Photo by Brittany Schreiber

Medford holiday lettings

We found 332 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Medford to find one that's perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a pool. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

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  • All the privacy of home

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  • More for less

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Take in the waterfront beauty of Medford

The island views and surrounding scenery provide a peaceful ambience to your holiday home in Medford. Well known for its restaurants, shopping and baseball games, this welcoming city won't disappoint. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Medford

Are you searching for attractions to see while you're in town? Venture out of your holiday home and experience everything that makes Medford a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Long Island Game Farm (11.2 mi / 18.1 km)
  • Stonebridge Golf Links and Country Club (11.3 mi / 18.2 km)
  • Swan Lake Golf Club (11.9 mi / 19.2 km)
  • Splish Splash Water Park (15.8 mi / 25.4 km)
  • Safari Adventure (18.2 mi / 29.2 km)
  • Roanoke Vineyards (19 mi / 30.6 km)

Exploring the natural landscape of Medford

Whether you're looking for fun outdoor activities or just want to take in the scenery, Medford is a great place to spend some time outside. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Fire Island National Seashore (4.4 mi / 7.1 km)
  • Shorefront Park (4.7 mi / 7.6 km)
  • Lake Ronkonkoma (6.3 mi / 10.1 km)
  • Bayard Cutting Arboretum State Park (9.8 mi / 15.8 km)
  • Avalon Park and Preserve (10.1 mi / 16.3 km)
  • Cedar Beach (10.5 mi / 16.9 km)

Transport options to and around Medford

Fly into Islip, NY (ISP-MacArthur), the closest airport, located 5.5 mi (8.8 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Shirley, NY (WSH-Brookhaven Calabro), which is 6.7 mi (10.8 km) away.

If you prefer train travel, you can make your way to Medford Station.

Frequently asked questions

What is the best area to stay in Medford when booking a holiday rental?
When considering a holiday rental in Medford, New York, a popular area to stay is near the vibrant neighbourhood surrounding the Medford Plaza. This location offers a convenient base with a variety of amenities, including shops and restaurants, making it easy to enjoy both local cuisine and shopping experiences. The Plaza is a hub of activity and provides a great atmosphere for visitors.

Another appealing option is the area close to the nearby Patchogue River. This picturesque stretch is not only superb for leisurely strolls but also gives easy access to the famous Patchogue Theatre for the Performing Arts, where you can catch a live show or film. The river area is also great for outdoor activities, such as kayaking or simply enjoying the scenic views.

In terms of holiday rentals, Medford has a diverse array of properties available, suiting different tastes and budgets. Whether you're looking for a cosy home or a larger space for a family gathering, you're likely to find something that suits your needs in these lively areas.
How much does it cost to rent a holiday home in Medford?
Prices for holiday rentals in Medford vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Medford to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Medford holiday house rentals?
You can find great discounts on house rentals in Medford on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Medford?
A long-stay holiday rental in Medford is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Medford holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Medford with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a Medford holiday rental?
Book your Medford holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Medford?
In Medford, visitors can enjoy a variety of attractions that cater to different interests. The nearby Long Island Rail Road station offers easy access to New York City, making it a convenient base for exploring the vibrant urban landscape. For nature enthusiasts, the nearby Patchogue River provides scenic walking trails and opportunities for kayaking.

Medford is also close to the expansive Brookhaven State Park, which features lush greenery, hiking paths, and picnic areas, great for outdoor activities. Additionally, the area boasts family-friendly attractions such as the Medford Memorial Park, which includes playgrounds and sports facilities.
Can I change or cancel my Medford home rental booking on Vrbo?
To find Medford holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Medford holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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