1+ Vacation Rentals Near Tarrytown |
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Pirate Cove Cottages - Vacation Rentals in Tarrytown

Lake Cottage From US $170
         

2.0 (1 Review)
Cottage
Lake Cottage
  • Air Conditioner
  • Bedding/Linens
  • Wellness Facilities

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Luxury Places to Stay in Tarrytown

Over 76+ Luxury Places to Stay in or Near Tarrytown
Epic Outdoor Adventures & Experiences Await Your Group at Moto Ranch! Sleeps 28 From US $1,404
         

New
Apartment
Epic Outdoor Adventures & Experiences Await Your Group at Moto Ranch! Sleeps 28
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sleep With Sloths and Lemurs! Modern Webster Home From US $572
         

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New
House
Sleep With Sloths and Lemurs! Modern Webster Home
  • Parking
  • Pool
  • Accessibility

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Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride! From US $452
         

10.0 (8 Reviews)
House
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sleep With Sloths & Lemurs! Modern Webster Home From US $410
         

10.0 (15 Reviews)
House
Sleep With Sloths & Lemurs! Modern Webster Home
  • Air Conditioner
  • Parking
  • Pool

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Moto Ranch at Croom From US $405
         

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New
House
Moto Ranch at Croom
  • Air Conditioner
  • Pet Friendly
  • Pool

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New King Bed in spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views From US $394
         

10.0 (4 Reviews)
Villa
New King Bed in spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views
  • Air Conditioner
  • Parking
  • Pet Friendly

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Glamping with the Hotrods in the Florida Car Show showroom and RV Retreat From US $370
         

New
House
Glamping with the Hotrods in the Florida Car Show showroom and RV Retreat
  • Child Friendly

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Experience the simple life in our charming Mini Farm/Cottage house for rent.n From US $307
         

New
Other
Experience the simple life in our charming Mini Farm/Cottage house for rent.n
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating

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Top-Rated Vacation Rentals with a Pool in Tarrytown

Over 17+ Top-Rated Vacation Rentals with a Pool in or Near Tarrytown
Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods! From US $221
         

10.0 (3 Reviews)
Apartment
Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer! From US $244
         

10.0 (2 Reviews)
House
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!
  • Air Conditioner
  • Parking
  • Pet Friendly

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4817CO TOWNHOUSE 4 BEDROOMS & 3 BATHROOMS + POOL From US $116
         

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9.0 (1 Review)
House
4817CO TOWNHOUSE 4 BEDROOMS & 3 BATHROOMS + POOL
  • Parking
  • Pool
  • Security/Safety

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Holiday Inn Express Hotel & Suites Brooksville by IHG From US $145
         

8.6 (740 Reviews)
Hotel
Holiday Inn Express Hotel & Suites Brooksville by IHG
  • Air Conditioner
  • Parking
  • Pool

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Holiday Inn Express Hotel & Suites Brooksville-I-75 by IHG From US $159
         

8.5 (142 Reviews)
Hotel
Holiday Inn Express Hotel & Suites Brooksville-I-75 by IHG
  • Air Conditioner
  • Parking
  • Pool

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Microtel Inn & Suites by Wyndham Brooksville From US $113
         

8.4 (1007 Reviews)
Hotel
Microtel Inn & Suites by Wyndham Brooksville
  • Air Conditioner
  • Parking
  • Pool

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Microtel Inn & Suites by Wyndham Brooksville From US $107
         

8.4 (538 Reviews)
Hotel
Microtel Inn & Suites by Wyndham Brooksville
  • Air Conditioner
  • Parking
  • Pet Friendly

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Microtel Inn & Suites by Wyndham Bushnell From US $104
         

7.6 (954 Reviews)
Hotel
Microtel Inn & Suites by Wyndham Bushnell
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Tarrytown

Over 22+ Pet-Friendly Vacation Rentals in or Near Tarrytown
Duck Haven - Wildlife Sanctuary - 5 miles to I75 From US $162
         

10.0 (17 Reviews)
Apartment
Duck Haven - Wildlife Sanctuary - 5 miles to I75
  • Air Conditioner
  • Parking
  • Pet Friendly

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3BR House with Enclosed Yard and Gas Grill From US $262
         

10.0 (1 Review)
House
3BR House with Enclosed Yard and Gas Grill
  • Parking
  • Pet Friendly
  • View

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Cabin At A Wildlife Sanctuary - Diego’s Cabin From US $171
         

10.0 (11 Reviews)
Cabin
Cabin At A Wildlife Sanctuary - Diego’s Cabin
  • Air Conditioner
  • Pet Friendly
  • TV

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River Daze Cabin - A cozy cabin right on the river From US $177
         

10.0 (1 Review)
Cabin
River Daze Cabin - A cozy cabin right on the river
  • Air Conditioner
  • Pet Friendly
  • TV

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Just What You Are Looking For, Get Away From It All And Bring The Pets Too. From US $254
         

9.8 (294 Reviews)
Cabin
Just What You Are Looking For, Get Away From It All And Bring The Pets Too.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Florida Breeze - Wildlife Sanctuary From US $210
         

9.8 (32 Reviews)
Apartment
Florida Breeze - Wildlife Sanctuary
  • Air Conditioner
  • Parking
  • Pet Friendly

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3BR House w/Enclosed Yard & Gas Grill From US $294
         

9.8 (8 Reviews)
House
3BR House w/Enclosed Yard & Gas Grill
  • Air Conditioner
  • Pet Friendly
  • TV

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Riverside Retreat From US $126
         

8.8 (9 Reviews)
House
Riverside Retreat
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Tarrytown

Over 6+ Large Vacation Homes & Villas in or Near Tarrytown
-The Villa On The Lake- From US $245
         

New
Villa
-The Villa On The Lake-
  • Security/Safety
  • Child Friendly
  • Internet

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Scenic relax place in Webster From US $189
         

New
House
Scenic relax place in Webster
  • Air Conditioner
  • Pool
  • TV

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-The Gathered Place- From US $5,395
         

New
Apartment
-The Gathered Place-
  • Security/Safety
  • Child Friendly
  • Internet

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★Paradise Palms Tiki Villa★ From US $169
         

10.0 (16 Reviews)
Villa
★Paradise Palms Tiki Villa★
  • Air Conditioner
  • Parking
  • TV

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Southen Oaks Ranch Estate minutes to The Villages From US $764
         

10.0 (1 Review)
House
Southen Oaks Ranch Estate minutes to The Villages
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Sunny Brooksville Getaway w/ Furnished Lanai! From US $243
         

New
House
Sunny Brooksville Getaway w/ Furnished Lanai!
  • Air Conditioner
  • Bedding/Linens
  • Internet

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Wheelchair Accessible Vacation Homes in Tarrytown

Over 5+ Wheelchair Accessible Vacation Homes in or Near Tarrytown
Hampton Inn Brooksville Dade City From US $173
         

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8.3 (106 Reviews)
Hotel
Hampton Inn Brooksville Dade City
  • Air Conditioner
  • Parking
  • Pet Friendly

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Hampton Inn Brooksville Dade From US $153
         

9.0 (454 Reviews)
Hotel
Hampton Inn Brooksville Dade
  • Air Conditioner
  • Parking
  • TV

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Microtel Inn & Suites by Wyndham Bushnell From US $89
         

6.7 (265 Reviews)
Hotel
Microtel Inn & Suites by Wyndham Bushnell
  • Air Conditioner
  • Parking
  • Pet Friendly

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Quality Inn & Suites Brooksville I-75-Dade City From US $97
         

6.3 (290 Reviews)
Hotel
Quality Inn & Suites Brooksville I-75-Dade City
  • Air Conditioner
  • Parking
  • Pet Friendly

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Days Inn by Wyndham Brooksville From US $73
         

6.1 (412 Reviews)
Hotel
Days Inn by Wyndham Brooksville
  • Air Conditioner
  • Parking
  • Pet Friendly

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Tarrytown Varoom and Airbnb Places to Stay Under $200

Over 27+ Tarrytown Varoom and Airbnb Places to Stay Under $200
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX! From US $173
         

9.8 (6 Reviews)
House
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX!
  • Air Conditioner
  • Parking
  • TV

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River Daze Cabin - A cozy cabin right on the river From US $151
         

New
House
River Daze Cabin - A cozy cabin right on the river
  • Air Conditioner
  • Parking
  • Pet Friendly

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Quality Inn & Suites Brooksville I-75/Dade City From US $83
         

6.8 (795 Reviews)
Hotel
Quality Inn & Suites Brooksville I-75/Dade City
  • Air Conditioner
  • Parking
  • Pool

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Cozy river front retreat on beautiful Withlacoochee River. Near theme parks. From US $104
         

9.6 (17 Reviews)
House
Cozy river front retreat on beautiful Withlacoochee River. Near theme parks.
  • Air Conditioner
  • Parking
  • TV

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Riverside Retreat, Kayak, Swin, Fish From US $110
         

9.6 (8 Reviews)
House
Riverside Retreat, Kayak, Swin, Fish
  • Air Conditioner
  • Parking
  • TV

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Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV! From US $175
         

9.6 (5 Reviews)
House
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!
  • Air Conditioner
  • Parking
  • TV

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Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch MX! From US $173
         

9.0 (4 Reviews)
House
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch MX!
  • Air Conditioner
  • Parking
  • TV

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Cozy Cowboy Cottage at Spotted Dance Ranch From US $110
         

9.8 (34 Reviews)
Cabin
Cozy Cowboy Cottage at Spotted Dance Ranch
  • Air Conditioner
  • Parking
  • TV

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Instantly Bookable Vacation Homes in Tarrytown

Over 17+ Instantly Bookable Vacation Homes in or Near Tarrytown
Enjoy nature and spend some time with yourself surrounded by beautiful animals. From US $215
         

9.4 (3 Reviews)
House
Enjoy nature and spend some time with yourself surrounded by beautiful animals.
  • Air Conditioner
  • Parking
  • TV

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Peaceful Country Retreat From US $248
         

New
House
Peaceful Country Retreat
  • Air Conditioner
  • Parking
  • TV

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Secluded Riverhouse: Adventures & Relaxation in Nature between Tampa/Orlando From US $204
         

New
House
Secluded Riverhouse: Adventures & Relaxation in Nature between Tampa/Orlando
  • Air Conditioner
  • Parking
  • Pet Friendly

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NEW Traveling Professionals Retreat! From US $125
         

10.0 (8 Reviews)
House
NEW Traveling Professionals Retreat!
  • Air Conditioner
  • Parking
  • TV

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Luxury Suite Groveland (15948) From US $165
         

10.0 (3 Reviews)
Apartment
Luxury Suite Groveland (15948)
  • Air Conditioner
  • Parking
  • Pet Friendly

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Little Lakehouse On The Prairie From US $283
         

10.0 (2 Reviews)
House
Little Lakehouse On The Prairie
  • Air Conditioner
  • Parking
  • View

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Withla RiverArt Cabin From US $197
         

10.0 (1 Review)
Cabin
Withla RiverArt Cabin
  • Air Conditioner
  • Parking
  • Bedding/Linens

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3BR Home, Modern Amenities, Patio - FL Escape Awaits! From US $195
         

10.0 (1 Review)
House
3BR Home, Modern Amenities, Patio - FL Escape Awaits!
  • Air Conditioner
  • Parking
  • TV

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About Tarrytown Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Piratecovecottages Tarrytown, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Tarrytown. Places to stay near Tarrytown with prices averaging $170 a night.

Piratecovecottages makes it easy and safe to find and compare vacation rentals in Tarrytown with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Tarrytown

Type Count
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Tarrytown

★ Pro Tip: Piratecovecottages makes it easy to compare the best listings on Piratecovecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Piratecovecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Tarrytown.

Weather in Tarrytown

View the weather forecast for Tarrytown before booking your Tarrytown Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Tarrytown, FL

Piratecovecottages offers a large selection of top attractions around Tarrytown. Research things to do on your vacation before you visit Tarrytown.


Webster Westside Flea Market Lakeridge Winery Lake Louisa State Park Giraffe Ranch Florida National Cemetery Brooksville Country Club Watertoyz of Clermont Clermont Historic Village Museum Withlacoochee Trail State Park Withlacoochee State Forest Lake David Park Plantation Golf Club Dade City Atlantic Coast Line Railroad Depot Dade Battlefield State Park Boyett's Grove The Florida International Teaching Zoo Clarence Bishop Memorial Field Palisades Golf Club Green Valley Country Club Lake Deaton