Tarrytown Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Tarrytown holiday rentals

An outdoor seating area with Adirondack chairs and a fire pit, surrounded by trees and a building with string lights.

1. Peaceful Country Retreat

Peaceful Country Retreat
Webster
Peaceful Country Retreat
A light blue vintage refrigerator with a built-in wooden shelf unit above it.

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

Cabin At A Wildlife Sanctuary - Diego’s Cabin
Dade City
9.8 out of 10, Exceptional, (26 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.
The price is NZ$293
includes taxes & fees
18 Nov - 19 Nov
Cabin At A Wildlife Sanctuary - Diego’s Cabin
A covered seating area with a sofa and chairs, surrounded by a wooden pergola with string lights, set in a wooded area.

3. 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.
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!
A wooden interior with a door, a rocking chair, a small table with a plant, and a window with a view.

4. 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
The price is NZ$762
includes taxes & fees
13 Dec - 14 Dec
New King Bed in spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views
A kitchen with wooden cabinets, a white refrigerator, a stove, and a microwave.

5. 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.
The price is NZ$386
includes taxes & fees
15 Nov - 16 Nov
Florida Breeze - Wildlife Sanctuary
A covered seating area with a sofa and chairs, surrounded by a wooden pergola with string lights, set in a wooded area.

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

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!
Brooksville
10.0 out of 10, Exceptional, (5 reviews)
"We love this place, we ride at Croom a few times a year. Would definitely stay here again. "
United States
Richard B.
The price is NZ$441
includes taxes & fees
16 Nov - 17 Nov
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!
A single-story house with a front yard, a sidewalk, and a large tree with hanging moss.

7. old Florida cottage canal front

old Florida cottage canal front
Lake Panasoffkee
8.8 out of 10, Excellent, (8 reviews)
"Host was responsive and friendly. Place is great. Neighbors are wonderful. "
United States
Jeremy A.
The price is NZ$158
includes taxes & fees
15 Nov - 16 Nov
old Florida cottage canal front
A riverside walkway with trees, a brick path, and a distant view of buildings.

8. Cozy 2-bedroom cottage in beautiful Bushnell with AC

Cozy 2-bedroom cottage in beautiful Bushnell with AC
Bushnell
4.0 out of 10, (1 review)
"It was OK. I can’t give it any more than a two star. There was no microwave. There was no toaster. There was one frying pan small to cook our breakfast in. It was one hand towel in each bathroom and just a few towels in the whole place. There was no washing machine just a dryer to clean this kind of could’ve been a little bit better the refrigerator was dirty. There was leftover food in there that could’ve been thrown out. The workout room consist of a punching bag and a small trampoline which...
United States
Lynn B.
The price is NZ$170
includes taxes & fees
20 Nov - 21 Nov
Cozy 2-bedroom cottage in beautiful Bushnell with AC
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

9. Smart Place Retreat at The Villages

Smart Place Retreat at The Villages
Sumterville
The price is NZ$769
includes taxes & fees
21 Nov - 22 Nov
Smart Place Retreat at The Villages
A compact living space with a kitchenette, a sofa, a dining area, and a ceiling fan.

10. Ultimate Glamping Stay & Play Fun Spot

Ultimate Glamping Stay & Play Fun Spot
Ridge Manor
The price is NZ$592
includes taxes & fees
16 Nov - 17 Nov
Ultimate Glamping Stay & Play Fun Spot
A covered outdoor area with a vehicle and a boat, surrounded by trees and a white fence.

11. Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking

Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking
Lake Panasoffkee
The price is NZ$255
includes taxes & fees
13 Nov - 14 Nov
Cozy 1-bedroom cottage in Lake Panasoffkee with boat parking
A narrow hallway with white walls, a textured white brick accent wall, a potted plant, and a black door.

12. 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.
The price is NZ$313
includes taxes & fees
16 Nov - 17 Nov
Cozy Pink Vintage Studio with Private Fenced Yard
A covered seating area with a sofa and chairs, surrounded by a wooden pergola with string lights, set in a wooded area.

13. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX!
Brooksville
9.8 out of 10, Exceptional, (8 reviews)
"Good stay"
United States
Crystal D.
The price is NZ$345
includes taxes & fees
13 Dec - 14 Dec
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX!
A covered seating area with a sofa and chairs, surrounded by a wooden pergola with string lights, set in a wooded area.

14. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch MX!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch MX!
Brooksville
9.0 out of 10, Wonderful, (4 reviews)
"Very clean and quiet property. Had a great time and looking forward to returning "
United States
Ritchie M.
The price is NZ$300
includes taxes & fees
15 Nov - 16 Nov
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch MX!
A geodesic dome structure with a patio area, outdoor seating, and a glass door entrance.

15. 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.
The price is NZ$277
includes taxes & fees
15 Nov - 16 Nov
ROOM 04 - Lake Sumner
A geodesic dome structure with a patio area and seating.

16. 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.
The price is NZ$277
includes taxes & fees
16 Nov - 17 Nov
ROOM 03 - Lake Sumner
A kitchen with a central island, bar stools, wooden cabinets, and a ceiling with recessed lighting.

17. 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, (14 reviews)
"Great hosts house was clean and beautiful "
United States
Gregg K.
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
A hallway with wooden flooring, a white door, and a hexagonal shelf with a plant.

18. Brand New! Modern Guesthouse!

Brand New! Modern Guesthouse!
Lake Panasoffkee
8.0 out of 10, Very good, (1 review)
"This is a cute place in a quiet neighborhood. Just what we needed, a quiet place to stay while visiting family in the area. Very basic kitchen and dining needs. Enough to make easy meals to enjoy while there. It is NOT a five star hotel but we very much enjoyed this cute little place."
United States
Karen G.
The price is NZ$193
includes taxes & fees
24 Nov - 25 Nov
Brand New! Modern Guesthouse!
A compact RV kitchen with dark wood cabinets, a stainless steel stove, a microwave, and a sink.

19. RV camper in a peaceful place

RV camper in a peaceful place
Lake Panasoffkee
10.0 out of 10, Exceptional, (2 reviews)
"From pre-reservation questions, to check-in to check-out, Julia was very responsive. The property was just what we needed for our weekend. Quiet, quaint and all the basics were provided. Thank you!"
United States
Kevin B.
The price is NZ$175
includes taxes & fees
13 Nov - 14 Nov
RV camper in a peaceful place
A lush garden with a variety of ferns and greenery, a small pond, and a decorative bird bath.

20. 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.
The price is NZ$297
includes taxes & fees
16 Nov - 17 Nov
Enjoy the Pleasures of Historic Downtown Dade City- The Dade City Bungalow
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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Find out more about Tarrytown

Everything you need to know about Tarrytown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Tarrytown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Tarrytown holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Tarrytown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Tarrytown holiday rentals we have selected for you start as low as NZ$157 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Tarrytown rentals

At Expedia, we put the best Tarrytown holiday 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 holiday.

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 holiday rental in Tarrytown?

Yes, there are holiday rentals close to the most popular sights in Tarrytown, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Tarrytown has to offer?

Ultra clean designer home in The Villages (3-bed): This holiday home rental outside of Tarrytown 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 that 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 wider area.

What are holiday rentals like in Tarrytown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Tarrytown. Holiday rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for families.