Best Vacation Homes in Rye
Apartment
10.0(31 Reviews)
2 Bedrooms
1 Bath
4 Guests
Fireplace/Heating
Kitchen
Parking
Air Conditioner
US $284/Night
7 Nights - US $1,986
Apartment
1 Bedroom
1 Bath
5 Guests
904.17 ft²
- Fireplace/Heating
- Parking
Internet
Child Friendly
US $465/Night
7 Nights - US $3,253
US $249/Night
7 Nights - US $1,745
Apartment
10.0(16 Reviews)
1 Bedroom
1 Bath
2 Guests
Hot Tub- Fireplace/Heating
Balcony/Terrace- Kitchen
US $214/Night
7 Nights - US $1,498
House
10.0(1 Review)
3 Bedrooms
2 Baths
11 Guests
2098.96 ft²
- Balcony/Terrace
View
Pet Friendly- Parking
US $467/Night
7 Nights - US $3,269
Condo
9.8(26 Reviews)
2 Bedrooms
2 Baths
3 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $400/Night
7 Nights - US $2,802
Apartment
9.4(31 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $159/Night
7 Nights - US $1,116
House
9.4(26 Reviews)
2 Bedrooms
2 Baths
4 Guests
650 ft²
- Hot Tub
- Fireplace/Heating
Ocean View- Balcony/Terrace
US $197/Night
7 Nights - US $1,380
Rye Luxury Rentals
House
10.0(4 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
Pool- Kitchen
US $2,438/Night
7 Nights - US $17,064
New
House
4 Bedrooms
4 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Air Conditioner
- Internet
US $1,439/Night
7 Nights - US $10,075
House
10.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
US $1,393/Night
7 Nights - US $9,751
House
4 Bedrooms
2 Baths
10 Guests
3000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $875/Night
7 Nights - US $6,122
House
10.0(5 Reviews)
4 Bedrooms
3 Baths
8 Guests
3000 ft²
Oceanfront
Spa- Fireplace/Heating
- Pool
US $720/Night
7 Nights - US $5,043
Condo
10.0(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $719/Night
7 Nights - US $5,031
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
11 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $688/Night
7 Nights - US $4,817
House
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $581/Night
7 Nights - US $4,070
Rye Pet Friendly Vacation Rentals
Apartment
8.0(1 Review)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $208/Night
7 Nights - US $1,455
Hotel
7.6(143 Reviews)
1 Bath
301.39 ft²
Skiing- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $253/Night
7 Nights - US $1,769
Apartment
1 Bedroom
1 Bath
3 Guests
- Pet Friendly
- Child Friendly
Security/Safety
US $263/Night
7 Nights - US $1,841
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $297/Night
7 Nights - US $2,082
House
10.0(47 Reviews)
3 Bedrooms
1 Bath
5 Guests
1050 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $363/Night
7 Nights - US $2,538
Apartment
10.0(3 Reviews)
3 Bedrooms
1 Bath
5 Guests
900 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $297/Night
7 Nights - US $2,081
House
9.8(40 Reviews)
3 Bedrooms
1 Bath
5 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $336/Night
7 Nights - US $2,354
House
4 Bedrooms
2 Baths
9 Guests
1918 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $578/Night
7 Nights - US $4,043
Rye Large Vacation Homes
House
7.8(12 Reviews)
4 Bedrooms
3 Baths
10 Guests
1997 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $480/Night
7 Nights - US $3,362
Villa
8 Bedrooms
5 Baths
10 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
Unlock the Best Price
House
5 Bedrooms
3 Baths
8 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $980/Night
7 Nights - US $6,860
House
6 Bedrooms
5 Baths
20 Guests
5600 ft²
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
US $2,483/Night
7 Nights - US $17,382
House
6 Bedrooms
6 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $1,400/Night
7 Nights - US $9,800
Why Choose Rent By Owner for your Rye Vacation Rental Homes?
What makes our Vacation 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 Vacation Rentals stay?
Choosing the best time to visit here can enhance your experience, as seasonal variations in this region offer different advantages for planning your ideal getaway.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather and longer daylight hours, making it ideal for outdoor activities and exploring the scenic beauty of the region.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
Fall (September to November)
Autumn offers vibrant foliage and cool, comfortable temperatures that are perfect for enjoying the area's natural landscapes and seasonal events.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F
Off-Season Highlights
Winter (December to February)
In winter, the region tends to be quieter with cooler temperatures, providing a peaceful setting for those seeking a tranquil escape during the colder months.
Average Temperature Daytime: 35°F to 45°F - Nighttime: 25°F to 35°F
Spring (March to May)
Springtime marks the beginning of warming weather and blooming gardens, offering a pleasant atmosphere before the summer crowds arrive.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 50°F
Weekly Weather Forecast for Rye
How to Book Your Rye Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Rye
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation 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 a private outdoor swimming pool to cool off during warm summer days.
- Relax in a spacious backyard with lush landscaping perfect for outdoor gatherings.
- Make the most of scenic patio areas equipped with outdoor furniture for dining al fresco.
- Take advantage of a dedicated barbecue grill area for hosting cookouts with family and friends.
- Explore nearby walking or biking trails accessible from your rental’s doorstep.
- Benefit from a well-maintained lawn suitable for outdoor games and activities.
- Utilize outdoor fire pits to enjoy cozy evenings under the stars in this charming region.
Top Attractions Around Rye
What attractions are nearby?
Within this charming destination, you can enjoy a variety of nearby activities such as exploring scenic waterfronts, strolling through inviting parks, or experiencing the local cultural attractions that make the region a delightful place to relax and unwind.
Family Activities
- Playland Park: Enjoy a day of family fun at this historic amusement park with rides, games, and a scenic beachside setting.
- Rye Nature Center: Explore the area's natural beauty through interactive exhibits, hiking trails, and wildlife observation suitable for all ages.
- Downtown Rye: Stroll through charming streets filled with shops, cafes, and local events that create a perfect family-friendly atmosphere.
- Westmoreland Sanctuary: Engage in outdoor adventures like birdwatching, nature walks, and educational programs at this expansive wildlife preserve.
Adult Activities
- Visit Playland Park: Enjoy a day of classic amusement rides and seaside fun at this iconic attraction located along the coast.
- Explore the Rye Nature Center: Discover local flora and fauna through guided nature walks and educational programs in a tranquil setting.
- Stroll along the Rye Waterfront Park: Take in scenic views of Long Island Sound while walking along the picturesque shoreline, perfect for relaxing or picnicking.
- Discover Historical Landmarks: Immerse yourself in regional history by visiting notable sites and museums that highlight the area's rich past.
Other Places to Stay in Rye, NY
Westchester Country Club
Oakland Beach
Rye Beach
Marshlands Conservancy
Jay Heritage Center
Rye Playland
Rye Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor attractions: Take advantage of the scenic parks and nature preserves nearby to enjoy the fresh air and beautiful views during your stay.
- Plan your dining experiences: Discover the area's charming cafes and restaurants to indulge in the region's culinary offerings, enhancing your visit.
- Utilize transportation options: Familiarize yourself with local transit or rental services for easy access to popular spots around here and beyond.
- Book well in advance: Secure your preferred vacation rentals early to ensure availability and make the most of your time in this inviting destination.
Transportation Options
- Metro-North Railroad: You can take advantage of this commuter rail service to conveniently reach Manhattan and other parts of the region from here.
- Local Bus Services: The area's local bus network provides reliable transportation options for exploring nearby neighborhoods and attractions.
- Taxi and Rideshare Services: Taxis and rideshare apps like Uber and Lyft are readily available, offering flexible travel within the region.
- Car Rentals: Renting a vehicle gives you the freedom to explore the area and its scenic surroundings at your own pace.
Local Customs Options
- Local Seafood Dining Etiquette: When visiting the area’s renowned coastal eateries, you’ll find that enjoying fresh seafood with a respectful and appreciative attitude enhances your experience here.
- Community Events Participation: Engaging in seasonal festivals and local gatherings is a cherished tradition that allows you to immerse yourself in the region’s friendly and welcoming atmosphere.
- Respect for Historic Preservation: In this destination, honoring the historic sites and architectural heritage by observing guidelines helps maintain the charm that makes the area unique.
- Environmental Conservation Practices: Practicing eco-friendly habits, such as proper waste disposal and mindful outdoor activity, supports the region’s commitment to preserving its scenic beauty.
Rye Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals 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 Vacation Rentals in Rye:
- Quaint duplex with private yard. Walk to beach, dining, & shopping!
- Flex Comfort Apts of Westchester #1
- Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
- Downtown One Bedroom Suite Steps to Metro North
- Rye Colonial Walk to Town & Bike to Beach
- The All Seasons Oasis! Entire home. Pool is Open Thru Sept!
- Modern Apartment 5 min from train/beach Greenwich
- Tranquil modern upstairs apt. Walk to restaurants & beach! Off-street parking,
- 3br + game rm abt 45min drive or easy train to NYC
- Brand New 5 min from downtown Rye & Train NYC Vibe Pet Friendly Hot List!
2. Which vacation homes in Rye are best for families?
If you are looking for a family-friendly vacation home in Rye, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Rye:
3. How many Rentbyowner vacation rentals are available in Rye?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 59 in the Rye area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Rye.
4. What is the cancellation policy for vacation rentals in Rye, New York?
Cancellation policies vary by listing; please review the specific terms listed for each property to understand the applicable policy before booking.
5. How do I secure my reservation at a vacation rental in Rye, New York?
Reservations are typically confirmed through an online booking process with the property owner or manager; ensure all required information and payment details are completed accurately.
6. Are there any additional fees or deposits for staying in Rye's vacation rentals?
Additional fees such as cleaning charges, security deposits, or service fees may apply; these details are outlined in the listing and should be reviewed prior to booking.
7. What amenities can I expect when booking vacation rentals here?
The amenities depend on the specific property but often include essentials like Wi-Fi, parking, and kitchen facilities; check the listing for a detailed list of available features.
8. Is it possible to modify or extend my stay in a vacation rental in this area?
Modifications or extensions depend on the property's availability and owner preferences; contact the host directly through the platform to discuss your plans.
Rye Top Rated Vacation Rentals
House
10.0(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pool
- Ocean View
- View
US $450/Night
7 Nights - US $3,150
Apartment
8.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Spa
- Pool
- Pet Friendly
- Kitchen
US $215/Night
7 Nights - US $1,505
