Rye Cottage Rentals By Owner

Rye Cottage Rentals

Cottage

Wonderful Rye Beach Cottage

4.8

Average

(6 Reviews)

1 Bedroom 1 Bath 4 Guests 500 ft²

US $99/Night 7 Nights - US $693

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Condo

Modern Apartment 5 min from train/beach Greenwich

10.0

Exceptional

(4 Reviews)

2 Bedrooms 2 Baths 4 Guests

US $827/Night 7 Nights - US $5,789

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Apartment

Easy Access to NYC! Sleek Suburban Apartment

2 Bedrooms 1 Bath 5 Guests 904.17 ft²

US $251/Night 7 Nights - US $1,757

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Hotel

Courtyard by Marriott Rye

8.6

Fabulous

(1002 Reviews)

1 Bath

US $376/Night 7 Nights - US $2,634

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House

Charming Greenwich Getaway - Minutes from MetroNorth Train to NYC

10.0

Exceptional

(3 Reviews)

2 Bedrooms 2 Baths 6 Guests 1152 ft²

US $678/Night 7 Nights - US $4,747

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Hotel

Courtyard by Marriott Rye

7.7

Very Good

(126 Reviews)

1 Bath 301.39 ft²

US $253/Night 7 Nights - US $1,769

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Apartment

Cozy 2br apartment in Greenwich with driveway. Walk to restaurants & beach!

10.0

Exceptional

(1 Review)

2 Bedrooms 1 Bath 4 Guests

US $334/Night 7 Nights - US $2,341

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Highly Rated

Apartment

Flex Comfort Apts of Greenwich #3

9.4

Exceptional

(66 Reviews)

2 Bedrooms 1 Bath 4 Guests

US $209/Night 7 Nights - US $1,460

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Price Dropped

Apartment

Flex Comfort Apts of Greenwich #2

9.2

Exceptional

(63 Reviews)

2 Bedrooms 1 Bath 4 Guests 1000 ft²

US $158/Night 7 Nights - US $1,106

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Apartment

Flex Comfort Apts of Greenwich #1

9.0

Exceptional

(30 Reviews)

1 Bedroom 1 Bath 4 Guests 850 ft²

US $158/Night 7 Nights - US $1,106

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Cozy 2 BR Greenwich Apt. with easy access to NYC

New

Apartment

Cozy 2 BR Greenwich Apt. with easy access to NYC

2 Bedrooms 1 Bath 4 Guests

US $250/Night 7 Nights - US $1,748

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Apartment

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

10.0

Exceptional

(33 Reviews)

2 Bedrooms 1 Bath 4 Guests

US $413/Night 7 Nights - US $2,890

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More Top-Rated Cottage Rentals in Rye Area

Why Choose Rent By Owner for your Rye Cottage Rentals?

What makes our Cottage Rentals special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Rye

When should you plan your Cottage Rentals stay?

To make the most of your stay here, consider visiting during the shoulder seasons when the weather is mild and the area is less crowded, ensuring a more relaxed experience while exploring these charming cottages in Rye, New York.

Peak Season Highlights

Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for outdoor activities and seaside relaxation in this coastal region.

Average Temperature Daytime: around 75°F to 85°F - Nighttime: about 65°F to 70°F

Fall (September to November)

Autumn brings colorful foliage and mild temperatures, providing a scenic backdrop perfect for exploring the area's natural beauty and enjoying seasonal festivities.

Average Temperature Daytime: roughly 65°F to 75°F - Nighttime: approximately 55°F to 60°F

Off-Season Highlights

Winter (December to February)

With cooler temperatures and quieter surroundings, winter offers a peaceful retreat when fewer visitors are around, creating an ideal setting for cozy getaways and scenic winter views.

Average Temperature Daytime: around 40°F to 45°F - Nighttime: about 30°F to 35°F

Spring (March to May)

As nature begins to bloom again, spring provides a refreshing atmosphere with milder weather, perfect for discovering the area's early-season charm without the crowds.

Average Temperature Daytime: roughly 50°F to 60°F - Nighttime: approximately 40°F to 45°F

Weekly Weather Forecast for Rye

How to Book Your Rye Cottage Rentals

What's our booking process?

Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Rye

More Top-Rated Cottage Rentals in Rye Area

Common Cottage Rentals Amenities

What amenities can you expect?

Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

Fully-equipped kitchens with modern appliances
Comfortable living areas with flat-screen TVs
Free Wi-Fi for staying connected
Air conditioning and heating for year-round comfort
In-unit washers and dryers for convenience
Luxurious bedrooms with premium bedding
Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

Enjoy outdoor seating areas perfect for relaxing and dining in the fresh air.
Take advantage of private gardens or landscaped yards to unwind amidst nature.
Benefit from access to a patio or deck with scenic views of the surrounding area.
Make use of outdoor grills available for preparing meals al fresco during your stay.
Explore well-maintained walking trails or pathways nearby for outdoor recreation.
Relax by a private or communal swimming pool, ideal for warm days in this region.
Utilize outdoor recreational facilities such as tennis courts or sports areas if provided.

Top Attractions Around Rye

What attractions are nearby?

Within this charming area, you can explore a variety of outdoor activities such as scenic walks along the waterfront, engaging in water sports, or enjoying local parks that offer relaxing spots to unwind during your stay at these inviting cottages in Rye.

Family Activities

Playland Park Spend a fun-filled day at this historic amusement park featuring rides, games, and a beachfront boardwalk that offers entertainment for all ages.
Rye Nature Center Explore the region’s natural beauty through educational exhibits and scenic walking trails perfect for family outings in a peaceful setting.
Front Street Beach Relax and enjoy the sun on this popular beach, ideal for picnics and swimming, offering a great outdoor experience for families in the area.
Josephine Herrick Park Discover picturesque views of Long Island Sound while strolling through this waterfront park, ideal for family picnics and leisurely afternoons.

Adult Activities

Visit the Rye Nature Center Immerse yourself in outdoor exploration with scenic trails and educational programs that showcase the area's natural beauty.
Enjoy a day at Playland Park Experience classic amusement rides and entertainment perfect for relaxing outings in a lively park setting.
Explore the Sawyer Point Waterfront Park Take leisurely walks along the waterfront, enjoying picturesque views and tranquil surroundings within the region.
Discover local art at the Rye Arts Center Enhance your visit by engaging with artistic exhibitions and workshops available in this vibrant cultural hub.

Other Places to Stay in Rye, NY

Rye Travel Tips

How Can You Make the Most of Your Stay?

Plan Your Visit During Off-Peak Seasons: Visiting during less busy times can enhance your experience by offering more tranquility and better availability for charming cottages in the area.
Explore Local Beaches: Make the most of your stay by enjoying the nearby beaches, which provide a perfect setting for relaxation and outdoor activities right here on the coast.
Discover Waterfront Dining and Shopping: Indulge in the region’s culinary delights and browse unique shops along the waterfront to immerse yourself in the local ambiance.
Engage with Community Events: Check local event calendars to participate in seasonal festivals and markets, adding authentic experiences to your visit here.

Transportation Options

Private Car Services: You can opt for private car services in the region, offering convenient and flexible transportation directly to your chosen cottages.
Public Transit: The area is accessible via local buses and regional transit options that connect you to nearby attractions and amenities.
Rental Cars: Renting a car provides the freedom to explore here at your own pace, especially useful when visiting remote or scenic spots in this destination.
Taxis and Ride-Sharing: Taxis and ride-sharing services are readily available, ensuring quick and reliable transport during your stay in this part of New York.

Local Customs Options

Gourmet Seafood Celebrations: The region is renowned for its fresh seafood traditions, which you might observe during local festivals and dining customs.
Historical Preservation Practices: Residents here take pride in maintaining historic sites, reflecting a strong respect for the area's architectural heritage.
Seasonal Festivities: Celebrations such as seasonal parades and outdoor events are integral to community life throughout the year.
Local Artisanship: Supporting handcrafted goods and regional art forms is a common custom that visitors often engage with when exploring this destination.

Frequently Asked Questions About Rye Rental Cottages

1. What are the top Cottages in Rye?

There are a lot of options in Rye. If you plan on staying in the Rye area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Rye:

2. How many Cottages are available in Rye?

Currently, the total number of properties listed by RBO in 2026 is over 1 in the Rye area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Rye. 

3. What is the cancellation policy for cottages in this area?

Cancellation policies vary depending on the listing. You should review the specific cancellation terms provided in the cottage description or contact the owner directly to ensure you understand the requirements and any potential fees.

4. Are there specific check-in and check-out times I should be aware of?

Check-in and check-out times are set by each property owner. Details are typically listed on the booking page, but reaching out to the owner can provide clarity and help accommodate your travel schedule.

5. Is it possible to make special requests or modifications to my booking?

Yes, many owners are willing to consider special requests. Contact the host directly after booking to discuss any preferences or modifications you'd like to make to enhance your stay.

6. What amenities are typically included with cottages here?

Amenities can vary, but common features include Wi-Fi, kitchen facilities, heating or air conditioning, and outdoor spaces. Confirm specific amenities during the booking process or by contacting the owner.

7. How do I find detailed information about each cottage before booking?

Detailed property descriptions, photos, and reviews are available on each listing. For further questions or specific needs, reach out to the owner directly through the platform to ensure the cottage meets your expectations.