Medford holiday rentals

We found 304 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.

Holiday rentals with weekly discounts – Medford

Showing deals for:11 Dec - 18 Dec

Living area
Dining
Living area
Private kitchen
Exceptional
(6 reviews)

Shirley Bayfront Getaway – Kayak, Swim & Relax

Shirley

8% off
AU$8,595
for 7 nights, 1 home
AU$1,228 per night
includes taxes & fees
Shirley Bayfront Getaway – Kayak, Swim & Relax
Exterior
Bay facing side of house
Custom kitchen
Game room
Exceptional
(17 reviews)

Waterfront house next to Bellport golf course

Patchogue

8% off
AU$6,960
for 7 nights, 1 home
AU$994 per night
includes taxes & fees
Waterfront house next to Bellport golf course
Property grounds
Living area
Outdoor spa tub
Dining
Exceptional
(7 reviews)

Beautiful Fire Island Pines Beach House—Pool, Hot Tub, Rooftop, Garden & More!

Sayville

8% off
AU$13,287
for 7 nights, 1 home
AU$1,898 per night
includes taxes & fees
Beautiful Fire Island Pines Beach House—Pool, Hot Tub, Rooftop, Garden & More!
Living area
Outdoor dining
Private kitchen
Dining
Exceptional
(31 reviews)

“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath

Mastic Beach

9% off
AU$4,326
for 7 nights, 1 home
AU$618 per night
includes taxes & fees
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Private kitchen
Terrace/patio
Room
Living area
Exceptional
(19 reviews)

Charming Beach Cottage Steps from beach with delightful ocean views

Sayville

8% off
AU$13,527
for 7 nights, 1 home
AU$1,932 per night
includes taxes & fees
Charming Beach Cottage Steps from beach with delightful ocean views
Pool
Exterior
Terrace/patio
Living area
Exceptional
(36 reviews)

40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation

Center Moriches

12% off
AU$5,468
for 7 nights, 1 home
AU$781 per night
includes taxes & fees
40-Foot Pool Retreat Near the Hamptons — Easy NYC Access, Total Relaxation
Living area
Property grounds
Exterior
Pool
Excellent
(35 reviews)

Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H

Medford

6% off
AU$2,019
for 7 nights, 1 home
AU$288 per night
includes taxes & fees
Covenient Wine Country, Hamptons, Fire Island Ferry & Factory Outlet/Baseball H
Dining
Exterior detail
Interior
Exterior
Exceptional
(14 reviews)

House of Peace

Mastic

11% off
AU$3,667
for 7 nights, 1 home
AU$524 per night
includes taxes & fees
House of Peace
Interior
Property grounds
Interior
Private kitchen
Very good
(34 reviews)

Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches

Mastic Beach

8% off
AU$3,594
for 7 nights, 1 home
AU$513 per night
includes taxes & fees
Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches
This is a shared patio space outside
view as you walk into sunroom
Nice place for Breakfast in the sunroom
Door to outside, Like the flowers?
Exceptional
(59 reviews)

1856 Trading House w/ walk to water

Mount Sinai

12% off
AU$2,996
for 7 nights, 1 apartment
AU$428 per night
includes taxes & fees
1856 Trading House w/ walk to water
Terrace/patio
Private kitchen
Exterior
Living area
Exceptional
(59 reviews)

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Centereach

8% off
AU$6,029
for 7 nights, 1 home
AU$861 per night
includes taxes & fees
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Pool
Pool
Room
Exterior detail
Excellent
(36 reviews)

The Jahmtons Guest Room

Ridge

8% off
AU$1,423
for 7 nights, 1 room
AU$203 per night
includes taxes & fees
The Jahmtons Guest Room
Terrace/patio
Room
Exterior detail
Interior
Exceptional
(6 reviews)

South Shore Studio in Mastic

Mastic

8% off
AU$1,542
for 7 nights, 1 apartment
AU$220 per night
includes taxes & fees
South Shore Studio in Mastic
Exterior
Marina
Living area
Living area
Exceptional
(12 reviews)

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

Mastic Beach

8% off
AU$3,606
for 7 nights, 1 home
AU$515 per night
includes taxes & fees
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Interior
Interior
Interior
Interior
Exceptional
(32 reviews)

1856 Trading House close to water

Mount Sinai

12% off
AU$2,996
for 7 nights, 1 apartment
AU$428 per night
includes taxes & fees
1856 Trading House close to water

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • Bellport Country Club (5.2 mi / 8.4 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)
  • Avalon Park and Preserve (10.1 mi / 16.3 km)
  • Nissequogue River (11.4 mi / 18.3 km)
  • Smith Point County Park (11.6 mi / 18.7 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.
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.
Are all fees included in the Medford holiday homes prices shown on Stayz?
Stayz 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.
Are there any Medford holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Medford holiday homes?
You can find great discounts on holiday homes in Medford on Stayz, 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 change or cancel my Medford holiday home booking on Stayz?
To find Medford holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Medford?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Medford holiday home?
Book your Medford holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Medford?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Medford to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.