Rye holiday lettings

We found 427 holiday rentals — enter your dates for availability
Discover a selection of 9 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:16 Oct - 23 Oct

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

Living area
10 out of 10, Exceptional, (48 reviews)
Exceptional
(48 reviews)

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

Greenwich

7% off
Price is £1,817
for 7 nights, 1 home
£260 per night
includes taxes & fees
Quaint duplex with private yard. Walk to beach, dining, & shopping!

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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)
  • Greenwich Point Park (5.5 mi / 8.9 km)
  • Silver Lake Park (5.6 mi / 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

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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