Medford Vacation Rentals

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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In one month
Nov 7 - Nov 9
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4

Vacation Rentals in Medford

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
1 bedroom, iron/ironing board, free WiFi, bed sheets

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

9.4 out of 10, Exceptional, (29)
"its small but very nice for a short stay would recommend."
The price is ￥14,878
￥24,727 total
includes taxes & fees
Oct 8 - Oct 9
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Spacious Home Located Close to Stony Brook!
Property grounds

Spacious Home Located Close to Stony Brook!

7.0 out of 10, Good, (20)
"Great stay great people great costumer care definitely reccomend"
Spacious Home Located Close to Stony Brook!
Newly Renovated Luxury Beach House Ocean Bay Park
Outdoor dining

Newly Renovated Luxury Beach House Ocean Bay Park

10.0 out of 10, Exceptional, (71)
"Very nice place for a family to stay"
The price is ￥94,541
￥175,147 total
includes taxes & fees
Oct 8 - Oct 9
Newly Renovated Luxury Beach House Ocean Bay Park
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR
Dining

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

9.0 out of 10, Wonderful, (18)
"The property was very quaint and comfortable. We'll probably stay again in the future"
The price is ￥12,166
￥22,105 total
includes taxes & fees
Oct 15 - Oct 16
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR
Tiny Home Private, Students, Nurses, Tech
Property grounds

Tiny Home Private, Students, Nurses, Tech

9.0 out of 10, Wonderful, (4)
"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!"
The price is ￥17,033
￥31,936 total
includes taxes & fees
Oct 15 - Oct 16
Tiny Home Private, Students, Nurses, Tech
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Smart TV, fireplace, video games, stereo

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

10.0 out of 10, Exceptional, (101)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is ￥33,813
￥78,123 total
includes taxes & fees
Oct 16 - Oct 17
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Walk to Beach 2BR Near Dining & Shopping
Property grounds

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (20)
"Stay away"
The price is ￥16,590
￥40,691 total
includes taxes & fees
Oct 9 - Oct 10
Walk to Beach 2BR Near Dining & Shopping
Beautiful Waterfront Studio Beach Cottage Full Bath Kitchen Sunset Oasis 1hr NYC
Terrace/patio

Beautiful Waterfront Studio Beach Cottage Full Bath Kitchen Sunset Oasis 1hr NYC

8.8 out of 10, Excellent, (9)
"Water view and deck magnificent "
Beautiful Waterfront Studio Beach Cottage Full Bath Kitchen Sunset Oasis 1hr NYC
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Fridge, microwave, oven, stovetop

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (34)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
Modern Vacation home. Close to The Hamptons
Fridge, microwave, oven, stovetop

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (3)
"good time"
The price is ￥50,435
￥93,341 total
includes taxes & fees
Oct 15 - Oct 16
Modern Vacation home. Close to The Hamptons
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Outdoor pool, a heated pool

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (191)
"Had a lovely relaxing time with family and friends. Very convenient and great size."
The price is ￥119,473
￥191,785 total
includes taxes & fees
Oct 17 - Oct 18
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
1 bedroom 1 bath private entrance
Interior

1 bedroom 1 bath private entrance

8.8 out of 10, Excellent, (21)
"Augustine was very helpful and nice!It was a great price that enabled us to visit friends and family for the holidays "
The price is ￥17,583
￥29,533 total
includes taxes & fees
Oct 9 - Oct 10
1 bedroom 1 bath private entrance
Beautiful historic home in Stony Brook!
Interior

Beautiful historic home in Stony Brook!

2.0 star property
8.4 out of 10, Very Good, (15)
"Was a great place is a small town. Everything was clean and nice just wish there was a small sheer curtain in the bathroom where you shower. "
Beautiful historic home in Stony Brook!
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Oven, stovetop, dishwasher

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.4 out of 10, Very Good, (7)
"prefect experience! The house is clean and well decorated with a large organized yard. Many parking spaces. "
The price is ￥73,588
￥132,936 total
includes taxes & fees
Oct 8 - Oct 9
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Dining

One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

9.0 out of 10, Wonderful, (32)
"This is a charming little guest house that allows dogs and is steps away from the beach. What more can I say…"
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck
Beautiful Waterfront 3 Bedroom 1.5 Bath Beach Home Sunset Oasis Village 1hr NYC
Property grounds

Beautiful Waterfront 3 Bedroom 1.5 Bath Beach Home Sunset Oasis Village 1hr NYC

9.2 out of 10, Wonderful, (11)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
Beautiful Waterfront 3 Bedroom 1.5 Bath Beach Home Sunset Oasis Village 1hr NYC
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
Fridge, microwave, oven, stovetop

OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

9.0 out of 10, Wonderful, (53)
"Has a very nice stay."
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

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

2.0 star property
10.0 out of 10, Exceptional, (7)
"What a nice place to stay! Key code entry, clean, quiet, comfortable and spacious. This basement apartment exceeded expectations and met all our needs. We would definitely rent this space again."
The price is ￥19,687
￥28,504 total
includes taxes & fees
Oct 24 - Oct 25
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Summer getaway
Outdoor dining

Summer getaway

9.0 out of 10, Wonderful, (14)
"Perfect location for a family holiday "
Summer getaway
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Outdoor spa tub

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

9.6 out of 10, Exceptional, (23)
"This was the perfect location to enjoy the vineyards for my friend’s bachelorette party. Everyone had a comfy room and the space was very generous. Additionally the yard was massive and had ample seating. We had a great time and would definitely recommend this to all!"
Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons
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 Medford Hotel Reviews

Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

10/10 Excellent
"Parking was safe . "
Shereza 3-night trip
Posted 15 hours ago
Radisson Hotel Hauppauge-Long Island

Find out more about Medford

Find out more about Medford

Search for holiday rentals in Medford on Expedia! You can easily find your home rentals, villas, holiday apartments in Medford using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Medford?

Yes, there are vacation rentals in Medford near Boomers! Medford, or you can choose a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Medford. Make sure you have time to check out the baseball games and beaches during your trip.

What's the top vacation rental that Medford has to offer?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This vacation home rental outside of Medford has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

What can I see and do in Medford?

Family-friendly attractions include Boomers! Medford and Country Fair Entertainment Park, whereas Carmans River is a spot to enjoy the outdoors. Lasorda Legacy Park and Suffolk County Community College are a couple of places you'll find in the larger area.

What are vacation rentals like in Medford?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Medford. Vacation rentals feature extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.