Smithtown Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Smithtown vacation rentals

2 bedrooms, WiFi, bed sheets

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Smithtown
6.8 out of 10, (3 reviews)
"We enjoyed our stay. The apartment was simple, clean, and comfortable. The neighborhood felt safe, and it was easy to call Uber for rides. LIRR access was also convenient, which made traveling to New York City and Stony Brook very manageable. The highlight was the beautiful backyard, which made the place feel relaxing."
United States
Jing L.
The price is ￥24,930
￥35,970 total
includes taxes & fees
Apr 3 - Apr 4
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Microwave, stovetop

Lovely RV with AC in charming Bethpage a mile from the train to NYC

Lovely RV with AC in charming Bethpage a mile from the train to NYC
Bethpage
7.0 out of 10, Good, (4 reviews)
"Super convenient and the host was very responsive. I highly recommend."
United States
Andrew B.
The price is ￥21,574
￥36,569 total
includes taxes & fees
Apr 1 - Apr 2
Lovely RV with AC in charming Bethpage a mile from the train to NYC
Living area

Comfortable Home Near Everything

Comfortable Home Near Everything
Central Islip
The price is ￥29,773
￥49,901 total
includes taxes & fees
Apr 1 - Apr 2
Comfortable Home Near Everything
Pool

Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
8.6 out of 10, Excellent, (7 reviews)
"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"
United States
Melanie M.
The price is ￥17,579
￥33,315 total
includes taxes & fees
Apr 13 - Apr 14
Tiny Home Private, Students, Nurses, Tech
Classic Suite | Iron/ironing board, free WiFi, bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (83 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
The price is ￥26,584
￥40,320 total
includes taxes & fees
Apr 2 - Apr 3
DUNE Fairfield Beach
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (39 reviews)
"We had a good experience and we brought our little pup and she was welcome there. Clean and quiet stay "
United States
janice s.
The price is ￥14,383
￥24,651 total
includes taxes & fees
Apr 4 - Apr 5
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Smart TV

THE OASIS @ LONG ISLAND

THE OASIS @ LONG ISLAND
Huntington Station
10.0 out of 10, Exceptional, (17 reviews)
"Enjoyed our stay!"
United States
Brandon W.
The price is ￥39,953
￥77,235 total
includes taxes & fees
Apr 1 - Apr 2
THE OASIS @ LONG ISLAND
Smart TV, books

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (25 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is ￥42,829
￥85,450 total
includes taxes & fees
Apr 1 - Apr 2
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Terrace/patio

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
10.0 out of 10, Exceptional, (4 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is ￥25,170
￥64,178 total
includes taxes & fees
Apr 5 - Apr 6
The Royal Suite - Ronkonkoma
1 bedroom, WiFi

Luxe Provincial Style Studio w/ Patio & Parking

Luxe Provincial Style Studio w/ Patio & Parking
Huntington Station
10.0 out of 10, Exceptional, (3 reviews)
"This stay was perfect for what I needed. The studio was clean, roomy, and had A A/C, which was needed on the muggy hot days there. If I'm in the area again, this will be my spot. "
United States
Elizabeth
The price is ￥31,163
￥61,167 total
includes taxes & fees
Apr 3 - Apr 4
Luxe Provincial Style Studio w/ Patio & Parking
1 bedroom, free WiFi, bed sheets

South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (3 reviews)
"Great stay! Super comfy and clean😊"
United States
ERIN
The price is ￥21,574
￥35,607 total
includes taxes & fees
Apr 1 - Apr 2
South Shore Studio in Mastic
1 bedroom, iron/ironing board, free WiFi, bed sheets

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Huntington Station
10.0 out of 10, Exceptional, (7 reviews)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
The price is ￥29,565
￥59,341 total
includes taxes & fees
Apr 4 - Apr 5
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
1 bedroom, desk, WiFi, bed sheets

Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
The price is ￥22,693
￥42,238 total
includes taxes & fees
Apr 6 - Apr 7
Spacious Studio with Pool Table
1 bedroom, iron/ironing board, free WiFi, bed sheets

Your Perfect Getaway Between Farmingdale & Amityville

Your Perfect Getaway Between Farmingdale & Amityville
Amityville
9.4 out of 10, Exceptional, (3 reviews)
"Fantastic! Well communicated and perfectly described! Highly recommend and thank you!"
United States
Wayne L.
The price is ￥16,972
￥28,521 total
includes taxes & fees
Apr 3 - Apr 4
Your Perfect Getaway Between Farmingdale & Amityville
Outdoor dining

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Huntington
9.6 out of 10, Exceptional, (5 reviews)
"Host was very accommodating - lovely property!"
United States
Mary C.
The price is ￥23,172
￥33,780 total
includes taxes & fees
Apr 7 - Apr 8
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Marina

Captain's Cottage - Cold Spring Harbor Water Views

Captain's Cottage - Cold Spring Harbor Water Views
Cold Spring Harbor
10.0 out of 10, Exceptional, (75 reviews)
"Perfect space for family. Enjoyed ping pong, walk to the village, hike in the park and view oh the harbor. "
United States
Randall S.
The price is ￥35,957
￥80,338 total
includes taxes & fees
Apr 14 - Apr 15
Captain's Cottage - Cold Spring Harbor Water Views
Exterior

Cozy, private one Bedroom Apartment with full kitchen, living room, full bath.

Cozy, private one Bedroom Apartment with full kitchen, living room, full bath.
Ridge
9.6 out of 10, Exceptional, (11 reviews)
"Everything was perfect!"
United States
Kevin Y.
The price is ￥15,390
￥50,085 total
includes taxes & fees
Apr 2 - Apr 3
Cozy, private one Bedroom Apartment with full kitchen, living room, full bath.
Exterior

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (19 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is ￥19,780
￥28,990 total
includes taxes & fees
Apr 4 - Apr 5
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Standard Room, 1 King Bed, Main Building | Property entrance

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is ￥57,372
￥65,977 total
includes taxes & fees
Apr 1 - Apr 2
Guesthouse at Norwalk Inn
TV, fireplace, offices

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Clean and host was very helpful and accommodating. Highly recommend! "
United States
Brenna M.
The price is ￥30,364
￥81,503 total
includes taxes & fees
Apr 1 - Apr 2
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
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 Smithtown Hotel Reviews

Hilton Garden Inn Westbury

Hilton Garden Inn Westbury

10/10 Excellent
"Did not have breakfast there because it was not free"
Arlene 1-night trip
Posted 3 hours ago
Hilton Garden Inn Westbury

Find out more about Smithtown

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

Frequently asked questions

Are there vacation rentals in Smithtown?

Yes, there are vacation rentals in Smithtown close to Blydenburgh County Park, or you can choose a more remote option if you're looking for extra privacy while you relax. Smithtown is known for its lake views.

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

Fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc: This vacation home rental outside of Smithtown offers a balcony, a private yard, and air-conditioning to help you feel perfectly comfortable in your new surroundings. 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. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Smithtown?

Family-friendly attractions include Blydenburgh County Park, whereas Nissequogue River is a spot to enjoy the outdoors. Stonebridge Golf Links and Country Club and Caleb Smith State Park are other places to visit while you're in town.

What are vacation rentals like in Smithtown?

Vacation rentals are private properties you can book for a couple days or more in Smithtown. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.