A red wooden house with white trim and a grey roof.

Medford Vacation Rentals

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Our top choices for Medford vacation rentals

1. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.0 out of 10, Very good, (11 reviews)
"The place was great. It was clean and spacious, and located on a quiet street. It was also accessible to all the major roads. The host was very accommodating. Very pleased with it all and would highly recommend! "
United Kingdom
Selective Travel M.
The price is CA $155
CA $468 total
includes taxes & fees
Aug 31 - Sep 1
Spacious one Bedroom Apt with private entrance

2. Beautiful Private Studio Apartment!

Beautiful Private Studio Apartment!
Ridge
9.6 out of 10, Exceptional, (21 reviews)
"The parking and room access was easy to find as the host gave excellent directions. All amenities were provided in kitchen and bath, and we loved the recessed reading nook. The rain shower was the best! We were serenaded by whip-poor-wills each night at sunset, a truly beautiful experience."
United States
Wendy
The price is CA $164
CA $435 total
includes taxes & fees
Aug 25 - Aug 26
Beautiful Private Studio Apartment!

3. Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
10.0 out of 10, Exceptional, (1 review)
"Very clean. Easy to get to. Listing as described. Bed and furniture are nice and comfy. Only thing I would add is a broom and dust pain and some Clorox wipes so guest can keep it neat. 5 stars! Very nice host. "
United States
Samantha
The price is CA $169
CA $398 total
includes taxes & fees
Sep 13 - Sep 14
Sundown Escape-South Shore Long Island

4. 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, (49 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is CA $136
CA $226 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

5. 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, (25 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is CA $167
CA $246 total
includes taxes & fees
Aug 24 - Aug 25
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

6. South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is CA $186
CA $310 total
includes taxes & fees
Sep 7 - Sep 8
South Shore Studio in Mastic

7. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is CA $241
CA $366 total
includes taxes & fees
Aug 28 - Aug 29
Cozy king suite with kitchen and dining area.

8. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is CA $185
CA $508 total
includes taxes & fees
Aug 24 - Aug 25
The Royal Suite - Ronkonkoma

9. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, Exceptional, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is CA $251
CA $625 total
includes taxes & fees
Sep 15 - Sep 16
Peaceful 3BR Garden Cottage Long Island Escape

10. Tiny Home Private, Students, Nurses, Tech

Tiny Home Private, Students, Nurses, Tech
Bay Shore
8.0 out of 10, Very good, (9 reviews)
"Great host, nice place."
United States
Brian C.
The price is CA $167
CA $300 total
includes taxes & fees
Sep 21 - Sep 22
Tiny Home Private, Students, Nurses, Tech

11. Private 1 bedroom apt in a quiet neighborhood, close to all!

Private 1 bedroom apt in a quiet neighborhood, close to all!
Centereach
9.6 out of 10, Exceptional, (29 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is CA $326
CA $514 total
includes taxes & fees
Aug 24 - Aug 25
Private 1 bedroom apt in a quiet neighborhood, close to all!

12. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, Excellent, (25 reviews)
"Well suited for our needs."
United States
Teresa D.
The price is CA $155
CA $263 total
includes taxes & fees
Sep 3 - Sep 4
1 bedroom 1 bath private entrance

13. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $257
CA $430 total
includes taxes & fees
Sep 16 - Sep 17
Spacious 3BR Family Home Near Everything

14. 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, (2 reviews)
"My stay was amazing! The place was bigger in person than i expected, which was such a pleasant surprise. The house was spotless and very clean, making me feel comfortable from the moment I arrived. The host was incredibly helpful, responsive, and made the entire experience smooth and stress-free. I enjoyed my stay and would absolutely book this home again. Highly recommend to anyone looking for a clean, spacious, and welcoming place to stay!"
United States
Tatiana J.
The price is CA $221
CA $660 total
includes taxes & fees
Sep 9 - Sep 10
Bright & Comfortable Home in the Heart of It All

15. Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
7.0 out of 10, Good, (34 reviews)
"Host was very welcoming and helpful! "
United States
Alissa I.
The price is CA $217
CA $461 total
includes taxes & fees
Aug 24 - Aug 25
Walk to Beach 2BR Near Dining & Shopping

16. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is CA $198
CA $470 total
includes taxes & fees
Sep 11 - Sep 12
Sundown Escape Near SouthShore University Hospital

17. 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, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is CA $395
CA $1,052 total
includes taxes & fees
Sep 16 - Sep 17
3 Story Beach Waterview, 3 KING bed, golf putting green!

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.6 out of 10, Excellent, (7 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is CA $433
CA $564 total
includes taxes & fees
Aug 24 - Aug 25
Peaceful private 2-bedroom house in Bayport. Amazing location!

19. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (6 reviews)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is CA $198
CA $431 total
includes taxes & fees
Sep 21 - Sep 22
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

20. 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, (26 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 CA $390
CA $776 total
includes taxes & fees
Aug 30 - Aug 31
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
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

Find out more about Medford

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Medford. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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 beach hose minutes from Hamptons: This vacation home rental outside of Medford offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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.