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

Medford Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Medford holiday rentals

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 NZ$467
includes taxes & fees
23 Sept - 24 Sept
Cozy king suite with kitchen and dining area.

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 NZ$587
includes taxes & fees
5 Oct - 6 Oct
The Royal Suite - Ronkonkoma

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 NZ$513
includes taxes & fees
28 Sept - 29 Sept
Sundown Escape-South Shore Long Island

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 NZ$496
includes taxes & fees
28 Sept - 29 Sept
Private 1 bedroom apt in a quiet neighborhood, close to all!

5. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is NZ$556
includes taxes & fees
5 Oct - 6 Oct
Spacious 3BR Family Home Near Everything

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 NZ$288
includes taxes & fees
24 Sept - 25 Sept
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

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 NZ$609
includes taxes & fees
11 Oct - 12 Oct
Spacious one Bedroom Apt with private entrance

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 NZ$389
includes taxes & fees
10 Oct - 11 Oct
South Shore Studio in Mastic

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 NZ$809
includes taxes & fees
27 Sept - 28 Sept
Peaceful 3BR Garden Cottage Long Island Escape

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
10.0 out of 10, Exceptional, (28 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 NZ$323
includes taxes & fees
25 Sept - 26 Sept
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

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 NZ$1,052
includes taxes & fees
6 Oct - 7 Oct
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 NZ$576
includes taxes & fees
26 Sept - 27 Sept
Walk to Beach 2BR Near Dining & Shopping

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 NZ$307
includes taxes & fees
4 Oct - 5 Oct
1 bedroom 1 bath private entrance

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 NZ$979
includes taxes & fees
23 Sept - 24 Sept
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

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 NZ$1,048
includes taxes & fees
23 Sept - 24 Sept
Modern Vacation home. Close to The Hamptons

16. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is NZ$585
includes taxes & fees
28 Sept - 29 Sept
Sundown Escape Near SouthShore University Hospital

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 NZ$565
includes taxes & fees
5 Oct - 6 Oct
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

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 NZ$870
includes taxes & fees
29 Sept - 30 Sept
Bright & Comfortable Home in the Heart of It All

19. Charming Secluded Waterfront retreat

Charming Secluded Waterfront retreat
Oakdale
The price is NZ$483
includes taxes & fees
6 Oct - 7 Oct
Charming Secluded Waterfront retreat

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 NZ$562
includes taxes & fees
5 Oct - 6 Oct
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Medford Hotel Reviews

Find out more about Medford

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Medford holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Medford. 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 Medford. 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 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 holiday 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 Medford short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Medford?

Yes, there are holiday rentals in Medford close to Boomers! Medford, or you can select 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 are some of the best holiday rentals that Medford has to offer?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly: This holiday home rental outside of Medford offers an outdoor pool, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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 89 North Music Venue are a couple of places you'll find in the wider area.

What are holiday rentals like in Medford?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Medford. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for small groups.