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Tarrytown Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Tarrytown holiday rentals

A covered seating area with a bench and chairs, surrounded by a rope barrier, and string lights overhead.

1. 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.
The price is HK$483
HK$1,391 total
includes taxes & fees
30 Aug - 31 Aug
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!
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 were greeted warmly."
United States
Lauretta W.
The price is HK$596
HK$1,219 total
includes taxes & fees
14 Sept - 15 Sept
Cabin At A Wildlife Sanctuary - Diego’s Cabin
A covered seating area with a bench and chairs, surrounded by a rope barrier, and string lights overhead.

3. 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, (4 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 HK$535
HK$1,908 total
includes taxes & fees
30 Aug - 31 Aug
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!
A compact RV interior with a sofa, dining area, kitchenette, and a window with curtains.

4. Bushnell Riverside Retreat w/ Hot Tub & Game Shed

Bushnell Riverside Retreat w/ Hot Tub & Game Shed
3.0 star property
Bushnell
The price is HK$760
HK$1,993 total
includes taxes & fees
3 Sept - 4 Sept
Bushnell Riverside Retreat w/ Hot Tub & Game Shed
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, (37 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 HK$768
HK$1,567 total
includes taxes & fees
14 Sept - 15 Sept
Florida Breeze - Wildlife Sanctuary
A compact RV interior with a sofa, dining area, kitchenette, and a window with curtains.

6. Bushnell Riverside Retreat w/ Hot Tub & Game Shed

Bushnell Riverside Retreat w/ Hot Tub & Game Shed
Bushnell
10.0 out of 10, Exceptional, (2 reviews)
"This place is great. The host thought of everything you might need. If you want to get away, be immersed in nature, with enough activities and outdoor space, this is it! A"
United States
Joe M.
The price is HK$486
HK$1,983 total
includes taxes & fees
8 Sept - 9 Sept
Bushnell Riverside Retreat w/ Hot Tub & Game Shed
A bedroom with a wooden ceiling, a bed with a grey bedspread, a bedside lamp, and a view of the outdoors through a window.

7. ROOM 04 - Lake Sumner

ROOM 04 - Lake Sumner
Clermont
7.4 out of 10, Good, (37 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 HK$729
HK$1,227 total
includes taxes & fees
29 Aug - 30 Aug
ROOM 04 - Lake Sumner

8. ROOM 03 - Lake Sumner

ROOM 03 - Lake Sumner
Clermont
8.4 out of 10, Very good, (28 reviews)
"Very accommodating during check in."
United States
Tyler B.
The price is HK$729
HK$1,227 total
includes taxes & fees
25 Sept - 26 Sept
ROOM 03 - Lake Sumner
A modern kitchen with a marble countertop, a sink, and a hanging light fixture.

9. 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 HK$466
HK$1,372 total
includes taxes & fees
30 Aug - 31 Aug
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch SX!
A riverside walkway with trees, a brick path, and a distant view of buildings.

10. 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 HK$691
HK$896 total
includes taxes & fees
28 Aug - 29 Aug
Cozy 2-bedroom cottage in beautiful Bushnell with AC

11. 5 minutes from EastPort, Brand New home!

5 minutes from EastPort, Brand New home!
Sumterville
5 minutes from EastPort, Brand New home!
A compact kitchen with a built-in dishwasher, a sink, and a stove. There is a small bed with a window and a ceiling fan.

12. Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees

Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
Clermont
10.0 out of 10, Exceptional, (19 reviews)
"This was our second time staying here. It was clean and well stocked for the week. The pools at the place were great. We were able to enjoy pickleball and golf on the resort as well. "
United States
Carolyn B.
The price is HK$886
HK$2,183 total
includes taxes & fees
24 Sept - 25 Sept
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a flat-screen TV mounted on the wall.

13. Newly renovated vacation house!

Newly renovated vacation house!
Lake Panasoffkee
10.0 out of 10, Exceptional, (4 reviews)
"Awesome place"
United States
Michelle S.
The price is HK$776
HK$987 total
includes taxes & fees
29 Aug - 30 Aug
Newly renovated vacation house!
A kitchen with a black metal table and chairs, a white vase with green plants, and a window with blinds.

14. Vintage Charm on Peaceful Mini Farm - Pet Friendly

Vintage Charm on Peaceful Mini Farm - Pet Friendly
Coleman
10.0 out of 10, Exceptional, (27 reviews)
"Very clean and comfortable bed."
United States
Cheryl D.
The price is HK$823
HK$1,706 total
includes taxes & fees
24 Sept - 25 Sept
Vintage Charm on Peaceful Mini Farm - Pet Friendly
A single-story house with a front yard, a sidewalk, and a large tree with hanging moss.

15. 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 HK$317
HK$530 total
includes taxes & fees
1 Sept - 2 Sept
old Florida cottage canal front
A modern, white, dome-shaped building with large windows, surrounded by lush greenery.

16. Room 03 - Lake Sumner

Room 03 - Lake Sumner
2.0 star property
Clermont
6.0 out of 10, (2 reviews)
"Office was very helpful and courteous. "
United States
Andrew
The price is HK$984
HK$1,400 total
includes taxes & fees
21 Sept - 22 Sept
Room 03 - Lake Sumner
A wooden console table with a fireplace, a decorative vase, and various items on top.

17. 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 host went out of her way to make sure we had everything we needed."
United States
Cynthia B.
The price is HK$607
HK$1,451 total
includes taxes & fees
1 Sept - 2 Sept
Cozy Pink Vintage Studio with Private Fenced Yard
A building with a sign that reads "Big Bass" and mentions a waterfront resort and marina.

18. Cabin on lake panasoffkee, near top spot big bass grill

Cabin on lake panasoffkee, near top spot big bass grill
Lake Panasoffkee
8.0 out of 10, Very good, (2 reviews)
"The cabin was so cute and cleanThe only thing I wish there was a microwave. No big deal. I heated my stuff on the stove "
United States
Mary B.
The price is HK$882
HK$1,784 total
includes taxes & fees
29 Aug - 30 Aug
Cabin on lake panasoffkee, near top spot big bass grill
A park with a wooden pier extending into a body of water, surrounded by trees with hanging moss.

19. Charming Private Suite Near Scenic Trails

Charming Private Suite Near Scenic Trails
Clermont
9.8 out of 10, Exceptional, (6 reviews)
"Very nice and would recommend highly"
United States
kenneth k.
The price is HK$706
HK$940 total
includes taxes & fees
31 Aug - 1 Sept
Charming Private Suite Near Scenic Trails
A modern living room with a brown leather sofa, a wooden coffee table, and a dining area with a kitchen in the background.

20. The Historic Sweetwater Cottage Firepit & Cornhole

The Historic Sweetwater Cottage Firepit & Cornhole
Dade City
10.0 out of 10, Exceptional, (10 reviews)
"Quite clean really nice place"
United States
David T.
The price is HK$1,097
HK$2,381 total
includes taxes & fees
28 Aug - 29 Aug
The Historic Sweetwater Cottage Firepit & Cornhole
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
"They are so very nice here and it's so clean thanks again"
James 2-night trip
Posted 5 hours ago
Days Inn by Wyndham Brooksville/Dade City

Find out more about Tarrytown

Search for holiday rentals in Tarrytown on Expedia! You can easily find your home rentals, villas, holiday apartments in Tarrytown using one of the methods below:

  • View our selection of featured holiday rentals in Tarrytown
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  • Enter your travel dates to view the best deals on holiday rentals in Tarrytown while they last

Look no further and take a look at our great range of rental properties in Tarrytown!

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?

Gorgeous 3 bd-2 bth in Fenney w/4-seat Cart; Near Brownwood, Sawgrass, Eastport: This holiday home rental outside of Tarrytown is located next to a golf course, and has a pool table, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, 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 Florida National Cemetery 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.