Vacation Rentals in Rye Playland, NY: Compare 10+ Sites & Save

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  6.  Rye Playland

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67 Best Vacation Rentals in Rye Playland (Starting from $141)

Spacious 3 bedroom house 45mins to NYC great hotel alternative for big group
Spacious 3 bedroom house 45mins to NYC great hotel alternative for big group
House
Port Chester, NY, USA
4.4k from Rye Playland center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms11 Guests
New to Booking
$466
Average price / night
Check Availability
Fabulous 1-bedroom apartment in Rye perfect for your getaway
Fabulous 1-bedroom apartment in Rye perfect for your getaway
Apartment
Rye, NY, 10580, United States
0.9k from Rye Playland center

Living Area, No Smoking

1 Bedroom3 Guests
New to Booking
$253
Average price / night
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GORGEOUS WATER FRONT HOUSE/HUGE GARDEN & SEA ACCESS
GORGEOUS WATER FRONT HOUSE/HUGE GARDEN & SEA ACCESS
Villa
NY, USA
4.9k from Rye Playland center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

9 Bedrooms18 Guests
New to Booking
$2232
Average price / night
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Stylish 2-Bedroom Rye Bungalow sleeping 6
Stylish 2-Bedroom Rye Bungalow sleeping 6
House
Rye, NY, 10580, United States
1.3k from Rye Playland center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.4

Superb

26 reviews

$212
Average price / night
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Historic Mamaroneck Guest House - Walk to Harbor!
Historic Mamaroneck Guest House - Walk to Harbor!
Apartment
NY, USA
5.9k from Rye Playland center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family

2 Bedrooms4 Guests
9.0

Fabulous

6 reviews

$322
Average price / night
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Turnkey Home in Downtown Rye
Turnkey Home in Downtown Rye
House
Rye, NY, 10580, United States
1.6k from Rye Playland center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

4 Bedrooms8 Guests
New to Booking
$495
Average price / night
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Charming home just steps from Greenwich Ave and train
Charming home just steps from Greenwich Ave and train
Villa
Greenwich, CT, USA
7.0k from Rye Playland center

Air Conditioner, Internet, Security/Safety, Parking, Child Friendly

2 Bedrooms5 Guests
New to Booking
$297
Average price / night
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Turnkey Home in Prime Rye
Turnkey Home in Prime Rye
House
Rye, NY, 10580, United States
1.7k from Rye Playland center

AC, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, No Smoking, TV

4 Bedrooms8 Guests
New to Booking
$486
Average price / night
Check Availability
Best hotel alternative for big group near train to NYC
Best hotel alternative for big group near train to NYC
House
Greenwich, CT, USA
7.3k from Rye Playland center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$749
Average price / night
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Rye Colonial Walk to Town & Bike to Beach
Rye Colonial Walk to Town & Bike to Beach
House
Rye, NY, 10580, United States
1.8k from Rye Playland center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$984
Average price / night
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Charming Victorian Home in the Heart of White Plains
Charming Victorian Home in the Heart of White Plains
Apartment
White Plains, NY, USA
9.8k from Rye Playland center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$141
Average price / night
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Brand New 5 min from downtown Rye & Train NYC Vibe Pet Friendly Hot List!!
Brand New 5 min from downtown Rye & Train NYC Vibe Pet Friendly Hot List!!
House
Rye, NY, 10580, United States
2.8k from Rye Playland center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1503
Average price / night
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🌇DoWnToWn HoUsE🏡 / 3min WALK to TrainSTATION & facilities / Clean-Spacious-Quiet
🌇DoWnToWn HoUsE🏡 / 3min WALK to TrainSTATION & facilities / Clean-Spacious-Quiet
House
Harrison, NY, 10528, United States
3.0k from Rye Playland center

AC, Dryer, Heater, Internet, Laundry, Microwave, No Smoking, TV, Washer

4 Bedrooms9 Guests
New to Booking
$577
Average price / night
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Downtown One Bedroom Suite Steps to Metro North
Downtown One Bedroom Suite Steps to Metro North
Apartment
Harrison, NY, 10528, United States
3.3k from Rye Playland center

AC, Dryer, Elevator, Fitness Equipment, Heater, Hot Tub, Internet, Kitchen, Laundry

1 Bedroom2 Guests
10.0

Exceptional

16 reviews

$214
Average price / night
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Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Apartment
Port Chester, NY, 10573, United States
3.4k from Rye Playland center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

30 reviews

$412
Average price / night
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Charming 1-bedroom apartment in perfect Port Chester with AC, WiFi
Charming 1-bedroom apartment in perfect Port Chester with AC, WiFi
Apartment
Port Chester, NY, 10573, United States
3.7k from Rye Playland center

AC, Heater, Internet, Kitchen, Laundry, No Smoking, TV, Washer

1 Bedroom2 Guests
8.8

Fabulous

5 reviews

$186
Average price / night
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Quaint duplex with private yard. Walk to beach, dining, & shopping!
Quaint duplex with private yard. Walk to beach, dining, & shopping!
House
GREENWICH, CT, 06830, United States
3.7k from Rye Playland center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
10.0

Exceptional

47 reviews

$360
Average price / night
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Charming duplex with private yard. Close to the beach, dining & shopping!
Charming duplex with private yard. Close to the beach, dining & shopping!
House
Greenwich, CT, 06830, United States
3.7k from Rye Playland center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms5 Guests
9.8

Exceptional

40 reviews

$323
Average price / night
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Flex Comfort Apts of Westchester #2
Flex Comfort Apts of Westchester #2
Apartment
Rye Brook, NY, 10573, United States
4.3k from Rye Playland center

AC, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

2 Bedrooms4 Guests
9.4

Superb

31 reviews

$145
Average price / night
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Flex Comfort Apts of Westchester #1
Flex Comfort Apts of Westchester #1
Apartment
Rye Brook, NY, 10573, United States
4.3k from Rye Playland center

AC, Balcony, Barbecue, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
9.8

Exceptional

40 reviews

$213
Average price / night
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3br + game rm abt 45min drive or easy train to NYC
3br + game rm abt 45min drive or easy train to NYC
House
Port Chester, NY, 10573, United States
4.4k from Rye Playland center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms11 Guests
10.0

Exceptional

2 reviews

$640
Average price / night
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Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
House
Mamaroneck, NY, 10543, United States
4.8k from Rye Playland center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
9.8

Exceptional

13 reviews

$236
Average price / night
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Charming 1-bedroom apt walk to Train and DownTown area with WiFi, AC
Charming 1-bedroom apt walk to Train and DownTown area with WiFi, AC
Apartment
Mamaroneck, NY, 10543, United States
5.1k from Rye Playland center

AC, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, TV, Washer

1 Bedroom3 Guests
8.0

Good

1 reviews

$231
Average price / night
Check Availability
Easy Access to NYC! Sleek Suburban Apartment
Easy Access to NYC! Sleek Suburban Apartment
Apartment
Mamaroneck, NY, 10543, United States
5.1k from Rye Playland center

2 Bedrooms5 Guests
New to Booking
$316
Average price / night
Check Availability
Greenwich Duplex  Close to Just about Everything
Greenwich Duplex Close to Just about Everything
House
Greenwich, CT, 06830, United States
5.1k from Rye Playland center

AC, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$278
Average price / night
Check Availability
Summer retreat! 40 minutes from NYC, walking to Beach Point/Orienta clubs!
Summer retreat! 40 minutes from NYC, walking to Beach Point/Orienta clubs!
House
Mamaroneck, NY, 10543, United States
5.3k from Rye Playland center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms6 Guests
New to Booking
$759
Average price / night
Check Availability
Victorian Retreat Sleeps 12 with Pool, Gym, Near Water / Town / Train to NYC
Victorian Retreat Sleeps 12 with Pool, Gym, Near Water / Town / Train to NYC
House
Mamaroneck, NY, 10543, United States
5.3k from Rye Playland center

AC, Arcade, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

6 Bedrooms10 Guests
New to Booking
$2281
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Rye Playland.

Where to stay in Rye Playland? Best neighborhoods & areas

Rye Playland Vacation Rentals on the Map

Frequently Asked Questions

You can explore 67 verified vacation rentals in Rye Playland. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Rye Playland vary depending on the season, property size, and location. Rates typically start from around $141 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Rye Playland include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Rye Playland welcome pets. Currently, 24 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Rye Playland often include amenities such as Fireplace/Heating, Wellness Facilities, and Laundry. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.