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

Medford Vacation Rentals

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Our top choices for Medford vacation rentals

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, (45 reviews)
"This place was the perfect location for us. Almost exact center between Jones beach and Port Jefferson. Clean and identical to what is shown."
United States
Marcus
The price is CA $141
CA $234 total
includes taxes & fees
Jul 12 - Jul 13
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

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 CA $192
CA $430 total
includes taxes & fees
Jul 7 - Jul 8
Sundown Escape-South Shore Long Island

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $306
CA $490 total
includes taxes & fees
Jul 22 - Jul 23
Spacious 3BR Family Home Near Everything

Near the Hamptons - Private Pool, Jacuzzi Retreat

Near the Hamptons - Private Pool, Jacuzzi Retreat
Calverton
The price is CA $1,214
CA $2,039 total
includes taxes & fees
Jul 7 - Jul 8
Near the Hamptons - Private Pool, Jacuzzi Retreat

Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is CA $249
CA $381 total
includes taxes & fees
Jul 8 - Jul 9
Cozy king suite with kitchen and dining area.

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (6 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is CA $89
CA $394 total
includes taxes & fees
Jul 7 - Jul 8
The Royal Suite - Ronkonkoma

Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Rocky Point Home ~ 1 Mi to Beach!
3.0 star property
Rocky Point
The price is CA $506
CA $875 total
includes taxes & fees
Jul 19 - Jul 20
Charming Rocky Point Home ~ 1 Mi to Beach!

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, (23 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is CA $173
CA $254 total
includes taxes & fees
Jul 13 - Jul 14
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

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, (23 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is CA $426
CA $1,111 total
includes taxes & fees
Jul 7 - Jul 8
3 Story Beach Waterview, 3 KING bed, golf putting green!

A little Home away from Home

A little Home away from Home
Ronkonkoma
The price is CA $188
CA $247 total
includes taxes & fees
Jul 10 - Jul 11
A little Home away from Home

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, (27 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 CA $204
CA $357 total
includes taxes & fees
Jul 17 - Jul 18
Private 1 bedroom apt in a quiet neighborhood, close to all!

Cozy Country Cottage #4

Cozy Country Cottage #4
Miller Place
9.6 out of 10, Exceptional, (16 reviews)
"Great stay"
United States
Susan W.
The price is CA $270
CA $535 total
includes taxes & fees
Jul 7 - Jul 8
Cozy Country Cottage #4

Private 3Br Apt: King-2Queen -PetPally -LTR-STR

Private 3Br Apt: King-2Queen -PetPally -LTR-STR
Bay Shore
The price is CA $391
CA $638 total
includes taxes & fees
Jul 7 - Jul 8
Private 3Br Apt: King-2Queen -PetPally -LTR-STR

Lakeside Hideaway

Lakeside Hideaway
Lake Ronkonkoma
9.0 out of 10, Wonderful, (6 reviews)
"The host was attentive and available when needed. "
United States
Danny M.
The price is CA $141
CA $199 total
includes taxes & fees
Jul 7 - Jul 8
Lakeside Hideaway

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Westhampton Beach
10.0 out of 10, Exceptional, (214 reviews)
"Wonderful host and beautiful home"
United States
Kesha S.
The price is CA $2,038
CA $3,022 total
includes taxes & fees
Jul 10 - Jul 11
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Commack
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful stay"
United States
Kenneth B.
The price is CA $1,365
CA $2,150 total
includes taxes & fees
Aug 4 - Aug 5
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is CA $234
CA $764 total
includes taxes & fees
Jul 8 - Jul 9
Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Fire Island
9.8 out of 10, Exceptional, (6 reviews)
"Perfect Fire Island getaway. Great location and beautiful beach home. Would recommend and love to come back!"
United States
Jessica W.
The price is CA $1,207
CA $1,853 total
includes taxes & fees
Jul 7 - Jul 8
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
6.8 out of 10, (30 reviews)
"Host was very welcoming and helpful! "
United States
Alissa I.
The price is CA $224
CA $476 total
includes taxes & fees
Jul 8 - Jul 9
Walk to Beach 2BR Near Dining & Shopping

Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is CA $204
CA $485 total
includes taxes & fees
Jul 7 - Jul 8
Sundown Escape Near SouthShore University Hospital
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

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

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

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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?

Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches: This vacation home rental outside of Medford is situated on the waterfront and has a selection of games and WiFi to help you feel content during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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 Suffolk County Community College 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.