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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sep - 27 Sep

Our top choices for Smithtown vacation homes

Terrace/patio

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is AED 463
AED 892 total
includes taxes & fees
10 Jun - 11 Jun
Spacious 3BR Family Home Near Everything
Shower, hair dryer, towels, soap

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, (41 reviews)
"I found everything to be clean and fresh. Owners were nice. I would stay there again. "
United States
Mark
The price is AED 397
AED 642 total
includes taxes & fees
10 Jun - 11 Jun
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
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
9.8 out of 10, Exceptional, (7 reviews)
"Host was very accommodating - lovely property!"
United States
Mary C.
The price is AED 533
AED 839 total
includes taxes & fees
15 Jun - 16 Jun
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Shower, hair dryer, soap, toilet paper

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 AED 549
AED 1,424 total
includes taxes & fees
9 Jun - 10 Jun
The Royal Suite - Ronkonkoma
Smart TV, foosball, books, stereo

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 AED 984
AED 2,006 total
includes taxes & fees
15 Jun - 16 Jun
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Hair dryer, towels, soap, toilet paper

Jericho Luxe Retreat

Jericho Luxe Retreat
Jericho
10.0 out of 10, Exceptional, (1 review)
"My family and I had a great stay! Perfect location!"
United States
Maurice Joen R.
Jericho Luxe Retreat
Shower, hair dryer, shampoo

Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is AED 529
AED 1,262 total
includes taxes & fees
28 Jun - 29 Jun
Sundown Escape Near SouthShore University Hospital
Dining

3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (22 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is AED 1,043
AED 2,795 total
includes taxes & fees
9 Jun - 10 Jun
3 Story Beach Waterview, 3 KING bed, golf putting green!
Coffee/tea maker, spices

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Huntington
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful time for stay."
United States
Logan M.
The price is AED 753
AED 1,465 total
includes taxes & fees
15 Jun - 16 Jun
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Fridge, microwave, oven, stovetop

Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
10.0 out of 10, Exceptional, (4 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is AED 1,157
AED 2,232 total
includes taxes & fees
8 Jun - 9 Jun
Modern Vacation home. Close to The Hamptons
Property grounds

Bright & Comfortable Home in the Heart of It All

Bright & Comfortable Home in the Heart of It All
Central Islip
10.0 out of 10, Exceptional, (1 review)
"The host was very helpful and amazing. He also assisted us with transportation due to a mishap with our car rental. However if you want a peaceful and relaxing trip in Long Island please book this place. Reggie is an amazing guy .Thank you for hosting us"
United States
Lakisha M.
The price is AED 621
AED 1,474 total
includes taxes & fees
23 Jun - 24 Jun
Bright & Comfortable Home in the Heart of It All
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, (78 reviews)
"A true port in the storm"
United States
Trey S.
The price is AED 1,267
AED 2,421 total
includes taxes & fees
15 Jun - 16 Jun
Captain's Cottage - Cold Spring Harbor Water Views
Smart TV

Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
10.0 out of 10, Exceptional, (4 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is AED 1,488
AED 1,943 total
includes taxes & fees
4 Jun - 5 Jun
Peaceful private 2-bedroom house in Bayport. Amazing location!
Fridge, microwave, oven, stovetop

Tranquil Stay

Tranquil Stay
Shirley
8.0 out of 10, Very Good, (10 reviews)
"Great stay! "
United States
Emily S.
The price is AED 1,221
AED 2,243 total
includes taxes & fees
9 Jun - 10 Jun
Tranquil Stay
Fridge, microwave, oven, stovetop

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
Fairfield Beach
10.0 out of 10, Exceptional, (24 reviews)
"Host was great. Had a great stay. "
United States
jeff d.
The price is AED 1,355
AED 3,336 total
includes taxes & fees
17 Jun - 18 Jun
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
TV

Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Rocky Point Home ~ 1 Mi to Beach!
Rocky Point
7.4 out of 10, Good, (3 reviews)
"The house had everything we needed. I was laid out very well. It was comfortable. The outdoor space was nice."
United States
Carol
The price is AED 1,076
AED 2,299 total
includes taxes & fees
15 Jun - 16 Jun
Charming Rocky Point Home ~ 1 Mi to Beach!
Interior

Waterview House Walking Distance from Cove Beach

Waterview House Walking Distance from Cove Beach
Cove - East Side - Shippan
9.2 out of 10, Wonderful, (25 reviews)
"House was amazing, with a wonderful view. Hosts were responsive and helpful. Will need to come back in summer!"
United States
Scott H.
The price is AED 1,594
AED 3,329 total
includes taxes & fees
14 Jun - 15 Jun
Waterview House Walking Distance from Cove Beach
Outdoor spa tub

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Commack
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay"
United States
Kenneth B.
The price is AED 2,351
AED 3,550 total
includes taxes & fees
10 Jun - 11 Jun
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Smart TV, fireplace, books, stereo

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, (12 reviews)
"This house was so lovely, clean, cozy, and well-appointed - everything we could have asked for for a girls' weekend! And so close to the town of Westport with its excellent restaurants and shops. The best!"
United States
Rebecca H.
The price is AED 1,506
AED 2,863 total
includes taxes & fees
10 Jun - 11 Jun
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Property grounds

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (29 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is AED 1,396
AED 4,939 total
includes taxes & fees
4 Jun - 5 Jun
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
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

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

6/10 Okay
"The room was not clean and the AC did not work"
Christina 1-night trip
Posted 1 hour ago
Hampton Inn Long Island-Brookhaven