A mountainous landscape with a town nestled among the hills.

Medford Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Medford vacation rentals

A spacious kitchen with a central island, bar stools, and a fireplace.

1. Paschal Winery

Paschal Winery
4.5 star property
Talent
9.8 out of 10, Exceptional, (19 reviews)
"Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️"
United States
Christine
The price is P8,781
P26,661 total
includes taxes & fees
Nov 25 - Nov 26
Paschal Winery
A bedroom with a bed, a sofa, a desk, and a window with blinds.

2. Whimsy on B

Whimsy on B
3.0 star property
Historic Railroad District
The price is P5,812
P10,503 total
includes taxes & fees
Nov 15 - Nov 16
Whimsy on B
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

3. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is P7,465
P16,442 total
includes taxes & fees
Nov 12 - Nov 13
Barclay Klum House by WanderLodges
A modern living room with a grey sofa, wooden flooring, a flat-screen TV, a desk with a chair, and a patterned rug.

4. Starwood Sanctuary

Starwood Sanctuary
3.0 star property
Medford
9.4 out of 10, Exceptional, (3 reviews)
"I was able to have early check in. The private bathroom off the main room was tiny. Coffee and cocoa were nice. The beds were comfy but the accent lights didn’t work and the shampoo dispenser was broken. Price and location were nice.. may book again.. spider webs outside 🤔😊"
United States
Erin
The price is P6,781
P16,105 total
includes taxes & fees
Nov 18 - Nov 19
Starwood Sanctuary
A wooden door with a small window above it, a porch with a wooden railing, and a green hose on the right side.

5. Whimsy On B 2br & Studio

Whimsy On B 2br & Studio
2.5 star property
Historic Railroad District
The price is P10,200
P20,204 total
includes taxes & fees
Nov 16 - Nov 17
Whimsy On B 2br & Studio
A spacious living room with a wooden floor, a dining table, a sofa, and a TV.

6. Rosewood Landing- Hot Tub- Sauna

Rosewood Landing- Hot Tub- Sauna
3.0 star property
Medford
The price is P8,149
P22,630 total
includes taxes & fees
Nov 24 - Nov 25
Rosewood Landing- Hot Tub- Sauna
A modern kitchen with wooden beams, a dining area with a rug, and a large island.

7. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is P8,832
P19,026 total
includes taxes & fees
Nov 15 - Nov 16
The Mountain Ave House by WanderLodges
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

8. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is P10,574
P22,308 total
includes taxes & fees
Nov 15 - Nov 16
Savage Upon Siskiyou
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

9. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (6 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is P6,442
P12,054 total
includes taxes & fees
Nov 15 - Nov 16
Hanna's House by WanderLodges
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

Comfort Inn South

Comfort Inn South

10/10 Excellent
"The staff were phenomenal, helpful, and kind. The breakfast was awesome. I was able to have eggs/bacon, a nice hot breakfast. This was a great stay!"
Rachel 1-night trip
Posted 1 hour ago
Comfort Inn South

Find out more about Medford

Search for holiday rentals in Medford on Expedia! You can easily find your home rentals, villas, holiday apartments in Medford using one of the methods below:

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Look no further and take a look at our great range of rental properties in Medford!

Frequently asked questions

Are there vacation rentals in Medford?

Yes, we offer vacation rentals in Medford close to The RRRink, or you can choose a more secluded option if you want a relaxing stay. Visitors to Medford like the picturesque gardens and entertainment choices this destination is known for. Make sure to also enjoy the scenic riverfront and top-notch restaurants during your vacation.

How many vacation rentals are there in Medford?

Expedia has 90 vacation rentals for your stay in Medford.

What’s there to see and do in Medford?

Family-friendly attractions include The RRRink and Children's Museum, whereas Roxy Ann Peak and Prescott Park and Alba Park are a couple of great spots to enjoy the outdoors. While here, Craterian Ginger Rogers Theatre and Medford Central Library are other places worth a visit.

What’s a vacation rental in Medford like?

A vacation rental is a private property where you can stay for several days or longer in Medford. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.