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Tarrytown Vacation Rentals

Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Tarrytown vacation rentals

House (1 Bedroom) | Interior

Bushnell Riverside Retreat w/ Hot Tub & Game Shed

Bushnell Riverside Retreat w/ Hot Tub & Game Shed
3.0 star property
Bushnell
$238 nightly
The price is $254
Jul 16 - Jul 17
Total with taxes and fees
Bushnell Riverside Retreat w/ Hot Tub & Game Shed
Fridge, microwave, oven, stovetop

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.
$252 nightly
The price is $276
Jul 20 - Jul 21
Total with taxes and fees
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
House, Accessible | 2 bedrooms, high-speed internet, bed sheets

Sumner Lake Tiny House - Lake Sumner

Sumner Lake Tiny House - Lake Sumner
2.5 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
$332 nightly
The price is $369
Jul 17 - Jul 18
Total with taxes and fees
Sumner Lake Tiny House - Lake Sumner
Interior

Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (24 reviews)
"The setting was very nice and in a quiet area, but conveniently located to travel around Florida. Cottage was clean and very comfortable. Would definitely stay again."
United States
Brenda P.
$264 nightly
The price is $290
Jul 16 - Jul 17
Total with taxes and fees
Cozy Lake Front Cottage
2 bedrooms, desk, iron/ironing board, free WiFi

Family and Triathlete Friendly Downtown Suite 599

Family and Triathlete Friendly Downtown Suite 599
Historic Downtown Clermont
10.0 out of 10, Exceptional, (19 reviews)
"The property was exactly as advertised and the hosts were great and made sure our stay was great. Proximity to historic Clermont and the waterfront was an easy stroll. Would stay again for sure."
United States
Dan S.
$345 nightly
The price is $374
Jul 19 - Jul 20
Total with taxes and fees
Family and Triathlete Friendly Downtown Suite 599
Outdoor dining

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, (6 reviews)
"Yes very nice!"
United States
Josephine C.
$161 nightly
The price is $177
Jul 16 - Jul 17
Total with taxes and fees
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!
Property grounds

Charming Private Suite Near Scenic Trails

Charming Private Suite Near Scenic Trails
Clermont
9.6 out of 10, Exceptional, (5 reviews)
"This lovely little two-room space is a 3-minute walk from the Crooked River Nature Preserve where we walked each morning of our stay. We were blessed with a bald eagle sighting and listened to sandhill cranes. The host was very warm, welcoming, and flexible, and a good communicator. We highly recommend this place. "
United States
Danna F.
$110 nightly
The price is $120
Jul 16 - Jul 17
Total with taxes and fees
Charming Private Suite Near Scenic Trails
Dining

Vintage Charm on Peaceful Mini Farm - Pet Friendly

Vintage Charm on Peaceful Mini Farm - Pet Friendly
Coleman
10.0 out of 10, Exceptional, (26 reviews)
"We enjoyed this place. Farm feel was an extra bonus!"
United States
Hillary H.
$190 nightly
The price is $201
Jul 20 - Jul 21
Total with taxes and fees
Vintage Charm on Peaceful Mini Farm - Pet Friendly
Interior

Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney

Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney
Clermont
10.0 out of 10, Exceptional, (47 reviews)
"Great stay! "
United States
Anonymous traveler
$792 nightly
The price is $869
Jul 19 - Jul 20
Total with taxes and fees
Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney
Microwave, oven, stovetop, dishwasher

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, (4 reviews)
"Very nice spot to stay! I’ll be visiting again."
United States
John G.
$368 nightly
The price is $390
Jul 16 - Jul 17
Total with taxes and fees
Charming 2-bedroom house in The Villages with Golf Cart
Private kitchen

Private 1-bedroom in shared house in Clermont.

Private 1-bedroom in shared house in Clermont.
Clermont
$120 nightly
The price is $131
Jul 22 - Jul 23
Total with taxes and fees
Private 1-bedroom in shared house in Clermont.
2 bedrooms, desk, iron/ironing board, WiFi (free)

Downtown Gem! Stylish for Triathletes/Families 839

Downtown Gem! Stylish for Triathletes/Families 839
Historic Downtown Clermont
10.0 out of 10, Exceptional, (7 reviews)
"Very convenient location for visiting downtown or getting on the running/biking trails. Easy access to major roads as well."
United States
Melissa K.
$328 nightly
The price is $356
Jul 22 - Jul 23
Total with taxes and fees
Downtown Gem! Stylish for Triathletes/Families 839
House, Accessible | 1 bedroom, high-speed internet

Sumner Lake Tiny House 1B

Sumner Lake Tiny House 1B
2.0 star property
Clermont
$327 nightly
The price is $362
Jul 22 - Jul 23
Total with taxes and fees
Sumner Lake Tiny House 1B
Interior

Cozy Pink Vintage Studio with Private Fenced Yard

Cozy Pink Vintage Studio with Private Fenced Yard
Coleman
9.4 out of 10, Exceptional, (6 reviews)
"Dana’s place was very cute, clean, and cozy. She was great at communicating. It had everything I needed! Definitely recommend it."
United States
Manuela M.
$141 nightly
The price is $149
Jul 16 - Jul 17
Total with taxes and fees
Cozy Pink Vintage Studio with Private Fenced Yard
1 bedroom, WiFi, bed sheets, wheelchair access

ROOM 04 - Lake Sumner

ROOM 04 - Lake Sumner
Clermont
7.4 out of 10, Good, (34 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
Jul 19 - Jul 20
Total with taxes and fees
ROOM 04 - Lake Sumner
Smart TV

The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba

The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
The Villages
9.6 out of 10, Exceptional, (10 reviews)
"Great place, huge backyard, privacy for all rooms, plenty of dishes, etc. Loved our stay!"
United States
Dawn S.
$429 nightly
The price is $455
Jul 23 - Jul 24
Total with taxes and fees
The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
Property grounds

St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer

St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
The Villages
9.8 out of 10, Exceptional, (15 reviews)
"Excellent location, helpful hosts!"
United States
Pierina G.
$339 nightly
The price is $360
Jul 20 - Jul 21
Total with taxes and fees
St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
Smart TV, fireplace, books

Luxury Tiny by Tiny Hamptons - Chef’s Kitchen

Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Clermont
10.0 out of 10, Exceptional, (9 reviews)
"Nice accommodations, easy check in, great communications, clean and nice."
United States
John W.
$348 nightly
The price is $382
Jul 16 - Jul 17
Total with taxes and fees
Luxury Tiny by Tiny Hamptons - Chef’s Kitchen
Pool

5 BD/ 4.5 BA/ Windsor Cay (16189 PF)

5 BD/ 4.5 BA/ Windsor Cay (16189 PF)
Historic Downtown Clermont
$637 nightly
The price is $696
Jul 21 - Jul 22
Total with taxes and fees
5 BD/ 4.5 BA/ Windsor Cay (16189 PF)
Interior

RV camper in a peaceful place

RV camper in a peaceful place
Lake Panasoffkee
10.0 out of 10, Exceptional, (1 review)
"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.
$90 nightly
The price is $95
Jul 17 - Jul 18
Total with taxes and fees
RV camper in a peaceful place
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

Holiday Inn Express Clermont by IHG

Holiday Inn Express Clermont by IHG

10/10 Excellent
"Was as expected."
Jackline 1-night trip
Posted 4 hours ago
Holiday Inn Express Clermont by IHG

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 $126 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?

Newly renovated vacation house!: Visitors like this Tarrytown vacation home rental. It is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 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.