking a romantic getaway in Rye? Enjoy an enchanting evening at the Tarrytown Music Hall, indulge in relaxation at Hand & Stone Massage and Facial Spa, or experience the luxury of Greenwich Polo Club. Each offers a unique charm perfect for couples.

Things to do recommended for families

Families will love exploring Harbor Island Park for some relaxation, visiting Legoland Discovery Center Westchester for exciting adventures, and enjoying sports at Chelsea Piers. Each location offers unique experiences, ensuring a memorable holiday for all ages in Rye.

Things to do recommended for groups

Groups visiting Rye can enjoy a performance at the Capitol Theatre, indulge in shopping at The Westchester Mall, and partake in a round of golf at the Westchester Country Club, experiencing the vibrant culture, entertainment, and outdoor sports the area has to offer.

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 extended stays, be sure to apply the appropriate filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Rye with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Fortunately, you can easily filter for all these options and more on Vrbo.
  • Traveling to Rye with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to take into account how close you are to attractions that are friendly for families.
  • Taking your pets with you to Rye: For many families, a holiday isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Rye: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Rye

Rye, New York, offers a delightful blend of family-friendly adventures and rich historical charm. Explore the picturesque streets reminiscent of the medieval town of Rye in Sussex, or enjoy the relaxing atmosphere of nearby neighbourhoods perfect for romantic getaways. With a variety of outdoor activities and entertainment options, your holiday here promises to be both enriching and enjoyable. Don’t miss the chance to discover East London holiday rentals for a unique stay!

  • Harrison: Located a mere 1.2km from Rye, Harrison is a vibrant city that offers a delightful mix of family-friendly activities and cultural experiences. Visitors can immerse themselves in the local theatre scene or enjoy a leisurely day of shopping in its charming retail areas. The city is known for its impressive sports facilities, including a stadium that frequently hosts events and activities. With its picturesque parks and educational venues, Harrison is an ideal spot for families looking to explore the outdoors while engaging in cultural pursuits.
  • Port Chester: Just 1.2km from Rye, Port Chester is an inviting village that brims with cultural and entertainment options. This lively locale is perfect for families seeking a fun day out, with numerous theatres and shopping centres to explore. The village features historic buildings that reflect its rich past, alongside a modern square that serves as a hub for community events. Whether you're catching a show or indulging in some retail therapy, Port Chester promises a memorable experience for all visitors.
  • Rye Brook: Situated 1.9km from Rye, Rye Brook is a charming city that caters to families and culture enthusiasts alike. With its array of attractions, including an amusement park and educational institutions, visitors will find plenty to keep them entertained. The city is home to historic buildings that add to its quaint appeal, as well as a theme park that offers thrilling rides and experiences for all ages. Rye Brook's vibrant atmosphere makes it a fantastic destination for those looking to unwind and enjoy family-friendly activities.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 simple

Are you hoping to save on your upcoming getaway? Being flexible with your travel dates can be advantageous, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that aligns with your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, manage your travel arrangements, or review and organise your bookings. Your saved or booked properties are conveniently categorised into Potential, Upcoming, or Current Trips. To check out the 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 Flushing Meadows-Corona Park 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)
  • 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)
  • Cold Spring Harbor Laboratory (14 mi / 22.5 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)
  • 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)
  • West Beach (9.3 mi / 15 km)
  • Orchard Beach (9.9 mi / 15.9 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

How much does it cost to rent a holiday home in Rye?
Prices for holiday rentals in Rye vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Rye to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Rye holiday house rentals?
You can find great discounts on house rentals in Rye on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Rye?
For renting a beach house in Rye, New York, the areas around Rye Town Park and the nearby Milton Point are excellent choices. Rye Town Park offers a picturesque setting with its sandy beach, picnic areas, and scenic views of Long Island Sound. Many rental properties in this vicinity come with amenities such as outdoor spaces for barbecuing, spacious living areas, and easy beach access, making them superb for families and groups wanting to enjoy a seaside getaway.

In Milton Point, you will find charming houses with water views and private docks, ideal for those who enjoy boating or fishing. Many of these properties may feature amenities like kayaks, outdoor showers, and large decks for entertaining. The local area is also home to several quaint restaurants and shops, providing convenient options for dining and leisure during your stay.

Additionally, the nearby Rye Nature Centre offers opportunities for nature walks and wildlife observation, enhancing the outdoor experience.
What is the most popular type of holiday rental accomodation in Rye?
In Rye, holiday houses are the predominant type of holiday rental, with around 20 available throughout the area. These homes typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces for enjoying the pleasant surroundings. Many are located near local attractions such as the picturesque Rye Town Park and the charming downtown area, offering a relaxed atmosphere ideal for families or groups. In addition, there are several apartments available, which provide a more compact accommodation option, often including essential amenities like kitchenettes and comfortable living areas.
Are there any family house rentals in Rye?
In Rye, New York, there are several family-friendly house rentals available, making it a great choice for those travelling with children. The area is known for its charming neighbourhoods, including the picturesque waterfront by Long Island Sound and the serene surroundings of Rye Nature Centre. Many of these homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces for children to play and explore.

Visitors can enjoy easy access to local attractions like the Rye Playland amusement park, which provides a fun day out for families, and the nearby beaches that are superb for summer outings. Some properties may also feature amenities such as game rooms, private gardens, and even pools, ensuring a comfortable and enjoyable stay for all ages.
Can I rent a holiday home with a pool or hot tub in Rye?
In Rye, New York, there are several holiday homes available for rent that come equipped with pools or hot tubs. This charming area offers a blend of coastal beauty and suburban tranquillity. Many of the properties feature private pools, spacious outdoor areas for relaxation, and hot tubs great for unwinding after a day of exploring. Travellers can also expect amenities such as fully equipped kitchens, comfortable living spaces, and sometimes even outdoor dining areas, making these homes ideal for families or groups looking to enjoy a luxurious getaway.
Can I find long-stay holiday rentals in Rye?
A long-stay holiday rental in Rye is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Rye?
In Rye, New York, there are several pet-friendly house rentals available, making it a suitable destination for travellers with furry companions. The area features charming residences that often come equipped with amenities such as spacious backyards, modern kitchens, and comfortable living areas, allowing for a relaxing stay. Many properties also offer outdoor spaces where pets can roam freely, ensuring both comfort and convenience for pet owners.

Rye is renowned for its proximity to beautiful parks and recreational areas. The nearby Rye Town Park and Beach provide scenic walking paths and open spaces, superb for leisurely strolls with pets. Additionally, the expansive Playland Park features attractions and areas where pets can enjoy the outdoors.
Are there any remote work holiday rentals in Rye?
In Rye, New York, there are some remote work holiday rentals available, with around 12 options for those seeking a conducive environment for working while away. Many of these properties offer essential amenities such as reliable Wi-Fi, allowing for seamless connectivity. Expect comfortable workspaces within the rentals, where guests can set up their laptops and focus on their tasks.

The area itself is charming, featuring picturesque streets and close proximity to the scenic Rye Town Park and Beach, which are great for a relaxing break after work. Additionally, the local community offers delightful cafes and shops, providing good spots for a change of scenery. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Rye holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Rye with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Rye?
In Rye, popular rental amenities include kitchens, allowing guests to prepare their own meals during their stay. Many properties also permit pets, making it a convenient choice for those travelling with furry companions. Additional amenities often found in these rentals are air conditioning for comfort during warmer months, and some even feature a blender for those who enjoy fresh smoothies or cooking.
When is the best time to visit Rye for a holiday rental?
The peak season for visiting Rye, New York, is from May to July, with July being the most popular month. During this vibrant period, visitors can indulge in the beautiful coastal scenery, enjoy outdoor activities, and take advantage of the warm summer weather. The charming beaches, parks, and historic sites come alive with tourists, making it an excellent time for families and adventure seekers to explore.

In July, temperatures typically range from 20 to 30 degrees Celsius, providing a comfortable backdrop for beach outings, picnics, and cultural festivals. You'll find the local parks bustling with families and friends, making it a lively time to enjoy the community spirit and various outdoor activities.

For those seeking a more economical experience, consider planning your visit in November. This month offers a quieter atmosphere, allowing you to appreciate Rye's scenic beauty without the crowds. You can enjoy leisurely strolls along the waterfront and explore the local shops and eateries at a more relaxed pace.

Ultimately, the best time to book a holiday rental in Rye depends on your preferences. If you thrive on the energy of summer activities and community events, the peak season will be ideal.
How early should I book a Rye holiday rental?
Book your Rye holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Rye?
In Rye, visitors can enjoy a variety of attractions that highlight the area's charm and natural beauty. One of the main draws is Rye Playland, a historic amusement park that features classic rides and a picturesque waterfront, making it a great spot for families. Nearby, the Rye Nature Centre offers trails and educational programs focused on local wildlife, superb for nature enthusiasts.

The beautiful beaches of Rye Town Park provide a relaxing environment for sunbathing and picnicking, with stunning views of Long Island Sound. For those interested in history, the Jay Heritage Centre showcases the rich heritage of the area and hosts various community events.
Can I change or cancel my Rye home rental booking on Vrbo?
To find Rye holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Rye holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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