- Rachel Farley
- Rachel Holder
- Rachel Reinert
- Rachel Wammack
- Rachele Lynae
- Radio Patrick
- Radio Romance
- Radney Foster
- RaeLynn
- Raison D'etre
- Raj Brar
- Raleigh Keegan
- Ralph Stanley
- Randall King
- Randy Houser
- Randy Montana
- Randy Rogers Band
- Randy Travis
- Raquel Renner
- Rascal Flatts
- Rascal Flatts & Natasha Bedingfield
- Ray Charles
- Ray Charles With Willie Nelson
- Ray Johnston
- Ray Scott
- Ray Stevens
- Ray Wylie Hubbard
- Raybon Brothers
- Rayne Johnson
- Razzy Bailey
- Reacharound
- Real Hitta
- Reba McEntire
- Reba McEntire & Brooks & Dunn
- Reba McEntire & Kelly Clarkson
- Reba McEntire & Kenny Chesney
- Reba McEntire & Linda Davis
- Reba McEntire & Vince Gill
- Reba McEntire, Trisha Yearwood, Martina McBride & Linda Davis
- Rebecca Lynn Howard
- Redferrin
- Redferrin
- Redneck Zombie Killers
- Rehab & Hank Williams, Jr.
- Rendy Pandugo
- Rene Le Feuvre
- Rene Russell and The Bottom End
- Renee Blair
- Restless Heart
- Restless Road
- Restless Road & Kane Brown
- Revelry
- Reverie Lane
- Rhett Akins
- Rhonda Hart
- Rhonda Hart & MudBrick Media
- Rhonda Vincent
- Riana Nel
- Rich O'Toole
- Richard Hawley
- Rick Trevino
- Ricky Skaggs
- Ricky Van Shelton
- Ricochet
- Ricus Nel
- Riley Catherall
- Riley Green
- Rio negro country americano
- Rissi Palmer
- River Town Saints
- River Tramps
- Roan Ash
- Rob Snyder
- Robby Johnson
- Robby Longo
- Robert Counts
- Robert Glasper
- Robert Stowell
- Robin English
- Robinella and the CCstringband
- Robyn Ottolini
- Rockie Lynne
- Rocky Luciano & FJ Outlaw
- Rodney Atkins
- Rodney Carrington
- Rodney Crowell
- Rodney Crowell & Rosanne Cash
- Rogério & Regianne
- Rogério e Regianne
- Ronnie Dunn
- Ronnie Milsap
- Ronny Criss
- Roo Arcus
- Rosanne Cash
- Rosanne Cash & Rodney Crowell
- Rosevelt
- Ross Ellis
- Route 33
- Roxanne Shanté
- Roxie Dean
- Roy Clark
- Roy Rogers & Clint Black
- Royce Johns
- Ruby Boots
- Ruby Summer
- Runaway June
- Rune Rudberg
- Rushlow Harris
- Russell Dickerson
- Russell Smith
- Ruston Kelly & Kacey Musgraves
- Rvshvd
- Ryan Bingham
- Ryan Follese
- Ryan Griffin
- Ryan Hurd
- Ryan Hurd & Maren Morris
- Ryan Kinder
- Ryan Nelson
- Ryan Robinette
- Ryan Shupe & The Rubberband