Photo by Frank Graziano

Search Vacation Homes in Massapequa

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 543 Vacation Homes in Massapequa with updated reviews, rates, and availability.

Peaceful Gathering Modern Kitchen & Living space
Fridge, microwave, oven, stovetop

Peaceful Gathering Modern Kitchen & Living space

7.8 out of 10, Good, (16)
"I needed to book something quick for my uncles funeral that would accommodate my large family. This place was perfect and in an area that was close to the funeral home. We had enough space for everyone. Just needed to be more stocked with the essentials "
Peaceful Gathering Modern Kitchen & Living space
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
Fridge, microwave, oven, stovetop

Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms

8.2 out of 10, Very Good, (44)
"This house was very nice, as pictured or better. Clean, no issues checking in or out. Wagon was there as promised, more bikes than promised, lots of beach towels and chairs provided. The house had two wonderful outdoor second story decks with great views of the water and the ferry dock. Location was perfect, so convenient to ferry and market. Two things not great. Although it had an AC unit in every bedroom that all worked fine which made ground floor cool and comfortable, the main living...
Spacious Dog-Friendly Home with Renovated Kitchen and Bathrooms
LONG ISLAND GEM! Steps to beach, near Allegria Hotel, 45 mins to NYC. DISCOUNTED
Terrace/patio

LONG ISLAND GEM! Steps to beach, near Allegria Hotel, 45 mins to NYC. DISCOUNTED

8.8 out of 10, Excellent, (13)
"I live in a nearby town and was hosting thanksgiving for 30 people. I needed a nice place for my mom, siblings and nieces to stay and this was perfect. Very comfortable rooms, bright, clean and big kitchen/dining/living room. Super close to the boardwalk for day-after thanksgiving excessive. Owner was extremely helpful, arranged to accommodate wary checkin and exceedingly commutative Would def recommend."
The price is AED 2,020
AED 3,748 total
includes taxes & fees
28 Apr - 29 Apr
LONG ISLAND GEM! Steps to beach, near Allegria Hotel, 45 mins to NYC. DISCOUNTED
Captain's Cottage - Cold Spring Harbor Water Views
Aerial view

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (58)
"We have rented a number of places on VRBO and this is our favorite. It was charming, clean and spacious. We don't have small children but if we did this would be perfect with a game room downstairs and an outdoor playhouse. Would definitely return! "
The price is AED 1,028
AED 2,098 total
includes taxes & fees
12 May - 13 May
Captain's Cottage - Cold Spring Harbor Water Views
🌞New Listing!! Ocean View Retreat!🌞
Interior

🌞New Listing!! Ocean View Retreat!🌞

9.4 out of 10, Exceptional, (21)
"Quick 2-night stay, couldn’t have been more comfortable. Ocean Beach (town) has everything (one would need for a Fire Island stay), yet the house is beautifully secluded away from it all. The house is well-cared for with delightful details. The view is wonderful. We had everything we needed. Would stay here again in a heartbeat. Thank you!"
🌞New Listing!! Ocean View Retreat!🌞
Charming 2-bedroom house near shopping & highways
Fridge, microwave, oven, stovetop

Charming 2-bedroom house near shopping & highways

8.0 out of 10, Very Good, (1)
"The house is located in a great neighborhood. We really enjoyed the ease of parking in the neighborhood. And most things are walkable to. The house itself was comfortable, yet it was a bit dusty. The great was good and the bathrooms served us well. Our only concern was the upkeep of the house in general. Things just felt about ramshackle. We give the place four stars."
Charming 2-bedroom house near shopping & highways
Beach house with hot tub, bikes, and beach passes
TV, fireplace, DVD player

Beach house with hot tub, bikes, and beach passes

Beach house with hot tub, bikes, and beach passes
Luxury and Affordable Family Home
Interior

Luxury and Affordable Family Home

10.0 out of 10, Exceptional, (2)
"My family and I had the pleasure of staying here during the Christmas holidays, and it was an excellent experience. We were especially grateful for the accessibility features, as my grandmother (85 years young), who uses a walker and had recently undergone surgery, was able to comfortably stay on the main floor. The property had just a few steps to enter, and best of all, there was a bedroom and full bathroom on the main level, along with ample room for a walker or wheelchair.The home itself was...
The price is AED 1,873
AED 3,760 total
includes taxes & fees
27 Apr - 28 Apr
Luxury and Affordable Family Home
Charming 1-bedroom house with WiFi, AC in delightful Uniondale
Interior

Charming 1-bedroom house with WiFi, AC in delightful Uniondale

8.8 out of 10, Excellent, (10)
"The property was all I needed: a comfortable bed and nice bathroom. In town for a wedding and had no issues. Owner was responsive and helpful"
The price is AED 290
AED 611 total
includes taxes & fees
28 Apr - 29 Apr
Charming 1-bedroom house with WiFi, AC in delightful Uniondale
Home away from home
Outdoor pool, a heated pool

Home away from home

10.0 out of 10, Exceptional, (9)
"House is very nice and Sheena is a good host. Will be back Thanks! "
Home away from home
The Raabbit Hole
Fridge, microwave, oven, stovetop

The Raabbit Hole

9.2 out of 10, Wonderful, (22)
"Only recommendation would be to upgrade the beach chairs . The house was very Homie and comfortable and plenty big. Would definitely stay again. "
The Raabbit Hole
BEACH HOUSE, FIVE Minutes walk to the beach, Very Spacious
Smart TV

BEACH HOUSE, FIVE Minutes walk to the beach, Very Spacious

9.4 out of 10, Exceptional, (9)
"The space was incredibly clean, and there was plenty of room to relax and unwind. The host was friendly and accommodating, making sure everything I needed was readily available. It was a short walk to the beach, with plenty of places to grab a bite. Overall, a very comfortable and convenient stay!"
BEACH HOUSE, FIVE Minutes walk to the beach, Very Spacious
Charming Long Island Home w/ Fenced Yard!
Fridge, microwave, stovetop, dishwasher

Charming Long Island Home w/ Fenced Yard!

5.6 out of 10, (10)
"Its not perfect of course, but me and my friends really enjoyed it. Its close to the beach which we loved, alot of good food place close by. The house itself was decent. It was a beautiful home with a big backyard and nice size family room, but i will say bring your own pillows and blankets because they definitely didnt clean the ones they already had on the beds and the pillows were very thin like worn out. Besides that it was 8/10 experience and i will definitely come back."
Charming Long Island Home w/ Fenced Yard!
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Fridge, microwave, oven, stovetop

Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

9.4 out of 10, Exceptional, (10)
"We were in town for work so didn't spend much time in the house but it was clean, convenient, easy parking, and a great value. "
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Walkable to all in Downtown Seaford! Clean 1 bed basement unit
Property grounds

Walkable to all in Downtown Seaford! Clean 1 bed basement unit

9.8 out of 10, Exceptional, (6)
"We were so happy to find this little gem in Seaford! Perfect location and perfect little home away from home. It has everything you need and easy access to everything nearby. We look forward to staying there again when we visit LI!"
Walkable to all in Downtown Seaford! Clean 1 bed basement unit
Beach Bungalow Ocean Beach
4 bedrooms, iron/ironing board, free WiFi, wheelchair access

Beach Bungalow Ocean Beach

9.8 out of 10, Exceptional, (22)
"For several years our family-now numbering 13 people, from infants to 82, plus dogs-have taken long weekend vacations every October on Fire Island. We like the communities of Ocean Beach and Seaview because stores and restaurants are open, and there’s a terrific market in Seaview. Our search Focused on number of bedrooms and baths, with excellent reviews. Quite quickly we decided that Beach Bungalow in OB was perfect for us. We had some questions about bed setups and had easy and excellent...
Beach Bungalow Ocean Beach
Luxury 6100 Sqft Home close to Manhattan, Renowned Hamptons and Beaches
Pool

Luxury 6100 Sqft Home close to Manhattan, Renowned Hamptons and Beaches

10.0 out of 10, Exceptional, (4)
"This was the second time around for me and my business colleagues. The home is always immaculate with plenty of space for everyone. It's a great location for anyone needing a home away from home in the New York area and it's well worth the price. The only thing I ask for future stays is for Gerald (the home owner) to inform us when he is stopping by, even to "park his car to leave in the driveway". This startled a few of the females in our group who returned late after an evening event. They...
Luxury 6100 Sqft Home close to Manhattan, Renowned Hamptons and Beaches
Entire 2 BedRoom Duplex home walk to Hofstra University and Nassau Coliseum
Smart TV

Entire 2 BedRoom Duplex home walk to Hofstra University and Nassau Coliseum

9.6 out of 10, Exceptional, (5)
"My family stayed at this property for my triathlon at Jones Beach. Very easy to access the beach area- less than 20 min drive. Host was very responsive when I had questions about the property. Clean and exactly like the listing- would definitely recommend! "
Entire 2 BedRoom Duplex home walk to Hofstra University and Nassau Coliseum
Spacious beach cottage with private pool, hot tub, outdoor area & amazing suite
TV, fireplace

Spacious beach cottage with private pool, hot tub, outdoor area & amazing suite

8.8 out of 10, Excellent, (20)
"Lovely trip"
Spacious beach cottage with private pool, hot tub, outdoor area & amazing suite
Fire Island Beach House - Atlantique
Aerial view

Fire Island Beach House - Atlantique

9.8 out of 10, Exceptional, (10)
"We had a Fantastic time for our vacation weekend at the Crazy Coconut. The house is beautiful and everything is updated and brand new. The hosts were very friendly and so easy to communicate with. We hope to return many times and felt like welcomed guests as opposed to renters using the property. Highly recommend and Incredible view of the bay!"
Fire Island Beach House - Atlantique
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.
Don't see what you're looking for?
See all available properties in Massapequa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Massapequa

Cozy Beach Getaway - 1000' from Ocean/Boardwalk; 6 blocks from LIRR
Fridge, microwave, oven, stovetop

Cozy Beach Getaway - 1000' from Ocean/Boardwalk; 6 blocks from LIRR

10.0 out of 10, Exceptional, (39)
"I was very impressed with the entire process. The host was nothing short of communicative, professional, and responsive. I will definitely use the location again in the future "
Cozy Beach Getaway - 1000' from Ocean/Boardwalk; 6 blocks from LIRR
Spacious 3-bedroom apartment in cool Queens with WiFi, AC
Interior

Spacious 3-bedroom apartment in cool Queens with WiFi, AC

6.0 out of 10, (5)
"This was perfect for my family. We had a great time and a pleasant stay. We have nothing negative to say about this place. The price was fair. We felt comfortable and safe. Happy New year Your Canadian Neighbours. John Dawn and the Family. bit too"
Spacious 3-bedroom apartment in cool Queens with WiFi, AC
Charming 2-bedroom rental centrally located
Interior

Charming 2-bedroom rental centrally located

9.4 out of 10, Exceptional, (9)
"Super satisfied with this stay. Instructions were clear and easy to follow. Had a nice sleep with those comfy beds and pillows. I really recommend it 10/10. "
The price is AED 852
AED 1,554 total
includes taxes & fees
22 May - 23 May
Charming 2-bedroom rental centrally located
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.