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

Medford Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Medford vacation rentals

A room with a white door, a sign reading "Relax", a potted plant, and a small table with a sign and a lamp.

1. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.4 out of 10, Exceptional, (8 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is ￥27,529
￥42,236 total
includes taxes & fees
Sep 24 - Sep 25
Cozy king suite with kitchen and dining area.
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

2. 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 ￥18,138
￥54,540 total
includes taxes & fees
Oct 5 - Oct 6
The Royal Suite - Ronkonkoma
A white shelving unit with decorative items, including a mixtape box, two golden bird figurines, and three glass vases.

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 ￥20,188
￥46,432 total
includes taxes & fees
Sep 29 - Sep 30
Sundown Escape-South Shore Long Island
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

4. 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 ￥26,617
￥45,148 total
includes taxes & fees
Sep 28 - Sep 29
Private 1 bedroom apt in a quiet neighborhood, close to all!
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

5. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is ￥30,152
￥50,022 total
includes taxes & fees
Sep 29 - Sep 30
Spacious 3BR Family Home Near Everything
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

6. 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, (52 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 ￥15,574
￥25,884 total
includes taxes & fees
Sep 24 - Sep 25
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A living room with a brown sofa, a glass coffee table with decorative items, and a kitchen in the background with wooden cabinets and a black refrigerator.

7. 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 ￥17,713
￥54,054 total
includes taxes & fees
Oct 6 - Oct 7
Spacious one Bedroom Apt with private entrance
A compact hotel room with a bed, a sofa, a desk with a chair, a TV, and a small kitchenette.

8. 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 ￥21,237
￥35,947 total
includes taxes & fees
Oct 1 - Oct 2
South Shore Studio in Mastic
A living room with a sofa, armchairs, a coffee table, and a rug.

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 ￥24,068
￥71,890 total
includes taxes & fees
Oct 2 - Oct 3
Peaceful 3BR Garden Cottage Long Island Escape
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
9.8 out of 10, Exceptional, (29 reviews)
"The property was very easy to find, clean, and comfortable. The hosts were very communicative and accommodating. Highly recommend!"
United States
Karen D.
The price is ￥21,237
￥30,912 total
includes taxes & fees
Oct 5 - Oct 6
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
A dining area with a table set for four, large windows, and a ceiling fan.

11. 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 ￥31,805
￥101,998 total
includes taxes & fees
Oct 6 - Oct 7
3 Story Beach Waterview, 3 KING bed, golf putting green!

12. Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
7.2 out of 10, Good, (35 reviews)
"Was a decent place. I was only there 1 night. Communication could be better. So could accommodating check in but overall Good"
United States
Patrick H.
The price is ￥24,776
￥52,931 total
includes taxes & fees
Sep 28 - Sep 29
Walk to Beach 2BR Near Dining & Shopping
A modern bedroom with a large bed, a bedside table, a sofa, and a potted plant.

13. 1 bedroom 1 bath private entrance

1 bedroom 1 bath private entrance
Bay Shore
8.6 out of 10, Excellent, (25 reviews)
"Clean and friendly owners it’s in the side of there home but very peaceful no complaints "
United States
Matthew B.
The price is ￥15,574
￥26,421 total
includes taxes & fees
Oct 1 - Oct 2
1 bedroom 1 bath private entrance
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

14. 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, (28 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 ￥44,597
￥86,361 total
includes taxes & fees
Sep 24 - Sep 25
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

15. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.6 out of 10, Exceptional, (5 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is ￥47,995
￥89,342 total
includes taxes & fees
Sep 25 - Sep 26
Modern Vacation home. Close to The Hamptons
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

16. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is ￥22,653
￥53,896 total
includes taxes & fees
Sep 29 - Sep 30
Sundown Escape Near SouthShore University Hospital
A dining area with a wooden table, chairs, and a decorative wall with a cityscape picture.

17. 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 ￥25,626
￥54,080 total
includes taxes & fees
Oct 5 - Oct 6
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

18. Bright & Comfortable Home in the Heart of It All

Bright & Comfortable Home in the Heart of It All
Central Islip
8.8 out of 10, Excellent, (3 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 ￥27,946
￥79,199 total
includes taxes & fees
Sep 29 - Sep 30
Bright & Comfortable Home in the Heart of It All
A dining area with a table, chairs, a vase with flowers, and a sign that reads 'Relax Unwind & Enjoy'.

19. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is ￥22,338
￥44,574 total
includes taxes & fees
Oct 12 - Oct 13
Charming Secluded Waterfront retreat
A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

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

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.8 out of 10, Excellent, (8 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is ￥40,350
￥50,413 total
includes taxes & fees
Oct 5 - Oct 6
Peaceful private 2-bedroom house in Bayport. Amazing location!
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

Hyatt Regency Long Island

Hyatt Regency Long Island

10/10 Excellent
"A quick little getaway from home. Nice calm environment. Busy but quiet. Friendly and helpful staff. Convenient with all your little needs. Lots of parking. Clean room. Kids loved the indoor pool 😊😊"
Kristina 2-night trip
Posted 7 hours ago
Hyatt Regency Long Island

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:

  • View our selection of featured holiday rentals in Medford
  • Use the map to find apartments and other holiday homes in the Medford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Medford while they last

Look no further and take a look at our great range of rental properties in Medford!

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?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This vacation home rental outside of Medford offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 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.

How many vacation rentals are there in Medford?

Expedia has 3 vacation rentals for your stay in Medford.

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 89 North Music Venue 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.