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Tarrytown Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Tarrytown vacation rentals

A wooden interior with a door, a rocking chair, a small table with a plant, and a window with a view.

1. New King Bed in spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views

New King Bed in spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views
Ridge Manor
8.8 out of 10, Excellent, (6 reviews)
"The location was ideal for our trip needs and the home layout was very accommodating. Would definitely stay again."
United States
John
$368 nightly
The price is $405
Oct 26 - Oct 27
Total with taxes and fees
New King Bed in spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views
A kitchen with teal walls, wooden cabinets, a microwave, a toaster, and a sink.

2. Cabin At A Wildlife Sanctuary - Diego’s Cabin

Cabin At A Wildlife Sanctuary - Diego’s Cabin
Dade City
9.6 out of 10, Exceptional, (23 reviews)
"We had a great time. The highlight was the sweet resident deer there. It was an experience we will never forget."
United States
Lori L.
$155 nightly
The price is $171
Oct 20 - Oct 21
Total with taxes and fees
Cabin At A Wildlife Sanctuary - Diego’s Cabin
A kitchen with wooden cabinets, a white refrigerator, a stove, and a microwave.

3. Florida Breeze - Wildlife Sanctuary

Florida Breeze - Wildlife Sanctuary
Dade City
9.8 out of 10, Exceptional, (38 reviews)
"It is a wonderful and peaceful environment. My son and I enjoyed all of the animals and especially appreciated the tour which was provided."
United States
Erik M.
$155 nightly
The price is $171
Oct 25 - Oct 26
Total with taxes and fees
Florida Breeze - Wildlife Sanctuary
A compact living space with a kitchenette, a sofa, a dining area, and a ceiling fan.

4. Ultimate Glamping Stay & Play Fun Spot

Ultimate Glamping Stay & Play Fun Spot
Ridge Manor
$393 nightly
The price is $433
Oct 18 - Oct 19
Total with taxes and fees
Ultimate Glamping Stay & Play Fun Spot
An interior space with a wooden table and benches, a hanging light fixture, and an American flag.

5. Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!

Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!
Brooksville
10.0 out of 10, Exceptional, (4 reviews)
"This unique stay is over the top. The kitchen is well tricked out. Little touches everywhere, being a metal building, I was glad to see 3 mini splits. The pool is pretty great. We used the basket ball court too. And a friendly cat."
United States
Dwight
$255 nightly
The price is $283
Oct 18 - Oct 19
Total with taxes and fees
Get to the CHOPPA! One-of-a-kind 2/1 HELICOPTER on 5 acres in the woods!
A spacious living area with a large L-shaped sectional sofa, a wooden coffee table, and a kitchen area with wooden cabinets and a built-in refrigerator.

6. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
Brooksville
10.0 out of 10, Exceptional, (13 reviews)
"Great hosts house was clean and beautiful "
United States
Gregg K.
$449 nightly
The price is $497
Oct 18 - Oct 19
Total with taxes and fees
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
A covered seating area with a bench and chairs, surrounded by a rope barrier, and string lights overhead.

7. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!
Brooksville
9.8 out of 10, Exceptional, (8 reviews)
"Yes very nice!"
United States
Josephine C.
$161 nightly
The price is $177
Oct 18 - Oct 19
Total with taxes and fees
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!
A wooden dock extending into a calm river surrounded by lush greenery and trees.

8. Heated pool & Kayaking house with a canal access in Lake Panasoffkee

Heated pool & Kayaking house with a canal access in Lake Panasoffkee
Lake Panasoffkee
9.6 out of 10, Exceptional, (56 reviews)
"We booked for a week for our family of 7. There was plenty of space with room for more people. We ended up having extra space to have family over for dinner. We were down for our grandparents 75th wedding anniversary, but ended up losing grandpa before the big day. The owner worked with me to book an extra day to stay longer with our family."
United States
Jessica
$363 nightly
The price is $386
Oct 18 - Oct 19
Total with taxes and fees
Heated pool & Kayaking house with a canal access in Lake Panasoffkee
A kitchen with white cabinets, a microwave, and a sink. There are wicker chairs at the island.

9. Brand New Designer Home!- 5 minutes from East Port

Brand New Designer Home!- 5 minutes from East Port
Sumterville
9.8 out of 10, Exceptional, (7 reviews)
"Loved our stay.. Nicely appointed, every thing you need. Wish we could have stayed longer."
United States
denise K.
Brand New Designer Home!- 5 minutes from East Port
Exterior

10. ROOM 03 - Lake Sumner

ROOM 03 - Lake Sumner
Clermont
8.4 out of 10, Very good, (30 reviews)
"Very accommodating during check in."
United States
Tyler B.
$143 nightly
The price is $157
Oct 19 - Oct 20
Total with taxes and fees
ROOM 03 - Lake Sumner
A lush garden with a variety of ferns and greenery, a small pond, and a decorative bird bath.

11. Enjoy the Pleasures of Historic Downtown Dade City- The Dade City Bungalow

Enjoy the Pleasures of Historic Downtown Dade City- The Dade City Bungalow
Dade City
10.0 out of 10, Exceptional, (4 reviews)
"We had an amazing stay will definitely stay again next year "
United States
Lorrie R.
$155 nightly
The price is $171
Oct 18 - Oct 19
Total with taxes and fees
Enjoy the Pleasures of Historic Downtown Dade City- The Dade City Bungalow
A modern living room with a large window, a flat-screen TV, and a glass coffee table.

12. Sumner Lake Tiny House - Lake Sumner

Sumner Lake Tiny House - Lake Sumner
3.0 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
$442 nightly
The price is $490
Oct 25 - Oct 26
Total with taxes and fees
Sumner Lake Tiny House - Lake Sumner
Private kitchen

13. 5 minutes to EastPort, Life Style ID's!

5 minutes to EastPort, Life Style ID's!
Sumterville
$394 nightly
The price is $419
Nov 1 - Nov 2
Total with taxes and fees
5 minutes to EastPort, Life Style ID's!
A bedroom with a wooden ceiling, a bed with a grey bedspread, a bedside lamp, and a view of the outdoors through a window.

14. ROOM 04 - Lake Sumner

ROOM 04 - Lake Sumner
Clermont
7.4 out of 10, Good, (38 reviews)
"Cute little room which was perfect for our needs. No AC controls in the room but the weather was cool enough that it wasn’t an issue."
United States
Chris M.
$143 nightly
The price is $157
Oct 21 - Oct 22
Total with taxes and fees
ROOM 04 - Lake Sumner
A kitchen with a stainless steel stove, a microwave above it, and a coffee maker on the counter.

15. 5 minutes to EastPort, Life Style ID's!

5 minutes to EastPort, Life Style ID's!
Sumterville
$291 nightly
The price is $309
Oct 19 - Oct 20
Total with taxes and fees
5 minutes to EastPort, Life Style ID's!
A wooden console table with a fireplace, a decorative vase, and various items on top.

16. Cozy Pink Vintage Studio with Private Fenced Yard

Cozy Pink Vintage Studio with Private Fenced Yard
Coleman
9.6 out of 10, Exceptional, (8 reviews)
"The property was very clean and pet friendly. We enjoyed our stay."
United States
Julie B.
$172 nightly
The price is $182
Oct 18 - Oct 19
Total with taxes and fees
Cozy Pink Vintage Studio with Private Fenced Yard
A modern kitchen with stainless steel appliances, dark cabinetry, and a marble countertop.

17. Charming 2-bedroom house in The Villages with Golf Cart

Charming 2-bedroom house in The Villages with Golf Cart
The Villages
10.0 out of 10, Exceptional, (5 reviews)
"Loved the place. It was very clean and convenient for my family The rooms were very comfortable and were able to enjoy our time in Florida."
United States
Kevin
$388 nightly
The price is $412
Oct 26 - Oct 27
Total with taxes and fees
Charming 2-bedroom house in The Villages with Golf Cart
A modern kitchen with a central island, white cabinetry, and a dining area with a table and chairs.

18. Golf Cart & Amenity Access! Home in The Villages

Golf Cart & Amenity Access! Home in The Villages
Wildwood
10.0 out of 10, Exceptional, (56 reviews)
"The house was a perfect fit for our family. The fenced in backyard was perfect for our dogs. Having the golf cart to take our kids to the family pool was a bonus."
United States
Garrett D.
$402 nightly
The price is $427
Oct 31 - Nov 1
Total with taxes and fees
Golf Cart & Amenity Access! Home in The Villages
A bedroom with a bed, a ceiling fan, a window with blinds, and a painting on the wall.

19. Saltwater Pool + Fire Pit Nights , Weeki Wachee

Saltwater Pool + Fire Pit Nights , Weeki Wachee
Brooksville
10.0 out of 10, Exceptional, (2 reviews)
"The property was well situated near shops, restaurants etcThe home was clean and well appointed, very comfortable. Wonderful outdoor area,The host was quick to reply with information when requested."
United States
Kathleen F.
$412 nightly
The price is $454
Oct 18 - Oct 19
Total with taxes and fees
Saltwater Pool + Fire Pit Nights , Weeki Wachee
A room with a sloped ceiling, a flat-screen TV mounted on the wall, a desk with a chair, and a window with a view of greenery outside.

20. STUDIO 02 - Lake Sumner

STUDIO 02 - Lake Sumner
Clermont
8.4 out of 10, Very good, (19 reviews)
"Our short stay was great. "
United States
Kelly B.
$226 nightly
The price is $248
Oct 18 - Oct 19
Total with taxes and fees
STUDIO 02 - Lake Sumner
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Tarrytown Hotel Reviews

Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City

10/10 Excellent
"Every thing good, only complaint ac unit A little loud. Nice room 5 stars.👍👍"
Marcel 1-night trip
Posted 12 hours ago
Days Inn by Wyndham Brooksville/Dade City

Find out more about Tarrytown

Everything you need to know about Tarrytown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Tarrytown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Tarrytown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Tarrytown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Tarrytown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Tarrytown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $120 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Tarrytown rentals

At Expedia, we put the best Tarrytown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Tarrytown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Tarrytown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Tarrytown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Tarrytown?

Yes, we give you a choice of vacation rentals near well known sights in Tarrytown, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Tarrytown?

Ultra clean designer home in The Villages (3-bed): Visitors like this Tarrytown vacation home rental. It is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Tarrytown?

While exploring the area, visit family-friendly sights like Giraffe Ranch, or get outside and enjoy nature at Withlacoochee Trail State Park. Webster Westside Flea Market and Dade Battlefield State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Tarrytown?

Vacation rentals are private accommodations you can stay in for several days or longer in Tarrytown. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for small groups.