Compare Smithtown Vacation Rentals

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Smithtown Rentals

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

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

4.33 mi from city center
$144 nightly
The price is $165 total per night
$165 total
Oct 1 - Oct 2
Total with taxes and fees
This vacation home is a smoke-free vacation home.
Spacious Home Located Close to Stony Brook!

Spacious Home Located Close to Stony Brook!

4.58 mi from city center
$539 nightly
The price is $615 total per night
$615 total
Oct 3 - Oct 4
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR

Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR

6.91 mi from city center
$143 nightly
The price is $150 total per night
$150 total
Oct 3 - Oct 4
Total with taxes and fees
Guests staying at this apartment have access to laundry facilities, a garden, and barbecue grills.
Dryer
Air conditioning
Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech

6.91 mi from city center
$192 nightly
The price is $200 total per night
$200 total
Oct 1 - Oct 2
Total with taxes and fees
Guests staying at Tiny Home Private, Students, Nurses, Tech have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Waterfront Beach Cottage Sunsets Inspiring Cozy Peaceful Private 1 hr NYC

Waterfront Beach Cottage Sunsets Inspiring Cozy Peaceful Private 1 hr NYC

8.44 mi from city center
Guests staying at this cottage enjoy a water park, barbecue grills, and a garden.
Charming 3-bedroom modern family retreat!

Charming 3-bedroom modern family retreat!

12.92 mi from city center
$516 nightly
The price is $590 total per night
$590 total
Oct 12 - Oct 13
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Newly Renovated Luxury Beach House Ocean Bay Park

Newly Renovated Luxury Beach House Ocean Bay Park

14.68 mi from city center
$1,020 nightly
The price is $1,165 total per night
$1,165 total
Oct 1 - Oct 2
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping

15.55 mi from city center
$242 nightly
The price is $276 total per night
$276 total
Oct 1 - Oct 2
Total with taxes and fees
Guests staying at this apartment have access to barbecue grills and a garden.
DUNE Fairfield Beach

DUNE Fairfield Beach

3 out of 5
1160 Reef Rd, Fairfield, CT
19 mi from city center
$252 nightly
The price is $290 total per night
$290 total
Oct 21 - Oct 22
Total with taxes and fees
DUNE Fairfield Beach features free WiFi in public areas, spa treatment rooms, and free use of bicycles. A stay here includes free parking. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach apartment building include express check-in, express check-out, and wedding services.
Kitchen
Parking included
Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons

18.32 mi from city center
$562 nightly
The price is $642 total per night
$642 total
Oct 1 - Oct 2
Total with taxes and fees
Guests of this vacation home enjoy access to a water park, laundry facilities, and a garden.
1 bed room basement apartment.

1 bed room basement apartment.

20.96 mi from city center
$150 nightly
The price is $167 total per night
$167 total
Oct 6 - Oct 7
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities.
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

3.5 out of 5
93 East Avenue, Norwalk, CT
Free Cancellation
Reserve now, pay when you stay
20.99 mi from city center
$279 nightly
The price is $321 total per night
$321 total
Oct 5 - Oct 6
Total with taxes and fees
Guesthouse at Norwalk Inn features a gym, free WiFi in public areas, and a conference center. There's free parking, and a shuttle from the hotel to the airport (available 24 hours) for USD 150 per room. The front desk is staffed 24/7 to help with tours or tickets, luggage storage, and securing valuables. Other amenities at this historic aparthotel include a 24-hour business center, a seasonal outdoor pool, and a computer station.
Pool
Parking included
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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.

Smithtown Large Group Rentals

How to Book Vacation Rentals in Smithtown



🏠 What is the best price for Smithtown vacation rentals?

Smithtown vacation rentals range in price, starting at $150 per night.


🏠 What types of vacation rentals in Smithtown can I rent?

Orbitz offers a wide range of Smithtown rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Smithtown condo rentals.


🏠 Is it free to cancel my Smithtown vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Smithtown vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Smithtown. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Smithtown?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Smithtown apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Smithtown?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Smithtown package deals will get you even more savings.

More to Explore

More to Explore