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Holiday Rentals in Medford

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Holiday Rentals in Medford

Cottage in Miller Place

10.0 out of 10, Exceptional, (29)
"Fantastic stay! "
United States
Michael V.
The price is €290
includes taxes & fees
29 Nov - 30 Nov
Cozy Country Cottage #3

Holiday Home in Shirley

10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is €501
includes taxes & fees
25 Nov - 26 Nov
Modern Vacation home. Close to The Hamptons

Apartment in Kings Park

2.0 star property
10.0 out of 10, Exceptional, (12)
"IF I COULD COULD 10 STARS I WOULD, APARTMENT WAS CLEAN , EVERYTHING WORKED PROPERLY, WAS A PLEASURE"
United States
Thomas
The price is €159
includes taxes & fees
4 Dec - 5 Dec
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Apartment in Central Islip

2.0 star property
8.0 out of 10, Very good, (2)
"Apt was clean and comfortable. Beds were comfortable. Area was nice. Owner communication was good. Only drawback is the plumbing situation was not advertised in the listing. Iif you are comfortable using a bidet and not flushing paper, this apt is perfect. "
United States
Deborah R.
The price is €226
includes taxes & fees
25 Nov - 26 Nov
Cozy 2 bedroom retreat in long island

Holiday Home in Bay Shore

2.0 star property
2.0 out of 10, (1)
The price is €798
includes taxes & fees
25 Nov - 26 Nov
LUXURY BAY SHORE HOME

Holiday Home in Westhampton Beach

10.0 out of 10, Exceptional, (194)
"My family and I thoroughly enjoyed our stay! The house is very spacious and the outdoor area/pool are beautiful. Check-in was a breeze and the host was very friendly and responsive to all our questions about the home as well as offering wonderful suggestions for restaurants and beaches in the area. Would definitely recommend for a family vacation!"
United States
livinann
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Apartment in Rocky Point

6.6 out of 10, (25)
"Great location, great host, and nice rental especially for the price! Everything went smoothly and we will be returning next year."
United States
Joshua W.
The price is €208
includes taxes & fees
25 Nov - 26 Nov
Walk to Beach 2BR Near Dining & Shopping

Holiday Home in Ocean Beach

9.0 out of 10, Wonderful, (53)
"The location is superb, can’t do much better! Towards the end of the main strip for privacy but still right near the action that you come to Ocean Beach for. The rental was clean and stocked with essentials upon our arrival (definitely a life-saver) with the onsite washer/dryer a bonus!As for the property owner, I’m happy to report that this one is a pleasure… congenial, accommodating and professional from the start of the reservation process and onward.We are looking forward to returning next...
United States
Amy B.
OCEAN BEACH, Fire Island, 3 bedroom, close to ferry, village and all beaches!

Holiday Home in Northport

9.4 out of 10, Exceptional, (13)
"All went well. Owners live in cottage on property. The bay is gorgeous."
United States
Rob M.
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Holiday Home in Calverton

2.0 star property
8.6 out of 10, Excellent, (8)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is €592
includes taxes & fees
1 Dec - 2 Dec
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Apartment in Coram

9.4 out of 10, Exceptional, (6)
"Great first time doing Vrbo great experience would do again "
United States
Rodrigo M.
Serenity Haven: Cozy 2-Bedroom Home with Spacious Living & Big Backyard

Condo in Mt Sinai

9.6 out of 10, Exceptional, (52)
"The place was really unique! We liked the charm, it was clean and exactly as pictured and described. Super close to Port Jefferson ms a beautiful area to visit! "
United States
Stephanie S.
1856 Trading House w/ walk to water

Holiday Home in Brookhaven

4-bedroom house in awesome Brookhaven with AC

Condo in Ocean Bay Park

9.0 out of 10, Wonderful, (32)
"Cute space - great communication - would come back again! "
United States
Cathy N.
One Bedroom Apt. in Ocean Bay Park with Rooftop Deck

Mobile Home in Bay Shore

8.4 out of 10, Very good, (6)
"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!"
United States
Melanie M.
The price is €186
includes taxes & fees
2 Dec - 3 Dec
Tiny Home Private, Students, Nurses, Tech

Holiday Home in Islip

9.8 out of 10, Exceptional, (21)
"Worked well for our visit."
United States
Mark G.
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

Apartment in Bay Shore

8.8 out of 10, Excellent, (22)
"We visited Long Island for a family visit and have stayed with my wife, Daughter and my dog Molly! The apartment was just right for us, clean and comfortable. I did meet the owner who was very nice and welcoming.I would definitely consider for my next visit to NY!"
United States
Driss z.
The price is €175
includes taxes & fees
8 Dec - 9 Dec
1 bedroom 1 bath private entrance

Cottage in Center Moriches

10.0 out of 10, Exceptional, (109)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Condo in Mount Sinai

9.6 out of 10, Exceptional, (21)
"It was nice to stay at this house that has alot of historic relavance to the area. "
United States
dennis b.
1856 Trading House close to water

Holiday Home in Stony Brook

6.0 out of 10, (2)
"Very comfortable and welcoming Only problem was only one bathroom door closed the other one appeared to be in disrepair Other then that all was well"
United States
Kathleen
3 Bedroom Historic Home near Stony Brook Village, University, Hospital & Beaches
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

Everything you need to know about Medford holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Medford holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Medford holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Medford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Medford. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Medford holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Medford holiday rentals we have selected for you start as low as €159 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Medford rentals

At Expedia, we put the best Medford holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Medford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Medford holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Medford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

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