Medford Holiday Rentals

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Medford holiday rentals

Terrace/patio
A Cowslip's Belle Inn

Apartment in Ashland

A Cowslip's Belle Inn
3.0 star property
9.8 out of 10, Exceptional, (40)
"Lovely yard courtyard area with koi pond"
United States
Paul
The price is S$266
includes taxes & fees
18 Jan - 19 Jan, 2026
A Cowslip's Belle Inn
Private kitchen
Lanka Rose House by WanderLodges

Holiday Home in Phoenix

Lanka Rose House by WanderLodges
3.5 star property
10.0 out of 10, Exceptional, (1)
"Very cute house with all the necessities for a cozy stay. "
United States
Roxanne
The price is S$323
includes taxes & fees
19 Dec - 20 Dec
Lanka Rose House by WanderLodges
Living area
Paschal Winery

Cottage in Talent

Paschal Winery
4.5 star property
9.6 out of 10, Exceptional, (15)
"Very nice and hassle free check in "
United States
Matthew
The price is S$268
includes taxes & fees
29 Dec - 30 Dec
Paschal Winery
Private kitchen
Barclay Klum House by WanderLodges

Holiday Home in Ashland

Barclay Klum House by WanderLodges
4.0 star property
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
United States
Melissa
The price is S$338
includes taxes & fees
11 Jan - 12 Jan, 2026
Barclay Klum House by WanderLodges
Terrace/patio
Grandview of Ashland

Holiday Home in Ashland

Grandview of Ashland
3.0 star property
10.0 out of 10, Exceptional, (2)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
United States
Monica
The price is S$508
includes taxes & fees
5 Jan - 6 Jan, 2026
Grandview of Ashland
Private kitchen
Hanna's House by WanderLodges

Holiday Home in Historic Railroad District

Hanna's House by WanderLodges
4.0 star property
10.0 out of 10, Exceptional, (3)
"Thoughtfully arranged and provisioned. A hidden gem."
United States
Jerald
The price is S$257
includes taxes & fees
22 Dec - 23 Dec
Hanna's House by WanderLodges
Private kitchen
The Mountain Ave House by WanderLodges

Holiday Home in Ashland

The Mountain Ave House by WanderLodges
4.0 star property
10.0 out of 10, Exceptional, (7)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is S$420
includes taxes & fees
22 Dec - 23 Dec
The Mountain Ave House by WanderLodges
Terrace/patio
Rosewood Collective- House & Studio

Holiday Home in Medford

Rosewood Collective- House & Studio
3.0 star property
The price is S$920
includes taxes & fees
19 Dec - 20 Dec
Rosewood Collective- House & Studio
Private kitchenette
Rosewood Studio by WanderLodges

Holiday Home in Medford

Rosewood Studio by WanderLodges
3.0 star property
The price is S$247
includes taxes & fees
18 Jan - 19 Jan, 2026
Rosewood Studio by WanderLodges
Terrace/patio
Meadowsweet Farm by WanderLodges

Holiday Home in Medford

Meadowsweet Farm by WanderLodges
3.0 star property
The price is S$789
includes taxes & fees
4 Jan - 5 Jan, 2026
Meadowsweet Farm by WanderLodges
6 bedrooms
Medford Home and 2 Condos With Pool and Hot tub

Aparthotel in Medford

Medford Home and 2 Condos With Pool and Hot tub
2.0 star property
The price is S$292
includes taxes & fees
31 Dec - 1 Jan, 2026
Medford Home and 2 Condos With Pool and Hot tub
Terrace/patio
Rosewood Landing- Hot Tub- Sauna

Holiday Home in Medford

Rosewood Landing- Hot Tub- Sauna
3.0 star property
The price is S$707
includes taxes & fees
19 Dec - 20 Dec
Rosewood Landing- Hot Tub- Sauna
Interior
On-site Winery & Tasting Room: Oregon Bungalow!

Cottage in Central Point

On-site Winery & Tasting Room: Oregon Bungalow!
3.0 star property
8.4 out of 10, Very good, (5)
"Loved our stay at the Bungalow. The owners were so welcoming, helpful and friendly. The bungalow was very clean and had well equipped. It wa a great location for everything we wanted to do. The bungalow was even nicer than the pictures. We would definitely recommend this stay! "
United States
Deborah
The price is S$284
includes taxes & fees
19 Dec - 20 Dec
On-site Winery & Tasting Room: Oregon Bungalow!
Living area
The Rellik House and Winery

Holiday Home in Central Point

The Rellik House and Winery
3.5 star property
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is S$314
includes taxes & fees
18 Jan - 19 Jan, 2026
The Rellik House and Winery
3 bedrooms
Enchanting Getaway: Farmhouse and Tiny House Duo

Aparthotel in Jacksonville

Enchanting Getaway: Farmhouse and Tiny House Duo
2.0 star property
The price is S$302
includes taxes & fees
22 Dec - 23 Dec
Enchanting Getaway: Farmhouse and Tiny House Duo
4 bedrooms
Enchanting Getaway Farmhouse and Tiny House Duo

Holiday Home in Jacksonville

Enchanting Getaway Farmhouse and Tiny House Duo
2.0 star property
Enchanting Getaway Farmhouse and Tiny House Duo
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

Holiday Inn Express & Suites Medford by IHG

Holiday Inn Express & Suites Medford by IHG

10/10 Excellent
"Welcoming facility, friendly/helpful staff, clean room, good variety for the free breakfast, etc. "
Elaine 1-night trip
Posted 3 days ago
Holiday Inn Express & Suites Medford by IHG

Frequently asked questions

Are there holiday rentals in Medford?

Yes, there are holiday rentals in Medford close to The RRRink, or you can select a more secluded option if you're looking for 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 holiday.

What are some of the best holiday rentals that Medford has to offer?

Rosewood Studio by WanderLodges: This highly rated holiday home rental in Medford is located near the airport, and has a terrace, a garden and free WiFi to put you at ease in your new surroundings. Amenities such as a coffee maker and free parking are also available for your convenience.

How many holiday rentals are there in Medford?

Expedia has 101 holiday 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 City Hall are other places worth a visit.

What’s a holiday rental in Medford like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Medford. Holiday rentals feature extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.